Inhibitor of foam polyurethane scorching

FIELD: chemistry.

SUBSTANCE: foam polyurethane composition includes polyol and a composition of a scorching inhibitor, containing derivatives of phenol compounds, aromatic amines, hydroquinone, selected from 2,5-di-tert-amylhydroquinone and di-tert-butylhydroquinone, and phenothiazine.

EFFECT: invention makes it possible to efficiently inhibit scorching of foam polyurethanes and improve properties of the finished product.

6 cl, 3 tbl

 

Background of invention

The technical field to which the invention relates.

The present invention relates to liquid compositions inhibitor scorching for polyurethane foam compositions.

Discussion of the prior art,

Experts familiar with the production of flexible blocks of polyurethane foam, observed the phenomenon known as scorching, which is a manifestation of the destruction of the polymer. Visual scorching looks like the darkening of the internal parts of the block polyurethane foam which can be quantitatively described in terms of hue, intensity and saturation. Scorching is a well-studied process of thermal-oxidative decomposition, which is usually the result of free radical reactions involving polyurethane matrix, polymeric ethers of polyols, isocyanate (MDI or TDI) and additional components present in the foam material. For example, at elevated temperatures (200°C, 392°F) thermoplastic polyurethane elastomers based on 4,4'-diphenylmethanediisocyanate there is a break in the main circuit. In addition, it is known that heat causes other processes homolytic decomposition, such as the detachment of a hydrogen atom on the alpha carbon transfer to the simple essential communication. Generated free radicals, splicing shall be by oxygen, cause hydroperoxide forms that continue splitting and spreading decay. As you might expect, polyols based on propylenoxide glycols are less stable than the polyols based on ethylene glycol, due to differences in the stability of the alpha-carbon free radical. Thus, the decomposition in scorching follows the paths of well-studied reactions. Historically, for removal of excessive heat and thereby to reduce the effects of scorching used chlorofluorocarbons (CFCs). However, due to the reduced use of chlorofluorocarbons, and then transition hydrochlorofluorocarbons (HCFC), paired with a compensatory increase in the use of water (up to 6%) in the foam material, scorching continues to be a serious problem in this industry.

To counter scorching and destructive free radical reactions used antioxidants. Review of the patent literature reveals a variety of strategies use of antioxidant drugs.

Protective publication U.S. No. T968002 (Baxter) announced the mixtures of aromatic amines, hydroquinone (structure I, below) and phosphite for the production of functional inhibitor scorching. U.S. patent No. 4010211 (Preston) discloses the use of an effective amount of the selected proizvodnog is of diphenylamine (individually or in combination with additional hydroquinone), which serves as an inhibitor of scorching in polyurethane foam. U.S. patent No. 6676849 (DeMassa) describes a mixture of tert-emiliaromagna commercial phenolic compounds. In particular, hydroquinone and its derivatives are used in a variety of mixtures, inhibiting scorching.

Currently, commercially available traditional songs follow the guidelines described in U.S. patent No. 4275173 (Hinze) and 4444676 (Station), but in this area there were some other mixture. U.S. patent No. 4933374 (Suhoza) reported similar effective mixture of inhibitors scorching consisting of (a) tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]methane and (b) the reaction product of diphenylamine and Diisobutylene, where the molar ratio of amine to Diisobutylene is from 1:1.1 to 1:2,5. The stabilizer composition may contain third synergistic component - phenothiazines or certain alkyl the phenothiazines.

The authors of the present invention have found that a liquid mixture prepared as described below, is unexpectedly more effective composition, inhibiting scorching polyurethane foam, than the mixtures discussed above:

(a) one or more derivatives of phenolic compounds,

(b) one or more aromatic amines in the form of a liquid,

(c) substituted hydroquinone and,

(d) optionally,phenothiazines.

