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US4515932A
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End-capping catalysts for forming alkoxy-functional one component RTV compositions
Assignee: General Electric Co
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Filing: 1984-05-08
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Granted: 1985-05-07
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Expires: 2004-05-08
Abstract
Abstract The present invention relates to a shelf stable one component alkoxy-functional RTV composition. In particular, there is utilized a novel end-capping catalyst alone or with a co-catalyst to form a poly-alkoxy terminated diorganopolysiloxane polymer. Such a polymer is formed by reacting a silanol terminal diorganopolysiloxane, either with a polyalkoxy containing silazane cross-linking agent or an integrated cross-linker, scavenger in the presence of the end-capping catalyst.
Inventors
- 👤 Rack H. Chung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:37
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/14; C08G77/18; C08G77/06; C08G77/08; C08K; C08K5/00
Claims Analysis
Total Claims: 76
Claim 1
Independent Claim
74 words
A one-package substantially anhydrous room temperature vulcanizable organopolysiloxane composition convertible to a tack-free elastomer, comprising: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (2) an effective amount of cross-linking agent; and (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 2
Dependent Claim
74 words
A one-package substantially anhydrous room temperature vulcanizable organopolysiloxane composition convertible to a tack-free elastomer, comprising: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (2) an effective amount of cross-linking agent; and (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof.
Claim 3
Dependent Claim
61 words
The composition of claim 1 wherein the cross-linking agent has the formula ##STR39## where R 1 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylester, alkylketone and alkylcyano radicals of a C.sub.(7-13) arakyl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical and b is a whole number equal to 0 or 1.
Claim 4
Dependent Claim
16 words
The composition of claim 1 wherein ingredient (3)(i) of the end-capping catalyst is an acid anhydride.
Claim 5
Dependent Claim
39 words
The composition of claim 1 wherein ingredient (3)(i) of the end-capping catalyst has the formula ##STR40## where R 30 and R 31 are C.sub.(1-20) monovalent hydrocarbon radicals and j is a whole number that varies from 0 to 3.
Claim 6
Dependent Claim
26 words
The composition of claim 1 wherein ingredient (3) (i) of the end-capping catalyst has the formula ##STR41## where R 32 is a C.sub.(1-20) monovalent hydrocarbon radical.
Claim 7
Dependent Claim
17 words
The composition of claim 1 wherein ingredient (3) (i) of the end-capping catalyst is an inorganic acid.
Claim 8
Dependent Claim
30 words
The composition of claim 6 wherein the inorganic acid is selected from the class consisting of HCl, H 3 PO 4 , H 2 SO 4 , and polyphosphoric acid.
Claim 9
Dependent Claim
24 words
The composition of claim 3 wherein the acid anhydride has the formula ##STR42## where R 33 , R 34 are C.sub.(1-20) monovalent hydrocarbon radicals.
Claim 10
Dependent Claim
26 words
The composition of claim 1 wherein ingredient (3) (i) of the end-capping catalyst is selected from the group consisting of BF.sub.3, (CH.sub.3 CH.sub.2).sub.2 O, and AlCl.sub.3.
Claim 11
Dependent Claim
14 words
The composition of claim 1 wherein the total acid number does not exceed 15.
Claim 12
Dependent Claim
13 words
The composition of claim 1 wherein the acid number is at least 0.1.
Claim 13
Dependent Claim
53 words
The composition of claim 1 wherein ingredient (3) (i) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane and ingredient (3) (ii) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane.
Claim 14
Dependent Claim
215 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: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical: (2) an effective amount of a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (4) a stabilizing amount of silane scavenger for hydroxy functional groups having the formula ##STR43## wherein 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 radicl, 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 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 (5) an effective amount of a condensation catalyst.
Claim 15
Dependent Claim
215 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: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical: (2) an effective amount of a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (4) a stabilizing amount of silane scavenger for hydroxy functional groups having the formula ##STR43## wherein 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 radicl, 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 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 (5) an effective amount of a condensation catalyst.
