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US4323489A Expired / Lapsed US ⏱️ 0.0 years remaining

Extreme low modulus RTV compositions

Assignee: General Electric Co
•
Filing: 1980-03-31
•
Granted: 1982-04-06
•
Expires: 2000-03-31
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Abstract

Abstract A room temperature vulcanizable silicone rubber composition with very low modulus comprising a silanol end-stopped diorganopolysiloxane, a difunctional acetamide coupler and as the cross-linker, a minor amount of compound selected from ketoxime functional and aminoxy functional silanes and mixtures thereof.

Inventors

  • 👤 Melvin D. Beers

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 04:03
CPC Classifications
C; C08; C08G; C08G77/00; C09; C09K; C09K3/00; C09K3/10; C09K3/1006; C09K3/1018; C08L; C08L83/00; C08L83/04; C08G77/04; C08G77/045; C08G77/14; C08G77/16; C08G77/22; C08G77/24; C08G77/26; C08G77/48; C08G77/50; Y; Y10; Y10S; Y10S528/00; Y10S528/901; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31652; Y10T428/31663

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 118 words
A room temperature vulcanizable silicone rubber composition with very low modulus comprising (A) 100 parts by weight of silanol endstopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25° C. when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a coupler having the formula ##STR16## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.01 to 5.0 parts by weight of cross-linking agent selected from the class consisting of ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof.
Claim 2
Dependent Claim 118 words
A room temperature vulcanizable silicone rubber composition with very low modulus comprising (A) 100 parts by weight of silanol endstopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25° C. when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a coupler having the formula ##STR16## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.01 to 5.0 parts by weight of cross-linking agent selected from the class consisting of ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof.
Claim 3
Dependent Claim 19 words
The composition of claim 1 wherein there is further present from 2 to 300 parts by weight of filler.
Claim 4
Dependent Claim 44 words
The composition of claim 2 wherein if the filler is a reinforcing or semi-reinforcing filler selected from the class consisting of fumed silica, precipitated silica and high surface area calcium carbonates mixtures thereof there is present from 2 to 60 parts of such filler.
Claim 5
Dependent Claim 12 words
The composition of claim 2 where the filler is an extending filler.
Claim 6
Dependent Claim 25 words
The composition of claim 1 wherein there is further present from 0.001 to 2 parts by weight of a tin salt of a carboxylic acid.
Claim 7
Dependent Claim 75 words
The composition of claim 1 wherein R, R 1 and, R 4 are selected from the class consisting of alkyl radicals of 1 to 8 carbon atoms and aryl radicals and mixtures thereof, R 2 is selected from the class consisting of alkyl radicals, vinyl radicals and aryl radicals of up to 8 carbon atoms and R 3 is selected from the class consisting of alkylene and arylene radicals of 2 to 8 carbon atoms.
Claim 8
Dependent Claim 14 words
The composition of claim 6 wherein in (B) said coupler has the formula, ##STR17##
Claim 9
Dependent Claim 42 words
The composition of claim 1 wherein there is further present from 1 to 50 parts by weight of a triorgano silyl-end stopped diorganpolysiloxane having a viscosity of 10 to 10,000 centipoise at 25° C. where the organo groups are monovalent hydrocarbon radicals.
Claim 10
Dependent Claim 99 words
The composition of claim 1 wherein the cross-linker has in (C) has the formula, ##STR18## wherein R 7 and, R 9 are monovalent hydrocarbon radicals, R 5 and, R 6 are the same or different and are selected from the class consisting of alkyl and haloalkyl of 1 to 2 carbon atoms, R 8 is a divalent hydrocarbon radical of 2 to 8 carbon atoms, a is a number from 1 to 3, d is a number from 1 to 3, f is a number from 0 to 2 and the sum of a, d, and + is 4.
Claim 11
Dependent Claim 13 words
The composition of claim 9 wherein the Ketoxime cross-linker has the formula, ##STR19##
Claim 12
Dependent Claim 123 words
The composition of claim 1 wherein (C) the cross-linker is an aminoxyfunctional compound selected from compounds of the formula, (R.sup.9).sub.a Si(OY).sub.4-a and of the formula, (R.sup.9).sub.b (A).sub.c Si(OY).sub.4-(b+c) where Y is a monovalent amine radical selected from --N(R 10 ) 2 and hetercyclic amine, R 10 is a monovalent hydrocarbon radical, R 9 is monovalent hydrocarbon radical, A is a member selected from the class consisting of hydrogen, halogen, and alkoxy and R 10 SiO 0 .5, a is a whole number equal to 1, 2 or 3, b is a whole number equal to 0 to 2, inclusive, c is an integer equal to 1 to 3, inclusive, and the sum of b and c is equal to 1 to 3 inclusive.
Claim 13
Dependent Claim 127 words
