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US4363898A Expired / Lapsed US ⏱️ 0.0 years remaining

Perfluorodiglycidyl ethers

Assignee: EIDP Inc
•
Filing: 1981-04-03
•
Granted: 1982-12-14
•
Expires: 2001-04-03
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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)

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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) 1985-12-13 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

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