Detailed description of the invention

For testing representative samples of the mixture, the inhibitory scorching, used a standard polyurethane foam composition (table a). You can also use other known foam composition:

Table A
Part
Polyol100,00
Distilled water5,50
Silicone L5770 (OSi)1,20
Amine catalyst A127 (OSi)0,47
Pyrol FR2 (Akzo/Nobel)7,00
Dabco T9 (Air Products)0,25
Mondur TD80 Grade A TDI (Bayer AG)70,80
Additive0,50

The inhibitor scorching according to a variant implementation of the present invention is a liquid multi-component system containing (in wt. -%):

(1) phenolic compound or mixture of 60-80% of the mass. Examples of acceptable derivatives of phenolic compounds include the impact of: tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]methane, out-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, 2,6-di-tert-butyl-4-Nonylphenol or 1,2-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)-hydrazine or 2,2'-thiodiethyl-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)- propionate, out-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate and tetrakis[methylene-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-methane. Additional examples of derivatives of phenolic compounds include (2,6-di-tert-butyl)-phenol, substituted in position 4 aliphatic, aromatic or alifaticheskii-aromatic fragment, also not necessarily with combinations of heteroatoms, such as O, N, S and P.

In a preferred embodiment of the present invention phenolic component is present in the form of one or more compounds in combination (i) tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]-methane ("Phenolic compound 1"); (ii) out-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate ("Phenolic compound 2"); and (iii) isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate ("Phenolic compound 3").

(2) an Aromatic amine, namely dialkyldiphenyl, or a mixture of such aromatic amines for the formation of a liquid (such as the reaction product of Diisobutylene and diphenylamine CAS Reg. No. 68411-46-1) ("DPA"), from about 15-35%. The other is their aromatic amines include 4,4'-bis(alpha,alpha-dimethylbenzyl)diphenylamine ("DPA2"), etc.

(3) Hydroquinone, substituted alkilani, such as 2,5-di-tert-amylketone ("DTAHQ") or di-tert-butylhydroquinone ("DTBHQ"), approximately 4-8%, where the most efficient alkyl groups are tert-butyl (C4) or isoamyl (C5).

(4) Optional, phenothiazines (PTZ) from 0 to 1% (preferably, about 0.7%).

In the foam composition, the inhibitor scorching may be present in the range of from about 0.10 to 0.75 parts per 100 parts polyol (preferably, approximately from 0.30 to 0.60, and more preferably, approximately from 0.35 to 0.50).

Quantitative data processing

To quantify the formation of color in the samples of the foam material used Technidyne Corp. Brightimeter Micro S4-m values of L. a.b., on a scale of L. a.b. Hunter attributed to each variable (lightness (L), a, b) corresponding spatial dimension (x, y, z) and create a color space. Data L. a.b., obtained from a sample, characterize the deviation of the color from the most colourful, not affected by scorching area of the test foamy material. In practice, data L. a.b. first get in the sample [(L1, a1b1) or (L, a, b)1], and then compared with the test sample [(L2, a2b2) or (L, a, b)2]. Then determine the value of Delta E:

(L. a.b.)1represents C is achene, obtained in arbitrary standard or control sample, and (L. a.b.)2represents values that are specific to the selected sample. A composite value ΔE quantitatively expresses the shift of color from control. (You can assume that ∆ Ε is the distance in three-dimensional space. Thus, using this formula, measure the distance between two points in three-dimensional space.) It is important that the value of ΔΕ represents only the absolute distance from the control, which in this case describes the change in color in comparison with the white parts are not affected by scorching areas subjects foam materials. Since the production of foam materials is highly dependent on the variability of environmental factors, the values of ΔΕ can be different on different days. Trying to normalize the data obtained, the authors of the present invention is usually carried out test measurements (Ex. K) in one day study tested the foam material. Then the value of ΔΕ obtained for the tested foam, divided by the reference value ΔΕ and record the result. This attitude helped to determine the color difference from the control at a specific day of the test. In appropriate cases, the authors of the present invention reported comparative values ΔΕ without PR the procedure of normalization.

Additional evaluation

Compositions presented in this patent were subjected to tests scorching when processing in a microwave oven. The block of foam material, the resulting allowed to cool, after which it was opened for visual inspection. The authors of the present invention were compared each composition with the control (containing traditional inhibitor scorching), tested on the same day. In addition to testing scorching the authors present invention also found that a patentable composition better than the control samples withstood the processing of NOx in the fumigation chamber and the fluorescent light. The authors present invention also found that a novel composition showed lower volatility than traditional mixture, which is an important quality parameter for polyurethane foam used in car. The authors of the present invention in the position, namely, that the uniqueness of the liquid compositions according to the present invention, described below, is a consequence of the fact that it is better than the traditional mixture, protects from scorching and provides less change of color in a variety of stress tests.

