Liquid composition of styrene-containing phenol compounds and methods for production thereof

FIELD: chemistry.

SUBSTANCE: present invention relates to a stabilised composition containing thermoplastic, thermoplastic elastomer, rubber or lubricant, and a liquid composition of a styrene-containing phenol compound in amount ranging from about 0.01 wt % to about 10 wt % with respect to total weight of the stabilised composition, wherein said composition of a phenol compound contains: (a) at least one 2,6-distyrene-containing p-cresol in amount ranging from about 80% to about 95% per total gas-chromatographic area; (b) at least one monostyrene-containing p-cresol in amount of more than 1% per total gas-chromatographic area; and (c) at least one tristyrene-containing p-cresol in amount of more than 1% per total gas-chromatographic area, wherein the composition contains monostyrene-containing p-cresol and tristyrene-containing p-cresol in a combination in amount ranging from 5 to 20% per total gas-chromatographic area. The present invention also relates to a polymer article and a lubricant containing said composition of a phenol compound.

EFFECT: obtaining stabilisers for polymers and lubricants with high efficiency while maintaining the required fluidity and parameters for storage at normal transportation temperatures.

13 cl, 1 dwg, 19 tbl, 14 ex

 

The technical field to which the invention relates.

The present invention relates to liquid compositions strazdeliai phenolic compounds. In particular, the present invention relates to liquid compositions strazdeliai phenolic compounds, methods of producing compositions strazdeliai phenolic compounds and their use for the stabilization of polymers and lubricants.

The level of technology

There is a continuing need in phenolic antioxidants having a liquid physical form, for a number of polymer markets, such as thermoplastics, thermoplastic elastomers, rubber and grease. For many phenolic antioxidants liquid physical form can be achieved by heating them to temperatures higher than their melting point. Examples include octadecyl-3,5-di-tert-butyl-4-hydroxycinnamic, the melting point of which is in the range from 48°C to 58°C, and 2,6-di-tert-butyl-p-cresol, whose melting point of approximately 69°C.

The main disadvantage associated with the use of a compound that is solid at room temperature, in the molten state, is that in order to keep it in liquid physical form requires a constant heat. The heat, however, it is not always possible to maintain, and therefore the molten product can cool down and prevratites is solid. After curing becomes impossible to retrieve the connection from the storage container, which may be necessary to introduce into the stabilized polymer. On the other hand, returning it to liquid physical form requires re-heating, but re-heating the solid material in a closed container can be time-consuming and lengthy process. Thus, the situation can lead to technological delays and, as a result, unnecessary expenditure growth.

Thus, there is a need to develop antioxidants or stabilizers, especially for polymers and lubricants, which is either made equal or exceed the effectiveness of the stabilizers according to manufacturers ' specifications while maintaining the desired fluidity and storage parameters at normal temperatures of transportation.

Another problem, especially for additives to polymers, such as polyurethanes, particularly polyurethane foams, is selection of additives from polymer. Products type polyurethanes are widely used in parts of the interior of the car, such as seats or dashboards, and growing attention to the level of additives which might be made from plastics used for such products. The polyurethane foam is usually produced from simple polyether polyols (p is lilov), which usually contain one or more antioxidants, and diisocyanates. The anti-oxidants are usually contained in the polyol as one component to increase stability and reduce staining. The phenomenon of selection of additives from plastics used in automotive interior, sometimes known by the name of mist. Being precipitated in the form of droplets, which can cause clouding on the windscreen or other Windows. However, the problem of mist inside the car is not just a safety issue due to the deterioration of visibility, but rather a question of safety for the health of the passengers of the car. Thus, there is also a need for polymers, such as polyurethanes, such as polyurethane foams having low settings of mist compared with the industrial standards of comparison.

In U.S. patent 3956247 disclosed solution, according to which halogenoalkane in solution EPDM, rubber-based terpolymer ethylene, alpha-monoolefins and non-conjugate diene in the presence of epoxysilane, such as epoxydecane soybean oil, with or without poly(alkalinity simple ether)glycol gives halogenated EPDM with excellent stability viscosity and low gel content. As an antioxidant may be used a mixture of two parts nonisothermal Hairdryer is LTspice and one part steroidogenesis p-cresol.

In U.S. patent 5140055 revealed that the rubber composition containing specifically limited connection imidazole or connection imidazole, benzimidazole or specifically limited derivative, has a large tan δ at high temperature range, and a tire having a tread made using this rubber composition is guaranteed from the reduction in the value of tan δ due to the increase in temperature when the mileage has improved the parameters of adhesion with the road surface during high-speed movement. The use of acid of Bronsted in combination with imidazole, imidazoline or benzimidazole can eliminate the disadvantage associated with low resistance podocarpaceae rubber mixtures containing imidazole, imidazoline or benzimidazole. Used acid of Bronsted includes derivatives of phenol, carboxylic acid, sulfonic acid, sulfuric acid and its derivatives, phosphoric acid and its derivatives, cyanuric acid and its derivatives, sulinowo acid, nitric acid and its derivatives, phosphoric acid and carboxylic acid, and their derivatives. Compounds listed as recommended for use include 2,6-di-tert-butyl-p-cresol, 2,2'-Methylenebis-4-methyl-6-tert-butylphenol, 4,4'-THIOBIS-3-methyl-6-tert-butylphenol, styracaceae p-cresol, phosphoric acid is, esters of phosphoric acid, phosphorous acid and esters of phosphorous acid, among many others.

In U.S. patent 5466740 disclosed composition based on halogenated resin, which has stability to heat and light by introducing (a) a complex metal hydroxide based on calcium and complex metal oxide-based calcium, (b) β-diketonato compound or its metal salt, and optionally (C) a zinc salt of an organic acid. Composition based on halogenated resin may contain conventional additives, such as ORGANOTIN stabilizers, epoxy stabilizers, esters of phosphorous acid, stabilizers based on sulfur compounds, phenolic stabilizers, and antioxidants, for example steroidogenesis p-cresol, 2,6-di-tert-butyl-4-METHYLPHENOL, mutilateral the anisole, 4,4'-Methylenebis(6-tert-butyl-3-METHYLPHENOL), 2,2'-Methylenebis(6-tert-butyl-4-METHYLPHENOL), 1,3,5-trimethyl-2,4,6-Tris-3,5-di-tert-butyl-4-hydroxybenzyl)benzene, and tetrakis[3-(4-hydroxy-3,5-di-tert-butylphenyl)propionylacetate]methane.

In U.S. patent 6242562 disclosed a method of obtaining a polymer of vinyl chloride, which comprises steps (A) suspension polymerization of vinyl chloride or a mixture of monomers containing vinyl chloride in an aqueous medium, to obtain a polymer suspension; and (C) distillation neprieinama the Shih monomers, remaining in the polymer suspension; and (C) dehydration of the polymer suspension, which took the stage (C), at a temperature from 80°C to 95°C, preferably within 60 minutes after the distillation. In particular, the first vinyl chloride or a mixture of monomers containing vinyl chloride, water, a polymerization initiator and a dispersant, are loaded into polymerizaton, mix and set the desired temperature polymerization (usually from 30 to 75°C) for polymerization of vinyl chloride or mixture of monomers. When the polymerization reaches the desired depth (usually from 60 to 98%), the polymerization being removed, for example, by adding to the reaction mixture of an antioxidant, possessing inhibiting polymerization by the action of, for example antioxidants of phenol type, such as steroidogenesis p-cresol, among others.

In U.S. patent 6339132 disclosed a method of regeneration of unreacted vinyl chloride monomer, including stage compression with a compressor unreacted Monomeric vinyl chloride, extracted from the process of production of polyvinyl chloride, and compress it into contact with the lubricating oil supplied to the compressor. In this way, the lubricating oil contains a polymerization inhibitor having inhibiting the polymerization of action with respect to the Monomeric vinyl chloride. An example of this inhibitor of polymerization can SL is to live inhibitors phenolic type, such as steroidogenesis p-cresol, in addition to the other; inhibitors of amine type; sulfur-containing inhibitors and inhibitors phosphor type, which can be used individually or in combination of two or more of them.

In U.S. patent 6391065 presents with water-dilutable composition of the UV light absorber and method for improving the light fastness of dyed textile materials. The composition applied to the textile materials, and it contains an ultraviolet light absorber and an organic solvent capable of dissolving the ultraviolet light absorber. In example 5 of the patent disclosed the addition of 10.0 g of benzyl benzoate in 20,0 g liquid oxidant/solvent (alkilirovanny steroidogenesis p-cresol) “Naugard 529” to reduce the viscosity.

A brief description of the invention

In one embodiment, the present invention relates to liquid compositions strazdeliai phenolic compounds containing (a) at least one Dictyostelium phenolic compounds in amounts of from about 70 to about 98 percent by total gas chromatography area; (b) at least one monotropaceae phenolic compounds in amounts greater than 1 percent, for example greater than 5 percent by total gas chromatography area; and (C) at least one tristi asteriidae phenolic compounds in amounts greater than 1 percent, for example more than 5 percent by total gas chromatography area. Optionally the composition comprises at least one monotropaceae phenolic compounds in quantities of less than 10 percent by total gas chromatography area and at least one christianstead phenolic compounds in quantities of less than 10 percent by total gas chromatography area. The composition preferably contains monotropaceae phenolic compounds and christianstead phenolic compounds in combination with each other in the amount of from 5 to 20 percent by total gas chromatography area. Preferably the composition as obtained has an acid number less than 0.1 mg KOH/gram and is a measure of the intensity of the color by ARNA less than 150, for example, less than 100. The composition preferably has a viscosity of less than 40,000 CP at 25°C. the Composition optionally further comprises (d) a diluent in an amount of from 0.5 to 20% wt. calculated on the total weight of (a)-(d).

The composition may also contain a stabilizer, which may be, for example, selected from the group consisting of phenols and phosphites, diarylamino and epoxydecane vegetable oils. In one aspect of the co-stabilizer is organophosphites, for example, Tris(nonylphenyl)FOSFA. One optional organophosphites is Weston® NPP 705. In others the GOM aspect, the additional stabilizer is dialkylamide diphenylamine.

In another aspect the invention relates to polymeric product comprising a polymer and any of the above strazdeliai phenolic compositions. The polymer may be selected, for example, from the group consisting of polyolefins, PVC, polyurethanes, polyols and elastomers. In another aspect, the polymer is a butadiene-styrene rubber. The polymer product preferably comprises a polyol or a polyurethane composition exhibiting low misting.

In another aspect the invention relates to a lubricant containing a base component with a viscosity of lubricant and above sterolesters phenolic composition. The lubricant composition preferably contains a basic component in more than 90% of the mass. and styracaceae phenolic compound in the amount of more than 0.05% wt. in the calculation of the mass of the lubricant. The lubricant contains the main component of the lubricant in the amount of more than 95% of the mass. and styracaceae phenolic compound in an amount of from 0.1 to 5 wt%. based on the weight of the grease.

In a particularly preferred embodiment of the invention the lubricant composition further comprises at least one antioxidant comprising one or more secondary diarylamino having the General formula

(R4)a-Ar1-NH-Ar2-R5)b,

where Ar1 and Ar2are independent and include aromatic hydrocarbons, R4and R5are independent and comprise hydrogen atom and a hydrocarbon group, and a and b are independent and equal to 0 and 3, provided that (a+b) is not more than 4.

In one aspect, at least one monotropaceae phenolic compound includes monotropaceae p-cresol, at least one Dictyostelium phenolic compound includes Dictyostelium p-cresol and at least one christianstead phenolic compound includes christianstead p-cresol.

In another aspect, at least one monotropaceae phenolic compound includes a mixture of monostructural o-cresol and monotropaceae p-cresol, at least one Dictyostelium phenolic compound includes a mixture of Dictyostelium o-cresol and distracters of p-cresol and at least one christianstead phenolic compound includes a mixture of christianstead o-cresol and christianstead p-cresol. For example, the composition may contain Dictyostelium p-cresol more than 1 percent by total gas chromatography area and Dictyostelium o-cresol more than 1 percent by total gas chromatography area.

In another aspect, at IU is e one monotropaceae phenolic compound includes a mixture of monostructural phenol and monotropaceae p-cresol, at least one Dictyostelium phenolic compound includes a mixture of Dictyostelium phenol and Dictyostelium p-cresol, at least one christianstead phenolic compound includes a mixture of christianstead phenol and christianstead p-cresol. The composition may, for example, contain monotropaceae phenolic compounds in amounts greater than 1 percent by total gas chromatography area, Dictyostelium phenolic compounds in amounts greater than 1 percent by total gas chromatography area and christianstead phenolic compounds in amounts greater than 1 percent by total gas chromatography area.

In another aspect, at least one monotropaceae phenolic compound includes a mixture of monostructural phenol and monotropaceae o-cresol, at least one Dictyostelium phenolic compound includes a mixture of Dictyostelium phenol and Dictyostelium o-cresol and at least one christianstead phenolic compound includes a mixture of christianstead phenol and christianstead o-cresol. The composition may, for example, contain monotropaceae phenolic compounds in amounts greater than 1 percent by total gas chromatography area, Dictyostelium phenolic soy is inania in amounts greater than 1 percent by total gas chromatography area and christianstead phenolic compounds in amounts greater than 1 percent by total gas chromatography area.

In another aspect the invention relates to a method of producing a liquid composition steroidogenesis phenolic compounds, including the stage of interaction of styrene with at least one phenolic compound in the presence of a catalyst based on sulfonic acid in a reactor at elevated temperature with a mixture of products containing at least one Dictyostelium phenolic compound in an amount of from 70 to 98 percent by total gas chromatography area, monotropaceae phenolic compounds in amounts greater than 1 percent by total gas chromatography area and christianstead phenolic compounds in amounts greater than 1 percent by total gas chromatography area. In this embodiment of the invention the phenolic compound preferably has the formula

where R1represents a hydrogen atom or methyl. The mixture of products preferably is a liquid at room temperature.

For example, at least one phenolic compound may include one or more of phenol, p-cresol, o-cresol, a mixture of o-cresol and p-cresol, a mixture of phenol and p-cresol, a mixture of phenol and o-cresol or a mixture of o-cresol, p-cresol and phenol. In one embodiment of the invention, the mixture of products is distracters of p-cresol in an amount greater than 1 percent by total gas chromatography area and Dictyostelium o-cresol in an amount greater than 1 percent by total gas chromatography area. In another embodiment of the invention, the mixture of products contains monotropaceae phenol in an amount greater than 1 percent by total gas chromatography area, Dictyostelium phenol in an amount greater than 1 percent by total gas chromatography area and christianstead phenol in an amount greater than 1 percent by total gas chromatography area. In another embodiment of the invention, the mixture of products contains monotropaceae phenol in an amount greater than 1 percent by total gas chromatography area, Dictyostelium phenol in an amount greater than 1 percent by total gas chromatography area and christianstead phenol in an amount greater than 1 percent by total gas chromatography area. Product mix preferably contains at least one monotropaceae phenolic compounds in amounts greater than 5 percent by total gas chromatography area, and preferably contains at least one christianstead phenolic compounds in amounts greater than 5 percent by total gas chromatography area. Product mix preferably contains monotropaceae phenolic compounds in quantities of less than 10 percent by total gas chromatography area and christianstead phenolic compounds in the number of IU is the more 10 percent by total gas chromatography area. Product mix preferably contains monotropaceae phenolic compounds and christianstead phenolic compound in an amount of from 5 to 20 percent by total gas chromatography area.

The catalyst based on the sulfonic acid used in the method, preferably selected from the group consisting of triftormetilfullerenov acid and trichloromethylthio acid. In another aspect, the catalyst on the basis of a sulfonic acid selected from the group consisting of methanesulfonic acid, econsultancy acid, methyltrichlorosilane acid, methyltrichlorosilane acid, ethyltrichlorosilane acid and ethyltriphenylphosphonium acid. The catalyst based on the sulfonic acid is not necessarily contained in an amount in the range of from 1 ppm by mass to 1000 ppm by weight, calculated on the total weight of styrene, phenolic compounds and catalyst introduced into the reactor.

Styrene and phenol compound is preferably subjected to interaction in a molar ratio of from 1.85:1 to 2.1:1, respectively. In the ideal case, the product mix has an acid number less than 0.1 mg KOH/gram and preferably has a color number on ARNA less than 150, for example less than 100.

