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US4387204A
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Self-crosslinkable monomer composition containing alkenylphenyl substituted acrylates or methacrylates
Assignee: Novartis Corp
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Filing: 1981-03-30
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Granted: 1983-06-07
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Expires: 2001-03-30
Abstract
Abstract The invention relates to a polymerizable and self-crosslinkable composition of monomers having olefinic unsaturation and, if desired, conventional additives, said composition containing (a) 1 to 99.9% by weight of at least one ethylene or propylene monomer which is substituted by polar groups or aromatic hydrocarbon groups, and (b) 99 to 0.1% by weight of an acrylate or methacrylate of monohydric or dihydric, mononuclear or binuclear phenols which are substituted by allyl, methallyl or 1-propenyl groups, or hydroxyalkyl ethers thereof. The composition of the invention can be used as a casting or impregnating resin, adhesive, lacquer and binder, and it can be cured by irradiation and/or heat.
Inventors
- 👤 Abdul-Cader Zahir
- 👤 Sameer H. Eldin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 18:49
CPC Classifications
C; C08; C08F; C08F246/00; C08F220/00; C08F220/02; C08F220/10; C08F220/40
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
225 words
A polymerizable and self-crosslinkable composition of monomers, having olefinic unsaturation, which comprises (a) 1 to 99.9% by weight of at least one monomer which is selected from the group consisting of styrene, divinylbenzene, vinyl toluene, chlorostyrene, α-methylstyrene, vinyl chloride, vinylidene chloride, vinylidene fluoride, tetrafluoroethylene, trifluorochloroethylene, vinyl fluoride, vinyl esters, vinyl ethers, acrylonitrile, methacrylonitrile, vinylidene cyanide and acrylates or methacrylates of the formula ##STR10## wherein R 6 is a hydrogen atom or methyl, n is an integer from 1 to 4, and R 7 is, where n is 1, alkyl of 1 to 12 carbon atoms, hydroxyalkyl of 1 to 12 carbon atoms, cyclohexyl, phenyl or benzyl, when n is 2, alkylene of 2 to 6 carbon atoms, cyclohexylene, phenylene or --(C m H 2m O) x C m H 2m -- where m is 2 or 3 and x is 1 to 5, when n is 3, glyceryl or 2,2-dimethylbutane-1,2,2-triyl, or when n is 4, pentaerythrityl, and (b) 99 to 0.1% by weight of an acrylate or methacrylate ester of formula I ##STR11## wherein R 1 is a hydrogen atom or methyl, X is CH 2 --CHOH--CH 2 --O, and R 2 is allyl, methallyl or 1-propenyl, R 3 is a hydrogen atom or methyl or has the meaning of R 2 , and R 4 is a hydrogen atom, methyl, allyl, methallyl or 1-propenyl.
Claim 2
Dependent Claim
225 words
A polymerizable and self-crosslinkable composition of monomers, having olefinic unsaturation, which comprises (a) 1 to 99.9% by weight of at least one monomer which is selected from the group consisting of styrene, divinylbenzene, vinyl toluene, chlorostyrene, α-methylstyrene, vinyl chloride, vinylidene chloride, vinylidene fluoride, tetrafluoroethylene, trifluorochloroethylene, vinyl fluoride, vinyl esters, vinyl ethers, acrylonitrile, methacrylonitrile, vinylidene cyanide and acrylates or methacrylates of the formula ##STR10## wherein R 6 is a hydrogen atom or methyl, n is an integer from 1 to 4, and R 7 is, where n is 1, alkyl of 1 to 12 carbon atoms, hydroxyalkyl of 1 to 12 carbon atoms, cyclohexyl, phenyl or benzyl, when n is 2, alkylene of 2 to 6 carbon atoms, cyclohexylene, phenylene or --(C m H 2m O) x C m H 2m -- where m is 2 or 3 and x is 1 to 5, when n is 3, glyceryl or 2,2-dimethylbutane-1,2,2-triyl, or when n is 4, pentaerythrityl, and (b) 99 to 0.1% by weight of an acrylate or methacrylate ester of formula I ##STR11## wherein R 1 is a hydrogen atom or methyl, X is CH 2 --CHOH--CH 2 --O, and R 2 is allyl, methallyl or 1-propenyl, R 3 is a hydrogen atom or methyl or has the meaning of R 2 , and R 4 is a hydrogen atom, methyl, allyl, methallyl or 1-propenyl.
Claim 3
Dependent Claim
25 words
A composition according to claim 1 which contains 50 to 99.9% by weight of component (a), and 0.1 to 50% by weight of component (b).
Claim 4
Dependent Claim
25 words
A composition according to claim 2 which contains 75 to 99.9% by weight of component (a), and 0.1 to 25% by weight of component (b).
Claim 5
Dependent Claim
36 words
A composition according to claim 1, wherein the ester of component (b) has the formula I, wherein R 2 is allyl, R 3 is a hydrogen atom or allyl and R 4 is a hydrogen atom.
Claim 6
Dependent Claim
33 words
A composition according to claim 1 wherein R 7 , when n is 1, has 1 to 6 carbon atoms, or, when n is 2 to 4, has 2 to 6 carbon atoms.
