Patent GB-1203599-A (GB)
Title: Improvements in or relating to nitrogen-containing unsaturated polyesters
IPC: C08G73/16
Filed: 1967-12-15
Abstract: 1,203,599. Unsaturated polyesterimides. DR. BECK & CO. A.G. 15 Dec., 1967 [16 Dec., 1966], No. 56976/67. Headings C3P and C3R. Unsaturated polyesterimides are made by reacting (a) a polycarboxylic acid or esterforming derivative thereof, (b) a polyhydric alcohol or ester-forming derivative thereof and optionally (c) a hydroxycarboxylic acid or ester-forming derivative thereof, at least one of the reactants being ethylenically unsaturated and at least one containing at least one 5- or 6-membered imide group between the reactive groups. The reaction mixture may also include (d) a monohydric alcohol or ester-forming derivative thereof (which may be unsaturated) (e) a monocarboxylic acid or ester-forming derivative thereof (which may be unsaturated) or (f) a monofunctional compound containing an amide group. Suitable polyfunctional reactants containing imide groups are the reaction products of (i) tetracarboxylic acids and aminoalcohols or aminocarboxylic acids, (ii) tricarboxylic acids and aminoalcohols, aminocarboxylic acids or primary diamines, (iii) dicarboxylic acids and aminodioles or aminodicarboxylic acids and (iv) hydroxydicarboxylic acids and aminoalcohols or aminodicarboxylic acids. In Examples (1)-(6) unsaturated polyesterimides were made by heating neopentyl glycol with (1) and (4) 4: 4<SP>1</SP>-diamino diphenylmethane and trimellitic anhydride, (2) the reaction product of 4: 41-diaminodiphenylmethane and trimellitic anhydride, (3) hexamethylene diamine and trimellitic anhydride, (5) 3: 3: 5 - trimethyl - 5 - aminomethylcyclohexylamine and trimellitic anhydride and (6) p - aminobenzoic acid and trimelliticanhydridethe products were then heated with either maleic anhydride or fumaric acid. In further Examples (7) the product obtained by heating pyromellitic dianhydride, neopentyl glycol and monoethanolamine was heated with tetrahydrophthalic acid and maleic anhydride; (8) the product obtained by heating neopentyl glycol, benzophenone-3: 3<SP>1</SP>: 4: 4<SP>1</SP>-tetracarboxylic dianhydride and monoethanolamine was heated with tetrahydrophthalic anhydride and maleic anhydride; (9) the product obtained by heating neopentyl glycol, tetrahydrophthalic anhydride and aminoisophthalic acid was heated with maleic anhydride; (10) the product obtained by heating tetrahydrophthalic anhydride with 3- aminopropanediol-1: 2 was heated with maleic anhydride, tetrahydrophthalic anhydride and neopentyl glycol; (11) the product obtained by heating trimellitic anhydride, glyocoll and neopentyl glycol was heated with maleic anhydride; (12) the product obtained by heating neopentyl glcol, trimellitic anhydride and monoethanolamine was heated with maleic anhydride. The unsaturated polyesterimides may be cross-linked by homopolymerization or by copolymerization with unsaturated monomers. Thus in Example (1) a mixture of the polyesterimide, N - tertiary - butylacrylamide, asbestos fibre, dolomite powder, dicumyl peroxide and stearic acid was moulded. In other examples a solution of the polyesterimides in styrene was copolymerized using as the catalyst tertiarybutyl perbenzoate, benzyl peroxide. tertiarylbutyl peroctoate or M.E.K. peroxide + cobalt octoate.