In another embodiment, the invention relates to a method of obtaining a mixture sterolesters their products for example, one or more of phenol, o-cresol and/or p-cresol, which is liquid at room temperature and preferably has a viscosity of less than 40,000 CP at 25°C. the Method provides the opportunity to get Dictyostelium phenolic compounds comprising at least 70% of the total GC area. The method includes the stage of interaction of styrene with one or more phenolic compounds, for example, one or more phenol, o-cresol and/or p-cresol in a molar ratio of from 1.85 to 2.1:1, respectively, in the presence of an acid catalyst, such as sulfonic acid, at elevated temperature, where the mixture contains at least one monotropaceae phenolic compound, at least one Dictyostelium phenolic compound and at least one christianstead phenolic compound and has an acid number less than 0.1 mg KOH/gram.

In another aspect, the present invention relates to a method of stabilizing a polymeric composition, comprising an introduction to the named composition an effective amount of the mixture strazdeliai phenolic compounds such as p-cresol, which is liquid at room temperature and has a viscosity of less than 40,000 CP at 25°C., where the mixture obtained by the process leading to the formation of distracters is their phenolic compounds, for example, 2,5-DISTEARYL-p-cresol, which constitutes at least 70% of the total GC area, and includes the interaction of styrene with a phenolic compound, for example, p-cresol in a molar ratio of from 1.85 to 2.1:1, respectively, in the presence of an acid catalyst, for example, catalyst-based sulfonic acid, at elevated temperature, where the mixture contains at least one monotropaceae connection, for example, monotropaceae p-cresol, at least one Dictyostelium phenolic compound, for example, Dictyostelium p-cresol, and at least one christianstead phenolic compound, for example, christianstead p-cresol, and has an acid number less than 0.1 mg KOH/gram.

In another aspect the present invention relates to compositions containing a mixture of strazdeliai p-krasilnik compounds, which is liquid at room temperature, has a viscosity of less than 40,000 CP at 25°C. and contains 2,6-Dictyostelium p-cresol, of not less than 70% of the total GC area, and received by a process involving the interaction of styrene with p-cresol in a molar ratio of from 1.85 to 2.1:1, respectively, in the presence of an acid catalyst at an elevated temperature where the mixture contains monotropaceae p-cresol, Dictyostelium p-cresol and three is terradynamic p-cresol and has an acid number less than 0.1 mg KOH/gram.

Detailed description of the invention

Introduction

The present invention relates to compositions strazdeliai phenolic compounds, which are liquid at room temperature. In one embodiment of the invention the present invention relates to liquid compositions strazdeliai phenolic compounds containing at least one Dictyostelium phenolic compounds in amounts of from about 70 to about 98 percent by total gas chromatography area, at least one monotropaceae phenolic compounds in amounts greater than 1 percent, for example, greater than 5 percent by total gas chromatography area, and at least one christianstead phenolic compounds in amounts greater than 1 percent, for example, greater than 5 percent by total gas chromatography area. Optionally the composition comprises at least one monotropaceae phenolic compounds in quantities of less than 10 percent (but greater than 1%) by total gas chromatography area and at least one christianstead phenolic compounds in quantities of less than 10 percent (but greater than 1%) by total gas chromatography area. The composition preferably contains monotropaceae phenolic compounds and christianstead the e phenolic compound, in combination, in amounts of from 5 to 20 percent by total gas chromatography area. Composition strazdeliai phenolic compounds of the present invention preferably have a viscosity at room temperature of less than 40,000 CP.

Unexpectedly, it was found that steroidogenesis phenolic compounds of the present invention are highly stable liquids at room temperature (25°C) and usually are highly desirable characteristics, color and transparency, for example, have an index of intensity of color for ARNA less than 150, for example, less than 100 or less than 80. As a result, the composition strazdeliai phenolic compounds of the present invention are easily transported and are well suited for the stabilization of polymeric products and lubricants.

In another embodiment, the invention relates to a method for producing the compositions strazdeliai phenolic compounds using a catalyst based on sulfonic acid. The invention also relates to polymeric products and lubricants, which are stabilized by these compositions strazdeliai phenolic compounds.

Methods of obtaining compositions strazdeliai phenolic compounds

Composition strazdeliai phenolic compounds of the present invention preferably receive of interaction is the interaction of styrene with one or more phenolic compounds, preferably in a molar ratio of approximately from 1.85:1 to approximately 2.1:1, respectively, at an elevated temperature in the presence of an acid catalyst, preferably a catalyst based on sulfonic acid, with a mixture strazdeliai phenolic compounds. The preferred molar ratio of styrene:phenolic compound is from about 1.75 to 2.2:1, for example, from 1.85 to 1.98:1, from 1.9 to 1.98:1 or approximately 1,95:1. Phenolic compound used in the reaction with styrene to obtain a liquid strazdeliai phenolic compounds of the present invention may widely vary, but in preferred embodiments of the invention it is chosen from one or more of phenol, p-cresol, m-cresol and o-cresol.

Below scheme 1 depicts a specific reaction, in which the phenolic compound is p-cresol. As shown, p-cresol is subjected to interaction with styrene in the presence of an acid catalyst, preferably a catalyst based on sulfonic acid, obtaining monotropaceae p-cresol, Dictyostelium of p-cresol and christianstead p-cresol.

Scheme 1

Specific way to obtain a composition strazdeliai phenolic compounds, liquid at room temperature

OS is ESD product in a mixture of products is Dictyostelium phenolic compounds (for example, 2,6-Dictyostelium p-cresol in figure 1), consisting of not less than 70%, e.g. at least 75%, at least 80% or at least 90%, by total gas chromatography (GC) area. Dictyostelium phenolic compounds in the mixture of products and its various isomers are referred to in this description of product “Di”. From the point of view of the grade ranges, di-product may contain a mixture of products in the amount of approximately from 70 to 98%, for example, from 80 to 95%, from 80 to 92%, from 80%to 85%, from 85 to 95% or 90%to 95%, determined by the total area of GC. Preferably during the reaction also produces minor amounts of the corresponding monotropaceae phenolic compounds ("mono") and christianstead phenolic compounds ("three"), as shown above in scheme 1 for p-cresol. As will be obvious to experts in the field, in the course of the reaction can form many different three compounds and isomers (illustrated only one three-connection), and the term "three", as used herein, refers to each of these various compounds in the aggregate, if the corresponding phenolic compound has three sterelny group attached to it. Thus, the terms "mono", "di", "tri", as used herein, refers to phenolic compounds (e.g., one or more phenol is m, p-cresol and/or o-cresol), substituted by one, two or three stirilnii groups, respectively, including their various isomers.

As stated above, the phenolic compound, treated with styrene according to the method of the present invention, may vary within wide limits. Preferred phenolic compounds include phenol, o-cresol, p-cresol, and mixtures thereof. Thus, the phenolic compound preferably has the General formula

where R1represents a hydrogen atom or methyl.

In one embodiment of the invention, for example, phenolic compounds include p-cresol. In this aspect, at least one monotropaceae phenolic compound includes monotropaceae p-cresol, at least one Dictyostelium phenolic compound includes Dictyostelium p-cresol and at least one christianstead phenolic compound includes christianstead p-cresol.

In another aspect of the phenolic compound comprises a mixture of o-cresol and p-cresol. As a result, at least one monotropoideae phenolic compound includes a mixture of monostructural o-cresol and monotropaceae of p-cresol and at least one Dictyostelium phenolic compound includes a mixture of distractions o-cresol and remote is rasterimage p-cresol, and at least one christianstead phenolic compound includes a mixture of christianstead o-cresol and christianstead p-cresol. For example, the composition or the mixture of products may contain Dictyostelium p-cresol more than 1 percent, as calculated by total gas chromatography area and Dictyostelium o-cresol in an amount greater than 1 percent, as calculated by total gas chromatography area.

In another embodiment of the invention phenolic compound includes a mixture of phenol and p-cresol. Thus, at least one monotropaceae phenolic compound includes a mixture of monostructural phenol and monotropaceae p-cresol, at least one Dictyostelium phenolic compound includes a mixture of Dictyostelium phenol and distracters of p-cresol and at least one christianstead phenolic compound includes a mixture of christianstead phenol and trypanosomiasis p-cresol. The composition or the mixture of products may, for example, contain monotropaceae phenol in an amount greater than 1 percent, as calculated by total gas chromatography area, Dictyostelium phenol in an amount greater than 1 percent, as calculated by total gas chromatography area and christianstead phenol in the amount of more than 1% of the NTA, as calculated by total gas chromatography area.

In another embodiment of the invention phenolic compound includes a mixture of phenol and o-cresol. In this aspect, at least one monotropaceae phenolic compound includes a mixture of monostructural phenol and monotropaceae o-cresol, at least one Dictyostelium phenolic compound includes a mixture of Dictyostelium phenol and Dictyostelium o-cresol and at least one christianstead phenolic compound includes a mixture of christianstead phenol and christianstead o-cresol. The composition or the mixture of products may, for example, contain monotropaceae phenol in an amount greater than 1 percent, as calculated by total gas chromatography area, Dictyostelium phenol in an amount greater than 1 percent, as calculated by total gas chromatography area and christianstead phenol in an amount greater than 1 percent, as calculated by total gas chromatography area.

Similarly, the phenolic compound can include a mixture of Phenol, o-cresol, p-cresol, in this case at least one monotropaceae phenolic compound includes a mixture of monostructural phenol, monotropaceae o-cresol and monotropaceae p-cresol. In this case, at least one Dictyostelium phenolic connect the Addendum includes a mixture Dictyostelium phenol, Dictyostelium o-cresol and distracters of p-cresol and at least one christinenstrasse phenolic compound includes a mixture of christianstead phenol, christianstead o-cresol and christianstead p-cresol. The composition or the mixture of products may, for example, contain monotropaceae phenol in an amount greater than 1 percent, as calculated by total gas chromatography area, Dictyostelium phenol in an amount greater than 1 percent, as calculated by total gas chromatography area and christianstead phenol in an amount greater than 1 percent, as calculated by total gas chromatography area.

Regardless of what the phenolic compound used in the method, the liquid physical form of the compositions strazdeliai phenolic compounds of the present invention is achieved by the introduction of two additional reaction products, namely mono - and three-products formed in the composition steroidogenesis phenolic compounds. In addition, the composition strazdeliai phenolic compounds of the present invention preferably have a high transparency and are a measure of color intensity less than 150 ARNA, for example, less than 100 ARNA or less than 80 on ARNA. Hereinafter, for convenience, the stabilizers of the present invention will be called to question what the notes Staroladozhsky phenolic compositions; however, it should be understood that the actual product is a composition of mixtures of mono-, di - and tri-products, as discussed above.

The relative amount of mono-, di - and tri-compositions formed in the method, can be adjusted by selection of the relative fractions of the reactants. As a rule, for example, increasing the molar ratio of styrene:phenolic compounds will lead to the favorable formation of three compounds compared to mono connections. Conversely, a decrease of molar relationship styrene, phenolic compounds will be conducive to the formation of mono-compounds compared with three connections.

Typically, the styrene is added to the phenolic compound, for example, one or more phenol, o-cresol and/or p-cresol, and not phenolic compound to styrene, which may be undesirable to cause polymerization of styrene before or at the time of adding a phenolic compound. In one aspect of the styrene is added to the heated phenolic compound, which was heated to a temperature in the range from 50 to 90°C., for example, from 55 to 85°C., from 60 to 80°C., or preferably approximately 70°C.

In one embodiment of the invention the reaction is carried out isothermal, i.e. at a single elevated temperature throughout the reaction process. Preferably the reaction is carried out at a temperature in the interval is e from approximately 40°to approximately 150°C, more preferably in the range from about 60 to about 80°C.

The formation of mono-compounds occurs rapidly, but the formation of di-compounds occurs more slowly. The rate of formation of di-compounds can be improved, however, by increasing the temperature of the reaction mixture. Thus, in another embodiment of the invention used two-stage scheme of increasing the temperature at which the reactants are heated to the first temperature for a first period of time, and then the reaction mixture is heated to the second "final" temperature during the second period of time. The first temperature is not necessarily in the interval from 50 to 90°C., for example, from 55 to 85°C., from 60 to 80°C., or preferably it is approximately 70°C, and the first time interval may be in the range from 1 to 10 hours, for example, from 1 to 4 hours 2 to 4 hours, or from 2.5 to 3.5 hours. For the purposes of the present invention, the first period of time starts from the moment of initial contact of reagents with each other, for example, when styrene is added to the phenolic compound. The second optional temperature is in the range from 60 to 110°C., for example, from 70 to 110°C., from 80 to 100°C., or preferably approximately 90°, and the second time interval is in the range from 0.25 AR4 hours for example, from 1 to 4 hours 2 to 4 hours, or from 2.5 to 3.5 hours. Prolonged heating time can lead to darkening of the resulting reaction mixture and, depending on the intended use, it may be undesirable. The difference between the second and the first temperature is preferably more than 10°C, for example, more than 15°C., and most preferably approximately 20°C. as for intervals, the difference between the first and second temperatures is optional from 10 to 70°C, for example, from 10 to 50°C or 15 to 25°C. In the present embodiment of the invention, the reaction process can take place in one reactor, where the temperature may be increased from the first temperature to the second temperature, or, on the contrary, in two or more separate reactors. For example, the first reagents can be loaded in the first reactor, which is maintained at the first temperature, and then the resulting mixture is sent to the second reactor, which is maintained at the second temperature, to complete the process.

In another embodiment, the temperature may be gradually increased during the course of the reaction or during part of the reaction process. For example, the temperature may be gradually increased, for example, with a speed of from 0.01 to 2°C/min, with a speed of from 0.02 to 1°C/min or speed is from 0.02 to 0.1°C/min, not necessarily during the time period in the range from 0.5 to 8 hours, for example, from 2 to 8 hours or from 4 to 8 hours.

The total reaction time will usually be in the range from about one to about seven hours, preferably in the range from about three to about four hours. If desired, the reaction can be performed in the environment of a solvent which is inert to the components of the reaction mixture and which is preferably a hydrocarbon, such as toluene, benzene, heptane, hexane and the like, the Reaction can be performed in a continuous, semi-continuous or batch process.

Catalyst

The accession process of styrene to the phenolic compounds preferably proceeds in the presence of a catalyst. Suitable catalyst usually has an acidic properties, for example, acids of Bronsted or Lewis acid. However, it is known that some acid catalysts give a yellow steroidogenesis phenolic compositions, which can make them unsuitable for some applications, for example, when introducing them into polymers or lubricants, for which color is an important criterion. Examples of these catalysts include, but are not limited to, Ateret of boron TRIFLUORIDE and sulfuric acid. For example, it is known that the catalyst based on iterate is reftored boron gives a product with an indicator of the intensity of the color classification of the American public health Association (ARNA) is greater than 150. Color is typically less important for lubricants than for polymers.

On the other hand, it has been unexpectedly discovered that certain acid catalysts essentially not create staining. Thus, in another embodiment of the invention, if desired, can be obtained particularly preferred for use with polymer liquid composition strazdeliai phenolic compounds that have very low color intensity. The usual preferred value it ARNA for liquid compositions strazdeliai phenolic compounds of the present invention is the color intensity in the ARNA is less than 150, preferably the color intensity in the ARNA less than 100 or less than 80. Examples paleokrassas catalysts in this context include, but are not limited to, sulfonic acid ion-exchange resin. Sulfonic acid may have the formula:

where R is selected from the group consisting of hydrogen atom, alkyl group, such as, for example, With1-C6an alkyl group (including but not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, phenyl, hexyl, heptyl and octyl), halogen atom (i.e. F, Cl, Br, I and At), aryl (including but not limited to, phenyl, benzyl, o-tolyl, m-tolyl and p-tolyl) and halogenated (including but not Ogre is nicias them trichloromethyl and trifluoromethyl). Preferred sulfonic acids include, for example, methanesulfonate acid, econsultancy acid, trichloromethanesulfonate acid and triftormetilfullerenov acid (triplicate acid).