Claim 7
Dependent Claim
296 words
A polymerizable and self-crosslinkable composition of monomers, having olefinic unsaturation, which comprises (a) 1 to 99.9% by weight of at least one monomer which is selected from the group consisting of styrene, divinylbenzene, vinyl toluene, chlorostyrene, α-methylstyrene, vinyl chloride, vinylidene chloride, vinylidene fluoride, tetrafluoroethylene, trifluorochloroethylene, vinyl fluoride, vinyl esters, vinyl ethers, acrylonitrile, methacrylonitrile, vinylidene cyanide and acrylates or methacrylates of the formula ##STR12## wherein R 6 is a hydrogen atom or methyl, n is an integer from 1 to 4, and R 7 is, when n is 1, alkyl of 1 to 12 carbon atoms, hydroxyalkyl of 1 to 12 carbon atoms, cyclohexyl, phenyl or benzyl, when n is 2, alkylene of 2 to 6 carbon atoms, cyclohexylene, phenylene or --(C m H 2m O) x C m H 2m -- where m is 2 or 3 and x is 1 to 5, when n is 3, glyceryl or 2,2-dimethylbutane-1,2,2-triyl, or when n is 4, pentaerythrityl, and (b) 99 to 0.1% by weight of an acrylate or methacrylate ester of formula I ##STR13## wherein R 1 is a hydrogen atom or methyl, X is an oxygen-carbon bond, CH 2 --CH 2 --O, ##STR14## or CH 2 --CHOH--CH 2 --O, and R 2 is allyl, methallyl or 1-propenyl, R 3 is a hydrogen atom or methyl or has the meaning of R 2 , and R 4 is a radical of the formula ##STR15## wherein X, R 1 , R 2 and R 3 have the meanings assigned to them above, and Y is a carbon-carbon bond, alkylene of 1 to 6 carbon atoms, alkylidene of 2 to 6 carbon atoms, cycloalkylidene containing 5 or 6 ring carbon atoms, an oxygen atom, a sulfur atom or a group of the formula CO, SO or SO 2 .
Claim 8
Dependent Claim
296 words
A polymerizable and self-crosslinkable composition of monomers, having olefinic unsaturation, which comprises (a) 1 to 99.9% by weight of at least one monomer which is selected from the group consisting of styrene, divinylbenzene, vinyl toluene, chlorostyrene, α-methylstyrene, vinyl chloride, vinylidene chloride, vinylidene fluoride, tetrafluoroethylene, trifluorochloroethylene, vinyl fluoride, vinyl esters, vinyl ethers, acrylonitrile, methacrylonitrile, vinylidene cyanide and acrylates or methacrylates of the formula ##STR12## wherein R 6 is a hydrogen atom or methyl, n is an integer from 1 to 4, and R 7 is, when n is 1, alkyl of 1 to 12 carbon atoms, hydroxyalkyl of 1 to 12 carbon atoms, cyclohexyl, phenyl or benzyl, when n is 2, alkylene of 2 to 6 carbon atoms, cyclohexylene, phenylene or --(C m H 2m O) x C m H 2m -- where m is 2 or 3 and x is 1 to 5, when n is 3, glyceryl or 2,2-dimethylbutane-1,2,2-triyl, or when n is 4, pentaerythrityl, and (b) 99 to 0.1% by weight of an acrylate or methacrylate ester of formula I ##STR13## wherein R 1 is a hydrogen atom or methyl, X is an oxygen-carbon bond, CH 2 --CH 2 --O, ##STR14## or CH 2 --CHOH--CH 2 --O, and R 2 is allyl, methallyl or 1-propenyl, R 3 is a hydrogen atom or methyl or has the meaning of R 2 , and R 4 is a radical of the formula ##STR15## wherein X, R 1 , R 2 and R 3 have the meanings assigned to them above, and Y is a carbon-carbon bond, alkylene of 1 to 6 carbon atoms, alkylidene of 2 to 6 carbon atoms, cycloalkylidene containing 5 or 6 ring carbon atoms, an oxygen atom, a sulfur atom or a group of the formula CO, SO or SO 2 .
Claim 9
Dependent Claim
25 words
A composition according to claim 6 which contains 50 to 99.9% by weight, of component (a), and 0.1 to 50% by weight, of component (b).
Claim 10
Dependent Claim
25 words
A composition according to claim 7 which contains 75 to 99.9% by weight, of component (a), and 0.1 to 25% by weight, of component (b).
Claim 11
Dependent Claim
56 words
A composition according to claim 6, wherein the ester of component (b) has the formula I, wherein R 2 is allyl, R 3 is a hydrogen atom or allyl and R 4 is a radical of the formula ##STR16## wherein R 2 and R 3 are as defined above and Y is methylene, ethylidene or 2,2-propylidene.
Claim 12
Dependent Claim
33 words
A composition according to claim 6 wherein R 7 , when n is 1, has 1 to 6 carbon atoms, or, when n is 2 to 4, has 2 to 6 carbon atoms.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-06-06 | 1986-12-06 | 1987-06-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-06 | 1990-12-06 | 1991-06-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-06 | 1994-12-06 | 1995-06-07 | $7700.00 | Window Closed / Lapsed |