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US4241204A
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Cationically curable organic resin compositions containing sulfonium salts and an organic oxidant
Assignee: General Electric Co
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Filing: 1979-02-12
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Granted: 1980-12-23
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Expires: 1999-02-12
Abstract
Abstract Curable organic resin compositions, such as epoxy resins, are provided, based on the use of dialkyl hydroxy arylsulfonium salts in combination with certain organic oxidants such as iodosoaromatic esters, or the use of certain amines or transition metals in combination with organic peroxides. The curable compositions can provide flexible or rigid organic resin foam when used with a volatile organic solvent as a result of exothermic heat of cure.
Inventors
- 👤 James V. Crivello
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 14:07
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/06; C08G65/08; C08G65/10; C08G59/00; C08G59/18; C08G59/68; C08G59/687; C08G65/105; C08G77/00; C08G77/04; C08G77/06; C08G77/08; C08G85/00; C08J; C08J9/00; C08J9/04; C08J9/12; C08J9/14; C08J9/142; C08L; C08L61/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
152 words
Heat curable compositions comprising (A) cationically polymerizable organic material, and (B) an effective amount of a curing agent consisting essentially of 0.1 to 10% by weight of (A) of a dialkylhydroxyarylsulfonium salt of the formula, [R(R.sup.1).sub.a S].sup.+ [Y].sup.-, and 0.1 to 10% by weight of the heat curable composition of an organic oxidant selected from iodosoaromatic organic compounds, and organic peroxides having 0.1 to 50% by weight of organic peroxide of a decomposition accelerator selected from organic amines and transition metals, where R is a C.sub.(6-20) aromatic radical having from 1 to 3 nuclearly bonded hydroxy radicals, R 1 can be the same or different C.sub.(1-8) alkyl radical or an alkylene radical capable of forming a cycloaliphatic or heterocyclic ring, Y is a nonnucleophilic anion, a is an integer equal to 0 or 2, and when R 1 is alkyl, a is 2, and when R 1 is alkylene, a is 1.
Claim 2
Dependent Claim
152 words
Heat curable compositions comprising (A) cationically polymerizable organic material, and (B) an effective amount of a curing agent consisting essentially of 0.1 to 10% by weight of (A) of a dialkylhydroxyarylsulfonium salt of the formula, [R(R.sup.1).sub.a S].sup.+ [Y].sup.-, and 0.1 to 10% by weight of the heat curable composition of an organic oxidant selected from iodosoaromatic organic compounds, and organic peroxides having 0.1 to 50% by weight of organic peroxide of a decomposition accelerator selected from organic amines and transition metals, where R is a C.sub.(6-20) aromatic radical having from 1 to 3 nuclearly bonded hydroxy radicals, R 1 can be the same or different C.sub.(1-8) alkyl radical or an alkylene radical capable of forming a cycloaliphatic or heterocyclic ring, Y is a nonnucleophilic anion, a is an integer equal to 0 or 2, and when R 1 is alkyl, a is 2, and when R 1 is alkylene, a is 1.
Claim 3
Dependent Claim
61 words
A curable composition in accordance with claim 1, where the dialkylhydroxyarylsulfonium salt has the formula, ##STR13## where R 1 is a C.sub.(1-8) alkyl radical, M is a metal or metalloid, Q is a halogen radical, R 2 -R 6 are monovalent radicals selected from hydrogen, C.sub.(1-8) alkyl, C.sub.(1-8) alkoxy, nitro, and chloro, and d is an integer equal to 4-6 inclusive.
Claim 4
Dependent Claim
15 words
A curable composition in accordance with claim 1, where the sulfonium salt is dimethyl-4-hydroxyl-3,5-dimethylphenylsulfonium hexafluoroarsenate.
Claim 5
Dependent Claim
18 words
A curable composition in accordance with claim 1, where the cationically polymerizable organic material is an epoxy resin.
Claim 6
Dependent Claim
15 words
A curable composition in accordance with claim 1, where the organic oxidant is iodosobenzene diacetate.
Claim 7
Dependent Claim
17 words
A curable composition in accordance with claim 1, where the cationically polymerizable material is a vinyl ether.
Claim 8
Dependent Claim
17 words
A curable composition in accordance with claim 1, where the cationically polymerizable material is a phenol-novolak resole.
Claim 9
Dependent Claim
19 words
A curable composition in accordance with claim 1, where the organic oxidant is an organic amine accelerated organic peroxide.
Claim 10
Dependent Claim
20 words
A curable composition in accordance with claim 1, where the organic oxidant is a transition metal compound accelerated organic peroxide.
Claim 11
Dependent Claim
116 words
Heat curable compositions comprising (C) cationically polymerizable organic material, and (D) 0.1 to 10% by weight of the cationically polymerizable organic material of a dialkylhydroxyarylsulfonium salt of the formula, [R(R.sup.1).sub.a S].sup.+ [Y].sup.-, and 0.1 to 10% by weight of the heat curable composition of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, where R is a C.sub.(6-20) aromatic radical having from 1 to 3 nuclearly bonded hydroxy radicals, R 1 can be the same or different C.sub.(1-8) alkyl radical or an alkylene radical capable of forming a cycloaliphatic or heterocyclic ring, Y is a non-nucleophilic anion, a is an integer equal to 1 or 2; and when R 1 is alkyl, a is 2, and when R 1 is alkylene, a is 1.
Claim 12
Dependent Claim
116 words
Heat curable compositions comprising (C) cationically polymerizable organic material, and (D) 0.1 to 10% by weight of the cationically polymerizable organic material of a dialkylhydroxyarylsulfonium salt of the formula, [R(R.sup.1).sub.a S].sup.+ [Y].sup.-, and 0.1 to 10% by weight of the heat curable composition of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, where R is a C.sub.(6-20) aromatic radical having from 1 to 3 nuclearly bonded hydroxy radicals, R 1 can be the same or different C.sub.(1-8) alkyl radical or an alkylene radical capable of forming a cycloaliphatic or heterocyclic ring, Y is a non-nucleophilic anion, a is an integer equal to 1 or 2; and when R 1 is alkyl, a is 2, and when R 1 is alkylene, a is 1.
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) | 1983-12-23 | 1984-06-23 | 1984-12-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-23 | 1988-06-23 | 1988-12-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-23 | 1992-06-23 | 1992-12-23 | $7700.00 | Window Closed / Lapsed |