GB738954A - Improvements in or relating to esters of acrylic and methacrylic acids - Google Patents

Improvements in or relating to esters of acrylic and methacrylic acids

Info

Publication number
GB738954A
GB738954A GB32835/53A GB3283553A GB738954A GB 738954 A GB738954 A GB 738954A GB 32835/53 A GB32835/53 A GB 32835/53A GB 3283553 A GB3283553 A GB 3283553A GB 738954 A GB738954 A GB 738954A
Authority
GB
United Kingdom
Prior art keywords
esters
methacrylyl
acrylyl
chloride
group
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
GB32835/53A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB738954A publication Critical patent/GB738954A/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
    • C08F20/12Esters of monohydric alcohols or phenols
    • C08F20/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms

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)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The invention comprises a polymer, or copolymer with a compound containing at least one vinylidene group, of an ester having the formula <FORM:0738954/IV (a)/1> in which R, in both occurences, is a hydrogen atom or a methyl group. The polymerization may be carried out in bulk, solution, suspension or aqueous emulsion. Polymerization may be accelerated by the use of heat, ultra-violet light and free radical catalysts. Catalysts specifically mentioned are benzoyl, acetyl, lauroyl, succinyl, stearoyl and capryloyl peroxides, tertiary butyl perbenzoate, ascaridole, cumene hydroperoxide, azoisobutyronitrile and methyl azoisobutyrate compounds which contain at least one vinylidene group, CH2=C<, mentioned are vinyl chloride, acrylonitrile, vinylidene chloride and cyanide, aromatic vinyl hydrocarbons such as styrene, divinyl-benzene, vinyltoluene, vinylnaphthalenes and vinylanthracenes, vinyl esters such as the acetate and propionate, allyl esters such as diallyl phthalate and maleate, esters of acrylic and methacrylic acids with monohydric alcohols, e.g. methanol, ethanol, butanols, capryl alcohol, benzyl alcohol, lauryl alcohol and octadecyl alcohols. Mixtures of the monomers may be copolymerized.ALSO:The invention comprises an ester having the general formula <FORM:0738954/IV (b)/1> in which R in both occurrences is a hydrogen atom or a methyl group. The esters form polymers and copolymers with compounds containing at least one vinylidene group (see Group IV (a)). The esters may be prepared by reacting (a) an alkali metal salt of 2,2-bis (4-hydroxyphenyl) propane with (b) an acid halide consisting of acrylyl chloride, acrylyl bromide, methacrylyl chloride or methacrylyl bromide in the presence of an organic liquid which is a solvent for said acid halide and a temperature from about 20 DEG C. to about 75 DEG C. Solvents mentioned include aromatic hydrocarbons such as benzene, toluene or xylene, lower alcohols from methylto butyl-alcohol, dioxane, acetone and methyl ethyl ketone. In examples the products are prepared by reacting acrylyl and methacrylyl chlorides with the disodium salt of 2,2-bis (4-hydroxyphenyl) propane in the presence of d-b -naphthol. Acrylyl and methacrylyl halides are prepared by the reaction of phosphorus trihalides and the corresponding free acids.
GB32835/53A 1952-12-04 1953-11-26 Improvements in or relating to esters of acrylic and methacrylic acids Expired GB738954A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US738954XA 1952-12-04 1952-12-04

Publications (1)

Publication Number Publication Date
GB738954A true GB738954A (en) 1955-10-19

Family

ID=22116447

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32835/53A Expired GB738954A (en) 1952-12-04 1953-11-26 Improvements in or relating to esters of acrylic and methacrylic acids

Country Status (1)

Country Link
GB (1) GB738954A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2938883A (en) * 1956-11-19 1960-05-31 Dow Chemical Co Chloroethylene polymers stabilized with monoacrylic esters of hydroxy phenones
US4320144A (en) * 1981-04-03 1982-03-16 Gaf Corporation Fungicidal use of diphenyl esters of alkylenes
US4812591A (en) * 1987-08-25 1989-03-14 Bayer Aktiengesellschaft Process for the preparation of bisphenol-bisacrylates
US5567838A (en) * 1995-06-02 1996-10-22 Aristech Chemical Corporation Transesterification reaction of alkoxylated bisphenol-a and methyl methacrylate

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2938883A (en) * 1956-11-19 1960-05-31 Dow Chemical Co Chloroethylene polymers stabilized with monoacrylic esters of hydroxy phenones
US4320144A (en) * 1981-04-03 1982-03-16 Gaf Corporation Fungicidal use of diphenyl esters of alkylenes
US4812591A (en) * 1987-08-25 1989-03-14 Bayer Aktiengesellschaft Process for the preparation of bisphenol-bisacrylates
AU606986B2 (en) * 1987-08-25 1991-02-21 Bayer Aktiengesellschaft Process for the preparation of bisphenol-bisacrylates
US5567838A (en) * 1995-06-02 1996-10-22 Aristech Chemical Corporation Transesterification reaction of alkoxylated bisphenol-a and methyl methacrylate

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