The amount of acid catalyst used in the method will vary widely, depending, for example, on the strength of the acid. If used Trifonova acid as the acid catalyst, preferably, its content will be the value in the range from 1 ppm by mass to 1000 ppm by weight, for example, from 1 ppm by mass to 100 ppm by weight, calculated on the total weight of styrene, phenolic compounds and catalyst introduced into the reactor. Large quantities of, for example, more than 0.1% wt., more than 1 wt. -%, more than 3% of the mass. or potentially a significantly higher amount of catalyst can be used for other catalysts, for example, ion exchange resins or more weak acids.

Optionally used catalyst includes a catalyst based on sulfonic acid, for example, trifonovoj acid in combination with one or more phosphites. For example, the molar ratio of sulfonic acid to the phosphites can be in the range of, for example, from 1 to 5 or from 1 to 100. Examples of phosphites that can be used include trilaureth is t, diisodecylphthalate, isdeterministic, triphenylphosphite. Unexpectedly high conversion, for example, more than 80 percent, greater than 90 percent or greater than 95 percent can be achieved using catalytic systems involving the use of catalyst-based sulfonic acid in combination with phosphites.

In some aspects, it may be necessary to remove the acid catalyst from the resulting mixture steroidogenesis phenolic product, for example, by contacting a mixture of products with a neutralizing agent, such as kaolin or calcined soda. Preferably, however, the acid number of the initially formed mixture strazdeliai phenolic products is quite low (for example, less than 0.1 mg KOH/gram, as described below)so that there is a need to remove the catalyst or the use of a neutralizing agent. This is especially true when the catalyst used is a very strong acid, for example, Trifonova acid, in very small quantities, as discussed above.

New songs strazdeliai phenolic products

The above methods of the present invention to form new compositions strazdeliai phenolic compounds, which include a mixture of mono-, di - and christianstead finalni the connections. In order to achieve the desired liquid physical form and duration of the existence of liquid forms, each of mono - and three-component must be contained in a quantity greater than 1% of the total area of GC peaks, not necessarily at least 2%, at least 5% or at least 10%, based on total GC area a mixture of products (including the peaks corresponding to unreacted styrene and phenolic compounds). Normal content of mono-component is in the range from more than 1 to about 15%, for example, from about 1 to about 10%, or from about 2 to about 5%, based on total GC area a mixture of products. The usual content of the three-component is from about 1 to about 15%, and, for example, from about 1 to about 10%, or from about 2 to about 5%, based on total GC area a mixture of products. Preferably the percentage of combinations of mono - and three-component will be in the range from about 2 to about 30 percent, based on total GC area a mixture of products, for example, from about 5 to about 30 percent, from about 5 to about 20%, from about 5 to about 10%, based on the total area of H.H. mixture of products.

As noted above, the composition strazdeliai phenolic connected to the second present invention (not necessarily containing the diluent, as discussed below) is preferably liquid. More preferably the composition (optional diluent has a viscosity of less than 40,000 CP at 25°C., such as less than 30,000 centipoise, less than 25000 centipoise or less 15,000 centipoise at 25°C. From the viewpoint of intervals composition strazdeliai phenolic compounds, in the presence or absence of a diluent, can have a viscosity in the range from 1000 to 40,000 centipoise, for example, from 1500 to 30,000 centipoise, or from 2,000 to 30,000 centipoise at 25°C. As used herein, unless otherwise indicated, the term "viscosity" refers to the viscosity according to Brookfield at 25°C, determined according to ASTM D2393, which in its entirety is included in this description by reference.

Some traditional songs strazdeliai phenolic compounds are prone to solid form or are unstable diluted compositions containing precipitate. Mixing and shaking compositions strazdeliai phenolic compounds may additionally lead to the formation of sludge. In contrast, compositions strazdeliai phenolic compounds of the present invention are not diluted and preferably do not form any visible solids (precipitate) after 1 week, more preferably 2 weeks, 1 month, 3 months, h is the cut 6 months or after 1 year of storage without appreciable mixing, and optionally in an atmosphere of nitrogen. The quantities of sediment calculated by the number of songs strazdeliai phenolic compounds at room temperature without significant movement, i.e. remaining in the storage container on a flat surface for a considerable period of time and preferably in a nitrogen atmosphere.

Although the methods of the present invention preferably uses an acid catalyst, the resulting composition strazdeliai phenolic compounds preferably has a low acid number, because the presence of acid in the composition strazdeliai phenolic compounds may be undesirable way to promote polymerization strazdeliai phenolic compounds and reduce the duration of existence of the liquid form. In some preferred embodiments, the implementation of the composition strazdeliai phenolic compounds have an acid number less than 0.5 mg KOH/gram, for example, less than 0.2 mg KOH/gram, less than 0.1 mg KOH/gram, less than 0.05 mg KOH/gram or less than 0.01 mg KOH/gram. As used in this description, the acid number is determined by titration with a solution of KOH/methanol, where titrated substance dissolved in isopropyl alcohol. Acid number is the number of mg KOH required per gram of sample to achieve a neutral solution.

Rasb is representative

Although the mixture strazdeliai phenolic products of the present invention are liquids at room temperature even in the absence of any other components, their viscosity can be further reduced by the addition of diluent. Thus, in a preferred embodiment, the diluent is added to the above composition strazdeliai phenolic compounds to further reduce its viscosity relative to the composition without solvent. Thus, the composition strazdeliai phenolic compounds of the present invention may contain or not contain a diluent. In a preferred embodiment, the invention relates to compositions strazdeliai phenolic compounds containing at least one Dictyostelium phenolic compounds (for example, 2,6-Dictyostelium p-cresol) is optional in the amount of from 70 to 98 percent by total gas chromatography area, at least one monotropaceae optional phenolic compounds in amounts greater than 1 percent, for example, greater than 5 percent by total gas chromatography area, at least one christianstead optional phenolic compounds in amounts greater than 1 percent, for example, greater than 5 percent by total gas chromatography area, and once avicel not necessarily in the number of, in the range of 0.5 to 20 wt. -%, for example, from 1 to 10 wt. -%, from 3 to 7% of the mass. or about 5 wt. -%, calculated on the total weight strazdeliai phenolic compounds and diluent.

Composition of the diluent may be any liquid that is miscible with the above Staroladozhsky phenolic compounds, which improves the ability for the transportation of the composition, as described above. Examples of diluting materials may include, for example, lubricating oils, including basic components that are obtained by isomerization of synthetic wax and wax, as well as the basic components of hydrocracking obtained by hydrocracking (faster than by solvent extraction) the aromatic and polar components of crude oil. Other possible solvents include mineral oils, and oils derived from coal and shale. Natural materials suitable for use as diluents may include, for example, animal oils, such as Lanovoi oil, tall oil, vegetable oils, including canola oil, castor oil, Flaxseed oil and sunflower oil. In several preferred embodiments, implementation of the diluent includes epoxydecane vegetable oil, such as, but not limited to, epoxydecane oil canola, epoxydecane castor oil, Epoque is hydrovane linseed oil and epoxydecane sunflower oil. In a preferred aspect, the lubricating oil includes commercially available epoxydecane soybean oil, such as DRAPEX® 6.8 cm (Chemtura Corp., Middlebury. Connecticut, USA).

The viscosity of the solvent in a similar manner may vary within wide limits, but is preferably not more than 5000, for example, not more than 1000 CP, 500 CP, no more than 400 centipoise or not more than 350 centipoise. Within the intervals of the diluent preferably has a viscosity in the range from 100 to 500 centipoise, for example, from 200 to 400 centipoise, or from 260 to 380 centipoise, most preferably, approximately 320 centipoise. The diluent preferably has a molecular weight of less than 10000, for example, less than 5000, less than 2500 1500 or less and do not necessarily change in the range from 500 to 1500, for example, from 250 to 1250 and most preferably is approximately 1000. Unless otherwise stated, the molecular weight indicated in this description, is defined gel chromatography using polystyrene standards.

Depending on its composition, the diluent may be either hydrolyzed slowly and/or to polymerization in the presence of acids, alkalis, water or water vapor. Thus, the diluent preferably has a low acid number, preferably less than 1.5, for example, less than 1.0 and preferably about 5, determined according AOTS-Te-2a, which in its entirety is included in this description by reference. The diluent is also ideally has a very high degree of saturation (low unsaturation) and preferably has an iodine number (HANUG) is less than 2.0, for example, less than 1.8 or less than 1.5, determined according to AOCS-Tgl-64T, which in its entirety is included in this description by reference.

The amount of diluent added to the composition strazdeliai phenolic compounds for technological treatment depends on factors such as the end use of the composition strazdeliai phenolic compounds. In some preferred embodiments, the implementation of the diluent added to the composition strazdeliai phenolic compounds in quantities of less than 20 wt. -%, for example, less than 10% of the mass. or less than 8 wt. -%, calculated on the total weight of the composition strazdeliai phenolic compounds and diluent. Within the intervals of the diluent does not necessarily add to steroidogenesis phenolic compounds in amounts in the range from 0.5 to 20 wt. -%, for example, from 1 to 10 wt. -%, from 3 to 7% of the mass. or about 5 wt. -%, calculated on the total weight strazdeliai phenolic compounds and diluent.

Stabilization of polymers

The invention further relates to stable sirbanum thermoplastics or polymer resins, where one component contains a composition strazdeliai phenolic compounds, and the other contains a thermoplastic and/or elastic polymer, such as polyolefin, polyvinyl chloride, BSC (SBR), nitrile rubber, etc.

Thermoplastic polymers which can be stabilized compositions strazdeliai phenolic compounds of the present invention, can represent any thermoplastic known in this area, such as a polyolefin homopolymers and copolymers, polyesters, polyurethanes, polyalkylacrylate, polysulfones, polyimides, simple Polyphenylene esters, styrene polymers and copolymers, polycarbonates, acrylic polymers, polyamides, Polyacetals, and halogenated polymers. Can also be used mixtures of different polymers, such as a mixture of Polyphenylene simple ether/styrene resin, polyvinyl chloride/anti-lock brakes (ABS), or other polymers with improved impact strength, such as Methacrylonitrile and alpha methylsterol containing ABS and complex polyester/ABS or polycarbonate/ABS and complex polyester plus any other modifier impact strength. These polymers are available commercially or can be obtained by means known in this field. The stabilizers of the present invention is particularly suitable for use in polyolefins, polyurethanes and Halogens rasih polymers.

Can be used polymers of monoolefins and diolefins, for example, polypropylene, polyisobutylene, polybutene-1, polymethylpentene-1, polyisoprene or polybutadiene, and also polymers of cycloolefins, for example, cyclopentene or norbornene, polyethylene (which optionally can be cross-linked), for example, high density polyethylene (HDPE), low density polyethylene (LDPE) and linear low density polyethylene (LLDPE). Can also be used mixtures of these polymers, for example mixtures of polypropylene with polyisobutylene, polypropylene with polyethylene (for example PP/HDPE, PP/LDPE) and mixtures of different types of polyethylene (for example LDPE/HDPE). Also usable are copolymers of monoolefins and diolefins with each other or with other vinyl monomers, such as, for example, ethylene/propylene, LLDPE and its mixtures with LDPE, propylene/butene-1, ethylene/hexene, ethylene/ethylpentane, ethylene/hapten, ethylene/octene, propylene/isobutylene, ethylene/butene-1, propylene/butadiene, isobutylene, isoprene, ethylene/alkylacrylate, ethylene/alkyl methacrylates, ethylene/vinyl acetate (EVA) or copolymers of ethylene/acrylic acid (EAA) and their salts (ionomers) and terpolymers of ethylene with propylene and a diene, such as hexadiene, Dicyclopentadiene or ethylidene-norbornene; and mixtures of these copolymers and their mixtures with polymers mentioned above, for example, on propylen/ethylene-propylene copolymers, LDPE/EVA, LDPE/EAA, LLDPE/EVA and LLDPE/EAA.

Can also be used halogenated polymers, such as PVC. As used in this description, it is understood that the terms "poly(vinyl)chloride" and "PVC" include both homopolymers and copolymers of vinyl chloride, i.e. vinyl resin containing units of vinyl chloride in its structure, for example, copolymers of vinyl chloride and vinyl esters of aliphatic acids, in particular vinyl acetate; copolymers of vinyl chloride with esters of acrylic and methacrylic acid with Acrylonitrile; copolymers of vinyl chloride with diene compounds and unsaturated dicarboxylic acids or their anhydrides, such as copolymers of vinyl chloride with diethylmaleate, diethylfumarate or maleic anhydride; postchlorinated polymers and copolymers of vinyl chloride; copolymers vinyl chloride and vinylidenechloride with unsaturated aldehydes, ketones and others, such as acrolein, CROTONALDEHYDE, vinylmation, vinylmations simple ether, minimizebutton simple ether, etc.

The terms "poly(vinyl)chloride" and "PVC", as used herein, also include graft polymers of PVC with EVA (EVA), anti-lock brakes (ABS) and MBS (MBS). Preferred substrates are also mixtures of the above homopolymers and copolymers, in particular homopolymers based vinyl the reed with other thermoplastic resins and/or rubbers, in particular mixtures with anti-lock brakes (ABS), MBS (MBS), BOC (NBR), SAN (SAN), EVA (EVA), HSP (CPE), MBAS (MBAS), PMA (PMA), PMMA (PMMA), APDC (EPDM) and polylactones.

The vinyl acetate, vinylidenechloride, Acrylonitrile, chloritisation and/or esters of acrylic, fumaric, maleic and/or takenaway acids can be cited as preferred examples of monomers which copolymerized with vinyl chloride. In addition, the polyvinyl chloride can be chlorinated and having a chlorine content of up to 70% by weight. The present invention particularly relates to homopolymers based on vinyl chloride.

In the scope of the present invention PVC should be understood as including halogenated polymers secondary use, which have undergone changes during the processing, use or storage. The polymers can also include styrene polymers such as polystyrene, poly(p-methylsterol), poly(α-methylsterol), copolymers of styrene or α-methylstyrene with denami or acrylic derivatives, such as, for example, styrene/butadiene, styrene/Acrylonitrile, styrene/alkylmethacrylamide, styrene/maleic anhydride, styrene/maleimide, styrene/butadiene/acrylate, styrene/Acrylonitrile/methyl acrylate, mixtures of high impact strength of the copolymer of styrene with another polymer, such as, for example, from a polyacrylate, a diene polymer or ethylene terpolymer/propylene/diene; and the block with the polymers of styrene, such as, for example, styrene/butadiene/styrene, styrene/isoprene/styrene, styrene/ethylene/butylene/styrene or styrene/ethylene/propylene/styrene.

Styrene polymers may additionally or alternatively include grattafiori styrene or α-methylstyrene such as, for example, styrene on polybutadiene, styrene on polybutadiene-styrene or polybutadiene-Acrylonitrile; styrene and Acrylonitrile (or Methacrylonitrile) on polybutadiene and its copolymers; styrene and maleic anhydride or maleimide on polybutadiene; styrene, Acrylonitrile and maleic anhydride or maleimide on polybutadiene; styrene, Acrylonitrile and methyl methacrylate on polybutadiene, styrene and alkylacrylate or methacrylates on polybutadiene, styrene and Acrylonitrile on ethylene-propylene-diene-tersopolymers, styrene and Acrylonitrile on polyacrylates or polymethacrylates, styrene and Acrylonitrile in the copolymers, acrylate/butadiene, and mixtures thereof with styrene polymers mentioned above.

Nitrile polymers can also be used in polymeric compositions of the present invention. These include homopolymers and copolymers of Acrylonitrile and its analogues, such as polymethacrylates, polyacrylonitrile, polymers, Acrylonitrile/butadiene, Acrylonitrile polymers/alkylacrylate, polymers, Acrylonitrile/alkylmethacrylamide/butadiene and various ABS compositions, ka is their stated above in relation to the styrene polymer.

Can also be used polymers based on acrylic acids such as acrylic acid, methacrylic acid, methylmethacrylic acid and etakrinova acid and their esters. These polymers include polymethylmethacrylate and grattapaglia type ABS, where all or part of the Acrylonitrile monomer type is replaced by a complex ester of acrylic acid or Amida acrylic acid. Can also be used polymers, including other acrylate monomers such as acrolein, methacrolein, acrylamide and methacrylamide.

