GB580665A - Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof - Google Patents

Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof

Info

Publication number
GB580665A
GB580665A GB1507844A GB1507844A GB580665A GB 580665 A GB580665 A GB 580665A GB 1507844 A GB1507844 A GB 1507844A GB 1507844 A GB1507844 A GB 1507844A GB 580665 A GB580665 A GB 580665A
Authority
GB
United Kingdom
Prior art keywords
polymerized
chloride
pyrogallol
prepared
acid
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
GB1507844A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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
Priority to BE461303D priority Critical patent/BE461303A/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1507844A priority patent/GB580665A/en
Publication of GB580665A publication Critical patent/GB580665A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00Homopolymers 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
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10Esters
    • C08F20/22Esters containing halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Methacrylates containing fluorine are prepared by reacting methacrylic acid, anhydride, acid chloride or methyl ester, with a primary or secondary saturated alcohol which contains 2, 3 or 4 carbons, one hydroxyl group and at last one fluorine atom not attached to the same carbon atom as the hydroxyl group and no other substituents, preferably in the presence of a strong acid and also a substance which inhibits polymerization such as pyrogallol, hydroquinone or tannic acid. The water, hydrogen chloride or methyl alcohol formed during the reaction may be removed, for example, by evaporation. The products of the invention may be polymerized alone or with other polymerizable materials, dyes, plasticisers or polymerization inhibitors. In the examples: (1) 2 : 2 : 2-trifluoroisopropanol, methacrylyl chloride and hydroquinone are reacted together to give trifluoroisopropyl methacrylate which is polymerized by means of heat in the presence of benzoyl peroxide; (2) trifluoroethyl methacrylate is prepared from 2 : 2 : 2-trifluoroethanol, methacrylyl chloride and pyrogallol and is polymerized as in (1); (3) fluoroethyl methacrylate is prepared from monofluoroethanol, methacrylyl chloride and pyrogallol and polymerized as above. The preferred polymerization catalysts are lauryl-, succinic-, benzoyl-, ethylhydrogen-, acetone- or diethylperoxides, benzoin, diacetyl or uranyl acetate and nitrate.
GB1507844A 1944-08-08 1944-08-08 Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof Expired GB580665A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BE461303D BE461303A (en) 1944-08-08
GB1507844A GB580665A (en) 1944-08-08 1944-08-08 Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1507844A GB580665A (en) 1944-08-08 1944-08-08 Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof

Publications (1)

Publication Number Publication Date
GB580665A true GB580665A (en) 1946-09-16

Family

ID=10052622

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1507844A Expired GB580665A (en) 1944-08-08 1944-08-08 Preparation of new polymerisable methacrylic esters and polymers and interpolymers thereof

Country Status (2)

Country Link
BE (1) BE461303A (en)
GB (1) GB580665A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2628958A (en) * 1950-05-03 1953-02-17 Du Pont Polymerizable esters of alphamethylene carboxylic acids
US2834763A (en) * 1954-10-29 1958-05-13 Borden Co Copolymers of trifluoroethyl acrylate
US2947734A (en) * 1958-04-09 1960-08-02 Borden Co Copolymer of 2, 2, 2-trifluoroethyl acrylate and vinylidene chloride

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2628958A (en) * 1950-05-03 1953-02-17 Du Pont Polymerizable esters of alphamethylene carboxylic acids
US2834763A (en) * 1954-10-29 1958-05-13 Borden Co Copolymers of trifluoroethyl acrylate
US2947734A (en) * 1958-04-09 1960-08-02 Borden Co Copolymer of 2, 2, 2-trifluoroethyl acrylate and vinylidene chloride

Also Published As

Publication number Publication date
BE461303A (en)

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