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US4476166A Expired / Lapsed US ⏱️ 0.0 years remaining

Silicone release coatings and inhibitors

Assignee: General Electric Co
•
Filing: 1983-01-17
•
Granted: 1984-10-09
•
Expires: 2003-01-17
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Abstract

Abstract A solventless release coating composition is provided as well as a method for rendering materials nonadherent to other materials which would normally adhere thereto. The coating composition is a precious metal catalyzed silicone composition comprising a vinyl functional polysiloxane base polymer and a methylhydrogen cross-linking agent. A blend of diallylmaleate and vinyl acetate is added to the composition in order to extend the useful pot-life of the product by inhibiting premature cross-linking.

Inventors

  • 👤 Richard P. Eckberg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 02:28
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C08K; C08K5/00; C08K5/04; C08K5/10; C08G; C08G77/00; C08G77/04; C08G77/12; C08G77/14; C08G77/16; C08G77/20; C08G77/22; C08G77/24; Y; Y10; Y10T; Y10T428/00; Y10T428/27; Y10T428/273; Y10T428/277; Y10T428/28; Y10T428/2839; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2964; Y10T428/31504; Y10T428/31551; Y10T428/31609; Y10T428/31612; Y10T428/31634; Y10T428/31652; Y10T428/31663; Y10T428/31678

