US4139519A
Expired / Lapsed
US
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Curable compositions based on silicon-containing butadiene polymers
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1977-08-17
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Granted: 1979-02-13
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Expires: 1997-08-17
Abstract
Abstract The curable composition provided by the present invention comprises a butadiene polymer having organosilicon groups as the pendant groups, an ethylenically unsaturated polymerizable compound, an organic peroxide, and optionally a filler. The butadiene polymer being the base of this composition can readily be obtained by the platinum-catalyzed addition reaction between an organosilicon compound having a hydrogen atom directly bonded to the silicon atom in a molecule and the ethylenic unsaturation of a conventional butadiene polymer.
Inventors
- 👤 Kunio Itoh
- 👤 Kiyoshi Imai
- 👤 Masaki Tanaka
- 👤 Kimitaka Kumagae
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 05:05
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/16; C08C; C08C19/00; C08C19/25; C08F; C08F279/00; C08F279/02; C08K; C08K5/00; C08K5/04; C08K5/14
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
104 words
A curable composition comprising: (a) 100 parts by weight of a silicon-containing butadiene polymer having at least one organosilicon group bonded through the carbon-to-silicon linkage to the main chain in a molecule of a polybutadiene or a copolymer mainly composed of butadiene, said organosilicon group being represented by the general formula R 3 Si-- where R is a monovalent hydrocarbon group or an organosiloxy group, (b) from 1 to 200 parts by weight of an ethylenically unsaturated polymerizable monomer compound, (c) from 0 to 900 parts by weight of a filler, and (d) from 0.03 to 30 parts by weight of an organic peroxide.
Claim 2
Dependent Claim
104 words
A curable composition comprising: (a) 100 parts by weight of a silicon-containing butadiene polymer having at least one organosilicon group bonded through the carbon-to-silicon linkage to the main chain in a molecule of a polybutadiene or a copolymer mainly composed of butadiene, said organosilicon group being represented by the general formula R 3 Si-- where R is a monovalent hydrocarbon group or an organosiloxy group, (b) from 1 to 200 parts by weight of an ethylenically unsaturated polymerizable monomer compound, (c) from 0 to 900 parts by weight of a filler, and (d) from 0.03 to 30 parts by weight of an organic peroxide.
Claim 3
Dependent Claim
66 words
The curable composition as claimed in claim 1 wherein said copolymer is a copolymer of butadiene with a comonomer selected from the class consisting of styrene, acrylonitrile, methacrylonitrile, acrylic acid, methacrylic acid, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, glycidyl methacrylate, α-chloroacrylonitrile, acrylamide, vinyl isobutyl ether, vinyl acetate, vinyl chloride, vinylidene chloride, methyl vinyl ketone, 2-vinylpyridine, 9-vinylcarbazol, α-methylstyrene, ethylene, and propylene.
Claim 4
Dependent Claim
54 words
The curable composition as claimed in claim 1 wherein said silicon-containing butadiene polymer is end-blocked at the chain terminals with groups of atoms selected from the class consisting of hydroxy groups, vinyl groups, allyl groups, methacryl groups, carboxyl groups, amino groups, mercapto groups, isocyanate groups, half ester groups of maleic acid, and halogen atoms.
Claim 5
Dependent Claim
18 words
The curable composition as claimed in claim 1 wherein said silicon-containing butadiene polymer is liquid at room temperature.
Claim 6
Dependent Claim
16 words
The curable composition as claimed in claim 1 wherein said organosiloxy group is a trimethylsiloxy group.
Claim 7
Dependent Claim
17 words
The curable composition as claimed in claim 1 wherein said monovalent hydrocarbon group is a methyl group.
Claim 8
Dependent Claim
16 words
The curable composition as claimed in claim 1 wherein the organosiloxy group is a (trimethylsiloxy)dimethylsiloxy group.
Claim 9
Dependent Claim
37 words
The curable composition as claimed in claim 1 wherein in component (a), the molar ratio of the ethylenically unsaturated linkages and the organosilicon groups in said silicon-containing butadiene polymer is in the range from 85:15 to 10:90.
Claim 10
Dependent Claim
66 words
The curable composition as claimed in claim 1 wherein said ethylenically unsaturated polymerizable monomer compound is selected from the class consisting of styrene, α-methylstyrene, chlorostyrene, acrylic acid, methacrylic acid, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, lauryl methacrylate, glycidyl methacrylate, phenoxyethyl methacrylate, ethyleneglycol monomethacrylate, ethyleneglycol dimethacrylate, glycidyl methacrylate, polyoxyethyleneglycol dimethacrylate, trimethylolpropane methacrylates, triallyl cyanurate, diallyl phthalate, diethyl maleate and diethyl fumarate.
Claim 11
Dependent Claim
33 words
The curable composition as claimed in claim 1 wherein said ethylenically unsaturated polymerizable monomer compound is selected from the class consisting of styrene, chlorostyrene, n-butyl methacrylate, lauryl methacrylate, glycidyl methacrylate, and phenoxyethyl methacrylate.
Claim 12
Dependent Claim
33 words
The curable composition as claimed in claim 1 wherein the amount of component (b) is in the range from 5 to 150 parts by weight per 100 parts by weight of component (a).
Claim 13
Dependent Claim
42 words
The curable composition as claimed in claim 1 wherein component (c) is selected from the class consisting of quartz flour, fumed silica, precipitated silica, diatomaceous earth, talc, clay, alumina, calcium carbonate, zinc oxide, magnesium oxide, glass fibers, glass beads, and glass microballoons.
Claim 14
Dependent Claim
28 words
The curable composition as claimed in claim 1 wherein component (d) is selected from the class consisting of alkyl hydroperoxides, dialkyl peroxides, diacyl peroxides, peroxyesters, and ketone peroxides.
Claim 15
Dependent Claim
15 words
The curable composition as claimed in claim 13 wherein said alkyl hydroperoxide is cumene hydroperoxide.
Claim 16
Dependent Claim
21 words
The curable composition as claimed in claim 13 wherein said dialkyl peroxide is selected from di-tert-butyl peroxide, 1,1-bis-tert-butyl-3,3,5-trimethylcyclohexane, and dicumyl peroxide.
Claim 17
Dependent Claim
20 words
The curable composition as claimed in claim 13 wherein said diacyl peroxide is selected from benzoyl peroxide and 2,4-dichlorobenzoyl peroxide.
Claim 18
Dependent Claim
18 words
The curable composition as claimed in claim 13 wherein said peroxyester is selected from 2,5-dimethyl-2,5-di(benzoylperoxy)hexane and tert-butyl perbenzoate.
Claim 19
Dependent Claim
15 words
The curable composition as claimed in claim 13 wherein said ketone peroxide is methylethylketone peroxide.
Claim 20
Dependent Claim
33 words
The curable composition as claimed in claim 1 wherein the amount of component (d) is in the range from 0.1 to 5.0 parts by weight per 100 parts by weight of component (a).
References Cited (Backward Citations)
US2952576A
Cited
US3471440A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-02-12 | 1982-08-14 | 1983-02-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-02-12 | 1986-08-14 | 1987-02-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-02-12 | 1990-08-14 | 1991-02-13 | $7700.00 | Window Closed / Lapsed |