Method for synthesis of pentaerythritol diphosphites

FIELD: chemical technology.

SUBSTANCE: invention describes a method for synthesis of pentaerythritol diphosphites with the high content of spiro-isomer. Pentaerythritol diphosphites are synthesized by a successive re-esterification method in the presence of monophosphite, and then in the presence of substituted phenol or other alcohol, and wherein indicated reactions of re-esterification are carried out under conditions of controlled temperature and pressure. The reaction conditions provide to synthesize intermediate derivative and final pentaerythritol diphosphite with the high content of spiro-isomer and the high total yield of diphosphites.

EFFECT: improved method of synthesis.

26 cl, 1 ex

 

The technical field to which the invention relates.

The present invention relates to a method of producing steroisomers of pentaerithritol. In more detail, the present invention relates to a method of producing pentaerithritol in the interesterification reaction in a vacuum, it diphosphite with a high content of steroisomers.

The level of technology

Various organic phosphites are used as an effective polymer additives and inhibitors of oxidative decomposition of the polymer during processing. First of all pentaerythrityl used in cases when you want hydrolytic stability and improved compatibility with some polymers, such as polyolefins, which allows the use of such diphosphite as stabilizers for polymers.

Pentaerythrityl form at least two isomeric forms: Spiro and bridged isomers. As commercial drugs more preferred are spirometery. Thus, the most preferred is getting pentaerithritol with a high content of steroisomers.

In most cases, pentaerythrityl is obtained using at least two different ways. According to the first method performed two consecutive reactions the interesterification, first, the reaction of pentaerythritol with triphenylphosphite education diphenylmethylphosphine, and then the reaction intermediate diphenylmethylphosphine with the corresponding alkyl phenol or alcohol with the formation of the desired pentaerithrityl.

According to another method dichlorinederivatives communicates with the corresponding alkyl phenol or alcohol with the formation of the desired pentaerithrityl. Using the latter method are bis(alkylphenyl)pentaerythrityl containing trace amounts of bridged isomer, but this method requires the use of more complex and expensive technology. The first way interesterification is a cheaper and more technologically advanced, but in most cases when using this way we obtain a mixture of isomers in which the content of steroisomers ranges from 50 to 75% depending on the method of preparation and reagents. Thus, the obtained by the interesterification reaction of bis(alkylphenyl)pentaerythrityl are a mixture of Spiro - bridged isomers, which must be subjected to additional purification by selective crystallization with the aim of obtaining mainly steroisomers. However, this approach yields a product with a relatively low output.

Such is the ways of getting pentaerythrityl presents, in particular, in the application for U.S. patent No. 5438086.

One approach to improving the content of steroisomers bis(2,4-di-tert-butylphenyl)pentaerythrityl in the interesterification reaction is in the interaction of diphenylmethylphosphine (DFPAD) with 2,4-di-tert-butylphenol in a solvent such as a (C10-C18)n-alkanes or cycloalkanes. In this way we obtain a product containing steroisomers up to 90%, but the output diphosphite is relatively low and is approximately 77%.

More economical and therefore preferred method interesterification is a method that will allow to obtain the bis(alkylphenyl)pentaerythrityl content steroisomers at least 90% and high yield diphosphite, at least 95%.

Disclosure of inventions

The aim of the present invention is to develop a method of producing pentaerithritol in the interesterification reaction with a high content of steroisomers and high output.

Basically, the present invention proposes a method of obtaining bis(alkylphenyl)pentaerithritol, in which a high content of steroisomers is more than 90%of the interesterification reaction, the yield is over 95%. The method according to the present invention includes a standard reaction of preterition is, to improve the content of steroisomers and the yield of the final product due to 1) the unique conditions of the reaction, which is used to produce an intermediate product and final product, this minimized the formation of the products of competitive reactions, and 2) the use of distillation to concentrate the content diphosphite in the intermediate product and final product.

In connection with this object of the present invention is to develop a sequence of interesterification reactions that lead to the raise of the content of steroisomers of pentaerythrityl to the maximum value.

Another object of the present invention is to impact on the above sequence of reactions interesterification in a preferred variant embodiment of the present invention using pentaerythritol and triphenylphosphite with the formation of intermediate pentaerithritol and subsequent second interesterification reaction in the presence of a substituted phenol or a lower alcohol, thereby forming pentaerythrityl with a high content of steroisomers.

These and other objects of the present invention is described in detail in the next section and defined in the attached claims.

The implementation of the invention

The method according to the present invented the Yu includes serial of the interesterification reaction, which provide intermediate and final reaction products. The first reaction is the interesterification reaction of pentaerythritol (formula I)

with monophosphate in the presence of an alkaline catalyst. Monophosphate selected from the group triarylphosphite, such as triphenylphosphite (formula II)

or trialkylphosphites, such as trimethylphosphite or triethylphosphite. In General, trialkyl or triarylphosphine have the General formula R-(OR1)3where R1selected from the group including linear or branched alkyl group, cycloaliphatic group, which may contain substituents, a linear or branched alkeneamine group, unsubstituted or alkyl substituted aryl group or arylalkyl group.

In particular, examples of the linear or branched alkyl groups, without limitation, include (C1-C20)alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl or stearyl.

Examples of cycloaliphatic or cyclic alkyl groups, which contain substituents, without limitation, include cycloalkyl group containing from 5 to 7 atoms in the of Lerida, such as cyclopentyl, cyclohexyl and cycloheptyl, and alkylcyclohexane group containing 6 to 11 carbon atoms, in which the position of the alkyl group may change, such as group methylcyclopentene, dimethylcyclobutyl, methylethylacetate, dimethylcyclobutyl, methylcyclohexyl, dimethylcyclohexyl, metiletilketoksim, diethylsiloxane, methylcycloheptane, dimethylcyclohexyl, methylcycloheptane and diethylsiloxane.

Examples of linear or branched alkenyl groups, without limitation, include groups containing from 2 to 30 carbon atoms, in which the position of the double bond may vary, such as butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonanal, decanal, undecanal, dodecanal, tridecanal, tetradecanol, pentadecanol, hexadecanol, heptadecanol and octadecenyl.

Examples of unsubstituted or alkyl substituted aryl groups include aryl groups containing from 6 to 18 carbon atoms, such as phenyl, diphenyl and naphthyl, and arylalkyl group containing from 7 to 40 carbon atoms in which alkyl group is linear or branched and attached at any position of the aryl groups such as tolyl, xylyl, ethylphenyl, propylphenyl, butylphenyl, pentylphenol, hexylphenyl, heptylphenol, Octylphenol, Nonylphenol, decipher, undecylenic, dodecylphenol, di is tylenil, dibutyltin and dioctyltin. Alcylaryl group can optionally contain substituents, including functional groups such as alkoxy, hydroxy, cyano, nitro, halogen, carboxy, etc.

