US5086124A
Expired / Lapsed
US
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High heat distortion temperature epoxy siloxane/organic epoxy compositions
Assignee: General Electric Co
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Filing: 1990-07-05
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Granted: 1992-02-04
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Expires: 2010-07-05
Abstract
Abstract A heat curable cyclic epoxy siloxane/organic opoxy resin blend which will polymerize to form a composition having a high heat distortion temperature, the blend comprising: (A) a tetraorganotetraepoxy cyclic siloxane monomer; (B) an organic epoxy resin, the ratio of parts of (A) to parts of (B) being from about 10:1 to about 1:1; (C) from about 2.5 to about 3.0 weight percent, based on the combined weight of (A) and (B), of a cationic onium salt catalyst; and (D) from about 0.25 to about 0.30 weight percent, based on the combined weight of (A) and (B), of a copper salt cocatalyst.
Inventors
- 👤 James M. Fukuyama
- 👤 Julia L. Lee
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 15:57
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/32; C08G59/3254; C07; C07F; C07F7/00; C07F7/02; C07F7/21
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
334 words
A heat curable cyclic epoxy siloxane/organic epoxy resin blend which will polymerize to form a composition having a high heat distortion temperature, the blend comprising: (A) a cyclic epoxy functional siloxane monomer having the general formula ##STR10## wherein each R group is, independently, a monovalent substituted or unsubstituted C 1-12 alkyl, C 1-12 cycloalkyl, or phenyl radical; each R 1 group is, independently, R, or a monovalent epoxy functional group having 2-10 carbon atoms with the proviso that at least one of the R 1 groups is epoxy functional; (B) an organic epoxy resin, the ratio of parts of (A) to parts (B) being from about 10:1 to about 1:1; (C) from about 2.5 to about 3.0 weight percent, based on the combined weight of (A) and (B), of a cationic onium salt catalyst having the formula: [(R.sup.2).sub.a (R.sup.3).sub.b (R.sup.4).sub.c X].sub.d +[MQ.sub.e ].sup.-(e-f), wherein R 2 is a monovalent aromatic organic radical, R 3 is a monovalent organic aliphatic radical selected from alkyl, cycloalkyl and substituted alkyl, R 4 is a polyvalent organic radical forming a heterocyclic or fused ring structure selected from aliphatic radicals and aromatic radicals, X is a Group VIa element selected from sulfur, selenium and tellurium, M is a metal or metalloid, Q is a halogen radical, a is a whole number equal to 0 to 3 inclusive, b is a whole number equal to 0 to 2 inclusive, c is a whole number equal to 0 or 1 where the sum of a+b+c is a value equal to 3 or the valence of X, d=e-f, f=valence of M and is an integer equal to from 2 to 7 inclusive, e is greater than f and is an integer having a value up to 8; and (D) from about 0.25 to about 0.30 weight percent, based on the combined weight of (A) and (B), of a copper salt cocatalyst selected from Cu(I) halide, Cu(II) benzoate, Cu(II) acetate, Cu(II) stearate, Cu(II) gluconate, Cu(II) citrate, Cu(II) formate, Cu(II) oleate, or Cu(II) carbonate.
Claim 2
Dependent Claim
334 words
A heat curable cyclic epoxy siloxane/organic epoxy resin blend which will polymerize to form a composition having a high heat distortion temperature, the blend comprising: (A) a cyclic epoxy functional siloxane monomer having the general formula ##STR10## wherein each R group is, independently, a monovalent substituted or unsubstituted C 1-12 alkyl, C 1-12 cycloalkyl, or phenyl radical; each R 1 group is, independently, R, or a monovalent epoxy functional group having 2-10 carbon atoms with the proviso that at least one of the R 1 groups is epoxy functional; (B) an organic epoxy resin, the ratio of parts of (A) to parts (B) being from about 10:1 to about 1:1; (C) from about 2.5 to about 3.0 weight percent, based on the combined weight of (A) and (B), of a cationic onium salt catalyst having the formula: [(R.sup.2).sub.a (R.sup.3).sub.b (R.sup.4).sub.c X].sub.d +[MQ.sub.e ].sup.-(e-f), wherein R 2 is a monovalent aromatic organic radical, R 3 is a monovalent organic aliphatic radical selected from alkyl, cycloalkyl and substituted alkyl, R 4 is a polyvalent organic radical forming a heterocyclic or fused ring structure selected from aliphatic radicals and aromatic radicals, X is a Group VIa element selected from sulfur, selenium and tellurium, M is a metal or metalloid, Q is a halogen radical, a is a whole number equal to 0 to 3 inclusive, b is a whole number equal to 0 to 2 inclusive, c is a whole number equal to 0 or 1 where the sum of a+b+c is a value equal to 3 or the valence of X, d=e-f, f=valence of M and is an integer equal to from 2 to 7 inclusive, e is greater than f and is an integer having a value up to 8; and (D) from about 0.25 to about 0.30 weight percent, based on the combined weight of (A) and (B), of a copper salt cocatalyst selected from Cu(I) halide, Cu(II) benzoate, Cu(II) acetate, Cu(II) stearate, Cu(II) gluconate, Cu(II) citrate, Cu(II) formate, Cu(II) oleate, or Cu(II) carbonate.
