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US4166165A
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Terpolymers of tetrafluoroethylene, ethylene and fluorovinyl ether and process for producing the same
Assignee: AGC Inc
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Filing: 1978-05-17
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Granted: 1979-08-28
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Expires: 1998-05-17
Abstract
Abstract Terpolymers of tetrafluoroethylene and ethylene essentially consist of components of from 40 to 60 mole % of tetrafluoroethylene, 40 to 60 mole % of ethylene and 0.1 to 10 mole % of fluorovinyl ether component having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.n --COX wherein X is selected from the group consisting of F, OH, OR 1 and NR 2 R 3 and R 1 represents a C 1 -C 10 alkyl group and R 2 and R 3 respectively represent hydrogen atom or R 1 and n represents an integer of 1 to 10. Said terpolymer has a volumetric flow rate of 10 to 500 mm 3 /sec. defined in the specification. The terpolymers of tetrafluoroethylene and ethylene are produced by copolymerizing tetrafluoroethylene and ethylene with a molar ratio of C 2 F 4 /C 2 H 4 being kept essentially higher than 40/60 in the reactor in the presence of a small amount of a perfluoroalkyl vinyl monomer having the formula CF.sub.2 ═CF--O--(CF).sub.n --COX wherein X and n are defined above.
Inventors
- 👤 Michio Hisasue
- 👤 Shun-ichi Kodama
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:36
CPC Classifications
C; C08; C08F; C08F214/00; C08F214/18; C08F214/26; C08F214/265; C08F210/00; C08F210/02; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/3154; Y10T428/31544
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
142 words
A terpolymer having a volumetric flow rate of 10 to 500 mm 3 /sec. as determined at 300° C. under a load of 30 Kg/cm 3 , a thermal decomposition temperature higher than 310° C., a tensile strength higher than 30 Kg/cm 2 at 200° C. and an elongation higher than 200% at 200° C., containing main components of tetrafluoroethylene and ethylene which consists essentially of 40 to 60 mole % of tetrafluoroethylene, 40 to 60 mole % of ethylene and 0.1 to 10 mole % of a fluorovinyl ether monomer having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.n --COX wherein X represents F, OH, OR 1 or NR 2 R 3 and R 1 represents a C 1 -C 10 alkyl group and R 2 and R 3 respectively hydrogen atom or R 1 , and n represents an integer of 1 to 10.
Claim 2
Dependent Claim
142 words
A terpolymer having a volumetric flow rate of 10 to 500 mm 3 /sec. as determined at 300° C. under a load of 30 Kg/cm 3 , a thermal decomposition temperature higher than 310° C., a tensile strength higher than 30 Kg/cm 2 at 200° C. and an elongation higher than 200% at 200° C., containing main components of tetrafluoroethylene and ethylene which consists essentially of 40 to 60 mole % of tetrafluoroethylene, 40 to 60 mole % of ethylene and 0.1 to 10 mole % of a fluorovinyl ether monomer having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.n --COX wherein X represents F, OH, OR 1 or NR 2 R 3 and R 1 represents a C 1 -C 10 alkyl group and R 2 and R 3 respectively hydrogen atom or R 1 , and n represents an integer of 1 to 10.
Claim 3
Dependent Claim
28 words
A terpolymer according to claim 1 wherein the fluorovinyl ether is the compound having the formula CF--O--(CF.sub.2).sub.1-8 --COOR wherein R represents a C 1 -C 5 alkyl group.
Claim 4
Dependent Claim
19 words
A terpolymer according to claim 1 wherein the fluorovinyl ether is the compound having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.1-8 --COF.
Claim 5
Dependent Claim
38 words
A terpolymer according to claim 1 wherein the fluorovinyl ether is the compound having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.1-8 --CONR.sup.4 R.sup.5 wherein R 4 and R 5 respectively represent hydrogen atom or a C 1 -C 5 alkyl group.
Claim 6
Dependent Claim
24 words
A terpolymer according to claim 1 wherein the content of the fluorovinyl ether component is in a range of 0.3 to 5 mole %.
Claim 7
Dependent Claim
29 words
A terpolymer according to claim 1 wherein a molar ratio of components of C 2 F 4 :C 2 H 4 is in a range of 45:55 to 55:45.
Claim 8
Dependent Claim
27 words
A terpolymer according to claim 1 or 6 wherein a molar ratio of components of C 2 F 4 :C 2 H 4 is more than 50:50.
Claim 9
Dependent Claim
25 words
A terpolymer according to claim 1 wherein the volumetric flow rate of the terpolymer is in a range of 20 to 200 mm 3 /sec.
Claim 10
Dependent Claim
15 words
A terpolymer according to claim 1 wherein a flowing temperature is higher than 240° C.
Claim 11
Dependent Claim
163 words
A process for producing a terpolymer of tetrafluoroethylene and ethylene containing 0.1 to 10 mole % of a fluorovinyl ether component which has a volumetric flow rate of 10 to 500 mm 3 /sec. at 300° C. under a load of 30 Kg/cm 2 , a thermal decomposition temperature higher than 310° C., a tensile strength higher than 30 Kg/cm 2 at 200° C., and an elongation higher than 200% at 200° C., which comprises: copolymerizing tetrafluoroethylene, ethylene and a small amount of a fluorovinyl ether monomer having the formula: CF.sub.2 ═CF--O--(CF.sub.2).sub.n --COX wherein X represents F, OH, OR 1 or NR 2 R 3 and R 1 represents a C 1 -C 10 alkyl group and R 2 and R 3 respectively represent hydrogen atom or R 1 ; n represents an integer of 1 to 10, in the presence of a polymerization initiator while maintaining a molar ratio of C 2 F 4 to C 2 H 4 higher than 40/60.