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 61 words
A composition comprising: (a) an olefinorganopolysiloxane or silanol end-stopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst, and (d) an effective amount of an inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol.
Claim 2
Dependent Claim 61 words
A composition comprising: (a) an olefinorganopolysiloxane or silanol end-stopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst, and (d) an effective amount of an inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol.
Claim 3
Dependent Claim 128 words
The composition of claim 1 wherein the olefinorganopolysiloxane has structural units of the formula: ##STR12## and the organohydrogenpolysiloxane has structural units of the formula: ##STR13## wherein R is an organic radical selected from the group consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals, cyanoalkyl radicals and mixtures thereof and which has from 1 to 30 carbon atoms; R 1 is an olefinic hydrocarbon radical having from 1 to 20 carbon atoms; a has a value ranging from 0 to 3 inclusive, b has a value ranging from about 0.005 to about 2.0 inclusive, and the sum of a and b equals 0.8 to 3 inclusive; and wherein the coating composition is a fluid at 25° C. having a viscosity ranging from approximately 10 centipoise to 5000 centipoise.
Claim 4
Dependent Claim 9 words
The composition of claim 2 where R is methyl.
Claim 5
Dependent Claim 12 words
The composition of claim 2 where R 1 is vinyl or allyl.
Claim 6
Dependent Claim 38 words
The composition of claim 1 wherein the olefinorganopolysiloxane is a dimethylvinyl chain-stopped dimethylmethyl vinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of up to 2.5 weight percent.
Claim 7
Dependent Claim 38 words
The composition of claim 1 wherein the organohydrogenpolysiloxane is a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight.
Claim 8
Dependent Claim 30 words
The composition of claim 1 wherein the precious metal catalyst is selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal.
Claim 9
Dependent Claim 35 words
The composition of claim 7 wherein the precious metal catalyst is present in an amount sufficient to provide approximately 50 to 500 parts of catalyst as platinum or rhodium metal per million parts of olefinorganopolysiloxane.
Claim 10
Dependent Claim 36 words
The composition of claim 1 wherein the dialkyl carboxylic ester is selected from the group consisting of diallylmaleate, butylallylmaleate, diallylsuccinate and dialkyl esters of maleic acid selected from the group consisting of dimethylmaleate, diethylmaleate and silylmaleate.
Claim 11
Dependent Claim 12 words
The composition of claim 1 wherein the dialkyl carboxylic ester is diallylmaleate.
Claim 12
Dependent Claim 39 words
The composition of claim 1 wherein the olefinic carboxylic acid ester of an aliphatic alcohol is formed from an alcohol having from 1 to 4 carbon atoms and an olefinic carboxylic acid having from 2 to 10 carbon atoms.
Claim 13
Dependent Claim 18 words
The composition of claim 1 wherein the olefinic carboxylic acid ester of an aliphatic alcohol is vinyl acetate.
Claim 14
Dependent Claim 32 words
The composition of claim 1 wherein the dialkyl carboxylic ester is blended with an olefinic carboxylic acid ester of an aliphatic alcohol in a ratio of from approximately 1:24 to approximately 1:1.
Claim 15
Dependent Claim 30 words
The composition of claim 1 wherein the dialkyl carboxylic ester is blended with an olefinic carboxylic acid ester of an aliphatic alcohol in a ratio of approximately 1 to 3.
Claim 16
Dependent Claim 20 words
The composition of claim 1 wherein diallylmaleate is blended with vinyl acetate in a ratio of approximately 1 to 3.
Claim 17
Dependent Claim 22 words
The composition of claim 1 wherein the inhibitor is present in an amount ranging from approximately 0.05 to 2 percent by weight.
Claim 18
Dependent Claim 22 words
The composition of claim 1 wherein the inhibitor is present in an amount ranging from approximately 0.1 to 1.5 percent by weight.
Claim 19
Dependent Claim 19 words
The composition of claim 1 further comprising a substrate upon which the composition has been coated and thermally cured.
Claim 20
Dependent Claim 10 words
The composition of claim 18 wherein the substrate is paper.
Claim 21
Dependent Claim 122 words
A composition comprising: (a) a dimethylvinyl chain-stopped dimethylmethylvinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of approximately 0.1 to 2.5 weight percent; (b) a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight; (c) 50 to 500 parts of a precious metal catalyst as precious metal selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal; and (d) 0.05 to 2 percent by weight of an inhibitor comprising a blend of diallylmaleate and vinyl acetate in a ratio of approximately 1 to 3.
Claim 22
Dependent Claim 122 words
A composition comprising: (a) a dimethylvinyl chain-stopped dimethylmethylvinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of approximately 0.1 to 2.5 weight percent; (b) a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight; (c) 50 to 500 parts of a precious metal catalyst as precious metal selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal; and (d) 0.05 to 2 percent by weight of an inhibitor comprising a blend of diallylmaleate and vinyl acetate in a ratio of approximately 1 to 3.
Claim 23
Dependent Claim 124 words
A process for rendering surfaces nonadherent to materials which would normally adhere thereto, comprising the steps of: A. providing a silicone release coating composition by combining: (a) an olefinorganopolysiloxane or silanol end-stopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst for effecting the co-reaction of (a) and (b), and (d) an effective amount of an inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol; B. applying said silicone release coating on a suitable substrate, and C. curing said silicone release coating with an amount of heat effective for overcoming the cure retarding ability of said inhibitor.
Claim 24
Dependent Claim 124 words
A process for rendering surfaces nonadherent to materials which would normally adhere thereto, comprising the steps of: A. providing a silicone release coating composition by combining: (a) an olefinorganopolysiloxane or silanol end-stopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst for effecting the co-reaction of (a) and (b), and (d) an effective amount of an inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol; B. applying said silicone release coating on a suitable substrate, and C. curing said silicone release coating with an amount of heat effective for overcoming the cure retarding ability of said inhibitor.
Claim 25
Dependent Claim 128 words
