US4363898A
Expired / Lapsed
US
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Perfluorodiglycidyl ethers
Assignee: EIDP Inc
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Filing: 1981-04-03
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Granted: 1982-12-14
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Expires: 2001-04-03
Abstract
Abstract Perfluoroglycidyl ethers of the formula <IMAGE> are prepared by epoxidation of a perfluorodiallyl ether of the formula: CF2=CFCF2ORF.
Inventors
- 👤 Carl G. Krespan
- 👤 Thomas R. Darling
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 09:56
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/17; C07D; C07D303/00; C07D303/02; C07D303/48; C08; C08G; C08G65/00; C08G65/02; C08G65/04; C08G65/22; C08G65/223; C08G65/226
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
102 words
A homopolymer of a perfluoroglycidylether of the formula ##STR33## wherein R F is: ##STR34## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; ##STR35## Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or ##STR36## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR37## does not exceed 15 carbon atoms; Y, independently, is --F or --CF 3 ; n is 1 to 4; and Q is as defined above.
Claim 2
Dependent Claim
102 words
A homopolymer of a perfluoroglycidylether of the formula ##STR33## wherein R F is: ##STR34## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; ##STR35## Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or ##STR36## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR37## does not exceed 15 carbon atoms; Y, independently, is --F or --CF 3 ; n is 1 to 4; and Q is as defined above.
Claim 3
Dependent Claim
321 words
A copolymer of a perfluoroglycidyl ether of the formula ##STR38## wherein R F is: ##STR39## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; ##STR40## Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or ##STR41## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR42## does not exceed 15 carbon atoms; Y, independently, is --F or --CF 3 ; n is 1 to 4; and Q is as defined above and at least one comonomer selected from the group consisting of hexafluoropropylene oxide, tetrafluoroethylene oxide, a different perfluoroglycidyl ether from the class of perfluoroglycidyl ethers described above and a perfluoroglycidyl ether of the formula ##STR43## wherein R 1 is: ##STR44## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; Q 1 is --SO 2 F, --COF, --F, --Cl, --Br, --I, --CN, --CO 2 H, --OC 6 F 5 , or --CO 2 R 4 where R 4 is --CH 3 or --C 2 H 5 ; Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or (ii) --CF(R 2 ) 2 wherein R 2 is --F, --CF 2 Cl, --CF 2 CN, --CF 2 COF, --CF 2 CO 2 H, --CF 2 OCF(CF 3 ) 2 or --CF 2 CO 2 R 4 where R 4 is defined as above; or ##STR45## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR46## does not exceed 15 carbon atoms; Y independently is --F or --CF 3 ; n is 1 to 4; l and Q 1 is as defined above; or (iv) --C 6 F 5 .
Claim 4
Dependent Claim
321 words
A copolymer of a perfluoroglycidyl ether of the formula ##STR38## wherein R F is: ##STR39## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; ##STR40## Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or ##STR41## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR42## does not exceed 15 carbon atoms; Y, independently, is --F or --CF 3 ; n is 1 to 4; and Q is as defined above and at least one comonomer selected from the group consisting of hexafluoropropylene oxide, tetrafluoroethylene oxide, a different perfluoroglycidyl ether from the class of perfluoroglycidyl ethers described above and a perfluoroglycidyl ether of the formula ##STR43## wherein R 1 is: ##STR44## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; Q 1 is --SO 2 F, --COF, --F, --Cl, --Br, --I, --CN, --CO 2 H, --OC 6 F 5 , or --CO 2 R 4 where R 4 is --CH 3 or --C 2 H 5 ; Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or (ii) --CF(R 2 ) 2 wherein R 2 is --F, --CF 2 Cl, --CF 2 CN, --CF 2 COF, --CF 2 CO 2 H, --CF 2 OCF(CF 3 ) 2 or --CF 2 CO 2 R 4 where R 4 is defined as above; or ##STR45## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR46## does not exceed 15 carbon atoms; Y independently is --F or --CF 3 ; n is 1 to 4; l and Q 1 is as defined above; or (iv) --C 6 F 5 .
