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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
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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 03:00
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.

References Cited (Backward Citations)

US3428580A Cited
US3941856A Cited
US4251596A Cited
US4151344A Cited
US4332844A Cited
US4395526A Cited
US4417042A Cited

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