Other suitable polymers include homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropyleneoxide or their copolymers with bisglycinate ethers; Polyacetals, such as Polyoxymethylene and Polyacetals on the basis of Polyoxymethylene, which contain ethylene oxide as co monomer; Polyacetals modified with thermoplastic polyurethane, ABC, containing acrylates or Methacrylonitrile; polyphenyleneoxides and sulfides and mixtures of polyphenyleneoxides with styrene or polyamides; polycarbonates and complex politicalparty; polysulfones, simple polyethersulfone and simple polyetherketone; and polyesters which are formed dicarboxylic acids and dialami and/or hydroxycarbonyl the diversified acid or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylcyclohexane, poly-2-(2,2,4-(4-hydroxyphenyl)propane)terephthalate and polyhydroxybenzenes, and block copolymers based on polyether and polyester formed by a simple polyethers having hydroxyl end groups.

Can be used polyamides and copolyamids that formed bisamine and dicarboxylic acids and/or aminocarbonyl acids or the corresponding lactams, such as polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/9, 6/12 and 4/6, polyamide 11, polyamide 12, aromatic polyamides obtained by condensation of m-xelovanisa and adipic acid; polyamides obtained from hexamethyleneamine and isophthalic and/or terephthalic acid, and optional rubber as a modifier, for example poly-2,4,4-trimethylhexamethylenediamine or poly-m-phenylenedimaleimide. Can be used and other copolymers of the aforementioned polyamides with polyolefins, olefin copolymers, ionomers or chemically bound or grafted rubbers; or with a simple polyesters, such as, for example, polyethylene glycol, polypropyleneglycol or polytetramethylene, and polyamides or copolyamids, modified with EPDM or ABS.

Representative examples of suitable rubbers include butadiene-article is full of rubber polymerization in solution (SSBR), butadiene-styrene rubber (SBR), natural rubber (NR), polybutadiene (BR), ethylene-propylene co - and terpolymer (EP, EPDM) and butadiene-Acrylonitrile rubber (NBR, BOC). The rubber composition comprises at least one elastomer based on EPDM or rubber. Suitable mating danami are isoprene and 1,3-butadiene, and suitable vinyl aromatic compounds are styrene and α-methylsterol. Thus, the rubber is a sulfur vulcanization of rubber. Such elastomer-based diene, or rubber, may be selected, for example, from at least one of CIS-1,4-composition of polyisoprene rubber (natural and/or synthetic, and preferably natural rubber), rubber-based copolymer is a styrene/butadiene emulsion polymerization, styrene butadiene rubber obtained by polymerization in solution, 3,4-composition of polyisoprene rubber, isoprene/butadiene rubber, rubber-based thermopolymer styrene/isoprene/butadiene rubber, CIS-1,4-polybutadiene, butadiene rubber with an average grade vinyl (from 35 percent to 50 percent vinyl), butadiene rubber having a high vinyl content (from 50 to 75 percent vinyl), copolymers of styrene/isoprene, rubber-based thermopolymer styrene/butadiene/Acrylonitrile obtained by the emulsion polymerization, and rubber-based copolym the RA butadiene/Acrylonitrile. As the butadiene-styrene rubber, obtained by emulsion polymerisation (e-SBR) might be used a rubber, having a relative styrene content of from 20 percent to 28 percent bound styrene, for some applications e-SBR is the content of the bound styrene from medium to relatively high, namely a styrene content of 30 percent to 45 percent. Rubber-based thermopolymer styrene/butadiene/Acrylonitrile obtained by the emulsion polymerization, containing from 2 to 40 wt%. the bound Acrylonitrile in thermopolymer, are also among the diene rubbers for use in the present invention.

SBR obtained by polymerization in solution (s-SBR), typically has a content of bound styrene in the range of from 5 to 50 percent, preferably from 9 to 36 percent. Polybutadiene rubber can be conveniently characterized, for example, the content of at least 90% of the mass. CIS-14 links.

Regardless of the polymer or polymers used, one or more polymers preferably contain a stabilizing amount of a composition strazdeliai phenolic compounds of the present invention. As used herein, "stabilizing amount" or "effective amount" of a composition strazdeliai phenolic compounds present from the Britania means, a polymer composition containing the composition strazdeliai phenolic compounds, shows improved stability in any of its physical properties or color compared to the same polymer composition, which does not include compositions strazdeliai phenolic compounds.

Examples of improved stability include improved stability, for example, molecular weight from degradation, discoloration and the like, for example, in the processing from the melt, the impact of weather conditions and/or prolonged exposure to heat, light and/or other factors. In one example, the improved stability is meant one or both of such factors as lower intensity of original color or additional resistance to atmospheric aging, measured, for example, the initial yellowness index (YI) or resistance to yellowing and discoloration compared to the composition without the addition of stabilizer.

Although desirable stabilizing amount of a composition strazdeliai phenolic compounds will vary widely, depending on the polymer and the intended use of the polymer product, in some examples of embodiments, the composition strazdeliai phenolic compounds are present in amounts less than 5 wt. -%, n the example, less than 1 weight percent, less than 1000 ppm by weight, less than 500 ppm by weight or less than 100 ppm by weight, calculated on the total weight of the polymer and the composition strazdeliai phenolic compounds. From the point of view of the intervals, the composition strazdeliai phenolic compounds may be present in the polymer in an amount of from 10 ppm by weight to 5% wt., for example, from 100 ppm by weight to 1 mass percent, from 100 to 5000 ppm by weight, or from 150 ppm by mass to 1000 ppm by weight, calculated on the total weight of the polymer and the composition strazdeliai phenolic compounds.

Stabilization of lubricants

Besides polymers, compositions strazdeliai phenolic compounds of the present invention can also be used for the stabilization of lubricants, such as the basic components of lubricating oils. Thus, in one embodiment, the invention relates to a lubricant composition containing a base component of the lubricant in the amount of more than 90 wt. -%, for example, more than 95% of the mass. or more than 99 wt. -%, based on the weight of the lubricating composition; and the composition strazdeliai phenolic compounds, preferably in the amount of more than 0.05% wt., for example, more than 0.5% of the mass. or more than 1 mass%, based on the weight of the lubricant composition. From the point of view of the intervals, the lubricant composition preferably contains the inhabitants song strazdeliai phenolic compounds in amounts of from 0.05 to 10 wt. -%, for example, in amounts of from 0.1 to 5 wt%. or in the amount of from 0.5 to 1 weight percent, based on the weight of the lubricant composition. As described above, the composition strazdeliai phenolic compounds preferably contains Dictyostelium phenolic compounds (for example, 2,6-Dictyostelium p-cresol) in an amount of from about 70 to 98%, for example, from 80 to 95%, from 80 to 92%, from 80%to 85%, from 85 to 95% or 90%to 95%, by total gas chromatography area, monotropaceae phenolic compounds in amounts greater than 1 percent, for example, greater than 5 percent by total gas chromatography area, and christianstead phenolic compounds in amounts greater than 1 percent, for example that more than 5 percent by total gas chromatography area. Composition strazdeliai phenolic compounds optionally further comprises a diluent, as described above.

The basic component of lubricating oil can be any natural or synthetic base component lubricating oils on the basis of a fraction having a kinematic viscosity at 100°C. from about 2 to about 200 CST, more preferably from about 3 to about 150 CST and most preferably from about 3 to about 100 CST. The basic component of lubricating oil can be drawn is an, for example, natural lubricating oils, synthetic lubricating oils or mixtures thereof. Suitable basic components of lubricating oils include basic components that are obtained by isomerization of synthetic wax or wax, as well as the basic component of the hydrocracking obtained by hydrocracking (rather than solvent extraction) the aromatic and polar components of crude oil. Natural lubricating oils include animal oils, such as Lanovoi oil, tall oil, vegetable oils, including canola oil, castor oil, linseed oil and sunflower oil, for example, oil lubricants, mineral oils, and oils derived from coal or shale. In several preferred embodiments, the implementation of the lubricating oil is amoxicillinum vegetable oil, such as, but not limited to, epoxydecane canola oil, epoxydecane castor oil, epoxydecane linseed oil and epoxydecane sunflower oil (for example, DRAPEX® 6.8 cm, Chemtura Corporation, Middlebury, Connecticut, USA).

Synthetic oils include mineral oils and halogensubstituted mineral oils such as polymerized and copolymerizable olefins, gas-in-liquid, obtained by the technology of the Fischer-Tropsch, alkyl benzenes, polyfamily, alkylated diphenyl ethers, alkylated define the new sulfides, as well as their derivatives, analogs, homologs and the like of Synthetic lubricating oils also include acceleratedly polymers, copolymers and derivatives thereof where the terminal hydroxyl groups, for example, modified by the esterification reaction ether and ester types.

Another suitable class of synthetic lubricating oils comprises the esters of dicarboxylic acids with various alcohols. Esters are used as synthetic oils also include compounds that are formed With5-C18monocarboxylic acids and polyols and ethers of polyols. Other esters are used as synthetic oils include compounds that are formed by copolymers of α-olefins and dicarboxylic acids, esterified alcohols with short or medium chain length.

Oil-based silicones, such as polyalkyl, polyaryl, polyalkoxy or poliarizatsionnoy oils and silicate oils comprise another valuable class of synthetic lubricating oils. Other synthetic lubricating oils include liquid esters of phosphorus-containing acids, polymeric tetrahydrofuran, poly-α-olefins, etc.

The lubricating oil can be obtained from the untreated, treated, re-refined oils or their mixtures. Crude oils are derived directly is from a natural source or synthetic source (e.g., coal, shale, tar or bitumen) without further purification or processing. Examples of unrefined oils include shale oil, obtained by distillation of petroleum oil, obtained by distillation, or ester oil obtained directly in the process of esterification, each of which is then used without additional processing. Refined oils are similar crude oils, except that purified oil processed at one or more steps of purification to improve one or more properties. Suitable cleaning methods may include distillation, hydrogenation, dewaxing, solvent extraction, extraction with acid or alkali, filtering, straining, etc. which are all well known to specialists in this field. Re-refined oils obtained by processing the treated oil by methods similar to those used to obtain refined oils. These oil re-cleaning is also known as the regenerated absorption or reprocessed oils and often are additionally processed by removal of spent additives and degradation products of oil.

The basic components of lubricating oils obtained by the hydroisomerization of wax can also be used separately or in combination with those specified in the above natural and/or synthetic base components. This is obtained by isomerization of wax oil is obtained by the hydroisomerization of natural or synthetic waxes or their mixtures in the presence of catalyst hydroisomerization. Natural waxes are usually paraffin wax concentrates extracted using a solvent in the dewaxing of mineral oils; synthetic waxes are waxes obtained by the method of Fischer-Tropsch. The resulting isomerized product is usually subjected to dewaxing in solution and fractionation to remove various fractions having a certain interval of values of viscosity. Samaritane waxes also have a very high viscosity indices (VI), usually after dewaxing components of the value VI of at least 130, preferably at least 135 or higher as determined according to ASTM D2270, which in its entirety is entered in this description by reference, and pour oil about -20°C or below.

The lubricating oil used in the practice of the present invention may be selected from any of the base oils in groups I-V as are specified in the reference interchangeability of base oils of the American petroleum Institute (API). Five groups of base oils described in table 1.

Table 1
Category base oil API
CategorySulfur (%)Saturated (%)The viscosity index
Group I>0,03and/or<9080-120
Group II<0,03and>9080-120
Group III<0,03and>90>120
Group IVAll poly-alpha-olefins
Group VAll others not included in groups I, II, III or IV

Composition strazdeliai phenolic compounds of the present invention are especially suitable as components of many different compositions of lubricating oils. Additives can be introduced in various oil with lubricating viscosity, including natural and synthetic lubricating oils and mixtures of these Additives can be introduced into gear oils for internal combustion engines with spark ignition and compression ignition. The composition can also be used in lubricants, gas engines, lubricants, steam and gas turbines, automatic transmission fluids, lubricants for gears, lubricants for compressors, lubricants for Metalworking equipment, hydraulic fluids and other lubricating oil and grease compositions.

Although the desired stabilizing amount of a composition strazdeliai phenolic compounds in the lubricating composition will vary within wide limits, depending on the base component lubrication and purpose lubricant composition, in some examples of embodiments, the composition strazdeliai phenolic compounds will be present in the lubricating composition in an amount less than 10 wt. -%, for example, less than 1 weight percent, less than 0.5% of the mass. or less than 0.1 weight percent, based on the total weight of the base component lubrication and composition strazdeliai phenolic compounds. From the point of view of the intervals, the composition strazdeliai phenolic compounds may be contained in the base component of the lubricant in an amount of from 0.01 to 10 wt. -%, for example, from 0.1 to 5 wt%. or from 0.1 to 2 wt. -%, calculated on the total weight of the base component lubrication and composition strazdeliai phenolic compounds.

When mixed with the base component of the lubricant to the position strazdeliai phenolic compounds preferably has a high degree of oxidative stability. Oxidative stability can be quantified by scanning calorimetry differential pressure (PDSC). PDSC evaluates the oxidation stability of the oil during use under oxidizing conditions in a thin film under isothermal conditions. When the temperature when carrying out the PDSC is maintained at the predetermined value, oxidative stability test oil is assessed according to the induction period of oxidation (OIT), the corresponding exothermic heat caused by the beginning of oxidation of the oil. Oil, giving a longer OIT, usually considered to be more resistant to oxidation. The testing method PDSC each test oil is heated to 50 ppm oil-soluble iron, formed by iron naphthenate. Preferably, the lubricating compositions of the present invention have OIT defined by the PDSC method at 160°C over 20 min, for example, more than 30 min, 40 min, more than 50 minutes 55 minutes or more Lubricant is optional OIT at 185°C, a specific method PDSC, over 2 min, for example, greater than 5 min, 8 min, or more than 10 minutes Oxidation stability can also be quantitatively characterized using rotating bomb (RPVOT) according to the standard ASTM D2272, which in its entirety is entered in this description by reference. In some preferred embodiments, the implementation with ASECNA composition has OIT, a specific method RPVOT, more than 100 min, for example, more than 200 min 300 or more minutes

Compositions for lubricants of the present invention also preferably have a reduced tendency to form deposits in comparison with the same lubricant composition without songs strazdeliai phenolic compounds of the present invention. The formation of deposits can quantify, for example, a method of modeling thermal oxidation engine oil (TEOST) at moderately high temperature (MHT) according to the standard ASTM D7097, which in its entirety is entered in this description by reference. TEOST simulates the effect of the operating conditions of the engine on the oxidation and tend to form deposits of lubricant compositions. In some explanatory options exercise of the lubricating compositions of the present invention provide value MHT-defined method TEOST, less than 100 mg, such as less than 75 mg, less than 60 mg or less 55 mg.

Co-stabilizers and additives

The invention further relates to stable thermoplastics and/or rubber and/or lubricating compositions, where one component contains a composition strazdeliai phenolic compounds of the present invention, and the other contains the polymer or base component of the lubricant, such as discussed above, and where the composition strazdeliai the enol compounds are used with a co-stabilizer, for example, phenolic compounds, aromatic amines, phosphites and phosphonites, hydroxylamine, alkylamine-N-oxides, lactones, simple thioethers, epoxydecane vegetable oils, for example, amoxicillinum soybean oil, etc.

Thus, a thermoplastic resin and a lubricant, stable composition strazdeliai phenolic compounds of the present invention may optionally contain additional stabilizer or mixture of stabilizers selected from the group consisting of phenolic antioxidants, difficult amine stabilizers, ultraviolet light absorbers, phosphites, phosphonites, alkaline metal salts of fatty acids, hydrotalcites, metal oxides, epoxydecane soybean oils, hydroxylamino, oxides of tertiary amines, lactones, products of thermal interaction of oxides of tertiary amines and ticinella. Especially preferred are phenolic compounds, diarylamino and organophosphate.

Phenolic compounds, which can be used as an optional co-stabilizers in the practice of the present invention include, but are not limited to:

1. Alkylated monophenol, for example, 2,6-di-tert-butyl-4-METHYLPHENOL, 2-tert-butyl-4,6-dimethylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,6-di-tert-butyl-4-n-butylphenol, 2,6-di-Tr is t-butyl-4-isobutylphenyl, 2,6-dicyclopentyl-4-METHYLPHENOL, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4-METHYLPHENOL, 2,4,6-tricyclohexyltin, 2,6-di-tert-butyl-4-methoxymethanol.

2. Alkylated hydrochinone, for example, 2,6-di-tert-butyl-4-methoxyphenol, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylketone, 2,6-diphenyl-4-octadecylphenol.