Typical mixtures according to the options the implementation of this is subramania (Examples 1-10) (table 1) was compared with competing mixtures (Examples C13-C17) (table 2). It was found that at 5000 memorial plaques (or 0.5%) of the mixture according to the present invention inhibit scorching better than Comparative example C13 (prepared as described in the above patent Suhoza), Comparative examples C15 and C16 (two versions of a composition, prepared as described in the above patent Preston) and Comparative example C14 (prepared as described in the above patents Hinze and Station).

It is important that both the Comparative example C15 and C16 are a solid mixture, which can be referenced when possible comparison, but who do not have the desired liquid forms provided by the composition according to the present invention. Example C17 showed a more or less acceptable inhibition scorching even in the absence of diallylmethylamine. However, the content of phenolic compounds (94,7%) required to achieve such a result is far beyond the scope of the present invention. As a rule, optimum compositions consist of alkylhydroquinones derived, diallylmethylamine, a mixture of phenolic compounds and fenotiazina operating in the range of 0.5-0.7.

Evaluated the effect of structural changes of hydroquinone. In addition to the preferred 2,5-di-tert-emilydrobinson (DTAHQ), compared the hydroquinone (HQ) (Example 12), di-tert-butylhydroquinone (DTBHQ) (Example 10) and dichloro hydroxyanthracene (DCDAQ) (Example 12). It is clear that the alkyl substitution hydroxynonenal ring (DTAHQ, DCBHQ) (Examples 1-9, Example 10) improved effectiveness in scorching compared with the absence of substitution (HQ) (Example 11) or compared with the control. In addition, it was found that the introduction of chlorine as a substituent (DCDAQ) (Example 12), although it provides a good comparative value of Delta E, leads to unacceptable colour change.

Accordingly, only the preparation of the composition, inhibiting scorching, on the basis of the three-component system according to the present invention, in the specific ranges can achieve unexpectedly effective inhibition of scorching without the disadvantages mentioned above.

Denote raw materials

DTAHQ2,5-di-tert-amylketone
HQhydroquinone
DTBHQdi-tert-butylhydroquinone
DCDAQdichlorodicyanoquinone
DPADiisobutylene and diphenylamine CAS Reg. No. 68411-46-1 or a mixture of alkyl diphenylamines and organic soy is inane phosphorus (NJTSR No. 01023400-5083P) and diphenylamine

DPA2styrene and 2,4,4-trimethylpentene and diphenylamine, in a mixture of 4,4'-bis(alpha,alpha-dimethylbenzyl)of diphenylamine and other alkyl and styrene derivatives (SL): CAS 68921-45-9
Phenolic compounds 1tetrakis[methylene-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-methane
Phenolic compounds 2isooctyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate
Phenolic compound 3isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate
PTZphenothiazines

1. The polyurethane foam composition containing the polyol and the composition of the inhibitor scorching in the amount of from about 0.10 to 0.75 parts per 100 parts of polyol, where the composition of the inhibitor scorching contains:
(a) one or more derivatives of phenolic compounds in amounts of about 60-80 wt. -%;
(b) one or more aromatic amines in the form of liquids in quantities of about 15-35 wt. -%;
(c) hydroquinone, substituted alkilani, in the amount of about 4-8 wt. -%, selected from 2,5 di-tert-emiliaromagna and di-tert-butylhydroquinone, and
(d) the phenothiazines in the amount of approximately 0-1,0% of the mass.

2. The composition according to p. 1, where the aforementioned phenolic compound selected from the group consisting of tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]-methane, ISO-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, 2,6-di-tert-butyl-4-Nonylphenol, 1,2-bis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)-hydrazine, 2,2'-thiodiethyl-bis[3-(3,5-di-isobutyl-4-hydroxyphenyl)-propionate and (2,6-di-tert-butyl)-phenol, substituted in position 4 aliphatic, aromatic or alifaticheskii-aromatic fragment, optionally, with a combination of heteroatoms O, N, S and P, and mixtures thereof.

