GB609156A - Alpha, beta-dihaloacrylates and polymers - Google Patents

Abstract

Dihaloacrylic acid is esterified with a beta double bond alcohol such as allyl alcohol, with or without an esterification catalyst. The products may be polymerized alone, or copolymerized with a monomer having a terminal methylene group (CH2=), which may be attached to a carbon atom in turn attached to a negative group such as acyl, RCOO-, NO2, C6H5, C10H7, RO-, NC-, RNHCO-, NH2CO (RCO)2 N, -RCONH-, Cl, -CH2=CH-, RCH=CH-, CH : C-, HOOCCH : CH-, ROCO-, and halo-substituted phenyl, R in each case being alkyl and aryl. The polymerization may be mass-, suspension-, solution-or emulsion-polymerization, and a catalyst such as oxygen, ozone, hydrogen and benzoyl peroxides, bases or acids, or light, may be employed. Lists of unsaturated alcohols are given comprising 2-propen-1-ols, 2-buten-1-ols, 2-penten-1-ols, 2-hexen-1-ols, and 2-hepten-1-ols, which are substituted by alkyl, aryl, or halogen radicals, and other alcohols specified are 2-butyl-2-octen-1-ol, and 2-amyl-2-nonen-1-ol. In examples, dichloracrylic acid is esterified with (1) allyl alcohol, (2) methallyl alcohol and (3) 2-chlorallyl alcohol, in presence of p-toluenesulphonic acid and copper as polymerization inhibitor, the esters obtained being polymerized by heat alone and mixed with styrene in presence of benzoyl peroxide. The resin may be modified with dyes, pigments, fillers, plasticisers and resins, or made into laminated products with glass cloth, worked into filaments, ribbons, bristles, foils and films, or formed by die-casting, injection-moulding, or pressing.ALSO:a b -Dihaloacrylic acid is esterified with a beta double bond alcohol such as allyl alcohol, with or without an esterification catalyst. The products may be polymerized alone, or copolymerized with a monomer having a terminal methylene group (CH2=), which may be attached to a carbon atom in turn attached to a negative group such as acyl, RCOO-, NO2, C6H5, C10H7, RO-, NC-, RNHCO-, NH2CO, (RCO)2N-, RCONH-, Cl-, CH2= CH-, RCH=CH-, CH : C-, HOOC. CH : CH-, ROCO-, and halo substituted phenyl, R in each case being alkyl and aryl. The polymerization may be mass-, suspension-, solution- or emulsion-polymerization, and a catalyst such as oxygen, ozone, hydrogen and benzoyl peroxides, bases or acids, or light may be employed. Lists of unsaturated alcohols are given comprising 2-propen-1-ols, 2-buten-1-ols, 2-penten-1-ols, 2-hexen-1-ols and 2-hepten-1-ols, which are substituted by alkyl, aryl, or halogen radicals, and other alcohols specified are 2-butyl-2-octen-1-ol and 2-amyl-2-nonen-1-ol. In examples, a b -dichloracrylic acid is esterified with (1) allyl alcohol, (2) methallyl alcohol, and (3) 2-chlorallyl alcohol, in presence of p-toluenesulphonic acid and copper as polymerization inhibitor, the esters obtained being polymerized by heat alone and mixed with styrene in presence of benzoyl peroxide. The resin may be modified with dyes, pigments, fillers, plasticisers and resins, or made into laminated products with glass cloth, worked into filaments, ribbons, bristles, foils and films, or formed by die-casting, injection-moulding or pressing.