3. Gidroksilirovanii simple thiodiphenylamine esters, for example, 2,2-thio-bis(6-tert-butyl-4-METHYLPHENOL), 2,2'-thio-bis(4-op), 4,4'-thio-bis(6-tert-butyl-3-METHYLPHENOL), 4,4'-thio-bis(6-tert-butyl-2-METHYLPHENOL).

4. Alkyliden-bisphenol, for example, 2,2'-methylene-bis(6-tert-butyl-4-METHYLPHENOL), 2,2'-methylene-bis(6-tert-butyl-4-ethylphenol), 2,2'-methylene-bis(4-methyl-6-(α-methylcyclohexyl(phenol), 2,2'-methylene-bis(4-methyl-6-cyclohexylphenol), 2,2'-methylene-bis(6-nonyl-4-METHYLPHENOL), 2,2'-methylene-bis(6-nonyl-4-METHYLPHENOL), 2,2'-methylene-bis(6-(α-methylbenzyl)-4-Nonylphenol), 2,2'-methylene-bis(6-(α,α-dimethylbenzyl)-4-Nonylphenol), 2,2'-methylene-bis(4,6-di-tert-butylphenol), 2,2'-ethylidene-bis(6-tert-butyl-4-isobutylphenyl), 4,4'-methylene-bis(2,6-di-tert-the butylphenol), 4,4'-methylene-bis(6-tert-butyl-2-METHYLPHENOL), 1,1-bis(5-tert-butyl-4-hydroxy-2-METHYLPHENOL)butane, 2,6-di(3-tert-butyl-5-methyl-2-hydroxybenzyl)-4-METHYLPHENOL, 1,1,3-Tris(5-tert-butyl-4-hydroxy-2-were)butane, 1,1-bis(5-tert-butyl-4-hydroxy-2-were)-3-dodecylmercaptan, ethylene glycol-bis(3,3-bis(3'-tert-butyl-4'-guide is oxyphenyl)butyrate)di(3-tert-butyl-4-hydroxy-5-were)Dicyclopentadiene, di(2-(3'-tert-butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-were)terephthalate and other phenolic compounds, such as complex monoacrylate esters of bisphenols, such as complex monoacrylates ether ethylidene-bis-2,4-di-tert-butylphenol.

5. Benzyl compounds, for example 1,3,5-Tris-(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, bis(3,5-di-tert-butyl-4-hydroxybenzyl)sulfide, isooctyl-3,5-di-tert-butyl-4-hydroxybenzeneacetic, bis(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)determinethat, 1,3,5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, dioctadecyl-3,5-di-tert-butyl-4-hydroxyethylphosphonate, calcium salt monoethyl-3,5-di-tert-butyl-4-hydroxyethylphosphonate, 1,3,5-Tris(3,5-DICYCLOHEXYL-4-hydroxybenzyl)isocyanurate.

6. Aceraminophen, for example, anilide 4-hydroxylamino acid, anilide 4-hydroxystearate acid, 2,4-bis-artillerie-6-(3,5-tert-butyl-4-hydroxyanisole)-s-triazine, octyl-N-(3,5-di-tert-butyl-4-hydroxyphenyl)carbamate.

7. Esters of β-(3,5-di-tert-butyl-4-hydroxyphenol)propionic acid with a monohydroxy or polyhydric alcohols, e.g. with methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexandiol, pentaerythritol, neopentylglycol, Tris-hydroxyethylmethacrylate, thiodiethyl the glycol, diamido dihydroxyisoflavone acid.

8. Esters of β-(5-tert-butyl-4-hydroxy-3-were)propionic acid with a monohydroxy or polyhydric alcohols, e.g. with methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexandiol, pentaerythritol, neopentylglycol, Tris-hydroxyethylmethacrylate, thiodiethanol, diamido dihydroxyisoflavone acid.

9. Esters of β-(5-tert-butyl-4-hydroxy-3-were)propionic acid with one or polyhydric alcohols, e.g. with methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexandiol, pentaerythritol, neopentylglycol, Tris-(hydroxyethyl)isocyanurate, thiodiethanol, diamido N,N-bis(hydroxyethyl)oxalic acid.

10. Amides of β-(3,5-di-tert-butyl-4-hydroxyphenol)propionic acid e.g. N,N'-di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)hexamethylenediamine were, N,N'-di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)trimethylenediamine, N,N'-di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)hydrazine.

Aromatic amines which can be used as co-stabilizers in the practice of the present invention, can be represented by the General formula

R1-NH-R2,

where R1and R2can be, but not necessarily, the same. Thus, in predpochtitel the nom embodiment, R 1and R2can be independently selected from the group consisting of (i) aromatic carbon atom, (ii) aliphatic carbon atoms, R1and aromatic R2and (iii) aromatic carbon atom connected with the second nitrogen atom with the formation of phenylenediamine.

When R1is aliphatic, it may be a linear or branched chain and may contain from one to twelve carbon atoms, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and their isomers. It is preferable that, when R1is aliphatic, it represents a linear or branched chain aliphatic group containing from one to eight carbon atoms, more preferably, it contains from one to four carbon atoms.

Amine antioxidants may be substituted hydrocarbon diarylamino, such as aryl, alkyl, alkaryl and aralkylamines diphenylamine antioxidants. A non-limiting list of commercially available uglevodorodnykh of diphenylamino includes substituted artisterium, nonisothermal and Leptinotarsa diphenylamine and para-substituted steroidogenesis or α-methylthioadenosine diphenylamine. Sulfur-containing uglevodonasyschennye diphenylamine, such as p-(p-colorsort elemid)diphenylamine, i.e.

also considered part of this class.

Uglevodonasyschennye diarylamino, which can be used in the practice of the present invention, can be represented by the General formula

Ar-NH-Ar',

where Ar and Ar' are independently selected aryl radicals, at least one of which is preferably substituted by at least one alkyl radical. Aryl radicals can be, for example, phenyl, biphenyl, triphenyl, naphthyl, antril, tenantry and other Alkyl substituents can be, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, their isomers, etc.

In one embodiment, particularly preferred lubricants with stabilizer contains at least one antioxidant comprising one or more secondary diarylamino having the General formula

(R4)a-Ar1-NH-Ar2-R5)b,

where Ar1and Ar2are independent and include aromatic hydrocarbons, R4and R5are independent and comprise hydrogen atom and gidrolabilna group, and a and b are independent and equal to from 0 to 3, provided that (a+b) is not more than 4. As described in patent application U.S. serial No. 11/825449 filed July 6, 2007, included in its entirety is this description by reference, the combination of songs strazdeliai phenolic compounds of the present invention and the above secondary diarylamino, especially when used in lubricants, results in a synergistic effect of antioxidants. This aspect oxidation stability of lubricating oil, comprising one or more base components synthetic grease group I, group II, group III, group IV different types of viscosity may be increased by adding to it (i) composition strazdeliai phenolic compounds of the present invention (e.g., in the amount of from about 0.01 to about 10% of the mass. calculated on the total weight of the lubricant, including antioxidants) and (ii) one or more diarylamino the above patterns (e.g., in the amount of from about 0.01 to about 10% of the mass. calculated on the total weight of the lubricating composition, including antioxidants). The compositional ratio strazdeliai phenolic compounds to secondary diarylamino can be almost anything. In examples of embodiments, the ratio will be in the range of values is from 1:99 to 00:1 parts by weight, more preferably from 90:10 to 10:90 parts by mass.

Preferred uglevodonasyschennye diarylamino are such as disclosed in U.S. patent 3452056 and 3505225, which in its entirety are included in this description is by reference. Preferred uglevodonasyschennye diarylamino can be represented by the following General formula

where

R11selected from the group consisting of those radicals, such as phenyl and p-tolyl;

R12and R13independently selected from the group consisting of such radicals as methyl, phenyl and p-tolyl;

R14selected from the group consisting of such radicals as methyl, phenyl, p-tolyl and neopentyl;

R15selected from the group consisting of such radicals as methyl, phenyl, p-tolyl and 2-finalizable; and

R16represents a methyl radical.

where

the radicals R11-R15independently selected from among the radicals defined in formula I, and R17selected from the group consisting of such radicals as methyl, phenyl and p-tolyl;

X is a radical selected from the group consisting of methyl, ethyl,3-C10second-alkyl, α,α-dimethylbenzyl, α-methylbenzyl, chlorine, bromine, carboxyl and metal salts of carboxylic acids where the metal is selected from the group consisting of zinc, cadmium, Nickel, lead, tin, magnesium and copper; and

Y represents a radical selected from the group consisting of a hydrogen atom, methyl, ethyl,3-C10second-alkyl, chlorine atom and bromine atom.

where

R11selected from the group consisting of those radicals, such as phenyl and p-tolyl;

R12and R13independently selected from the group consisting of such radicals as methyl, phenyl and p-tolyl;

R14represents a radical selected from the group consisting of a hydrogen atom, a primary, secondary, and tertiary3-C10the alkyl and C3-C10alkoxyl, which may be linear or branched; and

X and Y are radicals selected from the group consisting of a hydrogen atom, methyl, ethyl,3-C10second-alkyl, chlorine atom and bromine atom.

where

R18selected from the group consisting of radicals of the phenyl and p-tolil;

R19represents a radical selected from the group consisting of radicals of methyl, phenyl, p-tolil and 2-phenylazomethine; and

R20represents a radical selected from the group consisting of radicals of methyl, phenyl and p-tolil.

where

R21selected from the group consisting of hydrogen atoms, radicals of α,α-dimethylbenzyl, α-methylbenzhydryl, triphenylmethyl and α,α-p-trimethylbenzyl;

R22selected from the group consisting of radicals of the phenyl and p-tolil;

R23selected from the group consisting of radicals of methyl, phenyl and p-tolil; and

R24selected from the group consisting of radicals of methyl, phenyl, p-tolil and 2-phenylazomethine.

Additional co-stabilizers used in combination with compositions strazdeliai phenolic compounds of the present invention for the stabilization of polymers and lubricants, are the following:

Type I
R11R12R13Rl14R15R16
phenylmethylmethylphenylmethylmethyl
phenylphenylmethylphenylphenylmethyl
phenylphenylphenylneopentylmethyl methyl
p-tolylmethylmethylp-tolylmethylmethyl

Type II
R11R12R13R14R15R17XY
Phenylmethylmethylphenylmethylmethylα,α-dimethylbenzylhydrogen
Phenylmethylmethylphenylmethylmethylbrominebromine
Anil methylmethylphenylmethylmethylcarboxylhydrogen
Phenylmethylmethylphenylmethylmethylcarboxylate Nickelhydrogen
Phenylmethylmethylphenylmethylmethyl2-butylhydrogen
Phenylmethylmethylphenylmethylmethyl2-octylhydrogen
Phenylphenylphenylphenylphenylphenyl-hexyl hydrogen

Type III
R11R12R13R14XY
phenylmethylmethylisopropoxyhydrogenhydrogen
phenylmethylmethylhydrogen2-octylhydrogen
phenylphenylphenylhydrogen2-hexylhydrogen

The second class of amine antioxidants include interaction products diarylamino and aliphatic ketone. The interaction products diarylamino and aliphatic ketone used in the present invention, disclosed in U.S. patent 19069356; U.S. patent 1975167; U.S. patent 2002642 and U.S. patent 2562802. Briefly, the products obtained by the interaction of diarylamino, preferably of diphenylamine, which may optionally have one or more substituents in any of the aryl groups, with aliphatic ketone, preferably acetone, in the presence of a suitable catalyst. In addition diphenylamine, other suitable diarylamino reagents include dinitramine; p-nitrodiphenylamine; 2,4-dinitrodiphenylamine; p-aminodiphenylamine; p-hydroxydiphenylamine, etc. in Addition to acetone, other suitable for use ketone reagents include methyl ethyl ketone, diethylketone, monochloroacetone, dichloroacetone etc.

The preferred product of the interaction of diarylamino-aliphatic ketone is obtained by condensation reaction of diphenylamine and acetone (NAUGARD A, Chemtura Corporation), for example, in accordance with the terms described in U.S. patent 2562802. Commercial product comes in the form of a light-reddish-brown-green powder or in the form of a greenish-brown flakes and has a melting point in the range from 85°C to 95°C.

A third class of suitable amines include N,N'-uglevodonasyschennye p-phenylendiamine. Hydrocarbon Deputy may be alkyl or aryl group which may be substituted or unsubstituted. As used in isolano in this description, it is assumed that the term "alkyl", unless otherwise indicated, includes cycloalkyl. Representative examples are

N-phenyl-N'-cyclohexyl-p-phenylenediamine;

N-phenyl-N'-sec-butyl-p-phenylenediamine;

N-phenyl-N'-isopropyl-p-phenylenediamine;

N-phenyl-N'-(1,3-dimethylbutyl)-p-phenylenediamine;

N,N'-bis(1,4-dimetilfenil)-p-phenylenediamine;

N,N'-diphenyl-p-phenylenediamine;

N,N'-di-beta-naphthyl-p-phenylenediamine;

mixed diaryl-p-N,N'-bis(1-ethyl-3-were)-p-phenylenediamine and

N,N'-bis(1-methylheptan)-p-phenylenediamine.

The fourth class of amine antioxidants include materials based on quinoline, particularly polymerized 1,2-dihydro-2,2,4-trimethylquinoline (Naugard Super Q, Chemtura Corporation). Representative examples include 6-dodecyl-2,2,4-trimethyl-1,2-dihydroquinoline; 6-epoxy-2,2,4-trimethyl-1,2-dihydroquinoline etc.

Secondary amines which are particularly preferred for use in the practice of the present invention are 4,4'-bis(α,α-dimethylbenzyl)diphenylamine (Naugard 445, Chemtura Corporation), actinidiae diphenylamine (Naugard Octamine, Chemtura Corporation), polymerized 1,2-dihydro-2,2,4-trimethylquinoline (Naugard Super Q, Chemtura Corporation) and p-(p-toluensulfonyl)diphenylamine (Naugard SA, Chemtura Corporation).

The phosphites and phosphonites used as co-stabilizers in the practice of the present invention, include, for example, triphenylphosphite, the WPPT is nilakantha, phenyldichlorophosphine, Tris(nonylphenyl)FOSFA, trilaurylamine, trioctadecyl, the diphosphite of distearyldimethyl, Tris(2,4-di-tert-butylphenyl)FOSFA, the diphosphite of diisodecylphthalate, the diphosphite and bis(2,4-di-tert-butylphenyl)pentaerythritol, triphosphate tristearate and diphosphonic tetrakis(2,4-di-tert-butylphenyl)4,4'-biphenylene.

The lactones which can be used as co-stabilizers in the practice of the present invention include lactones patterns

where

R1and R2independently selected from the group consisting of a hydrogen atom; a chlorine atom; hydroxy; C1-C25of alkyl; C7-C9phenylalkyl; unsubstituted or1-C4alkyl substituted phenyl; unsubstituted or1-C4alkyl substituted With5-C8cycloalkyl; C1-C18alkoxy; C1-C18alkylthio; C1-C4alkylamino; di(C1-C4alkyl)amino; With1-C25alkanoyloxy; C1-C25alkanolamine; C3-C25alcoolica; C3-C25alkanoyloxy, which is interrupted by oxygen, sulfur or >N-R8;6-C9cycloalkylcarbonyl; benzoyloxy or1-C12alkyl substituted benzoyloxy;

R8represents a hydrogen atom or a C1-C8alkyl; and

R 3and R4independently selected from the group consisting of a hydrogen atom, a C1-C8of alkyl, C1-C4alkoxy, halogen atom, group

in which n is 1 or 2, or group

in which the radicals And independently selected from the group consisting of C1-C8the alkyl and C1-C8alkoxy.

One usable examples of these lactones is 5,7-di-tert-butyl-3-(3,4-dimetilfenil)-3H-benzofuran-2-it, which has the structural formula

This compound is commercially available from Ciba Specialtics under the trademark HP 136.

