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EP0208314A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Fluorelastomers

Assignee: EIDP Inc
•
Filing: 1986-07-10
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Granted: —
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Expires: 2006-07-10
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Abstract

Abstract A base resistant, substantially amorphous fluoroelastomer comprising (1) 10-40 mole percent ethylene units, (2) 32-60 mole percent tetrafluoroethylene units, (3) 20-40 mole percent perfluoro(alkyl vinyl ether) units wheren the alkyl group contains 1-5 carbon atoms and (4) a cure-site monomer. Such fluoroelastomers are resistant to attack by amines, strong bases and hydrogen sulfide and possess a combination of good low temperature and high temperature properties and they are resistant to oil swell. To prevent fluoroelastomers of the type described above, with or without units of ethylene, that contain a bromine-containing olefin as a peroxide cure site from sticking to the mold cavity when cured an N,N,N',N'-tetrasubstituted 1,8-diaminonaphthalene is added to the fluoroelastomer having the formula: wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups of 1-6 carbon atoms, phenyl or benzyl, R, and R 2 and/or R 3 and R 4 can be joined to form a 5- or 6-membered heterocyclic ring in which a carbon atom can be replaced by an oxygen or a sulfur atom, R, and R 3 and/or R 2 and R 4 can be joined to form a heterocyclic ring of 6-20 carbon atoms in which a carbon atom can be replaced by an oxygen or a sulfur atom, X and Y are independently an alkyl group or an alkoxy group containing 1-4 carbon atoms and n is 0-3.

Inventors

  • 👤 Leo Ojakaar
  • 👤 Albert Lloyd Moore

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 12:41
CPC Classifications
C; C08; C08F; C08F214/00; C08F214/18; C08F214/26; C08F214/262; C08K; C08K5/00; C08K5/16; C08K5/17; C08K5/18