Examples arylalkyl groups include groups containing from 7 to 40 carbon atoms in which alkyl group is a linear or branched, such as benzyl, phenylethyl, phenylpropyl, phenylbutyl, fenilpentil and phenylhexa.

The first reaction of preterition leads to the formation of an intermediate product of pentaerythrityl containing spirosoma formula (III)

where R1defined above, and bridge the isomer of the formula (IV)

In a preferred embodiment, the pentaerythritol is reacted interesterification in the presence of triphenylphosphite with the formation of intermediate compounds diphenylmethylphosphine formula (V)

The second reaction is the reaction of the transesterification intermediate pentaerythrityl with alcohol R2-OH, and the alcohol is chosen from the group comprising (C8-C22)alkanols, (C8-C22)alkanol, phenols and their derivatives, (C7-C40)alkylsilanes and their derivatives, (C7-C40)arylalkylamine and their derivatives, where specified the derivatives are chemical residues selected from the group comprising halogen, (C1-C4)alkyl groups, (C1-C4)alkoxysilane, amino groups, residues (C1-C6)carboxylic acids, ceanography, nitro and the like, in the presence of an alkaline catalyst with the formation of pentaerythrityl formula (VI)

where R2preferably chosen from the group comprising 2,4-di-tert-butylphenyl, 2,4-dokumenter and (ness.)(C8-C20)alkanes, such as stearyl, Isodecyl and decylphosphonic, preferably derived from alcohols, which are preferably chosen from the group comprising 2,4-di-tert-butylphenol, 2,4-dokumental formula (VII)

and in the more General case, as described above.

In a preferred embodiment, in the second process of the interesterification reaction of the intermediate compound diphenylmethylphosphine resulting from the first of the interesterification reaction of the present invention, reacts interesterification in the presence of 2,4-documentftaa and alkaline catalyst with the formation of bis(2,4-dokumenter)pentaerythrityl with high yield and high content of Spiro-isomer of formula (VIII)

Upon receipt of the reaction mixture for the first reaction of the interesterification monophosphate and Penta is aritra used in a ratio of about 1 to 3 mol of monophosphate on 1 mol of pentaerythritol. In a preferred embodiment, the first of the interesterification reaction using stoichiometric amounts of reactants: 2 mol monophosphate on 1 mol of pentaerythritol. In the reaction mixture it is possible to use a solvent to reduce viscosity, increase the reactivity and/or for carrying out sequential purification by fractional crystallization of the reaction mixture. Thus, the solvent is not required and is optional. Suitable solvents include aromatic, aliphatic and cyclic hydrocarbons containing from 6 to 24 carbon atoms. Suitable solvents include normal or cyclic alkanes. As a solvent it is preferable to use a saturated hydrocarbon or mixture of saturated hydrocarbons, which are selected from the group comprising (C6-C24)n-alkanes and cycloalkanes. Examples of suitable hydrocarbons include n-decane, n-dodecane, n-tridecane, n-hexadecane and the like, and cyclic and polycyclic analogues, such as cyclododecane, bicyclo[4,4,0]decane (decahydronaphthalene), etc. In most cases the solvent is a mixture of solvents, which include lower alkanes, such as hexane, heptane and cyclohexane. In the present invention is also used unsaturated solvents such as benzene and toluene. When used in the composition of the PE klonoa solvent mixture used in amount from about 10 wt.% to about 200 wt.% based on the mass of the obtained intermediate pentaerithrityl.

When carrying out the first of the interesterification reaction is also used alkaline catalyst. Alkaline catalyst preferably is an alkaline inorganic compound, and most preferably an oxide, hydroxide, carbonate or alcoholate of an alkaline or alkaline-earth metal, which are known in the art catalysts. In the composition of the reaction mixture using an alkaline catalyst in an amount of from about 0.1 wt.% to about 5 wt.% based on the mass of the obtained intermediate pentaerithrityl.

First interesterification reaction is carried out in controlled conditions of temperature and pressure. In a preferred embodiment, the first reaction of transesterification is carried out at atmospheric pressure. The reaction is carried out in vacuum (high vacuum to approximately 200 mm Hg) with removal of the liberated phenol by distillation. The temperature of the first reaction support in the range of from about 60°C to below approximately 125°C, preferably from 70°C to about 105°C. At these temperatures minimizes the formation of undesirable by-products and accordingly increases to the maximum output pentaerithrityl.

Without limitation to any theory it can be assumed that the use of stehe the metric quantities and low temperatures during the first of the interesterification reaction at atmospheric pressure provides selective formation of Spiro - bridged isomers of intermediate diphenylmethylphosphine at the expense of other undesirable side reaction products. A by-product of the interesterification is separated from residual reagents, and the reaction by-products are separated by distillation or by fractional crystallization of the diphosphite in the solvent. This unique processing yields a Spiro - bridged isomers of intermediate pentaerithritol, the total mass of which is the output of more than 95%, based on the weight of monophosphate.

In a preferred embodiment, the first reaction of transesterification of phenol is formed by the transesterification of pentaerythritol and triphenylphosphite in the presence of an alkaline catalyst with the formation of an intermediate derived pentaerythrityl of diphenylmethylphosphine. Eye-catching phenol, all unreacted monophosphate and all by-products of the reaction are removed by distillation. The distillation is carried out at a temperature in the range of from about 100°C to about 300°and at pressures from high vacuum up to 200 mm Hg While receiving phenolic by-product and monophosphine reagents of high quality, they can be used as source material for other reactions. Side components of the reaction can be reused in the first of the interesterification reaction (recycling), they turn into Spiro - and mo is teak isomers pentaerithritol.

Other methods of cleaning the first reaction mixture include fractional crystallization in a solvent and fractional crystallization of the melt. When conducting the reaction in a solvent for fractional crystallization of pentaerythrityl use the same favoritely for dilution of the reaction mixture.

After the first of the interesterification reaction purified intermediate connection pentaerythrityl use the second of the interesterification reaction with the formation of the second derivative of pentaerithritol. Upon receipt of the reaction mixture for the second of the interesterification reaction of the substituted phenol or alcohol and intermediate derived pentaerythrityl used in amounts from about stoichiometric to excess of about 300 wt.% of the stoichiometric amount of the substituted phenol or alcohol. Substituted phenol (or excess alcohol) is used to reduce the viscosity of the second reaction mixture and to shift the reaction towards the final product before the end of the reaction). In a preferred embodiment, a substituted phenol is 2,4-dokumental or 2,4-di-tert-butylphenol. Thus, when using substituted phenol second derivative of pentaerythrityl formed in the second process of the interesterification reaction is bis(someseni the phenol)pentaerithritol.

