US4115295A
Expired / Lapsed
US
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Polymerizable compositions containing highly fluorinated aliphatic sulfonyl protonic acid catalyst
Assignee: 3M Co
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Filing: 1976-04-26
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Granted: 1978-09-19
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Expires: 1996-04-26
Abstract
Abstract Two-part polymerizable compositions are described which contain (a) organic material having epoxide functionality, (b) organic material having hydroxyl functionality, and (c) a catalyst comprising highly fluorinated aliphatic sulfonyl protonic acid or a compound capable of liberating such acid. The compositions polymerize essentially completely at room temperature (or at slightly elevated temperatures). The polymerized compositions have desirable dielectric properties and are therefore especially useful for potting electrical components.
Inventors
- 👤 Janis Robins
- 👤 James E. Kropp
- 👤 Chung I. Young
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 04:43
CPC Classifications
H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/40; C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/62; C08G59/68; C08G59/687
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
132 words
A manufacture comprising in separate containers: (A) a first organic material having epoxide functionality greater than 1; and (B) a second organic material having hydroxyl functionality of at least 1, wherein a catalyst of the formula: ##STR4## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals, or a compound capable of liberating such catalyst is contained therein in an amount of at least 0.01% by weight; whereby polymerization occurs upon mixture of A and B in amounts sufficient to provide a ratio of equivalents of hydroxyl-containing material to equivalents of epoxide in the range of about 0.3/1 to 1.5/1.
Claim 2
Dependent Claim
132 words
A manufacture comprising in separate containers: (A) a first organic material having epoxide functionality greater than 1; and (B) a second organic material having hydroxyl functionality of at least 1, wherein a catalyst of the formula: ##STR4## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals, or a compound capable of liberating such catalyst is contained therein in an amount of at least 0.01% by weight; whereby polymerization occurs upon mixture of A and B in amounts sufficient to provide a ratio of equivalents of hydroxyl-containing material to equivalents of epoxide in the range of about 0.3/1 to 1.5/1.
Claim 3
Dependent Claim
20 words
A manufacture in accordance with claim 1, wherein said first organic material has an epoxide functionality of at least 2.
Claim 4
Dependent Claim
56 words
A manufacture in accordance with claim 1, wherein said first organic material comprises a mixture of epoxides in which up to 25% of the total epoxide equivalents is provided by organic material having epoxide functionality of 1, and the balance of the epoxide equivalents is provided by organic material having epoxide functionality of at least 2.
Claim 5
Dependent Claim
19 words
A manufacture in accordance with claim 1, wherein said second organic material has hydroxyl functionality of at least 2.
Claim 6
Dependent Claim
57 words
A manufacture in accordance with claim 1, wherein said second organic material comprises a mixture of hydroxyl-containing materials in which up to 25% of the total hydroxyl equivalents is provided by organic material having hydroxyl functionality of 1, and the balance of the hydroxyl equivalents is provided by organic material having hydroxyl functionality of at least 2.
Claim 7
Dependent Claim
27 words
A manufacture in accordance with claim 1, wherein said first organic material is selected from aromatic glycidyl ethers, aliphatic glycidyl ethers, cycloaliphatic glycidyl ethers and cycloaliphatic epoxides.
Claim 8
Dependent Claim
24 words
A manufacture in accordance with claim 1, wherein said second organic material is selected from alkylene polyols, polyoxyalkylene polyols, cycloalkylene polyols, and polyester polyols.
Claim 9
Dependent Claim
17 words
A manufacture in accordance with claim 1, wherein said first organic material comprises an aromatic glycidyl ether.
Claim 10
Dependent Claim
19 words
A manufacture in accordance with claim 1, wherein said first organic material comprises the glycidyl ether of Bisphenol A.
Claim 11
Dependent Claim
14 words
A manufacture in accordance with claim 1, wherein said first organic material comprises vinylcyclohexenedioxide.
Claim 12
Dependent Claim
15 words
A manufacture in accordance with claim 1, wherein said first organic material comprises 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate.
Claim 13
Dependent Claim
15 words
A manufacture in accordance with claim 1, wherein said second organic material comprises polyoxyalkylene polyol.
Claim 14
Dependent Claim
16 words
A manufacture in accordance with claim 1, wherein R is selected from hydrogen, bromine, or chlorine.
Claim 15
Dependent Claim
11 words
A composition in accordance with claim 1, wherein R is hydrogen.
Claim 16
Dependent Claim
102 words
A process for polymerizing a mixture of (a) a first organic material having epoxide functionality greater than 1, and (b) a second organic material having hydroxyl functionality of at least 1, the process comprising admixing with said first and second organic materials an effective amount of a catalyst of the formula: ##STR5## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals, or a compound capable of liberating such catalyst.
Claim 17
Dependent Claim
102 words
A process for polymerizing a mixture of (a) a first organic material having epoxide functionality greater than 1, and (b) a second organic material having hydroxyl functionality of at least 1, the process comprising admixing with said first and second organic materials an effective amount of a catalyst of the formula: ##STR5## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals, or a compound capable of liberating such catalyst.
Claim 18
Dependent Claim
20 words
A process in accordance with claim 15, wherein said first organic material has an epoxide functionality of at least 2.
Claim 19
Dependent Claim
19 words
A process in accordance with claim 16, wherein said second organic material has hydroxyl functionality of at least 2.
Claim 20
Dependent Claim
27 words
A process in accordance with claim 15, wherein said first organic material is selected from aromatic glycidyl ethers, aliphatic glycidyl ethers, cycloaliphatic glycidyl ethers and cycloaliphatic epoxides.
Claim 21
Dependent Claim
24 words
A process in accordance with claim 15, wherein said second organic material is selected from alkylene polyols, polyoxyalkylene polyols, cycloalkylene polyols, and polyester polyols.
Claim 22
Dependent Claim
17 words
A process in accordance with claim 15, wherein said first organic material comprises an aromatic glycidyl ether.
Claim 23
Dependent Claim
15 words
A process in accordance with claim 15, wherein said second organic material comprises polyoxyalkylene polyol.
Claim 24
Dependent Claim
16 words
A process in accordance with claim 15, wherein R is selected from hydrogen, bromine, or chlorine.
Claim 25
Dependent Claim
11 words
A process in accordance with claim 15, wherein R is hydrogen.
Claim 26
Dependent Claim
102 words
A polymerizable composition comprising: (a) a first organic material having epoxide functionality greater than 1; (b) a second organic material having hydroxyl functionality of at least 1; and (c) a catalyst of the formula: ##STR6## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals or a compound capable of liberating such catalyst, said catalyst being present in an amount sufficient to effect polymerization of said organic materials upon admixture.
Claim 27
Dependent Claim
102 words
A polymerizable composition comprising: (a) a first organic material having epoxide functionality greater than 1; (b) a second organic material having hydroxyl functionality of at least 1; and (c) a catalyst of the formula: ##STR6## where R f and R f ' are independently a highly fluorinated or perfluorinated alkyl and R is selected from H, Br, Cl, I, alkyl having 1 to 20 carbon atoms, alkenyl having 3 to 4 carbon atoms, aryl and alkaryl radicals or a compound capable of liberating such catalyst, said catalyst being present in an amount sufficient to effect polymerization of said organic materials upon admixture.
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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) | 1981-09-18 | 1982-03-20 | 1982-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-18 | 1986-03-20 | 1986-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-18 | 1990-03-20 | 1990-09-19 | $7700.00 | Window Closed / Lapsed |