Claim 16
Dependent Claim
61 words
The composition of claim 13 wherein the cross-linking agent has the formula ##STR44## where R 1 is a C.sub.(1-8) aliphatic organic radical selected from the group consisting of alkyl, alkylester, alkylketone and alkylcyano radicals or a C.sub.(7-13) arakyl radical, R 2 is a C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radical and b is a whole number equal to 0 or 1.
Claim 17
Dependent Claim
17 words
The composition of claim 13 wherein ingredient (3) (i) of the end-capping catalyst is an acid anhydride.
Claim 18
Dependent Claim
40 words
The composition of claim 13 wherein ingredient (3) (i) of the end-capping catalyst has the formula ##STR45## where R 30 and R 31 are C.sub.(1-20) monovalent hydrocarbon radicals and j is a whole number that varies from 0 to 3.
Claim 19
Dependent Claim
26 words
The composition of claim 13 wherein ingredient (3) (i) of the end-capping catalyst has the formula ##STR46## where R 32 is a C.sub.(1-20) monovalent hydrocarbon radical.
Claim 20
Dependent Claim
17 words
The composition of claim 13 wherein ingredient (3) (i) of the end-capping catalyst is an inorganic acid.
Claim 21
Dependent Claim
30 words
The composition of claim 18 wherein the inorganic acid is selected from the class consisting of HCl, H 3 PO 4 , H 2 SO 4 , and polyphosphoric acid.
Claim 22
Dependent Claim
24 words
The composition of claim 15 wherein the acid anhydride has the formula ##STR47## where R 33 , R 34 are C.sub.(1-20) monovalent hydrocarbon radicals.
Claim 23
Dependent Claim
34 words
The composition of claim 13 wherein ingredient (3) (i) of the end-capping catalyst is selected from the group consisting of BF 3 , (CH 3 CH 2 ) 2 O, and AlCl 3 .
Claim 24
Dependent Claim
14 words
The composition of claim 13 wherein the total acid number does not exceed 15.
Claim 25
Dependent Claim
14 words
The composition of claim 13 wherein the total acid number is at least 0.1.
Claim 26
Dependent Claim
53 words
The composition of claim 13 wherein ingredient (3) (i) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane and ingredient (3) (ii) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane.
Claim 27
Dependent Claim
128 words
The composition of claim 13 wherein the scavenging silane has the formula ##STR48## where 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 inclusive, b is a whole number equal to 0 to 1 inclusive and silane is both the silane scavenger for hydroxy functional groups and a polyalkoxysilane cross-linking agent for terminating the silicon atom at each organopolysiloxane chain end with at least two alkoxy radicals.
Claim 28
Dependent Claim
16 words
A room temperature vulcanizable composition in accordance with claim 13 where the silane scavenger is methyldimethoxy-N-methylacetamidosilane.
Claim 29
Dependent Claim
19 words
A room temperature vulcanizable composition in accordance with claim 13, which contains a tin compound as the condensation catalyst.
Claim 30
Dependent Claim
29 words
A room temperature vulcanizable composition in accordance with claim 13, where R, R 1 and R 2 are methyl and which has a tin compound as a condensation catalyst.
Claim 31
Dependent Claim
14 words
An RTV composition in accordance with claim 13 wherein the condensation catalyst is dibutyltindiacetate.
Claim 32
Dependent Claim
13 words
An RTV composition in accordance with claim 13 containing a polymethoxysilane cross-linking agent.
Claim 33
Dependent Claim
16 words
A one-package room temperature vulcanizable composition in accordance with claim 30, where the polymethoxysilane is methyltrimethoxysilane.
Claim 34
Dependent Claim
14 words
A one-package RTV in accordance with claim 13, where the substituted guanidine is butyltetramethylguanidine.
Claim 35
Dependent Claim
15 words
A one-package RTV in accordance with claim 13 wherein ingredient (3) (ii) is a dialkylamine.
Claim 36
Dependent Claim
31 words
A one-package, stable, room temperature vulcanizable composition in accordance with claim 13 having an excess of up to 3% by weight of silane scavenger based on the weight of the organopolysiloxane.
Claim 37
Dependent Claim
16 words
A room temperature vulcanizable composition in accordance with claim 13 wherein ingredient (3) (ii) is di-n-hexylamine.