The solvent in the reaction mixture used to reduce viscosity, increase the reactivity and/or for a consistent treatment of the reaction mass using fractional crystallization. However, a solvent is not required and is optional. Suitable solvents include aromatic, aliphatic and cyclic hydrocarbons containing from 6 to 24 carbon atoms. Suitable solvents include normal or cyclic alkanes. The preferred solvent is a saturated hydrocarbon or mixture of saturated hydrocarbons, which are selected from the group comprising (C6-C24)-alkanes and cycloalkanes. Examples of suitable hydrocarbons include n-decane, n-dodecane, n-tridecane, n-hexadecane and the like, and cyclic and polycyclic analogues, such as cyclododecane, bicyclo[4,4,0]decane (decahydronaphthalene), etc. In most cases the solvent is a solvent mixture that includes (ness.)alkanes, such as hexane, heptane and cyclohexane. In the present invention is also used unsaturated solvents such as benzene, toluene, etc. When used in the composition of the reaction mixture of solvents used in amount from about 10 wt.% to about 200 wt.% based on the mass of the obtained intermediate pentaerythrityl is spite.

When carrying out the second esterification reaction is also used inorganic alkaline catalyst. As the alkaline catalyst is preferred alkaline inorganic compound, most preferably an oxide, hydroxide, carbonate, the anion of the alkali or alkaline earth metal, which are known in the art catalysts. In the second part of the reaction mixture using an alkaline catalyst in an amount of from about 0.1 wt.% to about 5 wt.% in calculating the masses of the obtained second derivative pentaerithrityl.

The second interesterification reaction is carried out in controlled conditions of temperature and pressure. The temperature of the second reaction mixture is maintained within the range from about 120°With up to approximately less than 175°C, preferably from 120°With up to approximately 170°and more preferably support at approximately 150°C. the Reaction is carried out in vacuum, the pressure maintained within the range from high vacuum up to 200 mm Hg In the preferred embodiment, the phenol is formed by the transesterification intermediate derived diphenylmethylphosphine and 2,4-documentftaa with education as the second derivative of pentaerythrityl intermediate bis(2,4-dokumenter)pentaerythrit is phosphite. Side phenol released during the second of the interesterification reaction, can be removed by distillation. Phenolic byproduct get high quality and can be used as source material for other reactions.

Without limitation to any theory it can be assumed that the use of stoichiometric quantities and removing a phenolic byproduct during the second of the interesterification reaction along with the high purity of pentaerythrityl provides selective formation of steroisomers second pentaerythrityl due to bridging isomer. Special conditions in the second reaction of transesterification and interesterification reaction allows to obtain a product in which the content of steroisomers is more than 90%, based on the total weight of Spiro - bridged isomer of the second derivative of pentaerithritol, which is formed in the second of the interesterification reaction. The total weight of the Spiro - bridged isomers of the second derivative of pentaerythrityl is more than 95% based on the weight of the intermediate pentaerithrityl.

The second pentaerythrityl resulting from the second of the interesterification reaction, is separated from the reaction mixture by distillation. In a preferred version of the second of the interesterification reaction, the reaction mixture is distilled to remove all unreacted materials, an excess of the substituted phenol (or alcohol, if used), solvent (if used) and/or any residual phenol, while getting cleaned second pentaerithritol, in which the content of Spiro - bridged isomers of the second pentaerythrityl is preferably 99 wt.% calculated on the total weight of the second pentaerithritol and residual impurities. The distillation is carried out at a temperature in the range of from about 100°C to about 300°and at pressures from high vacuum up to 200 mm Hg In the preferred embodiment, the second pentaeritritila is bis(2,4-dokumenter)pentaerithritol.

Other methods of cleaning the second reaction mixture include fractional crystallization in a solvent and fractional crystallization of the melt. When using cleaning solvent of the reaction mixture of the second reaction interesterification for fractional crystallization using the same solvent for dilution of the reaction mixture. Suitable solvents include aromatic, aliphatic and cyclic hydrocarbons containing from 6 to 24 carbon atoms. Suitable solvents include normal or cyclic alkanes. The preferred solvent is a saturated hydrocarbon or mixture of saturated hydrocarbons, which are chosen by the group, includes (C6-C24)n-alkanes and cycloalkanes. Examples of suitable hydrocarbons include n-decane, n-dodecane, n-tridecane, n-hexadecane and the like, and cyclic and polycyclic analogues, such as cyclododecane, bicyclo[4,4,0]decane (decahydronaphthalene), etc. In most cases the solvent is a mixture of solvents, which include lower alkanes, such as hexane and cyclohexane. In the present invention is also used unsaturated solvents such as benzene, toluene, etc. When used in the composition of the reaction mixture of solvents used in amount from about 10 wt.% to about 200 wt.% based on the mass of the obtained pentaerithrityl.

The following describes the best way to embodiments of the present invention for his illustrations. Examples are given to illustrate the present invention and do not limit the nature and scope as defined in the claims of the present invention.

Example. Obtaining bis-1,4-dokumentaatiosta

The interesterification reaction of monopentaerythritol and triphenylphosphite (TFF), make use of stehiometrichesky quantities TFF and pentaerythritol in a solvent in the presence of an alkaline catalyst at a temperature of from 70°s to not more than 125°C, preferably from 105°to 120°C, at atmospheric pressure. Phenol, the image is decomposing in the reaction, removed by distillation in vacuum at a temperature of from 100°to 300°and a pressure of from 0.01 to 100 mm Hg, while the output of the transformation is more than 95% of theoretically calculated amount, and the reaction mixture is less than 5%. Unreacted materials remain in the intermediate product at less than 1%, preferably less than 0.1%. You get a phenolic by-product of high quality, which can be used as source material in other reactions. Unexpectedly, it was found that under these conditions receive spirosoma DFPAD in the predominant number compared to the bridge isomer, and the output DFPAD is more than 95% per TFF. The solvent is not the determining factor in the choice of reagents and is designed primarily to reduce the viscosity and thus is optional. Suitable solvents include aromatic hydrocarbon solvents containing from 6 to 20 carbon atoms. Download the alkaline catalyst is 0.01-5 wt.% per formed DFPAD. The solvent (if used) is added to the reaction mixture in an amount of from 10 to 200 wt.% per formed DFPAD. When using the scheme of the reaction and working conditions of reaction get the crude product, containing DFPAD in which content is of steroisomers is more than 90%, this product also contains the solvent (if used), and trace amounts TFF, phenol and bridge isomer DFPAD.

Highly purified spirosoma DFPAD is stable and it is stored in molten or solid form, or sold as an intermediate product. Distilled THF, trace amounts of phenol and/or solvent is re-used for DFPAD. The next stage is to interesterification enriched steroisomers DFPAD in the presence of 2,4-documentftaa with the formation of enriched steroisomers bis-2,4-dokumentaatiosta.

