US4564662A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Fluorocarbon elastomer
Assignee: Dyneon LLC
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Filing: 1984-02-23
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Granted: 1986-01-14
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Expires: 2004-02-23
Abstract
Abstract Peroxide-curable fluorocarbon elastomers having interpolymerized units derived from a cure site monomer containing bromine or iodine. The fluorocarbon elastomer gums are prepared by copolymerizing with the principal monomers normally used in preparing fluorocarbon elastomers, e.g. vinylidene fluoride, hexafluoropropene, and (optionally) tetrafluoroethylene, a small amount of a novel cure site monomer which is a vinyl ether in which at least one of the two vinylic (or double-bonded) carbon atoms thereof is bonded to at least one bromine or iodine atom, e.g. CF 3 CH 2 OCF═CFBr. The cured fluorocarbon elastomers of this invention have useful properties normally associated with fluorocarbon elastomers, such as acid resistance, thermal stability, and high tensile strength. These properties of shaped articles made from these fluorocarbon elastomers are not adversely affected upon exposure to high temperatures for extended periods.
Inventors
- 👤 Loren D. Albin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 23:00
CPC Classifications
C; C08; C08F; C08F214/00; C08F214/18; C08F214/28; C08F214/282; C08F214/186; C08F214/188; C08F214/22; C08F214/222
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
143 words
Fluorocarbon elastomer gum having interpolymerized units derived from principal comonomers and a vinyl ether cure site monomer of the formula ROCX═CYZ where one or two of X, Y, and Z substituents are selected from bromine and iodine atoms and the remainder of the substituents are independently selected from hydrogen, fluorine, or chlorine atoms, and where R is a straight or branched chain or cyclic alkyl or alkenyl radical, aryl radical, or combinations of such radicals, the hydrogen atoms of R may be substituted with chlorine or fluorine and R may contain catenary nitrogen or oxygen atoms, said principal comonomers being vinylidene fluoride with at least one terminally unsaturated comonomer containing at least one fluorine atom substituent on each vinylic or double-bonded carbon atom, each carbon atom of said comonomer being substituted only with fluorine, chlorine, hydrogen, lower fluoroalkyl radical, or lower fluoroalkoxy radical.
Claim 2
Dependent Claim
143 words
Fluorocarbon elastomer gum having interpolymerized units derived from principal comonomers and a vinyl ether cure site monomer of the formula ROCX═CYZ where one or two of X, Y, and Z substituents are selected from bromine and iodine atoms and the remainder of the substituents are independently selected from hydrogen, fluorine, or chlorine atoms, and where R is a straight or branched chain or cyclic alkyl or alkenyl radical, aryl radical, or combinations of such radicals, the hydrogen atoms of R may be substituted with chlorine or fluorine and R may contain catenary nitrogen or oxygen atoms, said principal comonomers being vinylidene fluoride with at least one terminally unsaturated comonomer containing at least one fluorine atom substituent on each vinylic or double-bonded carbon atom, each carbon atom of said comonomer being substituted only with fluorine, chlorine, hydrogen, lower fluoroalkyl radical, or lower fluoroalkoxy radical.
Claim 3
Dependent Claim
134 words
Fluorocarbon elastomer gum which comprises a copolymer whose interpolymerized units are derived from principal comonomer and from a vinyl ether cure site monomer of the formula ROCX═CYZ where one or two of X, Y, and Z substituents are selected from bromine and iodine atoms and the remainder of the substituents are independently selected from hydrogen, fluorine, or chlorine atoms, and where R is a, straight or branched chain or cyclic alkyl or alkenyl radical, aryl radical, or combinations of such radicals, the hydrogen atoms of R may be substituted with chlorine or fluorine and R may contain catenary nitrogen or oxygen atoms, said principal comonomers being (a) vinylidene fluoride, at least one fluorine-containing olefin, and optionally perfluoroalkyl perfluorovinyl ether, (b) tetrafluoroethylene, olefinic hydrocarbon, and optionally vinylidene fluoride, or (c) tetrafluoroethylene and perfluoroalkyl perfluorovinyl ether.
Claim 4
Dependent Claim
134 words
Fluorocarbon elastomer gum which comprises a copolymer whose interpolymerized units are derived from principal comonomer and from a vinyl ether cure site monomer of the formula ROCX═CYZ where one or two of X, Y, and Z substituents are selected from bromine and iodine atoms and the remainder of the substituents are independently selected from hydrogen, fluorine, or chlorine atoms, and where R is a, straight or branched chain or cyclic alkyl or alkenyl radical, aryl radical, or combinations of such radicals, the hydrogen atoms of R may be substituted with chlorine or fluorine and R may contain catenary nitrogen or oxygen atoms, said principal comonomers being (a) vinylidene fluoride, at least one fluorine-containing olefin, and optionally perfluoroalkyl perfluorovinyl ether, (b) tetrafluoroethylene, olefinic hydrocarbon, and optionally vinylidene fluoride, or (c) tetrafluoroethylene and perfluoroalkyl perfluorovinyl ether.