Claim 12
Dependent Claim
163 words
A process for producing a terpolymer of tetrafluoroethylene and ethylene containing 0.1 to 10 mole % of a fluorovinyl ether component which has a volumetric flow rate of 10 to 500 mm 3 /sec. at 300° C. under a load of 30 Kg/cm 2 , a thermal decomposition temperature higher than 310° C., a tensile strength higher than 30 Kg/cm 2 at 200° C., and an elongation higher than 200% at 200° C., which comprises: copolymerizing tetrafluoroethylene, ethylene and a small amount of a fluorovinyl ether monomer having the formula: CF.sub.2 ═CF--O--(CF.sub.2).sub.n --COX wherein X represents F, OH, OR 1 or NR 2 R 3 and R 1 represents a C 1 -C 10 alkyl group and R 2 and R 3 respectively represent hydrogen atom or R 1 ; n represents an integer of 1 to 10, in the presence of a polymerization initiator while maintaining a molar ratio of C 2 F 4 to C 2 H 4 higher than 40/60.
Claim 13
Dependent Claim
25 words
A process according to claim 10 wherein the feed molar ratio of C 2 F 4 to C 2 H 4 is higher than 70/30.
Claim 14
Dependent Claim
27 words
A process according to claims 10 or 11 wherein the feed molar ratio of C 2 F 4 to C 2 H 4 is higher than 75/25.
Claim 15
Dependent Claim
61 words
A process according to claim 11 wherein the initial feed molar ratio of C 2 F 4 to C 2 H 4 is in a range of 70/30 to 90/10 and a monomer mixture of tetrafluoroethylene and ethylene with a molar ratio of C 2 F 4 to C 2 H 4 of 40/60 to 60/40 is fed during the copolymerization.
Claim 16
Dependent Claim
61 words
A process according to claim 12 wherein the initial feed molar ratio of C 2 F 4 to C 2 H 4 is in a range of 75/25 to 85/15 and a monomer mixture of tetrafluoroethylene and ethylene with a molar ratio of C 2 F 4 to C 2 H 4 of 45/55 to 55/45 is fed during the copolymerization.
Claim 17
Dependent Claim
29 words
A process according to claim 10 wherein the fluorovinyl ether is a compound having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.1-8 --COOR wherein R represents a C 1 -C 5 alkyl group.
Claim 18
Dependent Claim
19 words
A process according to claim 10 wherein the fluorovinyl ether is a compound having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.1-8 --COF.
Claim 19
Dependent Claim
38 words
a process according to claim 10 wherein the fluorovinyl ether is a compound having the formula CF.sub.2 ═CF--O--(CF.sub.2).sub.1-8 --CONR.sup.4 R.sup.5 wherein R 4 and R 5 respectively represent hydrogen atom or a C 1 -C 5 alkyl group.
Claim 20
Dependent Claim
37 words
A process according to claims 10, 15, 16 or 17 wherein the mole % of the fluorovinyl ether monomer is kept essentially in the range of from 0.1 to 10 based on total monomers throughout the copolymerization.
Claim 21
Dependent Claim
33 words
A process according to claim 10 wherein the mole % of the fluorovinyl ether monomer is kept essentially in the range of from 0.3 to 5 based on total monomers throughout the copolymerization.
Claim 22
Dependent Claim
20 words
A process according to claim 10 wherein the copolymerization is carried out in a solvent of saturated fluoro- or chlorofluorohydrocarbon.
Claim 23
Dependent Claim
21 words
A process according to claim 10 or 20 wherein the copolymerization is carried out in a saturated fluoro- or chlorofluoro-carbon solvent.
Claim 24
Dependent Claim
24 words
A process according to claim 20 wherein 0.05 to 20 mole of the solvent per 1 mole of initially charged total monomers is used.
Claim 25
Dependent Claim
18 words
A process according to claim 20 wherein the copolymerization is carried out at -50° C. to 150° C.
Claim 26
Dependent Claim
21 words
A process according to claim 20 wherein the copolymerization is carried out under pressure of 2 to 50 Kg/cm 2 (gauge).
Claim 27
Dependent Claim
16 words
A process according to claims 10 or 22 wherein the polymerization initiator is an ionizing radiation.
Claim 28
Dependent Claim
14 words
A process according to claim 10, wherein the polymerization initiator is a radical initiator.
Claim 29
Dependent Claim
14 words
A process according to claim 26 wherein the radical initiator is a peroxy ester.
Claim 30
Dependent Claim
28 words
A process according to claim 26 or 27 wherein the radical initiator is added at a ratio of 0.001 to 2 wt. % to initially charged total monomers.
Claim 31
Dependent Claim
40 words
A process according to claim 10 wherein a radical initiator of peroxy ester having the formula ##STR3## wherein R and R' respectively represent an aliphatic alkyl group is used as the polymerization initiator with the saturated fluoro- or chlorofluoro-hydrocarbon solvent.
Claim 32
Dependent Claim
17 words
A process according to claim 23 wherein the copolymerization is carried out at 30° to 120° C.
Claim 33
Dependent Claim
23 words
A process according to claim 22 wherein 1 to 10 mole of the solvent per 1 mole of initially charged monomers is used.
References Cited (Backward Citations)
US3546186A
Cited
US3528954A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-08-27 | 1983-02-26 | 1983-08-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-08-27 | 1987-02-26 | 1987-08-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-08-27 | 1991-02-26 | 1991-08-28 | $7700.00 | Window Closed / Lapsed |