US4489191A
Expired / Lapsed
US
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Silane scavengers for hydroxy radicals containing silicon-hydrogen bonds
Assignee: General Electric Co
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Filing: 1983-08-31
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Granted: 1984-12-18
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Expires: 2003-08-31
Abstract
Abstract There is provided a one package silicone RTV composition which is convertible to a tack-free elastomer, comprising: (A) a polydiorganosiloxane base polymer, (B) an effective amount of condensation catalyst, (C) a stabilizing amount of scavenger for hydroxy functional groups wherein said scavenger contains at least one silicon-bonded hydrogen; (D) optionally, a crosslinking silane; (E) optionally, a cure accelerator; and (F) optionally, a scavenger for hydrogen gas.
Inventors
- 👤 Rack H. Chung, deceased
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 02:24
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C08K5/01; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/16; C08G77/18; Y; Y10; Y10S; Y10S528/00; Y10S528/901
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
120 words
A stable, one package, substantially anhydrous and substantially acid free, room temperature vulcanizable organopolysiloxane composition stable under ambient conditions in the substantial absence of moisture over an extended period of time and convertible to a tack-free elastomer, comprising: (A) a polydiorganosiloxane base polymer wherein the silicon atom at each chain end is terminated with at least two alkoxy radicals; (B) an effective amount of condensation catalyst; and (C) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldi-isopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane.
Claim 2
Dependent Claim
120 words
A stable, one package, substantially anhydrous and substantially acid free, room temperature vulcanizable organopolysiloxane composition stable under ambient conditions in the substantial absence of moisture over an extended period of time and convertible to a tack-free elastomer, comprising: (A) a polydiorganosiloxane base polymer wherein the silicon atom at each chain end is terminated with at least two alkoxy radicals; (B) an effective amount of condensation catalyst; and (C) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldi-isopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane.
Claim 3
Dependent Claim
161 words
A stable, one package, substantially anhydrous and substantially acid-free room temperature vulcanizable organopolysiloxane composition stable under ambient conditions in the substantial absence of moisture over an extended period of time and convertible to a tack-free elastomer, comprising: (A) a silanol terminated polydiorganosiloxane base polymer; (B) an effective amount of a crosslinking silane of the formula ##STR7## where R 7 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano radicals or a C.sub.(7-13) aralkyl radical; R 8 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, and h equals 0 or 1; (C) an effective amount of condensation catalyst; and (D) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldi-isopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N-N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane and silylthiodimethyldisiloxane.
Claim 4
Dependent Claim
161 words
A stable, one package, substantially anhydrous and substantially acid-free room temperature vulcanizable organopolysiloxane composition stable under ambient conditions in the substantial absence of moisture over an extended period of time and convertible to a tack-free elastomer, comprising: (A) a silanol terminated polydiorganosiloxane base polymer; (B) an effective amount of a crosslinking silane of the formula ##STR7## where R 7 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano radicals or a C.sub.(7-13) aralkyl radical; R 8 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, and h equals 0 or 1; (C) an effective amount of condensation catalyst; and (D) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldi-isopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N-N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane and silylthiodimethyldisiloxane.
Claim 5
Dependent Claim
27 words
The composition of claim 1 or 2 further comprising an effective amount of curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 6
Dependent Claim
28 words
The composition of claim 1 or 2 wherein the scavenger is selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldimethoxysilane, methyldiethoxysilane, ethyldiethoxysilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane and dimethyldimethoxydisiloxane.
Claim 7
Dependent Claim
20 words
The composition of claim 1 or 2 wherein the scavenger is selected from the group consisting of triethoxysilane and tetramethyldisiloxane.
Claim 8
Dependent Claim
13 words
The composition of claim 1 or 2 further comprising a hydrogen gas scavenger.
Claim 9
Dependent Claim
22 words
The composition of claim 6 wherein the hydrogen gas scavenger is selected from the group consisting of unsaturated hydrocarbons and molecular sieves.
Claim 10
Dependent Claim
29 words
The composition of claim 7 wherein the hydrogen gas scavenger is selected from the group consisting of dicyclopentadiene and molecular sieves of from about 3 to about 5 Angstroms.