Claim 38
Independent Claim
118 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 comprising a mixture of (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR49## (b) 0 to 10 parts of cross-linking agent and (c) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound 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.
Claim 39
Independent Claim
118 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 comprising a mixture of (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR49## (b) 0 to 10 parts of cross-linking agent and (c) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound 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.
Claim 40
Dependent Claim
190 words
A mixture comprising (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR50## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR51## (c) 0 to 10 parts of cross-linking silane of the formula ##STR52## (d) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof, and (e) an effective amount of condensation catalyst, 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, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2.
Claim 41
Dependent Claim
190 words
A mixture comprising (a) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR50## (b) a stabilizing amount of a silane scavenger for hydroxy functional groups of the formula ##STR51## (c) 0 to 10 parts of cross-linking silane of the formula ##STR52## (d) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof, and (e) an effective amount of condensation catalyst, 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, b is a whole number equal to 0 or 1, and the sum of a+b is equal to 1 or 2.
Claim 42
Dependent Claim
398 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) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (b) optionally, a polyalkoxysilane cross-linking agent; (c) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (d) an effective amount of a condensation catalyst; and (e) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR53## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR54## and the rest of the units, if any, having the formula ##STR55## where R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR56## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, f varies from 0 to 3, d is a whole number that varies from 1 to 25, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is selected from the group consisting of monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted and unsubstituted hydrocarbon radicals and radicals of the formula ##STR57## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, g varies from 0 to 3, and in the above scavenger there is at least one hydrocarbonoxy group in the molecule.
Claim 43
Dependent Claim
398 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) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (b) optionally, a polyalkoxysilane cross-linking agent; (c) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (d) an effective amount of a condensation catalyst; and (e) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR53## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR54## and the rest of the units, if any, having the formula ##STR55## where R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR56## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, f varies from 0 to 3, d is a whole number that varies from 1 to 25, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is selected from the group consisting of monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted and unsubstituted hydrocarbon radicals and radicals of the formula ##STR57## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, g varies from 0 to 3, and in the above scavenger there is at least one hydrocarbonoxy group in the molecule.
Claim 44
Dependent Claim
74 words
A room temperature vulcanizable composition in accordance with claim 38, having an effective amount of a cross-linking silane of the formula ##STR58## where R 1 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone and alkylcyano radicals, or a C 7-13 aralkyl radical, R 2 is a C 1-13 monovalent substituted or unsubstituted hydrocarbon radical, and b is a whole number equal to 0 or 1.
Claim 45
Independent Claim
381 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 vulcanizing material comprising a mixture of: (i) 100 parts of a silanol-terminated polysiloxane consisting essentially of chemically combined units of the formula ##STR59## (ii) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR60## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR61## and the rest of the units, if any, having the formula ##STR62## where R is a C 1-13 monovalent substituted or unsubstituted hydrocarbon radical, R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 hydrocarbon radicals, and radicals of the formula ##STR63## where d is a whole number that varies from 1 to 25 and f varies from 0 to 3, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is independently selected from C 1-8 monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted and unsubstituted hydrocarbon radicals and radicals of the formula ##STR64## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, g varies from 0 to 3, and in the above scavengers there is at least one hydrocarbonoxy group in the molecule, (iii) 0-10 parts of polyalkoxy cross-linking silane, (iv) an effective amount of end-capping catalyst comprising a combination of (a) a Lewis acid and (b) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (v) an effective amount of condensation catalyst.
Claim 46
Independent Claim
381 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 vulcanizing material comprising a mixture of: (i) 100 parts of a silanol-terminated polysiloxane consisting essentially of chemically combined units of the formula ##STR59## (ii) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR60## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR61## and the rest of the units, if any, having the formula ##STR62## where R is a C 1-13 monovalent substituted or unsubstituted hydrocarbon radical, R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 hydrocarbon radicals, and radicals of the formula ##STR63## where d is a whole number that varies from 1 to 25 and f varies from 0 to 3, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is independently selected from C 1-8 monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted and unsubstituted hydrocarbon radicals and radicals of the formula ##STR64## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, g varies from 0 to 3, and in the above scavengers there is at least one hydrocarbonoxy group in the molecule, (iii) 0-10 parts of polyalkoxy cross-linking silane, (iv) an effective amount of end-capping catalyst comprising a combination of (a) a Lewis acid and (b) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (v) an effective amount of condensation catalyst.