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 42 words
A base resistant, substantially amorphous fluoroelastomer consisting essentially of (1) 10-40 mole percent ethylene units, (2) 32-60 mole percent tetrafluoroethylene units, (3) 20-40 mole percent perfluoro(alkyl vinyl ether) units wherein the alkyl group contains 1-5 carbon atoms and (4) a cure-site monomer.
Claim 2
Dependent Claim 42 words
A base resistant, substantially amorphous fluoroelastomer consisting essentially of (1) 10-40 mole percent ethylene units, (2) 32-60 mole percent tetrafluoroethylene units, (3) 20-40 mole percent perfluoro(alkyl vinyl ether) units wherein the alkyl group contains 1-5 carbon atoms and (4) a cure-site monomer.
Claim 3
Dependent Claim 15 words
A fluoroelastomer of Claim 1 wherein the perfluoro(alkyl vinyl ether) units are perfluoro-(methyl vinyl ether).
Claim 4
Dependent Claim 34 words
A fluoroelastomer of Claim 1 consisting essentially of (1) 20-40 mole percent ethylene units, (2) 32-60 mole percent tetrafluoroethylene units, 20-35 mole percent perfluoro(alkyl vinyl ether) units and (4) a peroxide curable cure-site monomer.
Claim 5
Dependent Claim 15 words
A fluoroelastomer of Claim 3 wherein the perfluoro(alkyl vinyl ether) units are perfluoro-(methyl vinyl ether).
Claim 6
Dependent Claim 17 words
A fluoroelastomer of Claim 1 wherein the cure-site monomer is a bromine-containing olefin containing 2-20 carbon atoms.
Claim 7
Dependent Claim 17 words
A fluoroelastomer of Claim 1 wherein the cure-site monomer is an iodine-containing olefin containing 2-20 carbon atoms.
Claim 8
Dependent Claim 23 words
A fluoroelastomer of Claim 1 wherein the cure-site monomer is a halogenated vinyl ether of the formula: where n is 1 or 2,
Claim 9
Dependent Claim 29 words
A fluoroelastomer of Claim 1 wherein the cure-site monomer is a halogenated vinyl either of the formula: where X is 1 to 2, and n is 1 to 4.
Claim 10
Dependent Claim 35 words
A fluoroelastomer of Claim 1 wherein the cure-site monomer is a halogenated vinyl ether of the formula: where Y is chlorine, bromine or iodine. X is hydrogen or fluorine and n is 1 to 9.
Claim 11
Dependent Claim 11 words
A fluoroelastomer of Claim 5 wherein the bromine-containing olefin is 4-bromo-3,3,4,4-tetrafluorobutene-1.
Claim 12
Dependent Claim 12 words
A fluoroelastomer of Claim 8 wherein the halogenated vinyl ether is perfluoro-(B-cyano-5-methyl-3,6-dloxa-l-octene).
Claim 13
Dependent Claim 22 words
A fluoroelastomer of Claim 5 containing a polyunsaturated compound that is a coagent and capable of cooperating with a peroxide curing agent.
Claim 14
Dependent Claim 14 words
A fluoroelastomer of Claim 12 wherein the polyunsaturated compound is trimethallyliso- cyanurate or triallylisocyanurate.
Claim 15
Dependent Claim 168 words
A peroxide-curable fluoroelastomer composition which comprises (a) a fluoroelastomer whose interpolymerized units consist essentially of units of tetrafluoroethylene, units of perfluoroalkyl perfluorovinyl ether, units of a bromine-containing olefin and, optionally, units of ethylene, and (b) from about 0.05-2 parts per 100 parts fluoroelastomer of an N,N,N,N'-tetrasubstituted 1,8-diaminonaphthalene having the formula: wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups of 1-6 carbon atoms, phenyl or benzyl, R 1 and R 2 and/or R 3 and R 4 can be joined to form a 5- or 6-membered heterocyclic ring in which a carbon atom can be replaced by an oxygen or a sulfur atom, R 1 and R 3 and/or R 2 and R 4 can be joined to form a heterocyclic ring of 6-20 carbon atoms in which a carbon atom can be replaced by an oxygen or a sulfur atom, X and Y are independently an alkyl group or an alkoxy group containing 1-4 carbon atoms and n is 0-3.
Claim 16
Dependent Claim 168 words
A peroxide-curable fluoroelastomer composition which comprises (a) a fluoroelastomer whose interpolymerized units consist essentially of units of tetrafluoroethylene, units of perfluoroalkyl perfluorovinyl ether, units of a bromine-containing olefin and, optionally, units of ethylene, and (b) from about 0.05-2 parts per 100 parts fluoroelastomer of an N,N,N,N'-tetrasubstituted 1,8-diaminonaphthalene having the formula: wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups of 1-6 carbon atoms, phenyl or benzyl, R 1 and R 2 and/or R 3 and R 4 can be joined to form a 5- or 6-membered heterocyclic ring in which a carbon atom can be replaced by an oxygen or a sulfur atom, R 1 and R 3 and/or R 2 and R 4 can be joined to form a heterocyclic ring of 6-20 carbon atoms in which a carbon atom can be replaced by an oxygen or a sulfur atom, X and Y are independently an alkyl group or an alkoxy group containing 1-4 carbon atoms and n is 0-3.
Claim 17
Dependent Claim 27 words
A peroxide-curable fluoroelastomer composition of Claim 14 wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups of 1-6 carbon atoms.
Claim 18
Dependent Claim 21 words
A peroxide-curable fluoroelastomer composition of Claim 14 wherein R 1 , R2 , R 3 and R 4 are methyl groups.
Claim 19
Dependent Claim 48 words
A peroxide-curable fluoroelastomer composition of Claim 14 wherein the fluoroelastomer contains from about 30-80 mole % units of tetrafluoroethylene, 20-40 mole % units of perfluoroalkyl perfluorovinyl ether, up to 3 mole % of units from a bromine-containing olefin and, optionally, up to 40 mole % units of ethylene.
Claim 20
Dependent Claim 35 words
A peroxide-curable fluoroelastomer composition of Claim 14 wherein the fluoroelastomer contains from about 60-80 mole % units of tetrafluoroethylene, 20-40 mole units of perfluoromethyl perfluorovinyl ether and 0.2-3 mole of units of a bromine-containing olefin.
Claim 21
Dependent Claim 20 words
A peroxide-curable composition of Claim 14 wherein R 1 , R 2 , R 3 and R 4 are methyl.
Claim 22
Dependent Claim 17 words
A peroxide-curable fluoroelastomer composition of Claim 19 wherein the units of the bromine-containing olefin are from 4-bromo-3,3,4,4-tetrafluorobutene-1.
Claim 23
Dependent Claim 42 words
A peroxide-curable fluoroelastomer composition of Claim 14 wherein the fluoroelastomer contains from about 30-60 mole units of tetrafluoroethylene, 20-40 mole units of perfluoroalkyl perfluorovinyl ether. 10-40 mole units of ethylene and up to 3 mole % of units from a bromine-containing olefin.
Claim 24
Dependent Claim 21 words
A peroxide-curable fluoroelastomer composition of Claim 21 wherein R 1 , R 2 , R 3 and R 4 are methyl.
Claim 25
Dependent Claim 16 words
A peroxide-curable fluoroelastomer composition of Claim 22 wherein units of the bromine-containing olefin are from 4-bromo-3.3.4.4-tetrafluorobutene-1.
Claim 26
Dependent Claim 32 words
A peroxide-curable fluoroelastomer composition of Claim 14 which also contains 1-15 mole %, based on the weight of the fluoroelastomer. of a metal compound that is a divalent metal oxide or hydroxide.
Claim 27
Dependent Claim 24 words
A peroxide-curable fluoroelastomer composition of Claim 14 which also contains 0.25-10 parts per 100 parts fluoroelastomer of a coagent that is a polyunsaturated compound.
Claim 28
Dependent Claim 25 words
A peroxide-curable fluoroelastomer composition of Claim 14 which also contains about 0.5-10%. based on the weight of the fluoroelastomer, of an organic peroxide curing agent.

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