The composition of claim 1 wherein in (C) the cross-linker is selected from the class consisting of an aminoxy organopolysiloxane compound of from 3 to 8 chemically combined siloxy units and consisting of at least one aminoxysiloxy unit of the formula, ##STR20## chemically combined with up to seven diorganosiloxy units of the formula, (R.sup.12).sub.2 SiO and chainstopped with R 3 12 SiO 0 .5 units and an aminoxyorganocyclopolysiloxane having at least one unit of the formula, ##STR21## chemically combined with from 1 to 18 units of units of the formula, (R.sup.12).sub.2 SiO and where R 9 and R 12 are monovalent hydrocarbon radicals and Y is a monovalent amine radical selected from --NR 2 10 and a hetrocyclic amine and R 10 is a monovalent hydrocarbon radical.
Claim 14
Dependent Claim 107 words
The composition of claim 1 wherein in (C) the cross-linker is selected from the class consisting of an aminoxy-organosilicon compound of the formula, ##STR22## and aminoxy compound of the formula, ##STR23## where R 9 and R 12 are monovalent hydrocarbon radicals, Y is monovalent amine radical selected from the class of --N (R 10 ) 2 and a heterocyclic amine where R 10 is a monovalent hydrocarbon radical, d is a whole number equal to 0 to 3, inclusive, e is an integer equal to 1 to 18, inclusive, and Z is selected from oxygen, R 13 and ##STR24## where R 13 is a divalent hydrocarbon radical.
Claim 15
Dependent Claim 42 words
The composition of claim 1 wherein diorganopolysiloxane polymer (A) has the formula, ##STR25## where R 20 , R 21 are monovalent hydrocarbon radicals and v varies such that the viscosity of the polymer varies from 100 to 100,000 centipose at 25° C.
Claim 16
Dependent Claim 133 words
A process for forming a room temperature vulcanizable silicone rubber composition with very low modulus comprising (1) mixing (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25 C when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a complex having the formula ##STR26## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of ketoxime functional silane and aminoxy functional silane compounds and mixtures thereof; and (2) allowing the mixture to cure at room temperature.
Claim 17
Dependent Claim 133 words
A process for forming a room temperature vulcanizable silicone rubber composition with very low modulus comprising (1) mixing (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25 C when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a complex having the formula ##STR26## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of ketoxime functional silane and aminoxy functional silane compounds and mixtures thereof; and (2) allowing the mixture to cure at room temperature.
Claim 18
Dependent Claim 18 words
The process of claim 15 wherein there is present from 2 to 300 parts by weight of filler.
Claim 19
Dependent Claim 42 words
The process of claim 16 wherein if the filler is a reinforcing or semi-reinforcing filler selected from the class consisting of fumed silica, precipitated silica and calcium carbonate and mixtures thereof there is present from 2 to 60 parts of treated filler.
Claim 20
Dependent Claim 12 words
The process of claim 16 wherein the filler is an extending filler.
Claim 21
Dependent Claim 25 words
The process of claim 15 where there is further present from 0.001 to 2 parts by weight of a tin soap of a carboxylic acid.
Claim 22
Dependent Claim 71 words
The process of claim 15 wherein R 4 is selected from the class consisting of alkyl radicals of 1 to 8 carbon atoms and aryl radicals and mixtures thereof and R 2 is selected from the class consisting of alkyl radicals, vinyl radicals, aryl radicals of up to 8 carbon atoms and R 3 is selected from the class consisting of alkylene and arylene radicals of 2 to 8 carbon atoms.
Claim 23
Dependent Claim 13 words
The process of claim 20 wherein (B) said coupler has the formula, ##STR27##
Claim 24
Dependent Claim 42 words
The process of claim 15 where there is further present from 1 to 50 parts by weight of a triorganosilanol end-stopped diorganopolysiloxane having a viscosity varying from 10 to 10,000 centipoise at 25° C. where the organo groups are monovalent hydrocarbon radicals.
Claim 25
Dependent Claim 96 words
The process of claim 1 wherein the cross-linker (C) has the formula, ##STR28## wherein R 7 and, R 9 are monovalent hydrocarbon radicals, R 5 and, R 6 are the same or different and are selected from the class consisting of alkyl and haloalkyl radicals of 1 to 2 carbon atoms, R 8 is divalent hydrocarbon radicals of 2 to 8 carbons, a is the number from 1 to 3, d is the number from 1 to 3, f is a number from 0 to 2 and the sum of a, d, and f is 4.
Claim 26
Dependent Claim 13 words
The process of claim 23 wherein the Ketoxime cross-linker has the formula, ##STR29##
Claim 27
Dependent Claim 126 words