Claim 47
Dependent Claim
375 words
A mixture comprising: (a) 100 parts of a silanol terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR65## (b) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR66## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR67## and the rest of the units, if any, having the formula ##STR68## where R is a C 1-13 monovalent substituted or unsubstituted hydrocarbon radical, R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR69## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, f varies from 0 to 3, d is a whole number that varies from 1 to 25, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is independently selected from C 1-8 monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR70## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, and g varies from 0 to 3, wherein in the above scavenger there is at least one hydrocarbonoxy group in the molecule, (c) 0 to 10 parts of polyalkoxy cross-linking silane; (d) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (e) an effective amount of condensation catalyst.
Claim 48
Dependent Claim
375 words
A mixture comprising: (a) 100 parts of a silanol terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR65## (b) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of non-cyclic silyl nitrogen compounds of the formula ##STR66## and cyclic silyl nitrogen compounds having at least one unit of the formula ##STR67## and the rest of the units, if any, having the formula ##STR68## where R is a C 1-13 monovalent substituted or unsubstituted hydrocarbon radical, R 10 and R 12 are C 1-8 aliphatic organic radicals selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 , R 13 and R 14 are C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals, a varies from 0 to 2, h is 0 or 1, s varies from 1 to 25, Q is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR69## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, f varies from 0 to 3, d is a whole number that varies from 1 to 25, R 22 is selected from the group consisting of hydrogen and C 1-8 monovalent hydrocarbon radicals and R 23 is independently selected from C 1-8 monovalent hydrocarbon radicals and hydrocarbonoxy radicals, A is selected from the group consisting of hydrogen, C 1-8 monovalent substituted or unsubstituted hydrocarbon radicals and radicals of the formula ##STR70## where R 10 is a C 1-8 aliphatic organic radical selected from the group consisting of alkyl, alkylether, alkylester, alkylketone, alkylcyano and aryl, R 11 is a C 1-8 monovalent substituted or unsubstituted hydrocarbon radical, and g varies from 0 to 3, wherein in the above scavenger there is at least one hydrocarbonoxy group in the molecule, (c) 0 to 10 parts of polyalkoxy cross-linking silane; (d) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (e) an effective amount of condensation catalyst.
Claim 49
Dependent Claim
15 words
The mixture of claim 41, wherein the scavenger and cross-linking agent has the formula ##STR71##
Claim 50
Dependent Claim
17 words
The composition of claim 41 wherein ingredient (d) (i) of the end-capping catalyst is an acid anhydride.
Claim 51
Dependent Claim
40 words
The composition of claim 41 wherein ingredient (d) (i) of the end-capping catalyst has the formula ##STR72## where R 30 and R 31 are C.sub.(1-20) monovalent hydrocarbon radicals and j is a whole number that varies from 0 to 3.
Claim 52
Dependent Claim
26 words
The composition of claim 41 wherein ingredient (d) (i) of the end-capping catalyst has the formula ##STR73## where R 32 is a C.sub.(1-20) monovalent hydrocarbon radical.
Claim 53
Dependent Claim
17 words
The composition of claim 41 wherein ingredient (d) (i) of the end-capping catalyst is an inorganic acid.
Claim 54
Dependent Claim
30 words
The composition of claim 46, wherein the inorganic acid is selected from the group consisting of HCl, H 3 PO 4 , H 2 SO 4 , and polyphosphoric acid.
Claim 55
Dependent Claim
24 words
The composition of claim 43 wherein the acid anhydride has the formula ##STR74## where R 33 , R 34 are C.sub.(1-20) monovalent hydrocarbon radicals.
Claim 56
Dependent Claim
34 words
The composition of claim 41 wherein ingredient (d) (i) of the end-capping catalyst is selected from the group consisting of BF 3 , (CH 3 CH 2 ) 2 O, and AlCl 3 .