Simple thioethers, which can be used as co-stabilizers in the practice of the present invention may have the structure formula

where p is 1 or 2, q is 0 or 1, and p+q is 2, R18represents a linear or branched alkyl fragment, containing from 1 to 20 carbon atoms, and R19represents a linear or branched alkalinity fragment containing from 1 to 8 carbon atoms. Thus, R18can represent, for example, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexad the cyl, heptadecyl, octadecyl, Needell, eicosyl and their isomers; and R19can represent, for example, methylene, ethylene, propylene, butylene, pentile, hexylen, reptile, octiles and their isomers. Preferably, R18represents a linear or branched alkyl fragment, containing from 8 to 18 carbon atoms, and R19represents a linear or branched alkalinity fragment containing from 1 to 4 carbon atoms. More preferably, R19represents ethylene, i.e. CH2-CH2-.

Other simple thioethers, which can be used in the practice of the present invention may have the structure formula

where a is 0-3, b is 1-4, and a+b is 4, R18has the values given above and R19and R20independently selected from linear or branched alkilinity fragments containing from 1 to 8 carbon atoms. Preferably, R19and R20independently selected from linear or branched alkilinity fragments containing from 1 to 4 carbon atoms. More preferably, R20represents a methylene, ie-CH2-, and R19represents ethylene, i.e. CH2-CH2-.

Examples of preferred simple thioethers, which are used in the practice of the present invention are about UKTI, such as distearyldimethylammonium (Naugard DSTDP, Chemtura Corporation), delayintolerant (Naugard DLTDP, Chemtura Corporation), tetrakis(β-lawrenceofarabia)pentaerythritol (Naugard 4128, Chemtura Corporation) and artisteuropeanphotography.net (Naugard 2140, Chemtura Corporation).

Possible co-stabilizers of the present invention can also be trialkylamines, as, for example, GENOX™EP (commercially available from Chemtura Corporation), and described in U.S. patent 6103798; U.S. patent 5922794; U.S. patent 5880191 and U.S. patent 5844029, which in its entirety is entered in this description by reference.

Other co-stabilizer may be hydroxylamine, such as N,N-dibenzylhydroxylamine, N,N-diethylhydroxylamine, N,N-dioctylsebacate, N,N-drawingdocument, N,N-detraditionalisation, N,N-dihexadecyl, N,N-dictatorially, N-hexadecyl-N-octadecyltriethoxysilane, N-heptadecyl-N-octadecyltriethoxysilane, N,N-dioctylsebacate, N,N-di-tert-butylhydroquinone, N-cyclohexylhydroxylamine, N-cyclododecatriene, N,N-dicyclohexylcarbodiimide, N,N-dimetilgidrozinom, N,N-di(cocoalkyl)hydroxylamine, N,N-di(C20-C22alkyl)hydroxylamine and N,N-dialkylhydroxylamines derived from amine hydrogenated tall oil (i.e. N,N-di(haloalkyl)hydroxylamine), and mixtures containing any of the above compounds.

The co-stabilizers, considered in this description and intended for use in combination with the compositions strazdeliai phenolic compounds of the present invention, preferably contained in an effective amount to improve oxidative stability. When using one of the above co-stabilizers, its amount is usually less than about 5% of the mass. calculated on the total weight of the polymer or grease and is preferably at least about 50 ppm by weight of polymer or grease. The combination of the stabilizers of the present invention stabilizes the polymers and lubricants, especially during high temperature processing or high temperature application with a relatively small change in the melt index and/or color, even if the application in polymers the polymer may undergo a number of extrusion processing. These stabilizers can be easily introduced into the polymers by conventional methods, at any convenient stage prior to the production of shaped articles. The stabilized compositions of the present invention can optionally contain from about 0.001 to about 5%, preferably, from about 0,0025 to about 2%, and especially about 0.005% to about 1% by weight of various conventional additives, which as discussed above, or mixtures thereof.

EXAMPLES

The present invention will be easier to understand from the point of view of the following non-limiting volume of claims examples.

Data romanobritish obtained after conducting the test, labeled "Options fogging of the windscreen residual materials in cars, on suitable samples for testing of polyurethane foam. Test method is also known as DIN 75201 Method B. as the standard of comparison used diisodecylphthalate (DIDP). Typically, in accordance with the test conditions sample exhibit at 100°C for 16 hours.

It has been unexpectedly found that compositions strazdeliai phenolic compounds (e.g., compositions steroidogenesis p-cresol) of the present invention include two key characteristic when used in the compositions of polyurethanes: (1) they act as an additive low mist and (2) gives the best stability. As used herein, the term "low misting" is defined as the deposition of fog after heating for 16 hours at 100°C in the amount of from about 0.01 to about 0.4 mg, preferably from about 0.02 to about 0.1 mg.

The reasons for the above surprise is the following: composite volatility steroidogenesis p-K is esola correlates with its molar mass (MM), and rule of thumb in this area says that the lower the molar mass of the molecule, the higher its volatility.

Thus, the pure 2,6-DISTEARYL-p-cresol (MM=316) is less volatile than pure 2,6-di-tert-butyl-p-cresol (MM=220). At the same time, as one might expect, on the basis of their respective molar masses, 2,6-DISTEARYL-p-cresol is more volatile than octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate (MM=531).

However, in products such as polyurethanes practical rule is not triggered. Thus, the composition containing 2,6-DISTEARYL-p-cresol, has significantly less misting (i.e. volatility)than the corresponding composition containing an additive with a higher molar mass, octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate.

Samples for testing polyurethane foam of the type prepared according to the following formula:

Table 2
MaterialThe percentage by weight
Polyol (Bayer LG56, 56 HE index)100,0
H2About4,4
Dabco 8264 (amine catalyst)0,5
L-620 (Seeley is about surfactant) 1,0
Kosmos 29 (tin catalyst)0,28
TDI (110 index)56,77
Antioxidant0,5

Analysis by the method of differential scanning calorimetry (DSC) was performed on the instrument company Mettler Toledo. The temperature of the oxidation induction (OIT) was recorded as the initial temperature of the heating sample for testing oxygen from 30 to 300°C at a rate of 8°C/min

Example 1. Synthesis of 2,6-DISTEARYL-p-cresol

In one litre round-bottom flask equipped with stirrer, thermometer and addition funnel, was loaded 151, 3mm grams (1,4 mole) of p-cresol. The mixture was heated to 70°C. and then added 5 μl triftormetilfullerenov acid using a 100 μl syringe. In nitrogen atmosphere 284,5 grams (2,73 mole) of styrene were placed in a funnel and then added dropwise with stirring for three hours. After addition of styrene, the temperature in the flask did not exceed 80°C. the Stirring was continued at a temperature in the flask to 70°C for 1.5 hours after injection of styrene. The resulting composition steroidogenesis p-cresol were analyzed as follows:

Table is 3
The results of the study by gas chromatography (GC) (area %)
Styrene0,13
p-Cresol0,03
Monotropaceae p-cresolof 7.23
2,6-Dictyostelium p-cresol86,31
Christianstead p-cresol4,75
The total areaits 98.45

ARNA size = 50

Acid number = 0.01 mg KOH/g

Viscosity by Brookfield = 29900 CP (25°C)

The mass yield = 94%

Example 2

This example illustrates the volatility of pure 2,6-DISTEARYL-p-cresol, as measured by TGA method. The test results of the TGA method is presented in table 4. Unless otherwise stated, thermogravimetric analysis (TGA) of pure material was carried out using Mettler instrument Universal V2.5H TA. The mass loss was recorded after isothermal aging the sample at 160°C. in a nitrogen atmosphere.

Table 4
Lettuces is by TGA net 2.6-DISTEARYL-p-cresol
The antioxidant (AO)Molar mass of JSCWeight loss (%) after 1 hour at 160°CWeight loss (%) after 4 hours at 160°C
2,6-di-tert-butyl-p-cresol230100n.d.
2,6-di-tert-butyl-4-sec-butylphenol26299n.d.
2,6-DISTEARYL-p-cresol3164094
With13-C15alkyl,5-di-tert-butyl-4-hydroxyhydrocinnamate471*820
octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate5310,52,5
* assessment
n.d. not defined

These results show that the volatility of pure additives, measured by TGA method, correlated with molar mass additives.

Example 3

This example illustriou the tons of emissions of volatile compounds from polyurethane foam, to which is added 2,6-DISTEARYL-p-cresol, as measured by the deposition of fog. Test results of misting presented in table 5.

Table 5
The deposition of fog of sample polyurethane foam
The antioxidant (AO)Molar mass of JSCThe deposition of fog (mg) at 160 hours/100°C
No0,04
2,6-di-tert-butyl-4-sec-butylphenol2620,71
2,6-DISTEARYL-p-cresol3160,04
With13-15alkyl-3,5-decret-butyl-4-hydroxyhydrocinnamate471*0,31
octadecyl-3,5-decret-butyl-4-hydroxyhydrocinnamate5310,35
* assessment

These results show surprisingly low allocation for samples polyurethane t is PA, entered 2,6-DISTEARYL-p-cresol. Thus, the total deposits of fog for composition with 2,6-DISTEARYL-p-cresol was comparable with the control composition without the additive. In other words, the deposition of fog for a given composition were unexpectedly lower than for the two control materials, each of which had a higher molar mass. Moreover, it was unexpectedly found that the deposition of fog does not correlate with the procedure defined molar mass additives.

Example 4

This example illustrates the stabilizing effect of 2,6-DISTEARYL-p-cresol on the polyol, the measured temperature oxidation induction. The test results presented in table 6.

Table 6
The measurement results OIT for polyol stabilized 2,6-DISTEARYL-p-cresol
Polyol LG (Bayer)+AO (1000 ppm)OIT (°C)
di-tert-butyl-4-sec-butylphenol173
2,6-di-tert-butyl-4-sec-butylphenol179
2,6-DISTEARYL-p-cresol177
With13-15alkyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate176
octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate175

These test results show good stabilizing properties of 2,6-DISTEARYL-p-cresol in the formulations based on the polyol, as measured by OIT. This test used a few reference phenolic antioxidants.

Example 5. Assessment of operational properties of 2,6-distracters of p-cresol in LLDPE. Save index melt flow during multiple extrusion

This example illustrates the stabilizing effectiveness of 2,6-distracters of p-cresol in the presence of fosdinovo stabilizer compared with the control, including a mix of octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate and fosdinovo stabilizer.

The base polymer was powdered C4 copolymer linear low density polyethylene with a melt index (MI)1 and density 0,918 g/cm3. The base composition also contained 500 ppm of zinc stearate as acid acceptor. All the compositions were prepared by adding disneylandhotel in combination with 2,6-DISTEARYL-p-cresol or octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate to the base composition (see details in table 7). Stable is s thus polymer compositions were then extrudible of adenocarcinoma extruder of Brabender with a diameter of 19 mm at a speed of 60 rpm and a temperature of 230°C. The first extrusion passage was carried out in an inert atmosphere. The extrudate was cooled, passing it through an ice bath and then granulated. The obtained pellet was re extrudible in the air, using the same machine, the temperature and conditions of granulation, as described above, for five passes through the extruder. The results of this test are shown in table 7.

Table 7
The results of the MFI definition
Stabilizer (ppm)MFI after 1 extrusion passage (g/10 min) at 190/2,16MFI after 6 extrusion passage (g/10 min at 190/2,16)
Control octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate (200)+PI (1200)0,980,66
2,6-DISTEARYL-p-cresol (200)+PI(1200)1,010,94
PI denotes the Tris(nonylphenyl)postit

A relatively small decrease in melt flow indicates excellent stabilizing efficiency. Thus, the results of the test data show what 2,6-DISTEARYL-p-cresol in combination with postitem PI provides excellent stabilization of the melt compared to the control composition.

Example 6

This example illustrates the stabilizing effectiveness of 2,6-DISTEARYL-p-cresol in the presence of fosdinovo stabilizer, which was evaluated by measuring the color preserving. Were compared results with a control composition containing a mixture of octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate with similar fosfatnym stabilizer.

The base polymer was powdered C4 copolymer linear low density polyethylene with a melt index (MI) 1 and density 0,918 g/cm3. The base composition also contained 500 ppm of zinc stearate as acid acceptor. All the compositions were prepared by adding Tris-noninferiority in combination with 2,6-DISTEARYL-p-cresol or octadecyl-3,5-decret-butyl-4-hydroxyhydrocinnamate to the base composition (see table 8 for details). Stable thus the polymer composition was then extrudible of adenocarcinoma extruder of Brabender with a diameter of 19 mm at 60 rpm and a set temperature of 230°C. the First extrusion passage was carried out in an inert atmosphere. The extrudate was cooled, passing it through an ice bath and then granulated. The obtained pellet was re extradural is in the air, using the same machine, the temperature and conditions of granulation, as described above, for five additional passes through the extruder. The results of this test are shown in table 8.

Table 8
The results of determination of the yellowness
Stabilizer (ppm)The yellowness index after 1 extrusion passageThe yellowness index after 6 extrusion passage
Control octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate (200)+PI (1200)-2,471,88
2,6-DISTEARYL-p-cresol (200)+PI(1200)-2,391,18
PI denotes the Tris(nonylphenyl)postit

A relatively small increase in the yellowness index indicates excellent stabilizing efficiency. Thus, the results of this test show that 2,6-DISTEARYL-p-cresol in combination with postitem PI gives excellent color retention compared to the control composition.

Example 7. Evaluation of exploitation the x properties of styrene-butadiene rubber in the presence of 2,6-DISTEARYL-p-cresol by the change in Mooney viscosity during aging in an air thermostat at 100°C

This example illustrates the stabilizing effectiveness of 2,6-DISTEARYL-p-cresol as such and in combination with fosfatnym stabilizer, compared with the unstabilized material (control).

Used polymer type e-SBR 1502. Coagulating agents were as follows: 7.5% mol. H2SO4and 5% mol. Al2(SO4)3in the water. Prepared samples of e-SBR containing the stabilizer(s), shown in table 9, and then put them in a thermostat at 100°C for experiments on ageing in an air thermostat.

The value of the Mooney viscosity was measured on a viscometer viscTech Moony on samples weighing 30 grams (temperature: 100°C; 1 min pre-heating in the absence of rotation; measuring time of 4 minutes after pre-heating). The Mooney viscosity was determined for each composition before the air ageing and then at regular intervals after exposure of samples for testing of SBR in thermostat at 100°C. the test Results are shown in table 9.

Table 9
The Mooney viscosity
Stabilizer (machine hours)The Mooney viscosity (before aging)Visco is th Mooney after aging for 14 days The Mooney viscosity after ageing for 21 daysThe Mooney viscosity after aging within 42 days
Control (none)63120124n.d.
2,6-DISTEARYL-p-cresol (1)387275n.d.
2,6-DISTEARYL-p-cresol (0,2)+PI (0,8)49577082
PI denotes the Tris(nonylphenyl)postit

A relatively small increase in Mooney viscosity indicates excellent stabilizing efficiency. Thus, the results of this test show that 2,6-DISTEARYL-p-cresol as such and in combination with postitem PI, gives excellent stabilization in comparison with a control composition without additives.

Example 8: Synthesis of 2,6-DISTEARYL-p-cresol (two reactors)

This example illustrates the reaction system comprising two reactors and providing a two-stage temperature profile for about the adowanie steroidogenesis p-cresol. 50 kg (110,2 pounds, 462,2 moles) of p-cresol was added from a pre-heated tank in a lined steel glass jacketed reactors with a capacity of 50 gallons, equipped with a stirrer, thermoproteales and discharge ring loop for sampling and input acids. p-Cresol was heated to approximately 60°C and then added to 1.6 to 8.3 g (5,e-05 to 1,e-02 moles) triftormetilfullerenov acid via syringe into the injection portion of the injection loop district. 93,9 kg (207 lbs, 901,6 moles) of styrene were downloaded through the flow meter at a constant speed for 3-4 hours reaction time, the temperature in the reactor was maintained at 70°C. the Molar ratio of styrene to p-cresol supported at 1.95. After the filing of the styrene content of the reactor was pumped to the second lined glass steel jacketed reactors with a capacity of 50 gallons and was heated to 90°C. Approximately 1.5 pounds (0.7 kg) bentonite clay acid treatment (Filtrol 20X) was injected through a nozzle into a second reactor and stirred for 15 minutes. The product is then pumped into the filter bag in the container for a product. The results for a particular sample product of this production, based on the total area of the GC are presented below in table 10.