DFPAD with a high content of steroisomers obtained at the previous stage, added to the reaction mixture containing the alkaline catalyst and 2,4-dokumental at a temperature of approximately 150°C. the Content of the alkaline catalyst is 0.1-5 wt.% based on the weight of the resulting bis-2,4-dokumentaatiosta. The reagents are added in quantities of from the stoichiometric (2 mol of 2,4-documentftaa and 1 mol of diphenylmethylphosphine) to greater than stoichiometric, i.e. excess of 300% or more for decreasing the viscosity) of 2,4-documentftaa. The phenol formed in the interesterification reaction, is distilled in vacuum at 0.01 to 100 mm Hg, while in the mixture remain trace amounts of phenol. In the reaction the floor is with bis-2,4-documentmetadata, in which the content of steroisomers is over 90%, and the output of phosphite (per DFPAD) is more than 95%. You get a phenolic by-product of high quality, which can be used as source material in other reactions.

The reaction mass is purified by thin-layer distillation at 150-300°and a pressure of 0.01 to 50 mm Hg, removing excessive amounts of 2,4-documentftaa up to a level of less than 0.5%. The resulting products contain over 90% of steroisomers bis-2,4-documentfilecreationpage, which is then processed into tablets, pellets or flakes, and the like, giving it the desired shape of the product. Distilled 2,4-dokumental and trace amounts of phenol re-used in the following reactions. When using the reaction conditions described above, the end diphosphite can be used without additional purification by recrystallization.

Pentaerythrityl with a high content of steroisomers obtained by the methods according to the present invention, is used for the stabilization of polymers known in the art, such as polyolefins, polyesters, polyurethanes, polyalkylacrylate, polysulfones, polyimides, Polyphenylene(ethers), polymers based on styrene, polycarbonates, acrylic polymers, polyamides, Polyacetals, of halogenated polim the market and the homopolymers and copolymers based on polyolefins. Also use mixtures of different polymers, such as a mixture of Polyphenylene simple ether/styrene resin, PVC/ABS or mixture other modified polymers, such as Methacrylonitrile containing ABS, polyester/ABS or complex polyester plus other modifier. Such polymers are available as commercial products or get them by methods known in the art. However, diphosphite of the present invention are primarily used in thermoplastic polymers, such as polyolefins, polycarbonates, polyesters, and Polyphenylene ethers comprising thermoplastic polymers such as polyolefins, polycarbonates, polyesters, Polyphenylene ethers, and polymers based on styrene, and diphosphite add due to extremely high temperatures at which the process of thermoplastic polymers and/or use.

Also use polymer-based monoolefins and diolefins, for example, include polypropylene, polyisobutylene, polybutene-1, polymethylpentene-1, polyisoprene or polybutadiene, and also on the basis of cycloolefins, for example, cyclopentene or norbornene, polyethylene (which optionally can be crosslinked), e.g. high density polyethylene (HDPE), low density polyethylene (LDPE) and linear polyethylene of low densely the ti (LLDPE). Also use a mixture of such polymers, for example mixtures of polypropylene with polyisobutylene, polypropylene with polyethylene (for example PP/HDPE). Use the 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/butadiene, isobutylene/isoprene, ethylene/alkylacrylate, ethylene/alkyl methacrylates, ethylene/vinyl acetate(EVA) or copolymers of ethylene/acrylic acid (EAK) or their salts (ionomers) and terpolymers of ethylene with propylene and a diene, such as hexadiene, Dicyclopentadiene or ethylidenenorbornene, as well as mixtures of these copolymers and their mixtures with the above-mentioned polymers, for example polypropylene/copolymers of ethylene and propylene, LDPE/EVA, LDPE/EAK, LLDPE/EVA and LLDPE/EAK.

Thermoplastic polymers include styrene polymers such as polystyrene, poly(para-methylsterol), poly(α-methylsterol), copolymers of styrene, para-methylstyrene or α-methylstyrene derived from dienes or acrylic derivatives, such as, for example, styrene/butadiene, styrene/Acrylonitrile, styrene/crimeabread, styrene/maleic anhydride, styrene/butadiene/acrylate, styrene/Acrylonitrile/methacrylate; mixtures of high impact strength, the content of Asia copolymers of styrene and another polymer, such as, for example, a mixture of a polyacrylate, a diene polymer or terpolymer ethylene/propylene/diene and copolymers of styrene, such as, for example, styrene/butadiene/styrene, styrene/isoprene/styrene, styrene/ethylene/butylene/ styrene or styrene/ethylene/propylene/styrene. Additionally or alternatively, styrene polymers include graft copolymers of styrene or α-methylstyrene such as, for example, styrene on polybutadiene, styrene copolymer, polybutadiene-styrene or polybutadiene-Acrylonitrile, styrene and Acrylonitrile (or Methacrylonitrile) on polybutadiene; styrene and maleic anhydride or maleic acid imide on polybutadiene; styrene, Acrylonitrile and maleic anhydride or maleic acid imide on polybutadiene; styrene, Acrylonitrile and methyl methacrylate on polybutadiene, styrene and alkylacrylate or methacrylates on polybutadiene, styrene and Acrylonitrile on ethylene/propylene/diene terpolymer, styrene and Acrylonitrile on polyacrylates or polymethacrylates, styrene and Acrylonitrile in the copolymers of acrylate/butadiene, and mixtures of styrene copolymers described above.

Use the polymers on the basis of nitrile. Such polymers include homopolymer and copolymers of Acrylonitrile and its analogues, such as Methacrylonitrile, such as polyacrylonitrile, polymers of Acrylonitrile/butadiene polymer is Acrylonitrile/alkylacrylate, polymers of Acrylonitrile/alkylmethacrylamide/butadiene copolymer Acrylonitrile/butadiene/styrene (ABS) and ABS containing Methacrylonitrile.

Also used polymers based on acrylic acids such as acrylic acid, methacrylic acid, methylmethacrylic acid and etakrinova acid and their esters. Such polymers include polymethyl methacrylate and a graft type copolymers ABS, in which all or part of the monomers Acrylonitrile type substituted ester of acrylic acid or Amida acrylic acid. Also used polymers, including other acrylic monomers such as acrolein, methacrolein, acrylamide and methacrylamide.

