US5286822A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Perfluoroalkyl sulfide polymer solvents for fluoromonomer polymerization
Assignee: EIDP Inc
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Filing: 1993-02-03
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Granted: 1994-02-15
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Expires: 2013-02-03
Abstract
Abstract A novel process for the free radical polymerization of fluoromonomers in which perfluoroalkyl sulfide solvents are used is disclosed. The solvents have little effect on atmospheric temperature and ozone concentrations. The polymers produced are useful as thermoplastics and elastomers.
Inventors
- 👤 Carl G. Krespan
- 👤 Robert C. Wheland
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 18:03
CPC Classifications
C; C08; C08F; C08F14/00; C08F14/18
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
146 words
A polymerization process, comprising, contacting a fluoromonomer, a free radical source capable of initiating polymerization of said fluoromonomer, and a solvent wherein the solvent is selected from I and II: R.sub.f SR'.sub.f, where R f and R' f have the composition CF 3 (C n F 2n )+ or HCF 2 (C n F 2n )-- where n=0 to 9, are the same or different, are either linear or a chain containing one or more branches, and optionally containing one or more ether oxygens; and ##STR3## where m=0 or 1; R f '' and R f ''' are the same or different and have the formula --C X F 2X -- where X=1 to 3; provided that R f " and R f ''' taken together contain at least 4 carbon atoms when m=0; and further provided that the solvent is a fluid at polymerization temperature.
Claim 2
Dependent Claim
146 words
A polymerization process, comprising, contacting a fluoromonomer, a free radical source capable of initiating polymerization of said fluoromonomer, and a solvent wherein the solvent is selected from I and II: R.sub.f SR'.sub.f, where R f and R' f have the composition CF 3 (C n F 2n )+ or HCF 2 (C n F 2n )-- where n=0 to 9, are the same or different, are either linear or a chain containing one or more branches, and optionally containing one or more ether oxygens; and ##STR3## where m=0 or 1; R f '' and R f ''' are the same or different and have the formula --C X F 2X -- where X=1 to 3; provided that R f " and R f ''' taken together contain at least 4 carbon atoms when m=0; and further provided that the solvent is a fluid at polymerization temperature.
Claim 3
Dependent Claim
24 words
The process as recited in claim 1 wherein said solvent in formula II is selected so that m is 1 and X is 1.
Claim 4
Dependent Claim
24 words
The process as recited in claim 1 wherein said solvent in formula II is selected so that m is 1 and X is 2.
Claim 5
Dependent Claim
31 words
The process as recited in claim 1 wherein the solvent is selected from CF 3 CF 2 SCF 2 CF 3 and F(CF 2 ) 4 S(CF 2 ) 4 F.
Claim 6
Dependent Claim
127 words
The process as recited in claim 1 wherein said fluoromonomer is vinyl fluoride; vinylidene fluoride; trifluoroethylene; chlorotrifluoroethylene; 1,2-difluoroethylene; tetrafluoroethylene; hexafluoropropylene; perfluoro(methyl vinyl ether); perfluoro(propyl vinyl ether); perfluoro(2,2-dimethyl-1,3-dioxole); CF 2 ═CFOCF 2 CF(CF 3 )OCF 2 CF 2 SO 2 F; CF 2 ═CFOCF 2 CF(CF 3 )OCF 2 CF 2 CO 2 CH 3 ; CF 2 ═CFOCF 2 CF 2 SO 2 F; F(CF 2 ) n CH 2 OCF═CF 2 where n is 1, 2, 3, 4, or 5; R 1 CH 2 OCF═CF 2 where R 1 is hydrogen or F(CF 2 ) m -- and m is 1, 2 or 3; or R 3 OCF═CH 2 where R 3 is F(CF 2 ) z -- where z is 1, 2, 3 or 4.
Claim 7
Dependent Claim
28 words
The process as recited in claim 5 wherein said fluoromonomer is 3,3,3-trifluoropropene, perfluoro-(butyl)ethylene, 2-trifluoromethyl-3,3,3-trifluoro-1-propene, vinyl fluoride, vinylidene fluoride, tetrafluoroethylene, hexafluoropropylene, perfluoro(methyl vinyl ether), perfluoro(propyl vinyl ether), or perfluoro(2,2-dimethyl-1,3-dioxole).
Claim 8
Dependent Claim
25 words
The process of claim 5 wherein the fluoromonomer is selected from trifluoroethylene; chlorotrifluoroethylene; tetrafluoroethylene; hexafluoropropylene; perfluoro(methyl vinyl ether); perfluoro-(propyl vinyl ether); perfluoro(butyl)ethylene; 3,3,3-trifluoroethylene; and 2-trifluoromethyl-3,3,3-trifluoro-1-propene.
Claim 9
Dependent Claim
21 words
The process of claim 7 wherein the fluoromonomer is selected from trifluoroethylene; tetrafluoroethylene; hexafluoropropylene; perfluoro(methyl vinyl ether); and perfluoro(propyl vinyl ether).
Claim 10
Dependent Claim
20 words
The process as recited in claim 1 wherein said process proceeds at a temperature that is below about 200° C.
Claim 11
Dependent Claim
16 words
The process as recited in claim 9 wherein said temperature is -20° C. to 150° C.
Claim 12
Dependent Claim
16 words
The process as recited in claim 10 wherein the temperature is -20° C. to 80° C.
Claim 13
Dependent Claim
37 words
The process as recited in claim 1 wherein said free radical source is selected from fluorocarbon based acylperoxides, perfluoropropionyl peroxide, perfluoroalkylazo compounds, stable perfluoroalkyl radicals/hindered perfluoroalkanes, nitrogen fluorides, hydrocarbon acyl peroxides, hydrocarbon azo compounds, and inorganic/redox initiators.
Claim 14
Dependent Claim
24 words
The process as recited in claim 12 wherein the free radical source is selected from HFPO dimer peroxide, perfluoropropionylperoxide, perfluoroazoisopropane, and HFP trimer radical.
Claim 15
Dependent Claim
48 words
The process as recited in claim 1 wherein a tetrafluoroethylene/hexafluoropropylene, tetrafluoroethylene/hexafluoropropylene/vinylidene fluoride, hexafluoropropylene/vinylidene fluoride, tetrafluoroethylene/perfluoro (propyl vinyl ether), tetrafluoroethylene/perfluoro (2,2-dimethyl-1,3-dioxole), tetrafluoroethylene/ethylene, tetrafluoroethylene/-CF 2 ═CFOCF 2 CF(CF 3 )OCF 2 CF 2 SO 2 F, tetrafluoroethylene/-CF 2 ═CFOCF 2 CF 2 SO 2 F, or tetrafluoroethylene/propylene copolymer is produced.
Claim 16
Dependent Claim
18 words
The process as described in claim 1, wherein the reaction medium is an aqueous emulsion or aqueous suspension.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-02-14 | 1997-08-16 | 1998-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-02-14 | 2001-08-16 | 2002-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-02-14 | 2005-08-16 | 2006-02-15 | $7700.00 | Window Closed / Lapsed |