Claim 3
Dependent Claim
23 words
A composition according to claim 1 wherein R is methyl and R 1 is a monovalent epoxy functional group having 2-10 carbon atoms.
Claim 4
Dependent Claim
14 words
A composition according to claim 2 wherein R 1 is has the formula ##STR11##
Claim 5
Dependent Claim
16 words
A composition according to claim 1 wherein the organic epoxy resin is bisphenol A diglycidyl ether.
Claim 6
Dependent Claim
24 words
A composition according to claim 1 wherein the ratio of parts of (A) to parts of (B) is from about 4:1 to about 1:1.
Claim 7
Dependent Claim
20 words
A composition according to claim 5 wherein the ratio of parts of (A) to parts of (B) is about 1:1.
Claim 8
Dependent Claim
28 words
A composition according to claim 1 wherein the onium salt catalyst is present in the amount of about 2.5% based on the combined weight of (A) and (B).
Claim 9
Dependent Claim
27 words
A composition according to claim 1 wherein the copper cocatalyst is present in the amount of about 0.25% based on the combined weight of (A) and (B).
Claim 10
Dependent Claim
170 words
A composition according to claim 1 wherein the onium salt catalyst is a diaryliodonium salt having the formula: [(R.sup.2).sub.a (R.sup.3).sub.b (R.sup.4).sub.c X].sub.d +[MQ.sub.e ].sup.-(e-f), wherein R 2 is a monovalent aromatic organic radical, R 3 is a monovalent organic aliphatic radical selected from alkyl, cycloalkyl and substituted alkyl, R 4 is a polyvalent organic radical forming a heterocyclic or fused ring structure selected from aliphatic radicals and aromatic radicals, X is a Group VIa element selected from sulfur, selenium and tellurium, M is a metal or metalloid, Q is a halogen radical, a is a whole number equal to 0 to 3 inclusive, b is a whole number equal to 0 to 2 inclusive, c is a whole number equal to 0 or 1 where the sum of a+b+c is a value equal to 3 or the valence of X, d=e-f, f=valence of M and is an integer equal to from 2 to 7 inclusive, e is greater than f and is an integer having a value up to 8.
Claim 11
Dependent Claim
15 words
A composition according to claim 9 wherein the onium salt catalyst is (4-octyloxyphenyl) phenyliodonium hexafluoroantimonate.
Claim 12
Dependent Claim
13 words
A composition according to claim 1 wherein the copper salt is copper stearate.
Claim 13
Dependent Claim
90 words
A heat curable cyclic epoxy siloxane/organic epoxy resin blend which will polymerize to form a composition having a high heat distortion temperature, the blend comprising: (A) a tetramethyltetraepoxy cyclic siloxane monomer having the formula ##STR12## (B) bisphenol A diglycidyl ether, wherein the ratio of parts of (A) to parts of (B) is about 1:1; (C) about 2.5 weight percent, based on the combined weight of (A) and (B), of (4-octyloxyphenyl) phenyliodonium hexafluoroantimonate; and (D) about 0.25 weight percent, based on the combined weight of (A) and (B), of cupric stearate.
Claim 14
Dependent Claim
90 words
A heat curable cyclic epoxy siloxane/organic epoxy resin blend which will polymerize to form a composition having a high heat distortion temperature, the blend comprising: (A) a tetramethyltetraepoxy cyclic siloxane monomer having the formula ##STR12## (B) bisphenol A diglycidyl ether, wherein the ratio of parts of (A) to parts of (B) is about 1:1; (C) about 2.5 weight percent, based on the combined weight of (A) and (B), of (4-octyloxyphenyl) phenyliodonium hexafluoroantimonate; and (D) about 0.25 weight percent, based on the combined weight of (A) and (B), of cupric stearate.