The process of claim 21 wherein the olefinorganopolysiloxane has structural units of the formula: ##STR14## and the organohydrogenpolysiloxane has structural units of the formula: ##STR15## wherein R is an organic radical selected from the group consisting of monovalent hydrocarbon radicals, halogenated monovalent hydrocarbon radicals, cyanoalkyl radicals and mixtures thereof and which has from 1 to 30 carbon atoms; R 1 is an olefinic hydrocarbon radical having from 1 to 20 carbon atoms; a has a value ranging from 0 to 3 inclusive, b has a value ranging from about 0.005 to about 2.0 inclusive, and the sum of a and b equals 0.8 to 3 inclusive; and wherein the coating composition is a fluid at 25° C. having a viscosity ranging from approximately 10 centipoise to 5000 centipoise.
Claim 26
Dependent Claim 10 words
The process of claim 22 where R 1 is methyl.
Claim 27
Dependent Claim 12 words
The process of claim 22 where R 1 is vinyl or allyl.
Claim 28
Dependent Claim 37 words
The process of claim 21 wherein the olefinorganopolysiloxane is a dimethylvinyl chain-stopped dimethylmethylvinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of approximately 0.1 to 2.5 weight.
Claim 29
Dependent Claim 38 words
The process of claim 21 wherein the organohydrogenpolysiloxane is a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight.
Claim 30
Dependent Claim 30 words
The process of claim 21 wherein the precious metal catalyst is selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal.
Claim 31
Dependent Claim 35 words
The process of claim 27 wherein the precious metal catalyst is present in an amount sufficient to provide approximately 50 to 500 parts of catalyst as platinum or rhodium metal per million parts of olefinorganopolysiloxane.
Claim 32
Dependent Claim 35 words
The process of claim 21 wherein the dialkyl carboxylic ester is selected from the group consisting of diallylmaleate, butylallylmaleate, diallylsuccinate, and dialkylester of maleic acid selected from the group consisting of dimethylmaleate, diethylmaleate, and silylmaleate.
Claim 33
Dependent Claim 12 words
The process of claim 21 wherein the dialkyl carboxylic ester is diallylmaleate.
Claim 34
Dependent Claim 39 words
The process of claim 21 wherein the olefinic carboxylic acid ester of an aliphatic alcohol is formed from an alcohol having from 1 to 4 carbon atoms and an olefinic carboxylic acid having from 2 to 10 carbon atoms.
Claim 35
Dependent Claim 18 words
The process of claim 21 wherein the olefinic carboxylic acid ester of an aliphatic alcohol is vinyl acetate.
Claim 36
Dependent Claim 31 words
The process of claim 21 wherein the dialkyl carboxylic ester is blended with an olefinic carboxylic acid ester of an aliphatic alcohol in a ration of from approximately 1:24 to 1:1.
Claim 37
Dependent Claim 30 words
The process of claim 21 wherein the dialkyl carboxylic ester is blended with an olefinic carboxylic acid ester of an aliphatic alcohol in a ratio of approximately 1 to 3.
Claim 38
Dependent Claim 20 words
The process of claim 21 wherein diallylmaleate is blended with vinyl acetate in a ratio of approximately 1 to 3.
Claim 39
Dependent Claim 22 words
The process of claim 21 wherein the inhibitor is present in an amount ranging from approximately 0.05 to 2 percent by weight.
Claim 40
Dependent Claim 22 words
The process of claim 21 wherein the inhibitor is present in an amount ranging from approximately 0.1 to 1.5 percent by weight.
Claim 41
Dependent Claim 10 words
The process of claim 21 wherein the substrate is paper.
Claim 42
Dependent Claim 178 words
A process for rendering surfaces nonadherent to materials which would normally adhere thereto, comprising the steps of: A. providing a silicone release coating composition by combining: (a) a dimethylvinyl chain-stopped dimethylmethylvinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of approximately 0.1 to 2.5 percent by weight; (b) a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight; (c) 50 to 500 parts of a precious metal catalyst as precious metal selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal; (d) 0.05 to 2 percent by weight of an inhibitor comprising a blend of diallylmaleate and vinyl acetate in a ratio of approximately 1 to 3; B. applying said silicone release coating composition on a suitable substrate; and C. curing said silicone release coating with an amount of heat effective for overcoming the cure retarding ability of said inhibitor.
Claim 43
Dependent Claim 178 words
A process for rendering surfaces nonadherent to materials which would normally adhere thereto, comprising the steps of: A. providing a silicone release coating composition by combining: (a) a dimethylvinyl chain-stopped dimethylmethylvinylpolysiloxane copolymer fluid having a viscosity of approximately 100 to 1000 centipoise at 25° C. and a vinyl content of approximately 0.1 to 2.5 percent by weight; (b) a trimethyl chain-stopped methylhydrogenpolysiloxane fluid having a viscosity of approximately 10 to 500 centipoise at 25° C. and a hydrogen content of approximately 0.1 to 1.67 percent by weight; (c) 50 to 500 parts of a precious metal catalyst as precious metal selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal; (d) 0.05 to 2 percent by weight of an inhibitor comprising a blend of diallylmaleate and vinyl acetate in a ratio of approximately 1 to 3; B. applying said silicone release coating composition on a suitable substrate; and C. curing said silicone release coating with an amount of heat effective for overcoming the cure retarding ability of said inhibitor.
Claim 44
Independent Claim 66 words
A method for providing a coating bath comprising mixing: (a) an olefinorganopolysiloxane or silanol endstopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst, and (d) an effective amount of inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol.
Claim 45
Independent Claim 66 words
A method for providing a coating bath comprising mixing: (a) an olefinorganopolysiloxane or silanol endstopped diorganopolysiloxane polymer, (b) an organohydrogenpolysiloxane cross-linking agent, (c) at least 50 ppm of a precious metal or precious metal containing catalyst, and (d) an effective amount of inhibitor comprising a blend of a dialkyl carboxylic ester having carbon to carbon unsaturation and an olefinic carboxylic acid ester of an aliphatic alcohol.
Claim 46
Dependent Claim 30 words
The method of claim 40 wherein the precious metal catalyst is selected from the group consisting of platinum metal, rhodium metal, complexes of platinum metal and complexes of rhodium metal.
Claim 47
Dependent Claim 34 words
The method of claim 41 wherein the precious metal catalyst is present in an amount sufficient to provide 50 to 500 ppm of catalyst as platinum or rhodium metal per million parts of olefinorganopolysiloxane.

References Cited (Backward Citations)

US4256870A Cited
US4262107A Cited
US4347346A Cited
US4340647A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-09 1988-04-09 1988-10-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-09 1992-04-09 1992-10-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-09 1996-04-09 1996-10-09 $7700.00 Window Closed / Lapsed

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