US4401500A
Expired / Lapsed
US
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Primer composition used for adhesion
Assignee: DuPont Toray Specialty Materials KK
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Filing: 1982-02-25
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Granted: 1983-08-30
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Expires: 2002-02-25
Abstract
Abstract A mixture of an alkoxy containing silicon compound, a hydroperoxide, and organic solvent is a primer composition useful for bonding heat curing silicone rubber, especially fluorosilicone rubber, to a substrate.
Inventors
- 👤 Mitsuo Hamada
- 👤 Sadami Yasuda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 19:52
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/002; C09D183/00; C09D183/04; C09D4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31652; Y10T428/31663
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
272 words
A method for adhering silicon rubber to a substrate comprising coating the substrate with a primer composition, air drying the coating for at least 30 minutes to form a primer coated substrate, applying a heat curable silicone rubber composition over the primer coated substrate to make an assembly, heating the assembly to a temperature which cures the silicone rubber composition, and a silicone rubber bonded to the substrate is obtained, said primer composition consisting essentially of (A) 100 parts by weight of an alkoxy containing silicon compound selected from the group consisting of an alkoxysilane represented by the formula R.sub.a R.sub.b 'Si(OR.sup.2).sub.c wherein R is a monovalent radical selected from the group consisting of alkyl radicals, halogenated alkyl radicals, and aryl radicals; R' is a monovalent radical selected from the group consisting of alkenyl radicals and XR 3 - radicals in which X is a monovalent radical selected from the group consisting of acryloxy radical, methacryloxy radical, N-aminoalkylamino radical, amino radical, N-alkylamino radical, epoxy radical, and mercapto radical, and R 3 is a divalent radical selected from the group consisting of hydrocarbon radicals, halogenated hydrocarbon radicals, hydroxyhydrocarbon radicals and ether radicals; R 2 is an alkyl radical or an alkoxyalkyl radical; a has a value of 0 to 2 inclusive; b has a value of 0 to 2 inclusive; c has a value of 2 to 4 inclusive; the sum of a+b+c is 4; and partial hydrolysis condensates of at least one alkoxysilane defined above where said condensate contains at least two alkoxy radicals per molecule, (B) from 0.5 to 50 parts by weight of a hydroperoxide, and (C) an organic solvent.
Claim 2
Independent Claim
272 words
A method for adhering silicon rubber to a substrate comprising coating the substrate with a primer composition, air drying the coating for at least 30 minutes to form a primer coated substrate, applying a heat curable silicone rubber composition over the primer coated substrate to make an assembly, heating the assembly to a temperature which cures the silicone rubber composition, and a silicone rubber bonded to the substrate is obtained, said primer composition consisting essentially of (A) 100 parts by weight of an alkoxy containing silicon compound selected from the group consisting of an alkoxysilane represented by the formula R.sub.a R.sub.b 'Si(OR.sup.2).sub.c wherein R is a monovalent radical selected from the group consisting of alkyl radicals, halogenated alkyl radicals, and aryl radicals; R' is a monovalent radical selected from the group consisting of alkenyl radicals and XR 3 - radicals in which X is a monovalent radical selected from the group consisting of acryloxy radical, methacryloxy radical, N-aminoalkylamino radical, amino radical, N-alkylamino radical, epoxy radical, and mercapto radical, and R 3 is a divalent radical selected from the group consisting of hydrocarbon radicals, halogenated hydrocarbon radicals, hydroxyhydrocarbon radicals and ether radicals; R 2 is an alkyl radical or an alkoxyalkyl radical; a has a value of 0 to 2 inclusive; b has a value of 0 to 2 inclusive; c has a value of 2 to 4 inclusive; the sum of a+b+c is 4; and partial hydrolysis condensates of at least one alkoxysilane defined above where said condensate contains at least two alkoxy radicals per molecule, (B) from 0.5 to 50 parts by weight of a hydroperoxide, and (C) an organic solvent.
Claim 3
Dependent Claim
18 words
The method in accordance with claim 1 in which the silicone rubber composition is a fluorosilicone rubber composition.
