US4554310A
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Room temperature vulcanizable organopolysiloxane compositions and method for making
Assignee: General Electric Co
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Filing: 1984-08-27
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Granted: 1985-11-19
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Expires: 2004-08-27
Abstract
Abstract Room temperature vulcanizable organopolysiloxane compositions are provided which exhibit improved stability and a reduced tendency to corrode copper upon contact resulting from the employment of an effective amount of a tin condensation catalyst having organo radicals attached to tin by carbon tin linkages and whose remaining valences are satisfied by a chelate radical or a dicarboxylate radical in combination with an organic triazole such as benzotriazole.
Inventors
- 👤 Jeffrey H. Wengrovius
- 👤 Leonard W. Niedrach
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 17:45
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475; C08K5/3442; C08K5/3445; C08K5/56; C08K5/57; Y; Y10; Y10S; Y10S528/00; Y10S528/901
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
219 words
Room temperature vulcanizable organopolysiloxane compositions comprising by weight, (A) 100 parts of organopolysiloxane consisting essentially of chemically combined diorganosiloxy units and terminated with polyalkoxysiloxy units, (B) up to 10 parts of a polyalkoxysilane, (C) up to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (D) an effective amount of a tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], and (E) 0.001 to 5 parts of a copper corrosion inhibitor selected from the class consisting of organic triazoles having the formula, ##STR10## imidazoles having the formula, ##STR11## and mercaptoarylthiazoles, where R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR12## (ii) and a dicarboxylate group having the formula, ##STR13## R 1 , R 2 and R 3 are the same or different monovalent radials selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile, R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 2
Dependent Claim
219 words
Room temperature vulcanizable organopolysiloxane compositions comprising by weight, (A) 100 parts of organopolysiloxane consisting essentially of chemically combined diorganosiloxy units and terminated with polyalkoxysiloxy units, (B) up to 10 parts of a polyalkoxysilane, (C) up to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (D) an effective amount of a tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], and (E) 0.001 to 5 parts of a copper corrosion inhibitor selected from the class consisting of organic triazoles having the formula, ##STR10## imidazoles having the formula, ##STR11## and mercaptoarylthiazoles, where R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR12## (ii) and a dicarboxylate group having the formula, ##STR13## R 1 , R 2 and R 3 are the same or different monovalent radials selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile, R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 3
Dependent Claim
16 words
An RTV composition in accordance with claim 1, where the tin condensation catalyst is a tindicarboxylate.
Claim 4
Dependent Claim
17 words
An RTV composition in accordance with claim 1, where the tin condensation catalyst is a tin chelate.
Claim 5
Dependent Claim
15 words
An RTV composition in accordance with claim 1, where the tin condensation catalyst is dibutyltindiethylmalonate.
Claim 6
Dependent Claim
14 words
An RTV composition in accordance with claim 1, where the organic triazole is benzotriazole.
Claim 7
Dependent Claim
14 words
An RTV composition in accordance with claim 1, where the copper inhibitor is imidazole.