Claim 5
Dependent Claim
12 words
A copolymer of claim 2 in which the comonomer is hexafluoropropylene oxide.
Claim 6
Dependent Claim
227 words
A copolymer of a perfluorodiglycidyl ether of claim 1 and a polymer selected from the group consisting of homopolymers of hexafluoropropylene oxide, homopolymers of tetrafluoroethylene oxide, and copolymers of at least two of hexafluoropropylene oxide, tetrafluoroethylene oxide and perfluoroglycidyl ethers of the formula: ##STR47## wherein R F 1 is: ##STR48## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; Q 1 is --SO 2 F, --COF, --F, --Cl, --Br, --I, --CN, --CO 2 H, --OC 6 F 5 , or --CO 2 R 4 where R 4 is --CH 3 or --C 2 H 5 ; Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or (ii) --CF(R 2 ) 2 wherein R 2 is --F, --CF 2 Cl, --CF 2 CN, --CF 2 COF, --CF 2 CO 2 H, --CF 2 OCF(CF 3 ) 2 or --CF 2 CO 2 R 4 where R 4 is defined as above; or ##STR49## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR50## does not exceed 15 carbon atoms; Y independently is --F or --CF 3 ; n is 1 to 4; and Q 1 is as defined above; or (iv) --C 6 F 5 .
Claim 7
Dependent Claim
217 words
A copolymer of a perfluorodiglycidyl ether of claim 1 and a polymer selected from the group consisting of homopolymers of hexafluoropropylene oxide and copolymers of hexafluoropropylene oxide and perfluoroglycidyl ethers of the formula: ##STR51## wherein R F 1 is: ##STR52## wherein R 1 is a carbon-carbon bond or a linear or branched perfluoroalkylene group of 1 to 12 carbon atoms; Q 1 is --SO 2 F, --COF, --F, --Cl, --Br, --I, --CN, --CO 2 H, --OC 6 F 5 , or --CO 2 R 4 where R 4 is --CH 3 or --C 2 H 5 ; Y and Y' are --F or --CF 3 , provided that only one of Y and Y' can be --CF 3 ; or (ii) --CF(R 2 ) 2 wherein R 2 is --F, --CF 2 Cl, --CF 2 CN, --CF 2 COF, --CF 2 CO 2 H, --CF 2 OCF(CF 3 ) 2 or --CF 2 CO 2 R 4 where R 4 is defined as above; or ##STR53## wherein R 3 is a linear or branched perfluoroalkylene group of carbon content such that the moiety ##STR54## does not exceed 15 carbon atoms; Y independently is --F or --CF 3 ; n is 1 to 4; and Q 1 is as defined above; or (iv) --C 6 F 5 .
Claim 8
Dependent Claim
17 words
A copolymer of a perfluorodiglycidyl ether of claim 1 and a copolymer of hexafluoropropylene oxide and perfluoro-6,7-epoxy-4-oxaheptanenitrile.
Claim 9
Dependent Claim
15 words
The copolymer of claim 6 in which the perfluorodiglycidyl ether of claim 1 is perfluoro-1,2-epoxy-13,14-epoxy-4,11-dioxatetradecane.
Claim 10
Dependent Claim
14 words
The copolymer of claim 6 wherein the perfluorodiglycidyl ether of claim 1 is perfluoro-1,2-epoxy-15,16-epoxy-6,11-dimethyl-4,7,10,13-tetraoxahexadecane
Claim 11
Dependent Claim
10 words
A vulcanized article made from a copolymer of claim 4.
References Cited (Backward Citations)
US2500388A
Cited
US2713593A
Cited
US3358003A
Cited
US3322826A
Cited
US3321532A
Cited
US3250808A
Cited
US3419610A
Cited
US4085137A
Cited
US3660315A
Cited
US4127615A
Cited
US4267302A
Cited
US4255299A
Cited
US4275225A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-12-13 | 1986-06-14 | 1986-12-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-13 | 1990-06-14 | 1990-12-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-13 | 1994-06-14 | 1994-12-14 | $7700.00 | Window Closed / Lapsed |