Table 10
Component% of the total GC area
Styrene0
p-Cresol0
Mono4,8
Di91,9
Three3,3

Example 9: Synthesis of 2,6-DISTEARYL-p-cresol (one reactor)

This example illustrates the reaction system comprising a reactor to obtain steroidogenesis p-cresol. Example 9 was carried out analogously to example 8, except that used one reactor for the reaction at 70°C and 90°C. to complete the reaction and the introduction of clay. The original styrene was filed within the period of time in the range from 2.5 to 4 hours. The number used trifonovoj acid was value in the range from 1.7 to 2.6, the Molar ratio of styrene to p-cresol supported at 1.95. The composition of the obtained composition steroidogenesis of p-cresol in the calculation of the total area of GC was as follows:

Table 11
Component % of the total GC area
Styrene0
p-Cresol0,03
Mono6,9
Di87,5
Threeof 5.4

Using the conditions of examples 8 and 9, it is possible to calculate the number of di-component formula for grams input trifonovoj acid: % CI=(5,159)(ln(X))+115,01, where X = g trifonovoj acid/mol of cresol.

Example 10: a Study of the stabilizing mixtures PCMO

This example illustrates the stabilizing ability of the compositions strazdeliai phenolic compounds (p-cresol) of the present invention in the engine oil, passenger car. Determined stabilizing ability of the two compositions strazdeliai p-Cresols (COM 1 and COM 2) of the present invention. The composition of the COM 1 and COM 2, based on the total GC area below.

Table 13
ComponentCOM 1COM 2
Mono5,6 22,8
Di89,260
Three4,511,3

COM 1 and COM 2 were mixed, respectively, with the engine oil, passenger car (RSMO), in particular, the prototype 5W20 ILSAC GF-4 (0,6% of the mass. R), containing the basic component of the group II. A mixture of 1A and 2A contained 0.5% mass. COM 1 and COM 2 songs steroidogenesis p-cresol, respectively, based on the total weight of the respective mixtures. Also prepared two additional mixture (a mixture of 1B and 2B, respectively), containing 1.5% of the mass. COM 1 and COM 2 songs steroidogenesis p-cresol, respectively, based on the total weight of the respective mixtures. A mixture of 1A and 2A, as well as RSMO without antioxidant (comparative) was analyzed by the method of differential scanning calorimetry differential pressure (PDSC) at 160°C, and the results were compared. A mixture of 1B and 2B were analyzed by the method of PDSC at 185°C. an Approximate value PDSC at 185°C. for the comparative sample PCMO was determined from the value of OIT PDSC at 160°C the decrease in OIT PDSC at 160°C at 50% while increasing for every 10°C. Below the table 14 presents the results of this analysis clearly show that the oxidative stability of these mixtures significantly exceeds this value the La comparative RSMO.

Model test of thermo-oxidation engine oil (TEOST) (at moderately high temperature MNT) was performed according to the standard ASTM D7099, which in its entirety is entered in this description by reference, in order to simulate the influence of the operating conditions of the engine on the oxidative stability and the tendency to the formation of soot mixtures 1B and 2B and the comparative oil RSMO. The results, also presented in table 14 clearly shows that low carbon is formed from the lubricant mixtures containing composition steroidogenesis p-cresol present invention, compared with the TEOST test for the comparative sample RSMO.

Table 14
SampleComposition steroidogenesis p-cresol% mass. steroidogenesis p-cresolPDSC OIT 160°C (min)PDSC OIT 185°C (min)TEOST (mg)
PCMO (No AO)N/A0the 5.651*132
A mixture of 1ACOM1 0,552,90--
A mixture of 2ACOM20,555,96--
A mixture of 1BCOM11,5-10,6651,0
A mixture of 2BCOM21,5-to 10.6265,3
* assessment

Example 11: a Study of the stabilizing mixtures of the industrial turbine oils

This example illustrates the stabilizing properties of the compositions steroidogenesis p-cresol present invention in the industrial turbine oil. The stabilizing ability of the compositions steroidogenesis p-cresol COM 1 and COM 2 of the present invention defined in the base component of the industrial turbine oil (ITO) (not containing AO, the basic component of the group II). The mixture indicated a mixture of 1C and a mixture of 2C, consisted of 1.0 mass% COM 1 and COM 2, respectively, calculated on the total wt is the corresponding mixtures. A mixture of 1C and 2C, and ITO without antioxidant (comparative) was analyzed by the method of oxidation in a rotating bomb (RPVOT) according to the standard ASTM D2272, which in its entirety is included in this description by reference. The results presented in table 15 show that the oxidative stability of each of the compounds 1C and 2C were more than an order of magnitude higher than that of comparative mixtures ITO without antioxidant.

Table 15
SampleComposition steroidogenesis p-cresol% mass. steroidogenesis p-cresolRPVOT OIT (min)
ITO (No AO)N/A024
A mixture of 1CCOM11,0338
A mixture of 2CCOM21,0305

Example 12. The effect of the stabilization of color Staroladozhsky phenols in the polyol

In this example compared the effect of stabilizing the color compositions strazdeliai phenols, is particularly compositions steroidogenesis p-cresol COM 1 of example 10, and comparative antioxidants, such as Naugard PS-48 (or Irganox 1135), Anox 1315, Irganox 1076 (or Anox PP18) or Isonox 132 upon receipt of the foams. Comparative antioxidants do not form foams having good color stability over a long period of time at room temperature. It is also known that BHT (mutilateral hydroxytoluene, decret-butylparaben), a common antioxidant, has a low color stability.

The above antioxidants mixed with complex polyetherpolyols (Fomrez 2C53), which is usually subjected to interaction with the isocyanates with formation of polyurethanes, in amounts in the range from 8% of the mass. to 22 wt. -%, as shown below in table 16. The foams obtained from polyetherpolyols containing Isonox 132 (2,6-decret-butyl-4-sec-butylphenol), showed discoloration over an extended period of time at room temperature. The polyether polyols containing various antioxidants in various quantities, prepared by heating Fomrez 2C53 that does not contain any antioxidant, in a thermostat at 70°C for three hours, followed by mixing with a variety of antioxidants, as shown below.

Table 16
Sample The mass of the polyol (g)AntioxidantThe mass of AO (g(% mass.))
13960No0(0%)
23733Naugard PS-4811,10 (0,298%)
33744Naugard PS-4822,03 (0,596%)
43650Anox 131513,51 (0,370%)
53257Irganox 107613,22 (0,405%)
63655COM18,84 (0,241%)
73449COM116,63 (0,482%)

Samples 1-7 were sent to the testing company, which has implemented the interaction polyol with TDI (colordistance), with foam for testing color stability. The test results showed that the foams obtained from the samples 6 and 7, containing compositions strazdeliai phenolic compounds of the present invention, are tested for color stability over an extended period of time at room temperature. Sample 7 containing 0,482% of the mass. strazdeliai phenolic compounds, showed the best properties, and sample 4 containing 0,241% of the mass. strazdeliai phenolic compounds, showed the second best test result. The foams obtained from samples 1-5, not tested for color stability over a long period of time at room temperature. Similar stable foams can be expected when combining strazdeliai phenolic compounds of the present invention with a simple polyether polyols to obtain foams.

Example 13: Getting low-painted phenolic stabilizers by the addition of styrene to o-cresol and mixtures of o-cresol/m-cresol

2-Methyl-4,6-di(1-phenylethyl)phenol was previously obtained by the reaction of o-cresol with styrene catalyzed by aluminum catalyst. In the considered conversion to the desired compounds are low (e.g., 75%), and the reaction product is highly colored (11 Gardner), which requires purification of 2-methyl-4,6-di(1-phenylethyl)phenol by distillation before use as an antioxidant in synthetic floor is taken.

This example shows that the interaction of styrene with o-cresol in the presence of triftormetilfullerenov acid (optionally in combination with phosphites) leads to the formation of the reaction product (conversion to 2-methyl-4,6-di(1-phenylethyl)phenol and the corresponding mono - and three-link) when the conversion more than 95%, with the color intensity in the ARNA less than 150. The resulting composition strazdeliai phenolic compounds (styracaceae o-cresol) can be used as an antioxidant in synthetic polymers without purification or distillation.

In one litre round-bottom flask equipped with stirrer, thermometer and addition funnel, was loaded with 100 grams (0,925 moles; N2About<256 ppm) of o-cresol and 20 μl (0,226 mmol) triftormetilfullerenov acid. The mixture was heated at 60°C in a stream of nitrogen. As soon as the temperature has stabilized, 193 grams (of 1.85 moles) of styrene were placed in a funnel and then was added dropwise with stirring for four hours. During the addition of styrene, the temperature in the flask did not exceed 70°C. the Stirring was continued at a temperature in the flask to 60°C for 1 hour after administration of the total styrene. To stir the reaction mixture was added 100 g of water. After 30 min the reaction mixture was allowed to settle, the aqueous layer was separated and the organic layer was dried at 80°C in vacuum of 4 mm The resulting composition styracaceae mixture of o-cresol/p-cresol were analyzed as follows.

Table 17
The results of gas chromatography (GC) (% area)
p-Cresol0,05
The amount monotropaceae o-cresol+p-cresol6,89
The amount of 2,6-Dictyostelium o-cresol+p-cresol91,0
Christianstead p-cresol1,89
The total area99,83

The APHA value = 50;

Kinematic viscosity = 1188 CST (30°C);

The mass yield = 93%.

This technique was also applied in the implementation of the interaction of styrene with mixed ortho - and paracresol, getting mixed 2-methyl-4,6-di(1-phenylethyl)phenol and 4-methyl-2,6-di(1-phenylethyl)phenol (as well as small amounts of the corresponding mono - and Christiansen compounds), which can also be used as antioxidant synthetic polymers without purification and distillation.

In one litre round bottom to the forehead, equipped with stirrer, thermometer and addition funnel, was loaded with 50 grams (0,46 moles; N2About<250 ppm) of p-cresol, (50 grams, and 0.46 mol; N2About<250 ppm) of o-cresol and 20 μl (0,226 mmol) triftormetilfullerenov acid. The mixture was heated at 60°C in a stream of nitrogen. 193 grams (of 1.85 moles) of styrene were placed in a funnel and then was added dropwise with stirring for four hours. During the addition of styrene, the temperature in the flask did not exceed 70°C. After the introduction of the total styrene stirring is continued at a temperature in the flask to 60°C for 1 hour. To stir the reaction mixture was added 100 g of water. After 30 min the reaction mixture was allowed to settle, the aqueous layer was separated and the organic layer was dried at 80°C in a vacuum of 4 mm, the resulting composition styracaceae mixture of o-cresol/p-cresol were analyzed as follows.

Table 18
The results of gas chromatography (GC) (% area)
The amount of o-cresol + p-cresol0,05
The amount monotropaceae o-cresol + monotropaceae p-cresolor 4.31
The amount of 2,4-Dictyostelium o-cresol + 2,6-is anterolateral p-cresol to 91.6
The amount christianstead o-cresol + christianstead p-cresolwas 2.76
The total area98,72

The APHA value = 75;

Kinematic viscosity = 3135 CST (30°C);

The mass yield = 92%.

Example 14: Getting discouraging phenolic stabilizers attach styrene to phenol

In one litre round-bottom flask equipped with stirrer, thermometer and addition funnel, was loaded with 100 grams (1,06 moles; N2About<250 ppm) of phenol and 20 μl (0,226 mmol) triftormetilfullerenov acid. The mixture was heated at 60°C in a stream of nitrogen. As soon as the temperature inside the flask was stabilized, 332 grams (3,16 moles) of styrene were placed in a funnel and then was added dropwise with stirring for four hours. During the addition of styrene, the temperature in the flask did not exceed 70°C. After the introduction of all of the styrene, the reaction mixture was stirred at a temperature in the flask to 60°C for 1 hour. To stir the reaction mixture was added 100 g of water. After 30 min the reaction mixture was allowed to settle, the aqueous layer was separated and the organic layer was dried at 80°C in a vacuum of 4 mm, the resulting composition steroidogenesis phenol were analyzed as follows.

Table 19
The results of gas chromatography (GC) (% area)
Phenol0,28
The amount monotropaceae phenol3,91
The amount Dictyostelium phenol9,2
The amount christianstead phenol81,6
The amount tetrastromatica phenol4,16
The total area99,15

The APHA value = 50;

Kinematic viscosity = 7495 CST (30°C);

The mass yield = 94%.

Any hallmark, considered or declared with respect to any of the disclosed version of the invention, may be combined in any combination with any one or more other distinctive signs, described or claimed and on any other of the disclosed version of the invention or embodiments of the invention in degree when distinguishing features optional technically incompatible, and all such combinations are included in the scope ol the of tasani of the present invention. So below is the formula of the invention contains a few non-limiting combinations of distinctive features within the scope of claims of the present invention, but also perceived as covered by the scope of claims of the invention are all possible combinations of creatures of any two or more claims, in any possible combination, provided that the combination does not necessarily technically incompatible.

1. Stable composition comprising a thermoplastic, a thermoplastic elastomer, rubber or grease and liquid composition steroidogenesis phenolic compounds in amounts of from about 0.01 to about 10%, based on the total weight of the stabilized composition while said composition is a phenolic compound contains:
(a) at least one 2,6-Dictyostelium p-cresol in an amount of from about 80 to about 95 percent by total gas chromatography area;
(b) at least one monotropaceae p-cresol in an amount greater than 1 percent by total gas chromatography area and
(c) at least one christianstead p-cresol in an amount greater than 1 percent by total gas chromatography area,
if this composition contains monotropaceae p-cresol and christianstead p-cresol in combination in an amount of 5 to 20% of the total gas chromatography area.

2. The composition according to claim 1, additionally containing co-stabilizer which is selected from the group consisting of phenolic compounds, phosphites, diarylamino and epoxydecane vegetable oils.

3. The composition according to claim 2, where the co-stabilizer is organophosphate.

4. The composition according to claim 3, where organophosphites is Tris(nonylphenyl)FOSFA.

5. The composition according to claim 1, where the co-stabilizer is dialkylamide diphenylamine.

6. The polymer product made from stabilized compositions containing thermoplastic, thermoplastic elastomer, rubber or grease and liquid composition steroidogenesis phenolic compounds in amounts of from about 0.01 to about 10%, based on the total weight of the polymer product, said composition phenolic compounds contains:
(a) at least one 2,6-Dictyostelium p-cresol in an amount of from about 80 to about 95 percent by total gas chromatography area;
(b) at least one monotropaceae p-cresol in an amount greater than 1 percent by total gas chromatography area; and
(c) at least one christianstead p-cresol in an amount greater than 1 percent by total gas chromatography area,
if this composition contains monotropaceae p-cresol and christianstead p-cresol in combination in an amount of from 5% to 2% by total gas chromatography area.

7. Polymeric product according to claim 6, where the polymer is selected from the group consisting of polyolefins, PVC, polyurethanes, polyols and elastomers.

8. Polymeric product according to claim 6, where the polymer is a butadiene-styrene rubber.

9. Polymeric product according to claim 6, where the polymer product comprises a polyol or polyurethane and the composition exhibits low misting.

10. A lubricant containing a base component with lubricating viscosity and from about 0.01 to about 10%, based on the total weight of the liquid lubricant composition steroidogenesis phenolic compounds, with the above-mentioned composition of phenolic compounds contains:
(a) at least one 2,6-Dictyostelium p-cresol in an amount of from about 80 to about 95 percent by total gas chromatography area;
(b) at least one monotropaceae p-cresol in an amount greater than 1 percent by total gas chromatography area; and
(c) at least one christianstead p-cresol in an amount greater than 1 percent by total gas chromatography area,
if this composition contains monotropaceae p-cresol and christianstead p-cresol in combination in an amount of 5 to 20 percent by total gas chromatography area.

11. The lubricant of claim 10, where the lubricant composition contains a base component in an amount of more than 90 wt.%, and styracaceae Hairdryer is the emotional connection in the amount of more than 0.05%, the based on the weight of the grease.

12. The lubricant to claim 11, where the grease contains a base component of the lubricant in the amount of more than 95%, and styracaceae phenolic compound in an amount of from 0.1 to 5%, based on the weight of the grease.

13. The lubricant of claim 10, where the lubricant composition further comprises at least one antioxidant comprising one or more secondary diarylamino having the General formula (R4)a-Ar1-NH-Ar2(R5)b,
where Ar1and AG2are independent and include aromatic hydrocarbons, R4and R5are independent and comprise hydrogen atom and gidrolabilna group and a and b are independent and equal to 0 to 3, provided that (a+b) does not exceed 4.