Claim 57
Dependent Claim
14 words
The composition of claim 41 wherein the total acid number does not exceed 15.
Claim 58
Dependent Claim
14 words
The composition of claim 41 wherein the total acid number is at least 0.1.
Claim 59
Dependent Claim
53 words
The composition of claim 41 wherein ingredient (d) (i) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane and ingredient (d) (ii) is present at a concentration of 0.1 to 0.5 parts by weight per 100 parts by weight of the organopolysiloxane.
Claim 60
Dependent Claim
322 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: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (2) a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (4) an effective amount of condensation catalyst; and (5) a stabilizing amount of a scavenger for hydroxy functional groups which is a silicon-nitrogen compound selected from the group consisting of: (A) silicon-nitrogen compounds having the formula ##STR75## where Y is selected from R"' and R" 2 N-- and (B) silicon-nitrogen polymers comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR76## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR77## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silazy unit are joined to a member selected from an R"' radical and an (R") 2 N radical and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to the silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals, and fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3, inclusive.
Claim 61
Dependent Claim
322 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: (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least 1 hydroxy radical; (2) a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (4) an effective amount of condensation catalyst; and (5) a stabilizing amount of a scavenger for hydroxy functional groups which is a silicon-nitrogen compound selected from the group consisting of: (A) silicon-nitrogen compounds having the formula ##STR75## where Y is selected from R"' and R" 2 N-- and (B) silicon-nitrogen polymers comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR76## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR77## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silazy unit are joined to a member selected from an R"' radical and an (R") 2 N radical and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to the silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals, and fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3, inclusive.
Claim 62
Independent Claim
332 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 comprising a mixture of (A) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR78## (B) from 1 to 10 parts of an alkoxy-functional cross-linking silane; (C) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (D) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of silicon-nitrogen compounds having the formula ##STR79## where Y is selected from R"' and R" 2 N and a silicon-nitrogen polymer comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR80## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR81## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silazy unit are joined to a member selected from an R"' radical and an (R") 2 N radical, and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3 inclusive, and (E) an effective amount of condensation catalyst.
Claim 63
Independent Claim
332 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 comprising a mixture of (A) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR78## (B) from 1 to 10 parts of an alkoxy-functional cross-linking silane; (C) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (D) a stabilizing amount of a scavenger for hydroxy functional groups selected from the group consisting of silicon-nitrogen compounds having the formula ##STR79## where Y is selected from R"' and R" 2 N and a silicon-nitrogen polymer comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR80## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR81## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silazy unit are joined to a member selected from an R"' radical and an (R") 2 N radical, and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3 inclusive, and (E) an effective amount of condensation catalyst.
Claim 64
Dependent Claim
295 words
A mixture comprising (A) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR82## (B) 1 to 10 parts of a polyalkoxy cross-linking silane; (C) an effective amount of end-capping catalyst, comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (D) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of silicon-nitrogen compounds having the formula ##STR83## where Y is selected from R"' and R" 2 N and silicon-nitrogen polymers comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR84## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR85## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silajy unit are joined to a member selected from an R"' radical and an (R") 2 N radical, and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to the silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals, anf fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3, inclusive, and (E) an effective amount of condensation catalyst, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals.
Claim 65
Dependent Claim
295 words
A mixture comprising (A) 100 parts of a silanol-terminated polydiorganosiloxane consisting essentially of chemically combined units of the formula ##STR82## (B) 1 to 10 parts of a polyalkoxy cross-linking silane; (C) an effective amount of end-capping catalyst, comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; (D) a stabilizing amount of scavenger for hydroxy functional groups selected from the group consisting of silicon-nitrogen compounds having the formula ##STR83## where Y is selected from R"' and R" 2 N and silicon-nitrogen polymers comprising (1) from 3 to 100 mole percent chemically combined structural units having the formula ##STR84## and (2) from 0 to 97 mole percent chemically combined structural units represented by the formula ##STR85## where the silicon atoms of said silicon-nitrogen polymer are joined to each other by a member selected from an SiOSi linkage and a SiNR"Si linkage, the free valences of said silicon atoms other than those joined to oxygen to form a siloxy unit and nitrogen to form a silajy unit are joined to a member selected from an R"' radical and an (R") 2 N radical, and where the ratio of the sum of said R"' radicals and said (R") 2 N radicals to the silicon atoms of said silicon-nitrogen polymer has a value of 1.5 to 3, inclusive, and R" is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals, anf fluoroalkyl radicals, R"' is a member selected from the group consisting of hydrogen, monovalent hydrocarbon radicals and fluoroalkyl radicals, and c is a whole number equal to 0 to 3, inclusive, and (E) an effective amount of condensation catalyst, where R is selected from C.sub.(1-13) monovalent substituted or unsubstituted hydrocarbon radicals.