Also use halogenated polymers. Such polymers include resins, such as polychloroprene, homopolymers and copolymers of epichlorohydrin, polyvinyl chloride, polyvinylchoride, polivinilhlorid, grades, chlorinated polyethylene, chlorinated polypropylene, fluorinated polyvinylidene, commercially available brominated polyethylene, chlorinated rubber, a copolymer of vinyl chloride and vinyl acetate, copolymer of vinyl chloride and ethylene, a copolymer of vinyl chloride and propylene, a copolymer of vinyl chloride and styrene, a copolymer of vinyl chloride and isobutylene, a copolymer of vinyl chloride and vinylidene, terpolymer the vinyl chloride-styrene-maleic anhydride copolymer is a vinyl chloride-styrene-acre shall lonitrile, copolymer of vinyl chloride-isoprene, a copolymer of vinyl chloride-chlorinated propylene, terpolymers the vinyl chloride-vinylidenechloride-vinyl acetate, copolymers of vinyl chloride and esters of acrylic acid, copolymers of vinyl chloride and esters of maleic acid, copolymers of vinyl chloride-methacrylic acid copolymer is a vinyl chloride-Acrylonitrile and internally plasticized polyvinyl chloride.

Other suitable termoelastyczne polymers include homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropyleneoxide or their copolymers with bis-glycidyloxy ethers; Polyacetals, such as Polyoxymethylene and Polyoxymethylene containing as co monomer ethylene oxide; Polyacetals modified with thermoplastic polyurethanes, acrylates or Methacrylonitrile containing ABS; polyphenyleneoxides and sulfides, and mixtures of polyphenyleneoxides with polystyrene and polyamides; polycarbonates and politicalparty; polysulfones, poly(simple ether)sulfones and poly(simple ether)ketones, and polyetherdiamine acids and diodes and/or hydroxycarboxylic acids or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylcyclohexane, poly[2,2,4-(4-hydroxyphenyl)propane]terephthalate and polyhydroxybenzenes, as well as copolymers simple anddifficult esters based on polyesters, containing hydroxyl end groups.

Use the polyamides and copolyamids based on diamines and dicarboxylic acids and/or aminocarbonyl acids or the corresponding lactams, such as polyamide-4, polyamide-6, polyamide-6/6, nylon-6/10, nylon-6/9, nylon-6/12, nylon-4/6, polyamide-11, polyamide-12, aromatic polyamides obtained by condensation of meta-xylene, diamine and adipic acid, polyamide derived from a diamine and isophthalic and/or terephthalic acid and optionally elastomer as modifier, for example poly-2,4,4-or poly trimethylhexamethylenediamine-meta-phenylenedimaleimide. Use the copolymers of the aforementioned polyamides with polyolefins, copolymers of olefins, ionomers or himesaki linked or grafted elastomers, or with a simple polyesters, such as, for example, polyethylene glycol, polypropyleneglycol or polytetramethylene, and polyamides or copolyamids modified rubber-based copolymer of ethylene, propylene and diene monomer, or ABS.

The obtained stabilized polymeric composition comprising phosphites obtained according to the method according to the present invention optionally contain various standard additives, such as, for example:

(1) Antioxidants

(1.1) Alkylated monophenol, for example 26-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-tert-butyl-4-butylphenol, 2,6-dicyclopentyl-4-METHYLPHENOL, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4-METHYLPHENOL, 2,4,6-tricyclohexyltin and 2,6-di-tert-butyl-4-methoxymethanol.

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

(1.3) Gidroksilirovanii thiodiphenylamine ethers, 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) and 4,4′ -thio-bis(6-tert-butyl-2-METHYLPHENOL).

(1.4) Alkalinebattery, 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-(α-methylbenzyl)-4-Nonylphenol], 2,2′-methylene-bis-[6-(α,α-dimethylbenzyl)-4-Nonylphenol], 2,2′-methylene-bis(4,6-di-tert-butylphenol),4,4′-methylene-bis-(b-tert-butyl-2-METHYLPHENOL), 1,1-bis-(5-tert-butyl-4-hydroxy-2-were)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-Buti is-4-hydroxy-2-were)-3-dodecylmercaptan, ethylene glycol bis-[3,3-bis-(3′-tert-butyl-4′-hydroxyphenyl)butyrate], di-(3-tert-butyl-4-hydroxy-5-were)Dicyclopentadiene and di-[2-(3′-tert-butyl-2′-hydroxy-5′-methylbenzyl)-6-tert-butyl-4-were]terephthalate.

(1.5) Benzylideneamino 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)dithiotreitol, 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 of monoethylene ester 3,5-di-tert-butyl-4-hydroxybenzophenone acid and 1,3,5-Tris-1,3,5-DICYCLOHEXYL-4-hydroxybenzyl)isocyanurate.

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

(1.7) esters α-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid and mono - or polynuclear alcohols, such as methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexanediol, pentaerythritol, neopentylglycol, Tris-hydroxyethylstarch, tied the glycol and diamid dihydroxyisoflavone acid.

(1.8) esters α-(5-tert-butyl-4-hydroxy-3-were)propionic acid and mono - and polynuclear alcohols, such as methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexanediol, pentaerythritol, neopentylglycol, Tris-hydroxyethylstarch, thiodiethanol and diamid dihydroxyisoflavone acid.

(1.9) esters β-(5-tert-butyl-4-hydroxy-3-were)propionic acid and mono - and polynuclear alcohols, such as methanol, diethylene glycol, octadecanol, triethylene glycol, 1,6-hexanediol, pentaerythritol, neopentylglycol, Tris-hydroxyethylstarch, thiodiethanol and diamid N,N′bis(hydroxyethyl)oxalic acid.

(1.10) Amides β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionic acid, for example N,N′di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)hexamethylenediamine were, N,N′di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)trimethylenediamine and N,N′di(3,5-di-tert-butyl-4-hydroxyphenylpropionic)hydrazine.

(2) Absorbers of UV radiation and light stabilizers

(2.1) 2-(2′-Hydroxyphenyl)benzotriazole, such as 5′-methyl-,3′,5′-di-tert-butyl-, 5′-tert-butyl-, 5′-(1,1,3,3-TETRAMETHYLBUTYL)-, 5-chloro-3′,5′-di-tert-butyl-, 5-chloro-3′-tert-butyl-5′-methyl-, 3′-sec-butyl-5′-tert-butyl-, 4′-actoxy, 3′,5′-di-tert-amyl - 3′,52 bis-(α,α-dimethylbenzyl)derivatives.

(2.2) Hydroxybenzophenone, for example 4-hydroxy-, 4-methoxy-, 4-actoxy-, 4-decyloxy-, 4-dodecyloxy-, 4-benzyloxy-, 4,2′,4′-trihydroxy-2′-hydroxy-4,4′-dimethoxypropane.

(2.3) esters of substituted and unsubstituted benzoic acids, for example phenyl ester of salicylic acid, 4-tert-BUTYLPEROXY ester of salicylic acid, octylphenoxy ester of salicylic acid, dibenzoylresorcinol, bis-(4-tert-butylbenzoyl)resorcinol, benzoylation, 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate and hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate.