Claim 8
Independent Claim
233 words
A method for making room temperature vulcanizable organopolysiloxane compositions exhibiting improved stability and a reduced tendency to corrode copper upon contact which comprises, mixing together under substantially anhydrous conditions, the following ingredients by weight, (i) 100 parts of alkoxy terminated polydiorganosiloxane, (ii) up to 10 parts of polyalkoxysilane, (iii) up to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (iv) an effective amount of tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], and (v) 0.001 to 5 parts of a copper corrosion inhibitor selected from the class consisting of organic triazoles, having the formula, ##STR14## imidazoles having the formula, ##STR15## and mercaptoarylthiazoles, where R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR16## (ii) and a dicarboxylate group having the formula, ##STR17## R 1 , R 2 and R 3 are the same or different monovalent radicals selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile, R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 9
Independent Claim
233 words
A method for making room temperature vulcanizable organopolysiloxane compositions exhibiting improved stability and a reduced tendency to corrode copper upon contact which comprises, mixing together under substantially anhydrous conditions, the following ingredients by weight, (i) 100 parts of alkoxy terminated polydiorganosiloxane, (ii) up to 10 parts of polyalkoxysilane, (iii) up to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (iv) an effective amount of tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], and (v) 0.001 to 5 parts of a copper corrosion inhibitor selected from the class consisting of organic triazoles, having the formula, ##STR14## imidazoles having the formula, ##STR15## and mercaptoarylthiazoles, where R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR16## (ii) and a dicarboxylate group having the formula, ##STR17## R 1 , R 2 and R 3 are the same or different monovalent radicals selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile, R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 10
Independent Claim
300 words
A method for making room temperature vuclanizable organopolysiloxane compositions having a reduced tendency to corrode copper upon contact when in the cured state, which has from 0.001 to 5 parts of a copper corrosion inhibitor selected from organotriazoles having the formula ##STR18## imidazoles having the formula, ##STR19## and mercaptoarylthiazoles based on the weight of 100 parts of silanol terminated polydiorganosiloxane used in such room temperature vulcanizable organopolysiloxane compositions which comprises (1) agitating under substantially anhydrous conditions, (a) 100 parts of silanol terminated polydiorganosiloxane, (b) 0.1 to 10 parts of alkoxy silane, (c) up to to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (d) up to 700 parts of filler, (2) allowing the alkoxysilane and silanol terminated polydiorganosiloxane in the mixture of (1) to intercondense to produce polyalkoxy terminated polydiorganosiloxane and (3) further agitating the mixture of (2) under substantially anhydrous conditions with an effective amount of a tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], where the copper corrosion inhibitor can be added in steps (1), (2) or (3), R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR20## (ii) and a dicarboxylate group having the formula, ##STR21## R 1 , R 2 and R 3 are the same or different monovalent radials selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 11
Independent Claim
300 words
A method for making room temperature vuclanizable organopolysiloxane compositions having a reduced tendency to corrode copper upon contact when in the cured state, which has from 0.001 to 5 parts of a copper corrosion inhibitor selected from organotriazoles having the formula ##STR18## imidazoles having the formula, ##STR19## and mercaptoarylthiazoles based on the weight of 100 parts of silanol terminated polydiorganosiloxane used in such room temperature vulcanizable organopolysiloxane compositions which comprises (1) agitating under substantially anhydrous conditions, (a) 100 parts of silanol terminated polydiorganosiloxane, (b) 0.1 to 10 parts of alkoxy silane, (c) up to to 5 parts of amine accelerator selected from the class consisting of primary amines, secondary amines and silylated secondary amines, (d) up to 700 parts of filler, (2) allowing the alkoxysilane and silanol terminated polydiorganosiloxane in the mixture of (1) to intercondense to produce polyalkoxy terminated polydiorganosiloxane and (3) further agitating the mixture of (2) under substantially anhydrous conditions with an effective amount of a tin condensation catalyst of the formula, (R).sub.2 Sn[Y'], where the copper corrosion inhibitor can be added in steps (1), (2) or (3), R is selected from C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals, and Y' is a divalent radical selected from (i) a chelate group having the formula ##STR20## (ii) and a dicarboxylate group having the formula, ##STR21## R 1 , R 2 and R 3 are the same or different monovalent radials selected from the class consisting of hydrogen, R, --Si(R) 3 , acyl and nitrile R 4 is selected from divalent C.sub.(1-18) hydrocarbon radicals and substituted divalent C.sub.(1-18) hydrocarbon radicals, R 8 , R 9 and R 10 are monovalent radicals selected from hydrogen and C.sub.(1-18) monovalent hydrocarbon radicals and substituted C.sub.(1-18) monovalent hydrocarbon radicals and X is a C 1 -C 50 divalent organic radical.
Claim 12
Dependent Claim
16 words
A method in accordance with claim 7 where the tin condensation catalyst is a tin dicarboxylate.
Claim 13
Dependent Claim
16 words
A method in accordance with claim 7, where the tin condensation catalyst is a tin chelate.
Claim 14
Dependent Claim
14 words
A method in accordance with claim 7, where the tin condensation catalyst is dibutyltindiethylmalonate.
Claim 15
Dependent Claim
13 words
A method in accordance with claim 7, where the organic triazole is benzotriazole.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-11-18 | 1989-05-20 | 1989-11-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-11-18 | 1993-05-20 | 1993-11-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-11-18 | 1997-05-20 | 1997-11-19 | $7700.00 | Window Closed / Lapsed |