Claim 66
Dependent Claim
17 words
The composition of claim 55 wherein ingredient (C) (i) of the end-capping catalyst is an acid anhydride.
Claim 67
Dependent Claim
40 words
The composition of claim 55 wherein ingredient (C) (i) of the end-capping catalyst has the formula ##STR86## where R 30 and R 31 are C.sub.(1-20) monovalent hydrocarbon radicals and j is a whole number that varies from 0 to 3.
Claim 68
Dependent Claim
26 words
The composition of claim 55 wherein ingredient (C) (i) of the end-capping catalyst has the formula ##STR87## where R 32 is a C.sub.(1-20) monovalent hydrocarbon radical.
Claim 69
Dependent Claim
17 words
The composition of claim 55 wherein ingredient (C) (i) of the end-capping catalyst is an inorganic acid.
Claim 70
Dependent Claim
30 words
The composition of claim 59 wherein the inorganic acid is selected from the group consisting of HCl, H 3 PO 4 , H 2 SO 4 , and polyphosphoric acid.
Claim 71
Dependent Claim
24 words
The composition of claim 56 wherein the acid anhydride has the formula ##STR88## where R 33 , R 34 are C.sub.(1-20) monovalent hydrocarbon radicals.
Claim 72
Dependent Claim
34 words
The composition of claim 55 wherein ingredient (C) (i) of the end-capping catalyst is selected from the group consisting of BF 3 , (CH 3 CH 2 ) 2 O, and AlCl 3 .
Claim 73
Dependent Claim
14 words
The composition of claim 55 wherein the total acid number does not exceed 15.
Claim 74
Dependent Claim
14 words
The composition of claim 55 wherein the total acid number is at least 0.1.
Claim 75
Dependent Claim
184 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 (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least one hydroxy radical; (2) a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (4) a stabilizing amount of silane scavenger for hydroxy functional groups which is a silyl amine of the formula ##STR89## where R" is a radical selected from the group consisting of hydrogen and C.sub.(1-8) monovalent hydrocarbon radicals, R 20 is a radical selected from the group consisting of C.sub.(1-8) monovalent hydrocarbon radicals and C.sub.(1-8) alkoxy radicals and fluoroalkyl radicals, and g is a whole number that varies from 1 to 3, h is a whole number that varies from 0 to 2 and the sum of h+g does not exceed 3.
Claim 76
Dependent Claim
184 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 (1) an organopolysiloxane wherein the silicon atom at each polymer chain end is terminated with at least one hydroxy radical; (2) a polyalkoxy cross-linking agent; (3) an effective amount of end-capping catalyst comprising a combination of (i) a Lewis acid and (ii) a compound selected from the group consisting of substituted guanidines, amines and mixtures thereof; and (4) a stabilizing amount of silane scavenger for hydroxy functional groups which is a silyl amine of the formula ##STR89## where R" is a radical selected from the group consisting of hydrogen and C.sub.(1-8) monovalent hydrocarbon radicals, R 20 is a radical selected from the group consisting of C.sub.(1-8) monovalent hydrocarbon radicals and C.sub.(1-8) alkoxy radicals and fluoroalkyl radicals, and g is a whole number that varies from 1 to 3, h is a whole number that varies from 0 to 2 and the sum of h+g does not exceed 3.
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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) | 1988-05-06 | 1988-11-05 | 1989-05-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-05-06 | 1992-11-05 | 1993-05-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-05-06 | 1996-11-05 | 1997-05-07 | $7700.00 | Window Closed / Lapsed |