GB1019466A - Curable halocarbon polymers and process for preparation of same - Google Patents

Curable halocarbon polymers and process for preparation of same

Info

Publication number
GB1019466A
GB1019466A GB4934963A GB4934963A GB1019466A GB 1019466 A GB1019466 A GB 1019466A GB 4934963 A GB4934963 A GB 4934963A GB 4934963 A GB4934963 A GB 4934963A GB 1019466 A GB1019466 A GB 1019466A
Authority
GB
United Kingdom
Prior art keywords
epoxy
diglycidyl ether
epoxidized
chlorotrifluoroethylene
methylcyclohexylmethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4934963A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ATK Launch Systems LLC
Original Assignee
Thiokol Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Thiokol Corp filed Critical Thiokol Corp
Publication of GB1019466A publication Critical patent/GB1019466A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/24—Trifluorochloroethene
    • C08F214/245—Trifluorochloroethene with non-fluorinated comonomers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Abstract

Copolymers of chlorotrifluoroethylene and acrylic acid or anhydride containing a high proportion of chlorotrifluoroethylene units are prepared by reacting the monomers in the presence of a free radical polymerization initiator while maintaining the amount of monomeric chlorotrifluoroethylene at 90 mol. per cent or more of the unreacted monomers. The polymerization may be affected batchwise, semi - continuously or continuously in the presence of solvents, e.g. acetone, and the reaction terminated (batch process) or further monomer added (semi-continuous process) after a monomer conversion of 1 to 10%. The catalyst may be azobisisobutyronitrile, benzoyl peroxide or glutaric acid peroxide. The polymers may contain 50 to 96 mol. per cent of chlorotrifluoroethylene units and may be cured by heating with polyepoxides, optionally in the presence of accelerators such as tertiary amines. Specified polyepoxides are diepoxybutane, diglycidyl ether, diglycidyl ether of ethylene glycol epoxidized polybutadienes, Bisphenol A/epichlorhydrin condensates, epoxyethyl 3,4-epoxycyclohexane, 3,4 - epoxy - 6 - methylcyclohexylmethyl - 3,4 - epoxy - 6 - methylcyclohexane carboxylate, bis (3,4 - epoxy - 6 - methylcyclohexylmethyl) adipate, resorcinol diglycidyl ether, epoxy novolaks, epoxidized linseed oil, epoxidized soya bean oil, and 2-ethylhexyl epoxy tallate. The copolymers may be used as moulding compounds, and for coating and casting films from solvents such as tetrahydrofuran, dioxane and dimethyl formamide. Examples describe the preparation of chloro-trifluoroethylene-acrylic acid copolymers and the curing thereof with (1) and (3) 3,4:epoxy-6 -methylcyclohexylmethyl - 3,4 - epoxy - 6 - methylcyclohexane carboxylate; and (4) epoxidized polybutadiene, epoxidized linseed oil, resorcinol diglycidyl ether, an epoxy novolak an a Bisphenol A/epichlorhydrin condensate.ALSO:Substrates may be coated with compositions comprising organic solvents, a copolymer of chlorotrifluoroethylene and acrylic acid or anhydride, a polyepoxide and optionally a cure accelerator for the reaction between the copolymer and the polyepoxide. Specified substrates are glass slides, polytetrafluoroethylene coated steel panels and regenerated cellulose film. Specified solvents are tetrahydrofuran, dioxane and dimethyl formamide. Specified polyepoxides are diepoxybutane, diglycidyl ether, diglycidyl ether of ethylene glycol, epoxidized polybutadienes, Bisphenol A/epichlorhydrin condensates, epoxyethyl-3,4-epoxycyclohexane, 3,4-epoxy-6-methylcyclohexylmethyl-3,4-epoxy-6-methylcyclohexane carboxylate, bis(3,4-epoxy-6-methylcyclohexylmethyl) adipate, resorcinol diglycidyl ether, epoxy novolaks, epoxidized linseed oil, epoxidized soya bean oil and 2-ethylhexyl epoxytallate. In examples, (1) steel panels, glass slides and regenerated cellulose film and (3) steel panels and glass slides are coated with compositions comprising chlorotrifluoroethylene/acrylic acid copolymers, 3,4-epoxy-6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate, tetrahydrofuran and toluene; and (4) glass slides are coated with compositions comprising chlorotrifluoroethylene copolymers, tetrahydrofuran and toluene together with epoxidized polybutadiene, epoxidized linseed oil, resorcinol diglycidyl ether, an epoxy novolak and a Bisphenol A/epichlorhydrin condensate.
GB4934963A 1962-12-17 1963-12-13 Curable halocarbon polymers and process for preparation of same Expired GB1019466A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US24488062A 1962-12-17 1962-12-17

Publications (1)

Publication Number Publication Date
GB1019466A true GB1019466A (en) 1966-02-09

Family

ID=22924484

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4934963A Expired GB1019466A (en) 1962-12-17 1963-12-13 Curable halocarbon polymers and process for preparation of same

Country Status (4)

Country Link
BE (1) BE640479A (en)
CH (1) CH441760A (en)
GB (1) GB1019466A (en)
NL (1) NL299359A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4742120A (en) * 1983-02-18 1988-05-03 Asahi Glass Company Ltd. Curable resin composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1301451B1 (en) 1998-06-04 2000-06-13 Ausimont Spa COPOLYMERS OF CHLOROTRIFLUOROETILENE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4742120A (en) * 1983-02-18 1988-05-03 Asahi Glass Company Ltd. Curable resin composition

Also Published As

Publication number Publication date
NL299359A (en)
CH441760A (en) 1967-08-15
BE640479A (en) 1964-03-16

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