Claim 15
Dependent Claim
6 words
The polymerized composition of claim 1.
Claim 16
Dependent Claim
6 words
The polymerized composition of claim 12.
Claim 17
Independent Claim
336 words
A method of preparing an epoxy siloxane/organic epoxy composition having a high heat distortion temperature, comprising the step of thermally polymerizing a mixture of ingredients comprising: (A) a cyclic epoxy functional siloxane monomer having the general formula ##STR13## wherein each R group is, independently, a monovalent substituted or unsubstituted C 1-12 alkyl, C 1-12 cycloalkyl, or phenyl radical; each R 1 group is, independently, R, or a monovalent epoxy functional group having 2-10 carbon atoms with the proviso that at least one of the R 1 groups is epoxy functional; (B) an organic epoxy resin, the ratio of parts of (A) to parts of (B) being from about 10:1 to about 1:1; (C) from about 2.5 to about 3.0 weight percent, based on the combined weight of (A) and (B), of a cationic onium salt catalyst having the formula: [(R.sup.2).sub.a (R.sup.3).sub.b (R.sup.4).sub.c X].sub.d +[MQ.sub.e ].sup.-(e-f), wherein R 2 is a monovalent aromatic organic radical, R 3 is a monovalent organic aliphatic radical selected from alkyl, cycloalkyl and substituted alkyl, R 4 is a polyvalent organic radical forming a heterocyclic or fused ring structure selected from aliphatic radicals and aromatic radicals, X is a Group VIa element selected from sulfur, selenium and tellurium, M is a metal or metalloid, Q is a halogen radical, a is a whole number equal to 0 to 3 inclusive, b is a whole number equal to 0 to 2 inclusive, c is a whole number equal to 0 to 1 where the sum of a+b+c is a value equal to 3 or the valence of X, d=e-f, f=valence of M and is an integer equal to from 2 to 7 inclusive, e is greater than f and is an integer having a value up to 8; and (D) from about 0.25 to about 0.30 weight percent, based on the combined weight of (A) and (B), of a copper salt cocatalyst selected from Cu(I) halide, Cu(II) benzoate, Cu(II) acetate, Cu(II) stearate, Cu(II) gluconate, Cu(II) citrate, Cu(II) formate, Cu(II) oleate, or Cu(II) carbonate.
Claim 18
Independent Claim
336 words
A method of preparing an epoxy siloxane/organic epoxy composition having a high heat distortion temperature, comprising the step of thermally polymerizing a mixture of ingredients comprising: (A) a cyclic epoxy functional siloxane monomer having the general formula ##STR13## wherein each R group is, independently, a monovalent substituted or unsubstituted C 1-12 alkyl, C 1-12 cycloalkyl, or phenyl radical; each R 1 group is, independently, R, or a monovalent epoxy functional group having 2-10 carbon atoms with the proviso that at least one of the R 1 groups is epoxy functional; (B) an organic epoxy resin, the ratio of parts of (A) to parts of (B) being from about 10:1 to about 1:1; (C) from about 2.5 to about 3.0 weight percent, based on the combined weight of (A) and (B), of a cationic onium salt catalyst having the formula: [(R.sup.2).sub.a (R.sup.3).sub.b (R.sup.4).sub.c X].sub.d +[MQ.sub.e ].sup.-(e-f), wherein R 2 is a monovalent aromatic organic radical, R 3 is a monovalent organic aliphatic radical selected from alkyl, cycloalkyl and substituted alkyl, R 4 is a polyvalent organic radical forming a heterocyclic or fused ring structure selected from aliphatic radicals and aromatic radicals, X is a Group VIa element selected from sulfur, selenium and tellurium, M is a metal or metalloid, Q is a halogen radical, a is a whole number equal to 0 to 3 inclusive, b is a whole number equal to 0 to 2 inclusive, c is a whole number equal to 0 to 1 where the sum of a+b+c is a value equal to 3 or the valence of X, d=e-f, f=valence of M and is an integer equal to from 2 to 7 inclusive, e is greater than f and is an integer having a value up to 8; and (D) from about 0.25 to about 0.30 weight percent, based on the combined weight of (A) and (B), of a copper salt cocatalyst selected from Cu(I) halide, Cu(II) benzoate, Cu(II) acetate, Cu(II) stearate, Cu(II) gluconate, Cu(II) citrate, Cu(II) formate, Cu(II) oleate, or Cu(II) carbonate.
References Cited (Backward Citations)
US4138255A
Cited
US4275190A
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