(2.4) Acrylates, such as ethyl or isooctyl ester α-cyano-β,β-diphenylacetone acid, methyl ester α-carbomethoxyamino acid, methyl or butyl ether α-cyano-β-methyl-para-carbomethoxyamino acid, methyl ester α-carbomethoxy-pair-methoxycatechol acid and N-(β-carbomethoxy-β-cyanovinyl)-2-methylindolin.

(2.5) Compounds of Nickel, for example complexes of Nickel and 2.2′-thio-bis-[4-(1,1,3,3-TETRAMETHYLBUTYL)phenol], such as the complex is 1:1 or 1:2, optionally with additional ligands such as n-butylamine, triethanolamine or N-cyclohexyl-diethanolamine, dibutyldithiocarbamate Nickel, Nickel salts monoalkyl esters of 4-hydroxy-3,5-di-tert-b is TeleSystems acid, such as methyl, ethyl or butyl esters, complexes of Nickel and ketoximes, such as 2-hydroxy-4-methylenedicyclohexyl, and complexes of Nickel and 1-phenyl-4-lauroyl-5-hydroxypyrazol, optionally with additional ligands.

(2.6) Sterically inhibited amines, for example bis-(2,2,6,6-tetramethylpiperidine)sebacate, bis-(1,2,2,6,6-pentamethylpiperidin)sebacate, n-butyl-3,5-di-tert-butyl-4-hydroxybenzimidazole acid, bis(1,2,2,6,6-pentamethylpiperidin)ester, condensation product of 1-hydroxyethyl-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, condensation product of N,N′-(2,2,6,6-tetramethylpiperidine)-diamine and 4-tert-octylamine-2,6-dichloro-1,3,5-s-triazine, Tris(2,2,6,6-tetramethylpiperidine)nitrilotriacetate, tetrakis-(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetriol acid, 1,1′-(1,2-ethandiyl)-bis-(3,3,5,5-tetramethylpiperidine). Such amines include hydroxylamine obtained from inhibited amines, such as di(1-hydroxy-2,2,6,6-tetramethylpiperidine-4-yl)sebacate, 1-hydroxy-2,2,6,6-tetramethyl-4-bisoxopiperazine,1-hydroxy-2,2,6,6-tetramethyl-4-(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)piperidine and N-(1-hydroxy-2,2,6,6-tetramethylpiperidine-4-yl)-ε-caprolactam.

(2.7) the Diamide of oxalic acid, for example 4,4′-distractionware, 2,2′-dioctyloxy-5,5-di-tert-butylanisole, 2,2′-DIDOT is acyloxy-5,5′ di-tert-butylanisole, 2-ethoxy-2′-ethyloxazole, N,N′bis(3-dimethylaminopropyl)oxanilide, 2-ethoxy-5-tert-butyl-2′-ethyloxazole and their mixtures with 2-ethoxy-2′-ethyl-5,4′-di-tert-butyloxyaniline and mixtures of ortho-methoxy - and para-methoxy-, and ortho-ethoxy and para- ethoxymethylene of oxanilide.

(3) the decontamination officers metals, such as diamide N,N′-diphenylsulfone acid, N-salicylal-N′-salicyloylhydrazine, N,N′bis-salicyloylhydrazine, N,N′bis-(3,5-di-tert-butyl-4-hydroxyphenylpropionic)hydrazine, salicylamide-1,2,4-triazole, dihydrazide bis-benzylideneamino acid.

(4) Phosphites and phosphonites, different from those of the present invention, for example, triphenylphosphite, diphenylacetate, phenyldichlorophosphine, Tris(nonylphenyl)FOSFA, trilaurylamine, trioctadecyl, distearyldimethylammonium, Tris(2,4-di-tert-butylphenyl)FOSFA, diisodecylphthalate, bis(2,4-di-tert-butylphenyl)pentaerythrityl, traceability and tetrakis(2,4-di-tert-butylphenyl)-4,4'-biphenylenediisocyanate.

(5) Extinguishers hydrogen peroxide, for example esters β-thiodipropionic acids, for example lauric, stearyl, ministerului or tridecylamine esters, mercaptobenzimidazole or zinc salt of 2-mercaptobenzimidazole, zinc-dibutyldithiocarbamate, dicta acidsulfate, pentaerithrityl(β-dodecylmercaptan)propionate.

(6) Stabilizers polyamides, for example salts of copper in combination with iodides and/or phosphorus compounds and salts of divalent magnesium.

(7) Basic co-stabilizers, for example melamine, polyvinylpyrrolidone, dicyandiamide, treelistener, urea derivatives, hydrazine derivatives, amines, polyamides, polyurethanes, salts of alkali and alkaline earth metals of higher fatty acids, for example calcium stearate, barium stearate, magnesium stearate, ricinoleic sodium, potassium palmitate, pyrocatechol antimony and pyrocatechol zinc.

(8) Nucleating agents, for example 4-tert-butylbenzoic acid, adipic acid, diphenyloxy acid.

(9) Fillers and reinforcing fillers, for example calcium carbonate, silicates, glass fibers, asbestos, talc, kaolin, mica, barium sulfate, iron oxides and metal hydroxides, carbon black, graphite.

(10) Derivative of aminocaproate, such as methyl-3-[N,N-dibenzylamino]propanoate, ethyl-3-[N,N-dibenzylamino]propenoate, 1,6-hexamethylene-bis-[3-(N,N-dibenzylamino]propanoate, methyl-[2-(methyl)-3-(N,N-dibenzylamino]propanoate, octadecyl-3-[N,N-dibenzylamino]propanoic acid, tetrakis[(N,N-dibenzylamino)ethylcarboxylate]methane, octadecyl-3-[N,N-dibenzylamino]propanoate, potassium salt of 3-[N,N-dibenzylamino]p is OpenWay acid and 1,6-hexamethylene-bis[3-(N-allyl-N-dodecylamine)propanoate].

(11) Other additives, for example plasticizers, oil, emulsifiers, pigments, optical brighteners, flame-retardant agents, antistatics, blowing agents, CN and ticinella, such as delayintolerant or deteriorization.