The process of claim 15 wherein (C) the cross-linker is an aminoxy functional compound selected from compounds of the formula, (R.sup.9).sub.a Si(OY).sub.4-a and of the formula, (R.sup.9).sub.b (A).sub.c Si(OY).sub.4-(b+c) where Y is a monovalent amine radical selected from --N (R 10 ) 2 and heterocyclic amine, R 10 is a monovalent hydrocarbon radical, R 9 is monovalent hydrocarbon radical, A is a member selected from the class consisting of hydrogen, halogen, and alkoxy and R 10 SiO 0 .5' a is a whole number equal to 0, 1, 2 or 3, b is a whole number equal to 0 to 2, inclusive, c is an integer equal to 1 to 3, inclusive, and the sum of b and c is equal to 1 to 3 inclusive.
Claim 28
Dependent Claim 124 words
The process of claim 15 wherein (C) the cross-linker is selected from the class consisting of an aminoxy organopolysiloxane compound of from 3 to 8 chemically combined siloxy units and consisting of at least one aminoxysiloxy unit of the formula, ##STR30## chemically combined with up to seven diorganosiloxy units of the formula, (R.sup.12).sub.2 SiO and aminoxyorganocyclopolysiloxanes having at least one unit of the formula and chainstopped with R 12 3 SiO 0 .5 units, ##STR31## chemically combined with from 1 to 18 units of units of the formula, (R.sup.12).sub.2 SiO where R 9 and R 12 are monovalent hydrocarbon radicals and Y is a monovalent amine radical selected from --NR 2 10 and a hetrocyclic amine and R 10 is a monovalent hydrocarbon radical.
Claim 29
Dependent Claim 107 words
The process of claim 15 wherein (C) the cross-linker is selected from the class consisting of an aminoxy-organosilicon compound of the formula, ##STR32## and aminoxy compound of the formula, ##STR33## where R 9 and R 12 are monovalent hydrocarbon radicals, Y is a monovalent amine radical selected from the class of --N (R 10 ) 2 and a heterocyclic amine where R 10 is a monovalent hydrocarbon radical, d is a whole number equal to 0 to 3, inclusive, e is an integer equal to 1 to 18, inclusive, and Z is selected from oxygen, R 13 and ##STR34## where R 13 is a divalent hydrocarbon radical.
Claim 30
Dependent Claim 43 words
The process of claim 15 wherein the diorganopolysiloxane polymer (A) has the formula, ##STR35## where R 20 , R 21 are monovalent hydrocarbon radicals and v varies such that the viscosity of the polymer varies from 10 to 100,000 centipoise at 25° C.
Claim 31
Dependent Claim 161 words
A process for filling a joint of two or more masonary structures with a low modulus room temperature vulcanizable silicone rubber composition comprising (1) filling the empty joint space between the masonary structures with a silicone composition having (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25° C. when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a coupler having the formula, ##STR36## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof, and (2) Allowing the silicone composition to cure at room temperature to form a low modulus silicone elastomer.
Claim 32
Dependent Claim 161 words
A process for filling a joint of two or more masonary structures with a low modulus room temperature vulcanizable silicone rubber composition comprising (1) filling the empty joint space between the masonary structures with a silicone composition having (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25° C. when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a coupler having the formula, ##STR36## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof, and (2) Allowing the silicone composition to cure at room temperature to form a low modulus silicone elastomer.
Claim 33
Dependent Claim 19 words
The process of claim 29 where there is further present from 2 to 300 parts by weight of filler.
Claim 34
Dependent Claim 42 words
The process of claim 29 wherein if the filler is a reinforcing or semi-reinforcing filler selected from a class consisting of fumed silica, percipitate silica and calcium carbonate, and mixtures thereof there is present from 2 to 60 parts of said filler.
Claim 35
Dependent Claim 12 words
The process of claim 30 wherein the filler is an extending filler.
Claim 36
Dependent Claim 24 words
The process of claim 29 where there is further present from 0.001 to 2 parts by weight of tin soap of a carboxylic acid.
Claim 37
Dependent Claim 75 words
The process of claim 29 where R, R 1 and R 4 are selected from the class consisting of alkyl radicals of 1 to 8 carbon atoms and aryl radicals and mixtures thereof, R 2 is selected from the class consisting of alkyl radicals, vinyl radicals and aryl radicals of up to 8 carbon atoms and R 3 is selected from the class consisting of alkylene and arylene radicals of 2 to 8 carbon atoms.
Claim 38
Dependent Claim 13 words
The process of claim 34 wherein (B) said coupler has the formula, ##STR37##
Claim 39
Dependent Claim 41 words
The process of claim 29 where there is further present from 1 to 50 parts by weight of a triorganosilyl end-stopped diorganopolysiloxane having a viscosity of 10 to 10,000 centipoise at 25° C. where the organo groups are monovalent hydrocarbon radicals.
Claim 40
Dependent Claim 97 words
