GB664126A - Method of manufacturing interpolymers - Google Patents

Abstract

Acetone soluble unsaturated copolymers are prepared by heating together a polyolefinic ester of a 2-alkenyl alcohol and 0.2 to 10 moles. of a 3-hydrocarbon-2-alkenal per mole. of the polyolefinic ester. Esters specified are allyl, chlorallyl, crotyl, and beta - allyloxyethyl acrylates, allyl methacrylate, allyl ethacrylate, methallyl cinnamate, allyl crotonate, diallyl, dimethallyl, di-beta-allyloxyethyl, and di-betamethallyloxyethyl fumarates, diallyl and dibeta-allyloxyethyl itaconates, diallyl and dimethallyl citraconates, triallyl aconitate, diallyl, p dimethallyl, dichloroallyl, and di-beta-allyloxyethyl phthalates, dimethallyl, dichloroallyl, and di-beta-allyloxyethyl adipates, diallyl and dicrotyl succinates, diallyl carbonate, diallyl oxalate, triallyl, trimethallyl, and tri-beta-allyloxyethyl phosphates, tetrallyl silicate, tetramethallyl stannate, tetrallyl titanate, and diallyl sulphate; aldehydes specified are those of the general formula RCH=CR1-CHO, where R is an alkyl, cycloalkyl, aryl or aralkyl group, and R1 is hydrogen or one of the groups defined by R, such as crotonaldehyde, tiglic aldehyde, and cinnamaldehyde. Optionally up to 8 moles. per mole. of polyolefinic ester of a third copolymerizable substance may be included in the reaction mixture such as isobutylene, styrene, p - chlorostyrene, vinyl chloride, vinylidene chloride, vinyl acetate, vinyl butyrate, methyl vinyl ketone, tolyl acrylate, benzyl acrylate, methyl acrylate, methyl methacrylate, beta-chloroethyl acrylate, ethyl alpha-chloroacrylate, acrylamide, N-methacrylamide, acrylonitrile, methacrylonitrile, fumaronitrile, dimethyl mesaconate, dimethyl citraconate, dihexyl itaconate, the ethanol, n-butanol, 2-ethyl-1-hexanol, and 1-octanol esters of acrylic, methacrylic, maleic, fumaric, itaconic, mesaconic and aconitic acids, maleimide, N-butyl maleimide, n-butyl vinyl ether, hexyl vinyl ether, phenyl vinyl ether, and benzyl vinyl ether. Catalysts suitable for promoting the reaction are acetyl peroxide, benzoyl peroxide, tert.-butyl hydroperoxide, and a mixture of tert.-butyl hydroperoxide with di-tert-butyl peroxide. Copolymerization is carried out in bulk, and the copolymers may be purified by solution in chloroform or acetone, followed by precipitation with a non-solvent such as n-hexane or diethyl ether. The copolymers may be cured by further heating, and used in the preparation of rods, blocks, sheets and coatings, or they may be dissolved in ethylenic monomers such as phenyl acrylate, allyl methacrylate, styrene and vinyl benzoate, and further polymerized. The preparation of the oxime of a copolymer of diallyl fumarate with crotonaldehyde is described.