In the composition of the polymer compositions included phenolic antioxidants with inhibited conformation. The use of bis(alkylphenyl)pentaerithritol according to the present invention leads to increased protection of the polymer from staining due to the presence of phenols. In addition to the above, such phenolic antioxidants include:

n-octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate, neopentylene-tetrakis-(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), di-n-octadecyl-3,5-di-tert-butyl-4-hydroxyethylphosphonate, 1,3,5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, thiodiethyl-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), 1,3,5-trimethyl-2,4,6-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, 3,6-dioxaoctyl-bis(3-methyl-5-tert-butyl-4-hydroxyhydrocinnamate), 2,6-di-tert-butyl-para-cresol, 2,2'-ethylidene-bis(4,6-di-tert-butylphenol), 1,3,5-Tris(2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl)isocyanurate, 1,1,3-Tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane, 1,3,5-Tris[2-(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)ethyl]isocyanurate, 3,5-di(3,5-di-tert-butyl-4-hydroxybenzyl)mesitol, hexamethylene-bis(3,-di-tert-butyl-4-hydroxyhydrocinnamate), 1-(3,5-di-tert-butyl-4-hydroxyanisole)for 3,5-di(octylthio)-s-triazine, N,N′-hexamethylene-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), bis(ethyl-3,5-di-tert-butyl-4-hydroxymethylphosphonate) calcium, ethylene bis[3,3-di(3-tert-butyl-4-hydroxyphenyl)butyrate], oktilovom ester of 3,5-di-tert-butyl-4-hydroxymethylcytosine acid, bis(3,5-di-tert-butyl-4-hydroxycinnamic)hydrazide, N,N′bis-[2-(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)ethyl]oksamid, neopentanoate-tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate), n-octadecyl-3,5-di-tert-butyl-4-hydroxyhydrocinnamate, 1,3,5-trimethyl-2,4,6-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, 1,3,5-Tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate, 2,6-di-tert-butyl-para-cresol or 2,2′ -ethylidene-bis(4,6-di-tert-butylphenol).

(12) Lactones, for example 5,7-di-tert-butyl-3-phenyl-3H-benzofuran-2-it, 5,7-Dicumyl-3-phenyl-3H-benzofuran-2-it, nonyl-ε-phenyl-3H-benzofuran-2-it, dinonyl-3-phenyl-3H-benzofuran-2-it, 5-tert-butyl-3-phenyl-3H-benzofuran-2-it, 5-Cumyl-3-phenyl-3H-benzofuran-2-it, octyl-3-phenyl-3H-benzofuran-2-he and the other 3-arylbenzofurans-2-ones.

Additionally or optionally contains other additives, such as oxazaborolidine. Similarly, these compounds prevent the staining in the presence of amine light stabilizers retarded conformation, and these ZAT is magendie amines include bis(1,2,2,6,6-pentamethyl-4-piperidyl)-2-n-butyl-2-(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, a copolymer of dimethylsuccinic and 4-hydroxy-2,2,6,6-tetramethyl-1-piperazineethanol and copolymers of 2,4-dichloro-6-octylamine-s-triazine and N′-(2,2,6,6-tetramethyl-4-piperidyl)diamine.

In the present invention are described examples of preferred and alternative embodiments of the present invention. Specialists in the art it is evident that possible, certain changes and modifications of the invention without going beyond the scope of the invention, which is defined in the attached claims.

1. The method of synthesis of pentaerithritol, characterized in that carry out the transesterification of pentaerythritol of formula (I)

with monophosphate with formation of a mixture of products containing intermediate pentaerythrityl in the form of steroisomers formula (III)

and in the form of bridged isomer of formula (IV)

unreacted monophosphate and the reaction by-products,

where R1selected from the group including linear or branched (C1-C20)alkyl groups, (C5-C7)cycloaliphatic group, and (C6-C11)substituted derivatives, linear eliasville (C 2-C30)alkeneamine group, (C7-C40)alcylaryl group and (C7-C40)arylalkyl group and mixtures of these compounds;

then carry out the removal of by-products from the mixture of products, and carry out the transesterification specified intermediate pentaerythrityl in the presence of alcohol, and the alcohol is chosen from the group comprising From8-C22the alkanols, With8-C22alkanol, phenols and C7-C40allspice, with formation of a mixture of end products, which contains a finite pentaerythrityl formula (VI)

where R2selected from the group comprising (C8-C20)alkyl groups, (C8-C22)alkeneamine group, phenyl, (C7-C40)alcylaryl group and (C7-C40)arylalkyl group.

2. The method according to claim 1, characterized in that it further implement the Department-specified interim pentaerythrityl from the above-mentioned mixture of intermediate products, to obtain the purified intermediate pentaerithrityl.

3. The method according to claim 2, characterized in that the specified monophosphate selected from the group including trimethylphosphite, triethylphosphite and triphenylphosphite.

4. The method according to claim 3, characterized in that the specified monophosphate Tr is phenylphosphate.

5. The method according to claim 4, characterized in that said intermediate pentaeritritila is diphenylpicrylhydrazyl.

6. The method according to claim 1, characterized in that the transesterification of monophosphate and pentaerythritol carried out at a molar ratio of the reactants is approximately 2:1.

7. The method according to claim 1, characterized in that the transesterification is performed with the additional use of an alkaline catalyst.

8. The method according to claim 7, characterized in that said alkaline catalyst is used in an amount of from about 0.01 wt.% to about 5 wt.% in calculating the masses of the intermediate pentaerithrityl.

9. The method according to claim 1, characterized in that as alcohol use 2,4-dokumental.

10. The method according to claim 1, wherein the interesterification reaction of pentaerythritol with monophosphate performed at a pressure of from about 0.01 mm Hg to about 100 mm Hg

11. The method according to claim 10, wherein the interesterification reaction of pentaerythritol with monophosphate carried out at a temperature from about 70°C to about 105°C.

12. The method according to claim 11, characterized in that for the implementation of the interesterification reaction of pentaerythritol with monophosphate optionally used solvent.

13. The method according to item 12, characterized in that the solvent is chosen from the group VK is causa (C 6-C20)aromatic hydrocarbons, (C6-C20)aliphatic hydrocarbons and mixtures of these compounds.

14. The method according to item 13, characterized in that the solvent is added in an amount of from about 10 wt.% to about 200 wt.% in calculating the masses of the specified intermediate pentaerithrityl.

15. The method according to claim 2, characterized in that the separation of the intermediate pentaerythrityl carried out by distilling a mixture of intermediate products.

16. The method according to claim 2, characterized in that it further perform branch target pentaerythrityl from a mixture of end products.

17. The method according to item 16, characterized in that the said branch target pentaerythrityl from a mixture of final products is carried out by distillation.

18. The method according to item 16, characterized in that as alcohol is used as a compound selected from the group consisting of 2,4-di-tert-butylphenol and 2,4-documentftaa.

19. The method according to p, characterized in that as alcohol use 2,4-dokumental.

20. The method according to item 16, wherein the specified destination pentaerythrityl selected from the group consisting of bis(2,4-dokumenter)pentaerithritol and bis(2,4-di-tert-butylphenyl)pentaerythrityl.

21. The method according to item 16, characterized in that the reaction bereiter the qualification intermediate pentaerythrityl with alcohol is carried out at a temperature of approximately 130° With up to approximately 170°C.