 

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1 cl, 2 tbl, 6 ex

FIELD: chemistry.

SUBSTANCE: invention relates to cylinder oil which contains a basic lubricating oil component for ship engines, where said basic lubricating oil component has viscosity class from SAE-40 to SAE-60 and at least one high-alkalinity detergent based on alkali metals or alkali-earth metals, characterised by that it also contains 0.01-10 wt %, with respect to total weight of the lubricating oil, one or more compounds (A), selected from primary, secondary or tertiary monoalcohols, the alkyl or alkylene chain of which is saturated or unsaturated, linear or branched and contains at least 12 carbon atoms, and when the alkylene chain of said compound (A) is unsaturated, said chain contains at most two unsaturated groups of the ethylene double bond type. The present invention also relates to use of lubricating oil to prevent corrosion and to reduce formation of deposits of insoluble metal salts in two-stroke ship engines. The present invention also relates to a method of producing lubricating oil and to an additive concentrate for cylinder oil.

EFFECT: production of one cylinder oil for two-stroke ship engines, which can be used with both high-sulphur and low-sulphur diesel.

34 cl, 2 tbl, 2 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to cylinder oil which contains a basic lubricating oil component for ship engines, where said basic lubricating oil component has viscosity class from SAE-40 to SAE-60 and at least one high-alkalinity detergent based on alkali metals or alkali-earth metals, characterised by that it also contains 0.01-10 wt %, with respect to total weight of the lubricating oil, one or more compounds (A), selected from primary, secondary or tertiary monoalcohols, the alkyl or alkylene chain of which is saturated or unsaturated, linear or branched and contains at least 12 carbon atoms, and when the alkylene chain of said compound (A) is unsaturated, said chain contains at most two unsaturated groups of the ethylene double bond type. The present invention also relates to use of lubricating oil to prevent corrosion and to reduce formation of deposits of insoluble metal salts in two-stroke ship engines. The present invention also relates to a method of producing lubricating oil and to an additive concentrate for cylinder oil.

EFFECT: production of one cylinder oil for two-stroke ship engines, which can be used with both high-sulphur and low-sulphur diesel.

34 cl, 2 tbl, 2 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to cylinder oil which contains a basic lubricating oil component for ship engines, where said basic lubricating oil component has viscosity class from SAE-40 to SAE-60 and at least one high-alkalinity detergent based on alkali metals or alkali-earth metals, characterised by that it also contains 0.01-10 wt %, with respect to total weight of the lubricating oil, one or more compounds (A), selected from primary, secondary or tertiary monoalcohols, the alkyl or alkylene chain of which is saturated or unsaturated, linear or branched and contains at least 12 carbon atoms, and when the alkylene chain of said compound (A) is unsaturated, said chain contains at most two unsaturated groups of the ethylene double bond type. The present invention also relates to use of lubricating oil to prevent corrosion and to reduce formation of deposits of insoluble metal salts in two-stroke ship engines. The present invention also relates to a method of producing lubricating oil and to an additive concentrate for cylinder oil.

EFFECT: production of one cylinder oil for two-stroke ship engines, which can be used with both high-sulphur and low-sulphur diesel.

34 cl, 2 tbl, 2 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to cylinder oil which contains a basic lubricating oil component for ship engines, where said basic lubricating oil component has viscosity class from SAE-40 to SAE-60 and at least one high-alkalinity detergent based on alkali metals or alkali-earth metals, characterised by that it also contains 0.01-10 wt %, with respect to total weight of the lubricating oil, one or more compounds (A), selected from primary, secondary or tertiary monoalcohols, the alkyl or alkylene chain of which is saturated or unsaturated, linear or branched and contains at least 12 carbon atoms, and when the alkylene chain of said compound (A) is unsaturated, said chain contains at most two unsaturated groups of the ethylene double bond type. The present invention also relates to use of lubricating oil to prevent corrosion and to reduce formation of deposits of insoluble metal salts in two-stroke ship engines. The present invention also relates to a method of producing lubricating oil and to an additive concentrate for cylinder oil.

EFFECT: production of one cylinder oil for two-stroke ship engines, which can be used with both high-sulphur and low-sulphur diesel.

34 cl, 2 tbl, 2 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to cylinder oil which contains a basic lubricating oil component for ship engines, where said basic lubricating oil component has viscosity class from SAE-40 to SAE-60 and at least one high-alkalinity detergent based on alkali metals or alkali-earth metals, characterised by that it also contains 0.01-10 wt %, with respect to total weight of the lubricating oil, one or more compounds (A), selected from primary, secondary or tertiary monoalcohols, the alkyl or alkylene chain of which is saturated or unsaturated, linear or branched and contains at least 12 carbon atoms, and when the alkylene chain of said compound (A) is unsaturated, said chain contains at most two unsaturated groups of the ethylene double bond type. The present invention also relates to use of lubricating oil to prevent corrosion and to reduce formation of deposits of insoluble metal salts in two-stroke ship engines. The present invention also relates to a method of producing lubricating oil and to an additive concentrate for cylinder oil.

EFFECT: production of one cylinder oil for two-stroke ship engines, which can be used with both high-sulphur and low-sulphur diesel.

34 cl, 2 tbl, 2 ex, 1 dwg

FIELD: chemistry.

SUBSTANCE: invention relates to a soluble oil composition for use as lubricant and coolant oil, containing:| a) base oil; b) an emulsion stabilising amount of neutralised carboxylic acid obtained from tall oil; c) at least one ultra-alkaline sulphonate of an alkali-earth metal; and, optionally, d) at least one additive selected from a group consisting of an antiscoring agent, an antiwear agent, an emulsifier, an antirust agent, a corrosion inhibitor, an anti-foaming agent, antioxidant additives, surfctants, a friction modifier and stabilisers.

EFFECT: environmentally safe stable lubricant-coolant oil emulsions for cutting metal with improved cutting properties.

12 cl, 53 ex, 12 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to a soluble oil composition for use as lubricant and coolant oil, containing:| a) base oil; b) an emulsion stabilising amount of neutralised carboxylic acid obtained from tall oil; c) at least one ultra-alkaline sulphonate of an alkali-earth metal; and, optionally, d) at least one additive selected from a group consisting of an antiscoring agent, an antiwear agent, an emulsifier, an antirust agent, a corrosion inhibitor, an anti-foaming agent, antioxidant additives, surfctants, a friction modifier and stabilisers.

EFFECT: environmentally safe stable lubricant-coolant oil emulsions for cutting metal with improved cutting properties.

12 cl, 53 ex, 12 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to a soluble oil composition for use as lubricant and coolant oil, containing:| a) base oil; b) an emulsion stabilising amount of neutralised carboxylic acid obtained from tall oil; c) at least one ultra-alkaline sulphonate of an alkali-earth metal; and, optionally, d) at least one additive selected from a group consisting of an antiscoring agent, an antiwear agent, an emulsifier, an antirust agent, a corrosion inhibitor, an anti-foaming agent, antioxidant additives, surfctants, a friction modifier and stabilisers.

EFFECT: environmentally safe stable lubricant-coolant oil emulsions for cutting metal with improved cutting properties.

12 cl, 53 ex, 12 tbl

Turbine oil // 2458109

FIELD: chemistry.

SUBSTANCE: turbine oil contains the following in wt %: 2,6-di-tert-butyl-4-methylphenol - 0.8-1.0, acid ester of alkenyl succinic acid - 0.01-0.03, nitrogen-containing block-copolymer of ethylene and propylene oxides - 0.01-0.07, alkyltoluene alkylaminotriazole - 0.01-0.05, 2,6-dialkylphenol-p-ethylalkylate - 0.1-0.5, alkylthiophosphate ether - 0.01-0.05, petroleum oil with kinematic viscosity at 50°C of 20-23 mm2/s - up to 100.

EFFECT: improved demulsifying properties and high antioxidant stability.

2 tbl, 7 ex

Engine oil // 2456335

FIELD: chemistry.

SUBSTANCE: oil contains the following in wt %: calcium alkylsalicylate 5.4-6.0, alkaline calcium alkylphenolate 1.0-1.5 or highly alkaline calcium alkylphenolate 0.7-0.8, a colloidal dispersion of calcium carbonate stabilised with calcium sulphonate 1.0-1.5, boron-containing succinimide 2.5-3.5, sulphur-containing alkylphenol 0.4-0.6, zinc dialkyldithiophosphate 0.9-1.5, polymethacrylate 0.9-1.2, polymethylsiloxane 0.003-0.005, zinc dialkylphenyl dithiophosphate 1.4-2.0, an oil viscosity modifier selected from copolymers of ethylene and propylene or hydrogenated copolymers of styrene and butadiene or hydrogenated copolymers of isoprene 0.6-2.0, an ester selected from diisooctylsebacate or diisooctyldipate or triphetanoate trimethylolpropane 14-18, polyalphaolefin oil 54.0-59.5, mineral oil - up to 100.

EFFECT: improved antifriction and antioxidation properties of the oil for everyday use in high-load vehicle diesel engines.

2 tbl

FIELD: chemistry.

SUBSTANCE: lubricating composition contains base oil associated with group III and/or group II of base oil API categories, 0.5-5 wt % phenol antioxidant and 0.5-5 wt % amine-based antioxidant and total content of antioxidants is at least 2 wt %.

EFFECT: improved method.

5 cl, 4 tbl, 6 ex

FIELD: chemistry.

SUBSTANCE: lubricating composition for aviation synthetic hydraulic oil for hydraulic systems of aviation, rocket and ground equipment contains a base in form of polyalpha-olefin hydrocarbons combined with a rheological concentrator based on low-viscosity monoethers C18H38O2, stabilised with polymethacrylate (NYCOPERF RA 655), a phenol anti-oxidation additive, triisopropyl phosphate as an anti-wear additive, a corrosion inhibitor 1,2,3-benzotriazole and a tolyltriazole derivative Irgamet 39, an organosilicon liquid as an anti-foaming agent and a dye.

EFFECT: production of aviation hydraulic oil with improved operational characteristics and high explosion- and fire-safety.

1 cl, 4 tbl

FIELD: chemistry.

SUBSTANCE: invention can be used in turbine oil for lubricating gas, steam and water turbines, turbo-compressors, as hydraulic fluids in control systems of said assemblies. The composition of the turbine oil additive contains the following, wt %: acid ester of alkenyl succinic acid 1.04-1.57; nitrogen-containing block-copolymer of ethylene and propylene oxides 1.04-3.68; alkyl toluene alkyl aminotriazole 1.04-2.63; 2,6-dialkylphenol-p-ethylalkylate 10.42-26.32; alkylthiophosphate ester 1.04-2.63; mixture of imidazolines based on plant organic acids and amines 1.04-5.26; hydroxyl-containing copolymer of ethylene and propylene oxides 1.04-5.26; 2,6-di-tert-butyl-4-methylphenol - up to 100. The mixture of imidazolines based on plant organic acids and amines and the hydroxyl-containing copolymer of ethylene and propylene oxides is in form of a mixture which is first thermally treated at 30-90°C for 0.5-2 hours.

EFFECT: improved demulsifying and anticorrosion properties.

4 tbl, 11 ex

Turbine oil // 2451060

FIELD: chemistry.

SUBSTANCE: turbine oil contains the following in wt %: acid ester of alkenyl succinic acid 0.01-0.03, 2,6-di-tert-butyl-4-methylphenol 0.8-1.0, nitrogen-containing block-copolymer of ethylene and propylene oxides 0.01-0.07, alkyl toluene alkyl aminotriazole 0.01-0.05, 2,6-dialkylphenol-p-ethylalkylate 0.1-0.5, alkylthiophosphate ester 0.01-0.05, hydroxyl-containing copolymer of ethylene and propylene oxides 0.005-0.1, mixture of imidazolines based on plant organic acids and amines 0.01-0.10, petroleum oil with kinematic viscosity at 50°C of 20-23 mm2/s - up to 100. The mixture of imidazolines based on plant organic acids and amines and the hydroxyl-containing copolymer of ethylene and propylene oxides is in form of a mixture which is thermally treated at 30-90°C for 0.5-2 hours.

EFFECT: improved demulsifying and anticorrosion properties of the oil.

3 tbl, 11 ex

FIELD: chemistry.

SUBSTANCE: invention can be used in internal combustion engines such as petrol engines, diesel engines and gas engines. The combination for improving oxidation resistance contains: (A) at least one compound selected from disulphide compounds of general formula (I): R1OOC-A1-S-S-A2COOR2 (I), and disulphide compounds of general formula (II): R7OOC-CR9R10-CR11(COOR8)-S-S-CR16(COOR13)-CR14R15-COOR12 (II), (B) an organic molybdenum-containing compound, and (C) a phenol antioxidant and/or an amine-based antioxidant. The lubricating oil composition contains base oil and a combination for improving oxidation resistance with molybdenum content less than or equal to 2000 ppm. Sulphur content of the composition is less than or equal to 0.3% and sulphate ash content is less or equal to 1%.

EFFECT: improved oxidation resistance while simultaneously reducing friction and meeting environmental regulations.

7 cl, 2 tbl, 8 ex

FIELD: machine building.

SUBSTANCE: proposed oil comprises the following components, in wt %: thickening additive Viscoplex 7-610 - 12.00-14.50, antioxidant additive Neozon A - 0.30-0.35, antiwear additive tricresyl phosphate - 0.35 - 0.50, dark-red dye grade "Ж" - 0.01. Oil base is made up of the mix of naphthene oil and polyalphaolefinic oil taken in the ratio of 4:1.

EFFECT: expanded raw material base.

3 tbl

FIELD: machine-building industry.

SUBSTANCE: additives composition for turbine oil on the basis of petroleum oil with cinematic viscosity at 50°C 20-23 mm2/s contains, wt %: acid ether of alkelin succinic acid - 0.96-1.54; nitrogen containing block -copolymer of ethylene and propylene oxides - 0.96-3.59; alkyltoluene alkyl aminotriazol - 0.96-2.56; 2.6- dialkylphenol-p-ethylalkilat - 9.6-25.64; product of oleic acid and diethanolamine borate condensation - 9.62-10.26; hydroxyl containing co-polymer of ethylene and propylene oxide - 0.96-5.13; 2,b - di-tret.butyl-4-methylphenol - to 100.

EFFECT: improved de-emulsifying, anti-oxidant and anti-frication properties.

2 tbl, 11 ex

Turbine oil // 2439136

FIELD: machine building industry.

SUBSTANCE: oil contains, wt %: acid ether of alkelin succinic acid - 0.01-0.03, 2.6-di-tret.butyl-4-methylphenol - 0.8-1.0, nitrogen containing block -copolymer of ethylene and propylene oxides - 0.01-0.07, alkyltoluene alkyl aminotriazol - 0.01-0.05, 2.6-dialkylphenol-p-ethylalkilat - 0.1-0.5 product of oleic acid and diethanolamine borate condensation - 0.1-0.2, hydroxyl containing co-polymer of ethylene and propylene oxide - 0.01-0.1, petroleum oil with cinematic viscosity at 50°C 20-23 mm2/s - the remaining part is to 100.

EFFECT: improved de-emulsifying, anti-oxidant and anti-frication properties.

2 tbl, 11 ex

Rubber mixture // 2461591

FIELD: chemistry.

SUBSTANCE: rubber mixture contains the following in pts.wt: isoprene rubber 30-70 combined with butadiene rubber 30-70, hydrocarbon resin 0.5-3.0 combined with colophony 0.5-3.0, silane-modified talc 5-20, petroleum oil 4-10. The rubber mixture also contains the following in pts.wt: sulphur 1.2-1.8; zinc oxide 5; stearic acid 1-2; protective wax 2; N-isopropyl-N'-phenyl-n-phenylene diamine 1-2; polymerised 2,2,4-trimethyl-1,2-dihydroquinoline 2; N-cyclohexylthiophthalimide 0.2-0.3; benzoic acid 0.2-0.3; N-cyclohexyl-2-benzthiazolylsulphenamide 0.8-1.2 and technical carbon 40-50.

EFFECT: invention increases dynamic endurance of rubber in conditions where an industrial rubber article operates under pressure.

2 tbl

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