US4123472A
Expired / Lapsed
US
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Oil resistant modified silicone composition
Assignee: Wacker Chemical Corp
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Filing: 1975-12-18
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Granted: 1978-10-31
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Expires: 1995-12-18
Abstract
Abstract Oil resistant modified organopolysiloxane compositions are prepared by polymerizing an acrylic ester and an acrylic nitrile in the presence of an organopolysiloxane and a free-radical initiator at an elevated temperature. These modified compositions may be thermally cyclized to impart improved oil resistance to these already oil resistant compositions. The resultant compositions may be cured to form oil resistant silicone elastomers.
Inventors
- 👤 J. Charles Getson
- 👤 Patrick J. Adams
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 17:47
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/10; C08K; C08K5/00; C08K5/54; C08L83/04
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
321 words
A method for imparting oil resistant properties to a modified organopolysiloxane composition which comprises reacting a diorganopolysiloxane having hydrocarbon radicals with up to 18 carbon atoms linked to the silicon atoms which are selected from the class consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals and cyanoalkyl radicals and having terminal groups selected from the class consisting of aliphatic unsaturated groups and hydroxyl groups with a mixture containing an acrylic ester monomer selected from the class consisting of alkyl acrylates and methacrylates in which the alkyl group has from 1 to 4 carbon atoms and a nitrile monomer selected from the class consisting of acrylonitrile, methacrylonitrile and alpha-chloroacrylonitriles in the presence of a free-radical initiator to form a modified organopolysiloxane composition containing polymers and copolymers which are derived from recurring units of the acrylic ester containing monomer and the nitrile containing monomer at a temperature below about 150° C., said diorganopolysiloxane is present in an amount of from 25 to 75 percent by weight based on the weight of the diorganopolysiloxane and acrylic ester and nitrile monomers and said nitrile monomer is present in an amount of from 5 to 95 mol percent based on the nitrile and acrylic ester monomers and when said modified organopolysiloxane contains terminal hydroxyl groups, then a cross-linking agent is added which is selected form the group consisting of silanes of the formula X.sub.4-m SiY.sub.m and siloxanes in which the silicon atoms are linked through Si-O-Si linkages, wherein X is selected from the group consisting of alkyl and aryl radicals, Y is selected from the group consisting of acyloxy, oximo, alkoxy, aryloxy, halogen, aminoxy, amido and phosphato groups and m is a number of from 2 to 4, curing said composition in the presence of atomspheric moisture and thereafter heat aging the composition in the presence of air at a temperature of from about 125° C. to 300° C. for at least about 4 hours.
Claim 2
Independent Claim
321 words
A method for imparting oil resistant properties to a modified organopolysiloxane composition which comprises reacting a diorganopolysiloxane having hydrocarbon radicals with up to 18 carbon atoms linked to the silicon atoms which are selected from the class consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals and cyanoalkyl radicals and having terminal groups selected from the class consisting of aliphatic unsaturated groups and hydroxyl groups with a mixture containing an acrylic ester monomer selected from the class consisting of alkyl acrylates and methacrylates in which the alkyl group has from 1 to 4 carbon atoms and a nitrile monomer selected from the class consisting of acrylonitrile, methacrylonitrile and alpha-chloroacrylonitriles in the presence of a free-radical initiator to form a modified organopolysiloxane composition containing polymers and copolymers which are derived from recurring units of the acrylic ester containing monomer and the nitrile containing monomer at a temperature below about 150° C., said diorganopolysiloxane is present in an amount of from 25 to 75 percent by weight based on the weight of the diorganopolysiloxane and acrylic ester and nitrile monomers and said nitrile monomer is present in an amount of from 5 to 95 mol percent based on the nitrile and acrylic ester monomers and when said modified organopolysiloxane contains terminal hydroxyl groups, then a cross-linking agent is added which is selected form the group consisting of silanes of the formula X.sub.4-m SiY.sub.m and siloxanes in which the silicon atoms are linked through Si-O-Si linkages, wherein X is selected from the group consisting of alkyl and aryl radicals, Y is selected from the group consisting of acyloxy, oximo, alkoxy, aryloxy, halogen, aminoxy, amido and phosphato groups and m is a number of from 2 to 4, curing said composition in the presence of atomspheric moisture and thereafter heat aging the composition in the presence of air at a temperature of from about 125° C. to 300° C. for at least about 4 hours.
Claim 3
Dependent Claim
16 words
The method of claim 1 wherein the monomers consist of a lower alkyl acrylate and acrylonitrile.
Claim 4
Dependent Claim
17 words
The method of claim 1 wherein the monomer consist of a lower alkyl acrylate and a chloroacrylonitrile.
Claim 5
Dependent Claim
14 words
The method of claim 1 wherein the monomer consist of ethyl acrylate and methacrylonitrile.
Claim 6
Dependent Claim
36 words
The method of claim 1 wherein the hydroxyl terminated modified organopolysiloxane composition is mixed with a cross-linking agent selected from the class consisting of polyalkoxysilanes and polyalkoxysiloxanes and a catalyst and cured prior to heat aging.
Claim 7
Dependent Claim
31 words
The method of claim 1 wherein the modified organopolysiloxane contains terminal aliphatic unsaturated groups and is mixed with an organohydrogenpolysiloxane and the platinum containing catalyst and cured prior to heat aging.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-10-30 | 1982-05-01 | 1982-10-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-30 | 1986-05-01 | 1986-10-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-30 | 1990-05-01 | 1990-10-31 | $7700.00 | Window Closed / Lapsed |