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Products produced by post-treating oil-soluble esters of mono- or polycarboxylic acids and polyhydric alcohols with epoxides

专利摘要

A process for post-treating oil-soluble esters of mono- or polycarboxylic acids and polyhydric alcohols with organic epoxides. The acyl moiety of the esters is derived from mono- or polycarboxylic acids containing at least about fifty aliphatic carbon atoms exlusive of the carboxyl carbon atoms. The products are useful as lubricant and fuel additives. A typical example of the process would be the post-treatment of a diester of polyisobutenyl1-substituted succinic acid and sorbitol with propylene oxide. ......

基本信息

专利类型:
发明专利
申请/专利号:
US05/222671
申请日期:
1972-02-01
专利申请人:
路博润公司
分类号:
["C08G65/26","C08G65/00","C10L1/18","C10L1/10","C10M129/00","C10L1/198","C10M129/95","C07C69/32","C07C69/40","C10M3/20"]
发明/设计人:
LESUER, WILLIAM M.
权利要求: What is claimed is:1. An oil-soluble reaction product produced by a process comprising contacting at a temperature of from about 25.degree.C. up to about the decomposition temperature (A) at least one oil-soluble ester of a mono- or polycarboxylic acid and a polyhydric alcohol having at least three hydroxyl groups wherein the carboxylic acid moiety of the ester is characterized by a substantially saturated, aliphatic hydrocarbon radical, which is substantially free of oil-solubilizing pendent groups and has at least about 50 aliphatic carbon atoms exclusive of the carboxyl carbon atoms, and the alcohol moiety contains up to about 40 aliphatic carbon atoms; with (B) at least one organic epoxide having up to about 40 carbon atoms and corresponding to the formula ##SPC2##where each R is independently hydrogen or an aliphatic, cycloaliphatic or aromatic radical; the amount of (A) and (B) in the reaction mixture being such that the ratio of equivalents of alcohol present in the ester to equivalents of epoxide is about 1:0.05 to about 1:5.2. An oil-soluble reaction product according to claim 1 where (A) and (B) are contacted at a temperature within the range of about 50.degree.-250.degree.C. and (B) is at least one organic epoxide wherein each R is independently hydrogen, alkyl, haloalkyl, cycloalkyl, halocycloalkyl, aryl, haloaryl where the haloalkyl, halocycloalkyl, and haloaryl groups have no more than one halogen radical for every 3 carbon atoms.3. An oil-soluble reaction product according to claim 2 where (B) is at least one aliphatic epoxide containing 2 to 8 carbon atoms.4. An oil-soluble reaction product according to claim 3 where (B) is at least one terminal aliphatic epoxide.5. An oil-soluble reaction product according to claim 4 where (A) is at least one ester of a monocarboxylic acid and (A) and (B) are contacted at a temperature of about 70.degree.-200.degree.C.6. An oil-soluble reaction product according to claim 5 where (A) is an ester of a polyhydric aliphatic alcohol of up to 10 carbon atoms, and characterized by the presence of at least three hydroxyl groups.7. An oil-soluble reaction product according to claim 6 wherein the polyhydric aliphatic alcohol is a polyhydric alkanol of up to 6 carbon atoms, the aliphatic epoxide is ethylene oxide or propylene oxide, and said ratio of equivalents is about 1:0.1 to about 1:2.8. An oil-soluble reaction product according to claim 7 wherein the polyhydric aliphatic alcohol is selected from the class comprising glycerol, erythritol, pentaerythritol, mannitol, and sorbitol.9. An oil-soluble reaction product according to claim 4 where (A) is at least one ester of a dicarboxylic acid and (A) and (B) are contacted at a temperature of about 70.degree.-200.degree.C.10. An oil-soluble reaction product according to claim 9 where (A) is an ester of a hydrocarbon-substituted or chlorinated hydrocarbon-substituted succinic acid wherein the substituent is substantially saturated and contains at least about fifty aliphatic carbon atoms.11. An oil-soluble reaction product according to claim 10 where (A) is a diester of a polyolefin-substituted succinic acid wherein the polyolefin substituent has a molecular weight of about 700 to about 5000 and not more than about 5% of the carbon-to-carbon covalent linkages in this substituent are unsaturated linkages.12. An oil-soluble reaction product according to claim 11 where (A) is a diester of a polyhydric aliphatic alcohol up to 10 carbon atoms which alcohol is characterized by the presence of at least three hydroxyl groups.13. An oil-soluble reaction product according to claim 12 wherein the polyhydric aliphatic alcohol is a polyhydric alkanol of up to 6 carbon atoms, the aliphatic epoxide is ethylene oxide or propylene oxide, and said ratio of equivalents is about 1:0.1 to about 1:2.14. An oil-soluble reaction product according to claim 13 where (A) is a diester of polyisobutene-substituted succinic acid with a polyhydric alkanol selected from the class consisting of glycerol, erythritol, pentaerythritol, mannitol, and sorbitol.15. An oil-soluble reaction product according to claim 4 produced by contacting (A) with (B) where (A) is at least one ester of a mono- or polycarboxylic acid where the acyl moiety of said mono- or polycarboxylic acid corresponds to the acyl moiety derived from the reaction at a temperature within the range of about 100.degree.-300.degree.C. of (1) an unsaturated carboxylic acid of the formula R.sub.o -(COOH).sub.n or the corresponding acyl halides or anhydrides where R.sub.o is characterized by the presence of at least one ethylenically unsaturated carbon-to-carbon covalent bond in an .alpha.,.beta.-position with respect to at least one carboxyl function and n is an integer of one to six with (2) an ethylenically unsaturated hydrocarbon containing at least about fifty aliphatic carbon atoms or a chlorinated hydrocarbon containing at least about 50 aliphatic carbon atoms, wherein (A) and (B) are contacted at a temperature of about 70.degree.-200.degree.C.16. An oil-soluble reaction product according to claim 15 where the acyl moiety is derived from the reaction of (1) an unsaturated carboxylic acid of the formula R.sub.o --(COOH).sub.n or its corresponding acyl halides or anhydrides where R.sub.o is characterized by the presence of at least one ethylenically unsaturated carbon-to-carbon covalent bond in an .alpha.,.beta.-position with respect to at least one carboxyl function, n is one or two and the total number of carbon atoms in R.sub.o --(COOH).sub.n does not exceed 10 with (2) polymerized 1-monoolefins or chlorinated polymerized 1-monoolefins.17. An oil-soluble reaction product according to claim 16 where (A) is at least one ester of a polyhydric aliphatic alcohol of up to 10 carbon atoms characterized by the presence of at least three hydroxyl groups.18. An oil-soluble reaction product according to claim 17 containing about 0.5% to about 10% by weight of the composition produced by contacting (A) with (B) wherein the total number of carbon atoms in R.sub.o --(COOH).sub.n does not exceed six and where (2) is polyisobutylene or chlorinated polyisobutylene.19. An oil-soluble reaction reaction product according to claim 18 where (A) is at least one ester of a polyhydric alkanol of up to 6 carbon atoms and (B) is selected from the group consisting of ethylene oxide or propylene oxide, the ratio of equivalents of (A) to (B) being about 1:0.1 to about 1:2.