The process of claim 29 wherein the cross-linker (C) has the formula, ##STR38## wherein R 7 and, R 9 are monovalent hydrocarbon radicals, R 5 and, R 6 are the same or different and are selected from the class consisting of alkyl and haloalkyl of 1 to 2 carbon atoms, R 8 is a monovalent hydrocarbon radical of 2 to 8 carbon atoms, a is a number from 1 to 3, d is a number from 1 to 3, f is a number from 0 to 2 and the sum of a, d, and f is 4.
Claim 41
Dependent Claim 9 words
The process of claim 37 wherein the ketoxime ##STR39##
Claim 42
Dependent Claim 128 words
The process of claim 29 wherein (C) the cross-linker is an aminoxy functional compound selected from the compounds of the formula, (R.sup.9).sub.a Si(OY).sub.4-a and of the formula, (R.sup.9).sub.b (A).sub.c Si(OY).sub.4-(b+c) where Y is a monovalent amine radical selected from --N (R 10 ) 2 and heterocyclic amine, R 10 is a monovalent hydrocarbon radical R 9 is a monovalent hydrocarbon radical, A is a member selected from the class consisting of hydrogen, halogen, and alkoxy and R 10 SiO 0 .5', a is a whole number equal to 0, 1, 2 or 3, b is a whole number equal to 0 to 2, inclusive, c is an integer equal to 1 to 3, inclusive, and the sum of b and c is equal to 1 to 3 inclusive.
Claim 43
Dependent Claim 124 words
The process of claim 29 wherein (C) the cross-linker is selected from the class consisting of an aminoxy organopolysiloxane compound of from 3 to 8 chemically combined siloxy units and consisting of at least one aminoxysiloxy unit of the formula, ##STR40## chemically combined with up to seven diorganosiloxy units of the formula, (R.sup.12).sub.2 SiO and aminoxyorganocyclopolysiloxanes having at least one unit of the formula and chainstopped with R 12 3 SiO 0 .5 units, ##STR41## chemically combined with from 1 to 18 units of units of the formula, (R.sup.12).sub.2 SiO where R 9 and R 12 are monovalent hydrocarbon radicals and Y is a monovalent amine radical selected from --NR 2 10 and a hetrocyclic amine and R 10 is a monovalent hydrocarbon radical.
Claim 44
Dependent Claim 107 words
The process of claim 29, wherein (C) the cross-linker is selected from the class consisting of an aminoxy-organosilicon compound of the formula, ##STR42## and aminoxy compound of the formula, ##STR43## where R 9 and R 12 are monovalent hydrocarbon radicals, Y is a monovalent amine radical selected from the class of --N (R 10 ) 2 and a heterocyclic amine where R 10 is a monovalent hydrocarbon radical, d is a whole number equal to 0 to e, inclusive, 3 is an integer equal to 1 to 18, inclusive and Z is selected from oxygen, R 13 and ##STR44## where R 13 is a divalent hydrocarbon radical.
Claim 45
Dependent Claim 43 words
The process of claim 29 wherein the diorganopolysiloxane polymer (a) has the formula, ##STR45## where R 20 , R 21 are monovalent hydrocarbon radicals and v varies such that the viscosity of the polymer varies from 100 to 100,000 centipoise at 25° C.
Claim 46
Dependent Claim 163 words
A concrete structure joint which is filled with a low modulus room temperature vulcanizable silicone rubber composition comprising two masonary surfaces which are part of masonary structures joining each other to form a space between the masonary surfaces wherein the space between the masonary surface is filled with a low modulus room temperature vulcanizable silicone rubber composition having (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25 C when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a complex having the formula ##STR46## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of Ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof.
Claim 47
Dependent Claim 163 words
A concrete structure joint which is filled with a low modulus room temperature vulcanizable silicone rubber composition comprising two masonary surfaces which are part of masonary structures joining each other to form a space between the masonary surfaces wherein the space between the masonary surface is filled with a low modulus room temperature vulcanizable silicone rubber composition having (A) 100 parts by weight of silanol end-stopped diorganopolysiloxane having a viscosity varying from 100 to 100,000 centipoise at 25 C when the organo is a monovalent hydrocarbon radical; (B) from 1 to 5 parts by weight of a complex having the formula ##STR46## where R, R 1 , R 2 , R 4 are monovalent hydrocarbon radicals of 1 to 8 carbon atoms, R 3 is a divalent hydrocarbon radical of 2 to 8 carbon atoms; and (C) from 0.1 to 5.0 parts by weight of cross-linker selected from the class consisting of Ketoxime functional silanes and aminoxy functional silane compounds and mixtures thereof.

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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) 1985-04-05 1985-10-05 1986-04-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-04-05 1989-10-05 1990-04-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-04-05 1993-10-05 1994-04-06 $7700.00 Window Closed / Lapsed

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