US4517352A
Expired / Lapsed
US
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One package, stable, moisture curable, polyalkoxy-terminated _organopolysiloxane compositions and method for making
Assignee: General Electric Co
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Filing: 1983-04-20
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Granted: 1985-05-14
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Expires: 2003-04-20
Abstract
Abstract Stable, substantially acid-free, one package moisture curable polyalkoxy-terminated organopolysiloxane compositions are provided having a condensation catalyst such as a tin compound. A method for making the aforesaid moisture curable organopolysiloxane compositions, is also provided.
Inventors
- 👤 Mary A. White
- 👤 Melvin D. Beers
- 👤 Gary M. Lucas
- 👤 Robert A. Smith
- 👤 Roger T. Swiger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 01:45
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/18; C08G77/16; C08G77/20; C08G77/22; C08G77/26; C08G77/28; Y; Y10; Y10S; Y10S528/00; Y10S528/901
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
442 words
A method of making a one-package 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 ##STR14## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR15## (c) 0.01 to 10 parts of cross-linking silane of the formula ##STR16## (d) an effective amount of a condensation catalyst, and (e) 0 to 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 polyalkoxy-terminated polydiorganosiloxane of the formula ##STR17## (iii) 0 to 10 parts of a cross-linking silane of the formula, ##STR18## (iv) an effective amount of a condensation catalyst (v) a stabilizing amount of a silane scavenger for hydroxy functional groups having the formula ##STR19## and (vi) 0 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals, R 1 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) alkaryl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, a is an integer equal to 1 or 2, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2, c is a whole number equal to 0 to 3 inclusive, d is an integer equal to 1 to 4 inclusive, and the sum of c+d is equal to 3 or 4, e is a whole number equal to 0 or 1 and the sum of b+e is equal to 0 to 1, n is an integer having a value of from about 50 to about 2500 inclusive, c is a whole number equal to 0 to 3 inclusive, f is an integer equal to 1 to 4 inclusive and the sum of c+f is equal to 1 to 4 inclusive, and in either mixture where X is enoxy, there is also added, before or with the scavenger, 0.1 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 2
Independent Claim
442 words
A method of making a one-package 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 ##STR14## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR15## (c) 0.01 to 10 parts of cross-linking silane of the formula ##STR16## (d) an effective amount of a condensation catalyst, and (e) 0 to 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 polyalkoxy-terminated polydiorganosiloxane of the formula ##STR17## (iii) 0 to 10 parts of a cross-linking silane of the formula, ##STR18## (iv) an effective amount of a condensation catalyst (v) a stabilizing amount of a silane scavenger for hydroxy functional groups having the formula ##STR19## and (vi) 0 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals, R 1 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) alkaryl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, a is an integer equal to 1 or 2, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2, c is a whole number equal to 0 to 3 inclusive, d is an integer equal to 1 to 4 inclusive, and the sum of c+d is equal to 3 or 4, e is a whole number equal to 0 or 1 and the sum of b+e is equal to 0 to 1, n is an integer having a value of from about 50 to about 2500 inclusive, c is a whole number equal to 0 to 3 inclusive, f is an integer equal to 1 to 4 inclusive and the sum of c+f is equal to 1 to 4 inclusive, and in either mixture where X is enoxy, there is also added, before or with the scavenger, 0.1 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 3
Dependent Claim
16 words
A method in accordance with claim 1, where R, R 1 and R 2 are methyl.
Claim 4
Dependent Claim
23 words
A method in accordance with claim 1, where the curing accelerator is selected from the group consisting of silylated guanidine and alkyl guanidine.
Claim 5
Dependent Claim
14 words
A method in accordance with claim 1, where the scavenging silane is a polymethoxyacetamidosilane.
Claim 6
Dependent Claim
13 words
A method in accordance with claim 1, where the cross-linking silane is methyltrimethoxysilane.
Claim 7
Dependent Claim
15 words
A method in accordance with claim 1, where the condensation catalyst is a tin compound.