22. The method according to item 21, wherein the interesterification reaction intermediate pentaerythrityl with alcohol is carried out at a pressure from about 0.01 mm Hg to about 100 mm Hg

23. The method according to item 16, characterized in that the transesterification of alcohol and intermediate pentaerythrityl carried out at a molar ratio of reactants is from about 2:1 to about 8:1.

24. The method according to item 16, characterized in that the transesterification of alcohol and intermediate pentaerythrityl carry out additional using alkaline catalyst.

25. The method according to paragraph 24, characterized in that said alkaline catalyst is used in an amount of from about 0.01 wt.% to about 5 wt.% in calculating the masses of the final pentaerithrityl.

26. The method according to claim 1, characterized in that the specified monophosphate is triphenylphosphite formula (II)

specified intermediate pentaeritritila is diphenylpicrylhydrazyl formula (V)

the specified alcohol is 2,4-dokumental formula (VII)

as specified by the end pentaeritritila is bis(2,4-dokumenter)pentaerythrityl spit formula (VIII)



 

Same patents:

-amino-1-hydroxyethylidene-1,1 - bisphosphonic acids" target="_blank">

The invention relates to cyclic phosphorus-containing compounds f-crystals of Z-R1(I) where Z is selected from the group consisting of: a) H2N-C2-5alkylen, b)pyridyl-3-C1-5alkylen, b) WITH a2-6alkyl (N-CH3)C2H4; R1selected from the structures (a) and (b), where X is HE, and Cl, which are intermediates for obtaining-amino-1-hydroxyethylidene-1,1-bisphosphonic acids of formulas IIIA, IIIB and IIIC, where Z has the above value, M is the cation of the base

The invention relates to organic chemistry, chemistry of physiologically active compounds and may find application in biomedical research

FIELD: chemical technology.

SUBSTANCE: invention describes a method for synthesis of pentaerythritol diphosphites with the high content of spiro-isomer. Pentaerythritol diphosphites are synthesized by a successive re-esterification method in the presence of monophosphite, and then in the presence of substituted phenol or other alcohol, and wherein indicated reactions of re-esterification are carried out under conditions of controlled temperature and pressure. The reaction conditions provide to synthesize intermediate derivative and final pentaerythritol diphosphite with the high content of spiro-isomer and the high total yield of diphosphites.

EFFECT: improved method of synthesis.

26 cl, 1 ex

FIELD: chemistry.

SUBSTANCE: description is given of a hetero-aromatic compounds with a phosphonate group with formula (I) and their pharmaceutical salts, radicals of which are given in the formula of invention. The compounds are inhibitors of fructose-1,6-bisphosphotase. Description is also given of pharmaceutical compositions based on compounds with formula (I) and (X) and the method if inhibiting fructose-1,6-bisphosphotase, using the compound with formula (I).

EFFECT: obtaining of new biologically active substances.

184 cl, 52 tbl, 62 ex

FIELD: chemistry.

SUBSTANCE: invention can be used for separating rare-earth and coloured metals and pertains to new phosphorous-containing complex-forming phosphine oxides with general formula (I) and methods of obtaining them: , where R1 = H, R2 = Ph, R3 = R4 = Ph, Me, Et, Pr, CH2Ph, 2-MeO-C6H4, C8H17; R1 = 4-Me, R2 = Ph, R3 = R4 = Ph, CH2Ph, 2-MeO-C6H4; R1 = H, R2 = 1-naphthyl, R3 = R4 = Ph, CH2Ph, 2-MeO-C6H4; R1=H,R2 = Bu,R3 = R4 = Ph; R1 = H, R2 = Ph, R3 = cyclo-C6H11, R4 = Et, Ph. The method of obtaining phosphine oxides (I) involves reaction in a medium of an organic solvent of chlorophosphorinine oxides with formula (II) with corresponding Grignard reagents, hydrolysis of the reaction mixture and separation of target compounds.

EFFECT: obtaining new phosphorous-containing complex-forming compounds with formula (I).

18 ex, 1 tbl

FIELD: medicine; pharmacology.

SUBSTANCE: subjects of invention are also pharmaceutical drugs or agents for prophylaxis and treatment of neuropathy, increase of production and treatment of the neurotrophic factor, for pain relief, for nerve protection, for prophylaxis and treatment of the neuropathic pain containing compound of the formula or of the formula . In the compounds of the formulas (I) and (II) symbols and radicals have the meanings mentioned in the invention formula. The specified agents have an excellent effect and low toxicity. There are also proposed ways of treatment and prophylaxis of the abovementioned conditions by means of the compounds of the formula (I) or (II) and application of these compounds for production of the abovementioned agents. Besides, one has proposed methods for production of the specified compounds and intermediate pyrazol compounds.

EFFECT: compound has an effect increasing production and secretion of the neurotrophic factor.

46 cl, 1 tbl, 233 ex

FIELD: chemistry.

SUBSTANCE: invention relates to compounds of formula (I) and (II), a method for production thereof, metal-containing catalyst systems based on said compounds and a method for hydrocyanation in the presence of said catalyst systems. Compounds of formulae (I) and (II): where R1, R2, R3, R4, R6 and R7 denote H, C1-C12alkyl, an aromatic or cycloaliphatic ring, a carbonyl, alkoxycarbonyl or alkoxy radical, a halogen atom, a nitrile or haloalkyl group containing 1-12 carbon atoms, R5 and R8 denote an aliphatic radical containing 1-12 carbon atoms, an aromatic or cycloaliphatic ring, or multiple aromatic rings which are condensed or bonded with each other.

EFFECT: novel method of producing novel compounds and a catalyst system of formula M[Lf]t, where M denotes a transition metal, Lf denotes an organophosphorus ligand of formula (I) or (II), t is a number from 1 to 10, which can be used in a novel method for hydrocyanation of hydrocarbons.

14 cl, 12 ex, 1 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to catalytic systems based on organophosphorous compounds, complex-forming, suitable for hydrocyanation and hydroformylation of alkenes of formulas M[Lf]t(V) or HM[Lf]t+nCO4-n(VI), where M is transition metal, t is number from 1 to 10, n is number from 1 to 4, Lf stands for organofosphorous ligand of formulas:

or ,

where R1, R2, R3, R4, R5, R7, Z stand for hydrogen atom, C1-12alkyl, phenyl, optionally substituted with 1-3 substituents, selected from C1-6-alkyl and hydroxy-C1-6-alkyl, or C1-12halogenalkyl; X, X1 and X2 stand for O or S, R6 stands for covalent bond, C6-aryl or several bound C6-aromatic cycles, n and n1, stand for valence X1, X2, reduced by 2.

EFFECT: claimed are novel effective catalysts of hydrocyanation and hydroformylation.

13 cl, 30 ex, 2 tbl

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