Claim 4
Dependent Claim
209 words
A primer composition for adhering silicone rubber to a substrate consisting essentially of (A) 100 parts by weight of an alkoxy containing silicon compound selected from the group consisting of an alkoxysilane represented by the formula R.sub.a R.sub.b 'Si(OR.sup.2).sub.c wherein R is a monovalent radical selected from the group consisting of alkyl radicals, halogenated alkyl radicals, and aryl radicals; R' is a monovalent radical selected from the group consisting of alkenyl radicals and XR 3 - radicals in which X is a monovalent radical selected from the group consisting of acryloxy radical, methacryloxy radical, N-aminoalkylamino radical, amino radical, N-alkylamino radical, epoxy radical, and mercapto radical, and R 3 is a divalent radical selected from the group consisting of hydrocarbon radicals, halogenated hydrocarbon radicals, hydroxyhdrocarbon radicals and ether radicals; R 2 is an alkyl radical or an alkoxyalkyl radical; a has a value of 0 to 2 inclusive; b has a value of 0 to 2 inclusive; c has a value of 2 to 4 inclusive; the sum of a+b+c is 4; and partial hydrolysis condensates of at least one alkoxysilane defined above where said condensate contains at least two alkoxy radicals per molecule, (B) from 0.5 to 50 parts by weight of a hydroperoxide, and (C) an organic solvent.
Claim 5
Dependent Claim
209 words
A primer composition for adhering silicone rubber to a substrate consisting essentially of (A) 100 parts by weight of an alkoxy containing silicon compound selected from the group consisting of an alkoxysilane represented by the formula R.sub.a R.sub.b 'Si(OR.sup.2).sub.c wherein R is a monovalent radical selected from the group consisting of alkyl radicals, halogenated alkyl radicals, and aryl radicals; R' is a monovalent radical selected from the group consisting of alkenyl radicals and XR 3 - radicals in which X is a monovalent radical selected from the group consisting of acryloxy radical, methacryloxy radical, N-aminoalkylamino radical, amino radical, N-alkylamino radical, epoxy radical, and mercapto radical, and R 3 is a divalent radical selected from the group consisting of hydrocarbon radicals, halogenated hydrocarbon radicals, hydroxyhdrocarbon radicals and ether radicals; R 2 is an alkyl radical or an alkoxyalkyl radical; a has a value of 0 to 2 inclusive; b has a value of 0 to 2 inclusive; c has a value of 2 to 4 inclusive; the sum of a+b+c is 4; and partial hydrolysis condensates of at least one alkoxysilane defined above where said condensate contains at least two alkoxy radicals per molecule, (B) from 0.5 to 50 parts by weight of a hydroperoxide, and (C) an organic solvent.
Claim 6
Dependent Claim
17 words
The primer composition according to claim 1 in which the alkoxy containing silicon compound is an alkoxysilane.
Claim 7
Dependent Claim
19 words
The primer composition according to claim 2 in which a is 0, b is 1, and c is 3.
Claim 8
Dependent Claim
13 words
The primer composition according to claim 3 in which the alkoxysilane is vinyltrimethoxysilane.
Claim 9
Dependent Claim
13 words
The primer composition according to claim 3 in which the alkoxysilane is N-beta(aminoethyl-gamma-aminopropyl)trimethoxysilane.
Claim 10
Dependent Claim
13 words
The primer composition according to claim 3 in which the alkoxysilane is gamma-glycidoxypropyltrimethoxysilane.
Claim 11
Dependent Claim
13 words
The primer composition according to claim 3 in which the alkoxysilane is gamma-methacryloxypropyltrimethoxysilane.
Claim 12
Dependent Claim
13 words
The primer composition according to claim 3 in which the alkoxysilane is gamma-mercaptopropyltrimethoxysilane.
Claim 13
Dependent Claim
26 words
The primer composition according to claim 1, 2, 3, 4, 5, 6, 7, or 8 in which the hydroperoxide is selected from 2,4,4-trimethylpentyl-2-hydroperoxide and cumene hydroperoxide.
Claim 14
Dependent Claim
23 words
The primer composition according to claim 9 in which the hydroperoxide is present in an amount of 5 to 30 parts by weight.
Claim 15
Dependent Claim
19 words
The primer composition according to claim 1 in which the alkoxy containing silicon compound is the partial hydrolysis condensate.
Claim 16
Dependent Claim
18 words
The primer composition according to claim 13 in which the condensate is a siloxane of the formula ##STR3##
Claim 17
Dependent Claim
14 words
The primer composition according to claim 14 in which the hydroperoxide is cumene hydroperoxide.
Claim 18
Dependent Claim
54 words
The primer composition according to claim 13 in which the condensate is a liquid organopolysiloxane resin having a viscosity of 2 Pa.s, an alkoxy content of 10 percent by weight, and obtained by the partial hydrolysis of a mixture composed of 60 mol percent methyltrimethoxysilane, 30 mol percent methylvinyldiethoxysilane, and 10 mol percent diphenyldimethoxysilane.
Claim 19
Dependent Claim
14 words
The primer composition according to claim 16 in which the hydroperoxide in cumene hydroperoxide.
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) | 1986-08-29 | 1987-02-28 | 1987-08-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-08-29 | 1991-02-28 | 1991-08-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-08-29 | 1995-02-28 | 1995-08-30 | $7700.00 | Window Closed / Lapsed |