Claim 8
Dependent Claim
13 words
A method in accordance with claim 4, where the silane scavenger is methyldimethoxy(N-methylacetamido)silane.
Claim 9
Dependent Claim
238 words
A mixture comprising (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR20## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR21## (c) 0.01 to 10 parts of cross-linking silane of the formula ##STR22## (d) an effective amount of a condensation catalyst, and (e) 0 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals, R 1 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 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, a is an integer equal to 1 or 2, c is a whole number equal to 0 to 3 inclusive, d is an integer equal to 1 to 4 inclusive, and the sum of c+d is equal to 3 or 4, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2; and where X is enoxy, 0.1 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 10
Dependent Claim
238 words
A mixture comprising (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR20## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR21## (c) 0.01 to 10 parts of cross-linking silane of the formula ##STR22## (d) an effective amount of a condensation catalyst, and (e) 0 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals, R 1 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 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, a is an integer equal to 1 or 2, c is a whole number equal to 0 to 3 inclusive, d is an integer equal to 1 to 4 inclusive, and the sum of c+d is equal to 3 or 4, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2; and where X is enoxy, 0.1 to 5 parts of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 11
Dependent Claim
202 words
In the method of making a substantially acid-free room temperature vulcanizable organopolysiloxane composition under substantially anhydrous conditions utilizing an effective amount of a condensation catalyst with a silanol-terminated organopolysiloxane and a polyalkoxysilane cross-linking agent, the improvement which comprises adding to the silanol-terminated organopolysiloxane a stabilizing amount of scavenger for hydroxy functional groups of the formula ##STR23## where R 1 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano, or a C.sub.(7-13) aralkyl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, c is an integer equal to 0 to 3 inclusive, f is an integer equal to 1 to 4 inclusive, and the sum of c+f is equal to 1 to 4 inclusive, and thereafter adding an effective amount of a condensation catalyst, whereby improved stability is achieved in the resulting room temperature vulcanizable organopolysiloxane composition, and where X is enoxy, adding before or with the scavenger an effective amount of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 12
Dependent Claim
202 words
In the method of making a substantially acid-free room temperature vulcanizable organopolysiloxane composition under substantially anhydrous conditions utilizing an effective amount of a condensation catalyst with a silanol-terminated organopolysiloxane and a polyalkoxysilane cross-linking agent, the improvement which comprises adding to the silanol-terminated organopolysiloxane a stabilizing amount of scavenger for hydroxy functional groups of the formula ##STR23## where R 1 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano, or a C.sub.(7-13) aralkyl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical, X is a hydrolyzable leaving group selected from the group consisting of amido, amino, carbamato, enoxy, imidato, isocyanato, oximato, thioisocyanato and ureido radicals and, c is an integer equal to 0 to 3 inclusive, f is an integer equal to 1 to 4 inclusive, and the sum of c+f is equal to 1 to 4 inclusive, and thereafter adding an effective amount of a condensation catalyst, whereby improved stability is achieved in the resulting room temperature vulcanizable organopolysiloxane composition, and where X is enoxy, adding before or with the scavenger an effective amount of a curing accelerator selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 13
Dependent Claim
13 words
A method in accordance with claim 9, where the silane scavenger is methyldimethoxy-N-methylacetamidosilane.
Claim 14
Dependent Claim
13 words
A method in accordance with claim 9, where the silane scavenger is methyldimethoxyisopropenoxysilane.
Claim 15
Dependent Claim
13 words
A method in accordance with claim 9, where the silane scavenger is methyltriisopropenoxysilane.
Claim 16
Dependent Claim
17 words
A method in accordance with claim 9 using an effective amount of dibutyltindiacetate as the condensation catalyst.
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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) | 1988-05-13 | 1988-11-12 | 1989-05-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-05-13 | 1992-11-12 | 1993-05-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-05-13 | 1996-11-12 | 1997-05-14 | $7700.00 | Window Closed / Lapsed |