Claim 5
Dependent Claim
62 words
Fluorocarbon elastomer gum according to claim 1 where said vinyl ether cure site monomer has the formula ROCX═CYZ where one or two of Y and Z substituents are either bromine or iodine atoms and the remainder of the substituents and X are hydrogen or fluorine atoms, and R is an aliphatic group bonded to the ether oxygen atom through a methylene group.
Claim 6
Dependent Claim
34 words
Fluorocarbon elastomer gum according to claim 1 where said vinyl ether comonomer has the formula R'--O--CF═CFBr where R' is a lower alkyl or alkenyl group which can be fluorinated or is an aryl radical.
Claim 7
Dependent Claim
18 words
Fluorocarbon elastomer gum according to claim 4 wherein said cure site monomer is CF 3 CH 2 --O--CF═CFBr.
Claim 8
Dependent Claim
16 words
Fluorocarbon elastomer gum according to claim 4 wherein said cure site monomer is CF 2 ═CH--O--CF═CFBr.
Claim 9
Dependent Claim
16 words
Fluorocarbon elastomer gum according to claim 4 wherein said cure site monomer is CH 3 --O--CF═CFBr.
Claim 10
Dependent Claim
18 words
Fluorocarbon elastomer gum according to claim 4 wherein said principal comonomers are vinylidene fluoride, hexafluoropropene, and optionally, tetrafluoroethylene.
Claim 11
Dependent Claim
38 words
Fluorocarbon elastomer gum according to claim 4 wherein said interpolymerized units are derived from 0.15 to 1.5 mole percent of said cure site monomer based on the total moles of said cure site monomer and said principal comonomers.
Claim 12
Dependent Claim
47 words
Process for preparing the fluorocarbon gum of claim 1 which comprises subjecting said cure site monomers and principal monomers to free radical aqueous emulsion polymerization at elevated temperature and pressure and with agitation, coagulating the resulting latex, and filtering, washing, and drying the resulting fluorocarbon elastomer gum.
Claim 13
Dependent Claim
44 words
Fluorocarbon elastomer gum according to claim 1 wherein the amount of said cure site monomer used in preparing said gum is sufficient to provide cure sites so as to obtain the desired degree of cure when said gum is vulcanized with peroxide curing agent.
Claim 14
Dependent Claim
50 words
Fluoropolymer elastomer gum according to claim 1 wherein the amount of said cure site monomer is less than about 5 mole percent based on the total moles of monomers used to form said gum and sufficient to provide at least about 0.05 weight percent bromine or iodine in said gum.
Claim 15
Dependent Claim
49 words
Fluoropolymer elastomer gum according to claim 1 wherein the amount of said cure site monomer is 0.1 to 1.5 mole percent based on the total moles of monomers used to form said gum and sufficient to provide at least about 0.05 weight percent bromine or iodine in said gum.
Claim 16
Dependent Claim
29 words
Fluoropolymer elastomer gum according to claim 1 wherein one or two of X, Y, and Z substituents is bromine and the remainder of the substituents are hydrogen or fluorine.
Claim 17
Dependent Claim
17 words
Fluoropolymer elastomer gum according to claim 1 wherein X and Y are fluorine and Z is bromine.
Claim 18
Dependent Claim
60 words
Fluorocarbon elastomer gum having interpolymerized units derived from 50 to 85 mole percent of vinylidene fluoride, 10 to 50 mole percent of hexafluoropropylene, 0 to 30 mole percent of tetrafluoroethylene, and 0.15 to 1.5 mole percent of a vinyl ether cure site monomer of the formula CF 3 CH 2 --O--CF═CFBr, said gum having at least 0.05 weight percent bromine.
Claim 19
Dependent Claim
60 words
Fluorocarbon elastomer gum having interpolymerized units derived from 50 to 85 mole percent of vinylidene fluoride, 10 to 50 mole percent of hexafluoropropylene, 0 to 30 mole percent of tetrafluoroethylene, and 0.15 to 1.5 mole percent of a vinyl ether cure site monomer of the formula CF 3 CH 2 --O--CF═CFBr, said gum having at least 0.05 weight percent bromine.
Claim 20
Dependent Claim
36 words
Fluoropolymer elastomer gum having interpolymerized units derived from 35 to 70 mole percent of tetrafluoroethylene, 30 to 65 mole percent of propene or butene, and 0.15 to 1.5 mole percent of CF 3 CH 2 --O--CF═CFBr.
Claim 21
Dependent Claim
36 words
Fluoropolymer elastomer gum having interpolymerized units derived from 35 to 70 mole percent of tetrafluoroethylene, 30 to 65 mole percent of propene or butene, and 0.15 to 1.5 mole percent of CF 3 CH 2 --O--CF═CFBr.
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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) | 1989-01-13 | 1989-07-15 | 1990-01-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-01-13 | 1993-07-15 | 1994-01-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-01-13 | 1997-07-15 | 1998-01-14 | $7700.00 | Window Closed / Lapsed |