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US5362781A
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Addition-curable silicone adhesive compositions and N-heterocyclic silane adhesion promoters
Assignee: General Electric Co
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Filing: 1993-12-13
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Granted: 1994-11-08
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Expires: 2013-12-13
Abstract
Abstract Addition-curable platinum group metal catalyzed silicone compositions are provided which utilize an N-heterocyclic adhesion promoter, such as bis(trimethoxysilyltrimethylene) 2,6 pyridine dicarboxylate. Cohesive bonding is effected on both plastic and metal substrates at temperatures of less than 100° C. and in less than 1 hour.
Inventors
- 👤 Judith Stein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 07:11
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C08K; C08K5/00; C08K5/54; C08K5/544; C08K5/5477; C09; C09J; C09J183/00; C09J183/04; C08L2666/00; C08L2666/28; C08L2666/44
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
359 words
An addition-curable composition, comprising by weight, (A) 100 parts of a vinyl-containing polydiorganosiloxane composition comprising: (1) about 50 to about 100 parts of an essentially cyclic-free vinyl-terminated polydiorganosiloxane having the general formula, (R).sub.2 V.sub.i SiO[(R).sub.2 SiO].sub.m [RV.sub.i SiO].sub.n S.sub.i (R).sub.2 V.sub.i, where Vi is a vinyl radical, R is selected from the class consisting of alkyl radicals having 1 to 8 carbon atoms, phenyl radicals, fluoroalkyl radicals having 3 to 10 carbon atoms and mixtures thereof, "m+n" has a value sufficient to provide a polydiorganosiloxane viscosity of 100 to about 100,000 centipoise at 25° C. and a polydiorganosiloxane vinyl content of from about 0.02 to about 2.0 weight %, and (2) from about 0 to about 50 parts of a solid, benzene-soluble vinyl-containing resin copolymer comprising, (R.sup.1).sub.3 SiO.sub.1/2 units and SiO.sub.4/2 units, where R 1 is a vinyl radical, or a monovalent hydrocarbon radical free of aliphatic unsaturation and containing no more than six carbon atoms, the ratio of (R 1 ) 3 SiO 1/2 units to SiO 4/2 units being from about 0.5:1 to about 1.5:1, and the resin having a vinyl content of from about 1.5 to about 3.5% by weight, (B) from about 1 to about 20 parts of a hydrogen-containing polysiloxane having an average unit formula, R.sup.2.sub.a H.sub.b SiO.sub.(4-a-b)/2, where R 2 is a monovalent hydrocarbon radical, or halogenated monovalent hydrocarbon radical having from 1 to about 10 carbon atoms and free of aliphatic unsaturation, "a" has a value of from about 0 to about 3, "b" has a value of from about 0 to about 3, and the sum of "a"+"b" has a value of from 0 to 3, (C) a catalytic amount of a hydrosilylation catalyst, (D) an amount of a bis[trialkyloxysilylalkenyl]pyridine dicarboxylate having the formula, [(R.sup.3 O).sub.3 S.sub.i R.sup.4 OOC].sub.2 C.sub.5 H.sub.3 N which is effective as an adhesion promoter, wherein R 3 is a C.sub.(1-4) alkyl radical and R 4 is a C.sub.(2-8) alkylene radical, (E) from about 0 to about 200 parts of an extending filler, and (F) from about 0 to about 50 parts of a reinforcing filler, and in the absence of (A)(2), an amount effective for reinforcement.
Claim 2
Dependent Claim
359 words
An addition-curable composition, comprising by weight, (A) 100 parts of a vinyl-containing polydiorganosiloxane composition comprising: (1) about 50 to about 100 parts of an essentially cyclic-free vinyl-terminated polydiorganosiloxane having the general formula, (R).sub.2 V.sub.i SiO[(R).sub.2 SiO].sub.m [RV.sub.i SiO].sub.n S.sub.i (R).sub.2 V.sub.i, where Vi is a vinyl radical, R is selected from the class consisting of alkyl radicals having 1 to 8 carbon atoms, phenyl radicals, fluoroalkyl radicals having 3 to 10 carbon atoms and mixtures thereof, "m+n" has a value sufficient to provide a polydiorganosiloxane viscosity of 100 to about 100,000 centipoise at 25° C. and a polydiorganosiloxane vinyl content of from about 0.02 to about 2.0 weight %, and (2) from about 0 to about 50 parts of a solid, benzene-soluble vinyl-containing resin copolymer comprising, (R.sup.1).sub.3 SiO.sub.1/2 units and SiO.sub.4/2 units, where R 1 is a vinyl radical, or a monovalent hydrocarbon radical free of aliphatic unsaturation and containing no more than six carbon atoms, the ratio of (R 1 ) 3 SiO 1/2 units to SiO 4/2 units being from about 0.5:1 to about 1.5:1, and the resin having a vinyl content of from about 1.5 to about 3.5% by weight, (B) from about 1 to about 20 parts of a hydrogen-containing polysiloxane having an average unit formula, R.sup.2.sub.a H.sub.b SiO.sub.(4-a-b)/2, where R 2 is a monovalent hydrocarbon radical, or halogenated monovalent hydrocarbon radical having from 1 to about 10 carbon atoms and free of aliphatic unsaturation, "a" has a value of from about 0 to about 3, "b" has a value of from about 0 to about 3, and the sum of "a"+"b" has a value of from 0 to 3, (C) a catalytic amount of a hydrosilylation catalyst, (D) an amount of a bis[trialkyloxysilylalkenyl]pyridine dicarboxylate having the formula, [(R.sup.3 O).sub.3 S.sub.i R.sup.4 OOC].sub.2 C.sub.5 H.sub.3 N which is effective as an adhesion promoter, wherein R 3 is a C.sub.(1-4) alkyl radical and R 4 is a C.sub.(2-8) alkylene radical, (E) from about 0 to about 200 parts of an extending filler, and (F) from about 0 to about 50 parts of a reinforcing filler, and in the absence of (A)(2), an amount effective for reinforcement.
Claim 3
Dependent Claim
16 words
An addition-curable composition in accordance with claim 1, where the vinyl-containing polydiorganopolysiloxane is a vinyl-containing polydimethylsiloxane.
Claim 4
Dependent Claim
37 words
An addition-curable composition in accordance with claim 1, where the solid, benzene-soluble vinyl-containing resin comprises a mixture of (CH 3 ) 3 SiO 1/2 units and Vi(CH 3 ) 2 SiO 1/2 units and SiO 2 units.
Claim 5
Dependent Claim
16 words
An addition-curable composition in accordance with claim 1, where the hydrosilylation catalyst is a platinum catalyst.
Claim 6
Dependent Claim
16 words
An addition-curable composition in accordance with claim 1, where the adhesion promoter is 2,6 bis(trimethoxysilyltrimethylene)pyridine dicarboxylate.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-11-07 | 1998-05-09 | 1998-11-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-11-07 | 2002-05-09 | 2002-11-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-11-07 | 2006-05-09 | 2006-11-08 | $7700.00 | Window Closed / Lapsed |