Claim 11
Independent Claim
337 words
A method for making a one package, substantially anhydrous and substantially acid-free room temperature vulcanizable composition curable to the solid elastomeric state, which method comprises agitating under substantially anhydrous conditions at a temperature in the range of from 0° C. to 180° C., a room temperature vulcanizable material selected from: (i) a mixture comprising: (a) 100 parts of a silanol terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula: ##STR8## (b) an effective amount of a condensation catalyst, (c) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldiisopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane, (d) an effective amount of a crosslinking silane of the formula: ##STR9## (e) 0-5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (ii) a mixture comprising: (a) 100 parts of a polydiorganosiloxane base polymer wherein the silicon atom at each chain end is terminated with at least two alkoxy groups, (b) an effective amount of a condensation catalyst, (c) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldiisopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane, (d) 0-10 parts of a crosslinking silane of the formula: ##STR10## (e) 0-5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof; where R 3 and R 8 are independently selected monovalent substituted or unsubstituted hydrocarbon radicals having 1 to 13 carbon atoms, R 7 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano radicals or a C.sub.(7-13) aralkyl radical and h equals 0 or 1.
Claim 12
Independent Claim
337 words
A method for making a one package, substantially anhydrous and substantially acid-free room temperature vulcanizable composition curable to the solid elastomeric state, which method comprises agitating under substantially anhydrous conditions at a temperature in the range of from 0° C. to 180° C., a room temperature vulcanizable material selected from: (i) a mixture comprising: (a) 100 parts of a silanol terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula: ##STR8## (b) an effective amount of a condensation catalyst, (c) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldiisopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane, (d) an effective amount of a crosslinking silane of the formula: ##STR9## (e) 0-5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (ii) a mixture comprising: (a) 100 parts of a polydiorganosiloxane base polymer wherein the silicon atom at each chain end is terminated with at least two alkoxy groups, (b) an effective amount of a condensation catalyst, (c) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldiethoxysilane, methyldiethoxysilane, ethyldimethoxysilane, dimethoxy(ethylmethylketoximo)silane, methylmethoxy(ethylmethylketoximo)silane, dimethoxy(N-methylcarbamato)silane, ethylmethoxy(N-methylcarbamato)silane, methylisopropenoxysilane, methylmethoxyisopropenoxysilane, dimethoxyisopropenoxysilane, methyldiisopropenoxysilane, ethylmethoxy(N-ethylpropionamido)silane, methyldi(N-methylbenzamido)silane, dimethoxy(N-methylacetamido)silane, methyldimethoxyacetimidatosilane, methylmethoxy(N,N 1 ,N 1 -trimethylureido)silane, dimethoxyisocyanatosilane, ethylethoxyisocyanatosilane, methoxydiisocyanatosilane, dimethoxythioisocyanatosilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane, dimethyldimethoxydisiloxane, tetramethyldimethoxytrisiloxane, tetraethyldimethoxytrisiloxane, 3-siloxytrisilthiane, silylthiodisiloxane, and silylthiodimethyldisiloxane, (d) 0-10 parts of a crosslinking silane of the formula: ##STR10## (e) 0-5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof; where R 3 and R 8 are independently selected monovalent substituted or unsubstituted hydrocarbon radicals having 1 to 13 carbon atoms, R 7 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano radicals or a C.sub.(7-13) aralkyl radical and h equals 0 or 1.
Claim 13
Dependent Claim
26 words
The method of claim 9 wherein the scavenger is selected from the group consisting of trimethoxysilane, triethoxysilane, methyldimethoxysilane, ethyldimethoxysilane, methyldiethoxysilane, ethyldiethoxysilane, tetramethyldisilane, tetramethyldisiloxane, dimethyldimethoxydisilane and dimethyldimethoxydisiloxane.
Claim 14
Dependent Claim
18 words
The method of claim 9 wherein the scavenger is selected from the group consisting of triethoxysilane and tetramethyldisiloxane.
Claim 15
Dependent Claim
21 words
The method of claim 9 wherein mixture (i) and mixture (ii) further comprise an effective amount of a hydrogen gas scavenger.
Claim 16
Dependent Claim
22 words
The method of claim 12 wherein the hydrogen gas scavenger is selected from the group consisting of unsaturated hydrocarbons and molecular sieves.
Claim 17
Dependent Claim
29 words
The method of claim 13 wherein the hydrogen gas scavenger is selected from the group consisting of dicyclopentadiene and molecular sieves of from about 3 to about 5 Angstroms.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-12-18 | 1988-06-18 | 1988-12-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-12-18 | 1992-06-18 | 1992-12-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-12-18 | 1996-06-18 | 1996-12-18 | $7700.00 | Window Closed / Lapsed |