3. The composition according to p. 2, where the specified derived phenolic compound contains one or more compounds in combination from among (i) tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]-methane, (ii) image-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate and (iii) isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate.

4. The composition according to p. 1, where the specified aromatic amine is either (a) the reaction product of Diisobutylene and diphenylamine, or (b) 4,4'-bis(alpha,alpha-dimethylbenzyl)-diphenylamine), or both of these compounds.

5. The composition according to p. 1, where specified shall hydroquinone, replaced by alkilani, is a 2, 5-di-tert-amylketone.

6. The composition according to p. 1, where
(a) represents one or more members of the group consisting of tetrakis[methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]-methane, ISO-octyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate and isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate;
(b) is a reaction product of Diisobutylene and diphenylamine;
(c) is a 2,5-di-tert-amylketone; and
(d) is present phenothiazines.



 

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SUBSTANCE: invention relates to composition of foamed vinylaromatic polymers with improved heat-insulating ability, method of its obtaining and to foamed products, obtained from said com foamed vinylaromatic polymers position. Composition of foamed vinylaromatic polymers includes polymer matrix, obtained by polymerisation of base, which includes 50-100 wt % of one or more vinylaromatic monomers and 0-50 wt % of, at least, one copolymerised monomer; 1-10 wt %, basing on polymer weight, of foaming agent, in polymer matrix; 0.05-25 wt %, basing on polymer weight, of non-heat-transparent filling agent, which includes coke in form of particles with the average diameter from 0.5 to 100 mcm and surface area, measured in accordance with ASTM D-3037/89 standard, from 5 to 50 m2/g. Described is method of obtaining composition of foamed vinylaromatic polymers in water suspension, as well as continuous method of obtaining composition in mass.

EFFECT: obtaining composition, based on foamed vinylaromatic polymers with improved heat-insulating properties with application of non-heat-transparent additives.

23 cl, 13 ex

FIELD: chemistry.

SUBSTANCE: heat-insulating foamed products with increased stability to solar radiation include foamed polymeric matrix, obtained by foaming and agglomeration of globules/granules of vinylaromatic (co)polymer, inside of which filler is evenly allocated. Filler includes one athermanous material, selected from coke, graphite and soot, and, possibly inorganic additive, active within the range of wave lengths from 100 to 20000 cm-1. Polymeric matrix includes copolymer of styrene and one vinylaromatic comonomer, substituted in ring or in vinyl group, and/or mixture of polystyrene and to 10 wt %, relative to mixture, thermoplastic polymer, compatible with polystyrene and having Tg (temperature of vitrifying) > 100°C.

EFFECT: invention ensures foamed products with excellent stability to solar radiation and good heat-insulating and mechanic properties.

15 cl, 8 ex

FIELD: chemistry.

SUBSTANCE: invention relates to an expandable copolymer of tetrafluoroethylene, a porous material, containing such copolymer, a formed product from the porous material and a medical device, containing the said tetrafluoroethylene copolymer. The expanded tetrafluoroethylene copolymer contains 98 wt % or less of monomer tetrafluoroethylene units and at least 2.0 wt % of at least one other comonomer, different from tetrafluoroethylene. The said copolymer after processing at a temperature of about 290°C or lower demonstrates adhesion. At least one other comonomer represents olefin, selected from a group, consisting of ethylene, propylene and isobutylene, a fluorinated monomer, selected from a group, consisting of chlorotrifluoroethylene, hexafluoropropylene, vinylidenfluoride, vinylidendifluoride, hexafluoroisobutylene, trifluoroethylene, fluorodioxol and fluorodioxalane, a perfluoroalkylethylene monomer or a perfluoroalkylvinyl ether.

EFFECT: elaboration of a polytetrafluoroethylene product, possessing high extrudability, which can be subjected to uniform stretching and makes it possible to obtain highly strong porous products.

45 cl, 4 tbl, 4 dwg, 13 ex

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