Patent GB-880202-A (GB)
Title: Improvements in and relating to resins
IPC: C08F8/14
Filed: 1959-06-29
Abstract: Resins are prepared by reacting polymers containing free carboxyl groups with compounds having at least two cyclohexene oxide groups. The polymers may be homopolymers and copolymers of olefinically unsaturated acids such as acrylic, methacrylic, haloacrylic, crotonic, cinnamic, atropic, maleic, itaconic and methylene malonic acids and half esters of maleic acid; polyesters and oil modified polyesters; natural resins such as Pontianak, Kauri, Congo and Dammar; rosin and rosin modified with maleic acid or fumaric acid; and cellulose derivatives such as carboxymethyl cellulose.  Many monomers and comonomers suitable for the preparation of the polymers are listed and many compounds containing at least two cyclohexene oxide groups, including esters, ethers, ether esters, imides and amides of carboxylic acids and alcohols containing cyclohexene oxide groups, are specified.  Examples describe the preparation of polymers by copolymerizing (1) ethyl acrylate, styrene and acrylic acid in aqueous emulsion in the presence of sodium lauryl sulphate and potassium persulphate; (2) 2-ethyl-hexyl acrylate, acrylonitrile and acrylic acid in aqueous emulsion in the presence of sodium lauryl sulphate and potassium persulphate; (4) vinyl chloride, di-n-butyl maleate and mono-n-butyl maleate in acetone in the presence of diacetyl peroxide; (5) vinyl chloride, di-n-butyl maleate and monocyanoethyl maleate in acetone in the presence of diacetyl peroxide; (7) vinyl chloride, vinyl acetate and maleic acid in acetone in the presence of diacetyl peroxide; (8) "oxo" decyl acrylate and acrylic acid in acetone in the presence of diacetyl peroxide; and (11) styrene, ethyl acrylate, acrylonitrile and acrylic acid, and (14) methyl methacrylate, ethyl acrylate, acrylonitrile and acrylic acid in aqueous emulsion in the presence of tertiary octyl mercaptan, sodium lauryl sulphate, ethylene oxide adduct of nonyl phenol and potassium persulphate; and the cross-linking of ethyl acrylate, styrene, acrylic acid copolymers with (1) bis (3, 4-epoxy-6-methylcyclohexyl) sebacate and triethylene glycol bis-3, 4-epoxy-6-methyl cyclohexane carboxylate, and (1 and 3) 3, 4- epoxy-6-methylcyclohexylmethyl 3, 4-epoxy-6-methylcyclohexanecarboxylate and bis (3, 4-epoxy-6-methylcyclohexylmethyl) adipate; (2) 2-ethylhexyl acrylate, acrylonitrile, acrylic acid copolymers with 3, 4-epoxy-6-methylcyclohexylmethyl 3, 4-epoxy-6-methylcyclohexanecarboxylate and bis (3,4-epoxy-6-methylcyclohexylmethyl) adipate; vinyl chloride, di-n-butyl maleate, mono-n-butyl maleate copolymers with (4, 6, 9 and 10) 3, 4-epoxy-6-methylcyclohexylmethyl 3, 4-epoxy-6-methyl cyclohexane carboxylate, (6) bis (3, 4-epoxy-6-methylcyclohexylmethyl) adipate and (9 and 10) 1, 1, 1 trimethylol propane tris (3, 4-epoxy-cyclohexanecarboxylate and bis (3, 4-epoxy-6-methylcyclohexylmethyl) 3, 4-epoxy-6-methylcyclohexane carboxyaldehyde acetal; (5) vinyl chloride, di-n-butyl maleate, monocyano-ethyl maleate copolymers and (7) vinyl chloride, vinyl acetate, maleic acid copolymers with 3, 4-epoxy-6-methylcycloxylmethyl 3, 4-epoxy-6-methylcyclohexane carboxylate; (8) "oxo" decyl acrylate, acrylic acid copolymers with 3, 4-epoxy-6-methylcyclohexylmethyl 3, 4-epoxy-6-methylcyclohexanecarboxylate and bis(3, 4-epoxy-6-methylcyclohexylmethyl) adipate; (11, 12 and 13) styrene, ethyl acrylate, acrylonitrile, acrylic acid copolymers with 3, 4-epoxy-6-methcyclohexylmethyl 3, 4-epoxy-6-methyl-cyclohexanecarboxylate; and (14) methyl methacrylate, ethyl acrylate, acylonitrile, acrylic acid copolymer with 3, 4-epoxy-6-methylcyclohexylmethyl 3, 4-epoxy-6-methyl-cyclohexane carboxylate.  Cross linking of the polymers with vinylcyclohexene dioxide, diphenylolpropane di-glycidyl ether and 3, 4-epoxy-6-methyl cyclohexylmethyl 9, 10, 12, 13 diepoxystearate is also described.  The products are useful in coating compositions and paints in the form of aqueous or organic solvent compositions; titanium dioxide is added as a pigment in (11). French Specification 881,981 and U.S.A. Specifications 2,604,457 and 2,604,464 are referred to.