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US5475044A
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Addition-curable silicon adhesive compositions and bis(trialkoxysilyl)alpha-amino ester adhesion promoters
Assignee: General Electric Co
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Filing: 1994-12-29
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Granted: 1995-12-12
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Expires: 2014-12-29
Abstract
Abstract Addition-curable platinum group metal catalyzed silicone compositions are provided which utilize a bis(trialkyloxysilyl)alpha-amino ester as an adhesion promoter. Cohesive bonding is effected on both plastic and metal substrates at temperatures of about 100 DEG C. in an hour or less.
Inventors
- 👤 Judith Stein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 16:10
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C09; C09J; C09J183/00; C09J183/04; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/20; C08G77/22; C08G77/24; C08G77/42; C08G77/44; C08G77/70; C08L2666/00; C08L2666/28; C08L2666/44
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
325 words
An addition-curable composition consisting essentially of, by weight: (A) 100 parts of a vinyl-containing polydiorganosiloxane composition comprising: (1) about 50-100 parts of an essentially cyclic-free vinyl-terminated polydiorganosiloxane having the general formula, R.sub.2 ViSiO(R.sub.2 SiO).sub.m (RViSiO).sub.n SiR.sub.2 Vi, 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 and the value of m+n is sufficient to provide a viscosity of 100-100,000 centipoise at 25° C. and a vinyl content of about 0.02-2.0& by weight; and (2) about 0-50 parts of a solid, benzene-soluble vinyl-containing resin copolymer comprising (R 1 ) 3 SiO 1/2 units and SiO 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 about 0.5-1.5:1; said copolymer having a vinyl content of about 1.5-3.5% by weight; (B) about 1-20 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 about 1-10 carbon atoms and free of aliphatic unsaturation, a has a value of about 0-3, b has a value of about 0-3 and a+b has a value of 0-3; (C) a catalytic amount of a hydrosilylation catalyst, (D) 0.6-2.0 parts, per 100 parts of said addition-curable composition, of a bis(trialkyloxysilyl)alpha-amino ester having the formula (R.sup.3 O).sub.3 SiR.sup.4 OC(O)CH.sub.2 N(H)R.sup.5 Si(OR.sup.3).sub.3, where R 3 is selected from the same or different C 1-4 alkyl radicals and R 4 and R 5 are selected from the same or different C 2-8 alkylene radicals; (E) about 0-200 parts of an extending filler and (F) about 0-50 parts of a reinforcing filler, and in the absence of (A)(2), an amount thereof effective for reinforcement.
Claim 2
Dependent Claim
325 words
An addition-curable composition consisting essentially of, by weight: (A) 100 parts of a vinyl-containing polydiorganosiloxane composition comprising: (1) about 50-100 parts of an essentially cyclic-free vinyl-terminated polydiorganosiloxane having the general formula, R.sub.2 ViSiO(R.sub.2 SiO).sub.m (RViSiO).sub.n SiR.sub.2 Vi, 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 and the value of m+n is sufficient to provide a viscosity of 100-100,000 centipoise at 25° C. and a vinyl content of about 0.02-2.0& by weight; and (2) about 0-50 parts of a solid, benzene-soluble vinyl-containing resin copolymer comprising (R 1 ) 3 SiO 1/2 units and SiO 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 about 0.5-1.5:1; said copolymer having a vinyl content of about 1.5-3.5% by weight; (B) about 1-20 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 about 1-10 carbon atoms and free of aliphatic unsaturation, a has a value of about 0-3, b has a value of about 0-3 and a+b has a value of 0-3; (C) a catalytic amount of a hydrosilylation catalyst, (D) 0.6-2.0 parts, per 100 parts of said addition-curable composition, of a bis(trialkyloxysilyl)alpha-amino ester having the formula (R.sup.3 O).sub.3 SiR.sup.4 OC(O)CH.sub.2 N(H)R.sup.5 Si(OR.sup.3).sub.3, where R 3 is selected from the same or different C 1-4 alkyl radicals and R 4 and R 5 are selected from the same or different C 2-8 alkylene radicals; (E) about 0-200 parts of an extending filler and (F) about 0-50 parts of a reinforcing filler, and in the absence of (A)(2), an amount thereof 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
35 words
An addition-curable composition in accordance with claim 1, where (CH 3 O) 3 SiCH 2 CH 2 CH 2 N(H)CH 2 C(O)OCH 2 CH 2 CH 2 Si(OCH 3 ) 3 is the adhesion promoter.
References Cited (Backward Citations)
US5173529A
Cited
US5164461A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-12-11 | 1999-06-12 | 1999-12-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-12-11 | 2003-06-12 | 2003-12-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-12-11 | 2007-06-12 | 2007-12-12 | $7700.00 | Window Closed / Lapsed |