Patent GB-1225701-A (GB)
IPC: C08G8/28
Filed: 1968-04-26
Abstract: 1,225,701. Coating. REICHHOLD ALBERT CHEMIE A.G. 26 April, 1968 [18 May, 1967 (2)], No. 19848/68. Heading B2E. [Also in Division C3] A coating composition may comprise a solution in water or a water-miscible organic solvent of a resin produced by (a) reacting a resole or an etherified resol with a drying oil acid or ester, a copolymer of such an acid or ester with an olefinically unsaturated monomer or an adduct of such an acid or ester with cyclopentadiene or dicyclopentadiene, the amount of acid or ester used being not more than 60% of the total weight of resol and acid or ester and there being not more than 20% of saturated fatty acid present based on the total weight of acid and/or ester, (b) where an ester is used saponifying the ester group and (c) forming a salt by reacting the acid groups with ammonia or a strong organic nitrogen base. Substrates specified are glass, wood, concrete, brickwork, plaster, iron, steel, and non- ferrous metals. They may be pretreated by passivation, phosphatization, electrochemical treatment, galvanization, and/or tin-plating. The resol may be derived from 1-2 mols of formaldehyde and 1 mol of a phenol of formula: where R is a C 2-20  alkyl or aryl radical, e.g. tert-butyl or nonyl. Bisphenol-A may be used instead. In an example (Preparation 1) it is after-treated with sulphuric acid before use in the invention. The drying oil acid or ester may be linseed oil or wood oil acid or the methyl esters thereof. Reaction (a) may be performed at 200-270‹C until a 66% by volume solution of the product in white spirit has a viscosity not exceeding 1,000 c.p.s. at 20‹C. Para-toluene sulphonic acid may be used as catalyst. Reaction (b) -saponification may be carried out in ethanolic or methanolic KOH, the product being neutralized with 50% HC1 to precipitate the resin from which final traces of water are removed azeotropically. The resol/ drying oil acid condensate may be diluted with ethylene glycol before reaction (c). The strong organic nitrogen base may be triethylamine or a compound of formula: where Y is CH 2 , C 2 H 4 , C 3 H 6 , C 4 H 8  or CH 2 NR 1  CH 2 ; R 1  or R 1  is H, CH 3 , C 2 H 5 , or R 3 OCH(R 2 ) CH 2 ; R 2  or R 2  is CH 3  or C 2 H 5 ; R 3  or R 3  is H(OCH 2 CH 2 ) x  or H[OCH(CH 3 )CH 2 ] x  and x = 0 to 6, e.g. 1,2-bis[di(2-hydroxypropyl) amino] ethane. Where the drying oil acid or ester is not initially copolymerized with an olefinically unsaturated compound or treated with cyclopentadiene or dicyclopentadiene this may be done later. The comonomer may be an alpha, beta-unsaturated dicarboxylic acid, an anhydride thereof, styrene, alpha-methylstyrene, acrylic acid, 2-ethyl-hexylacrylate, or vinyl toluene. The reaction sequence may also include treatment with an oxirane compound, e.g. ethylene oxide or propylene oxide. The resin product may be made into a coating composition by dispersion in water or a water imisicible solvent. The composition may also include polyvinyl acetate, a copolymer of styrene and butadiene, a copolymer of vinyl acetate and an acrylate, a copolymer of two acrylates, an aminoplast, another phenolic resin, e.g. a p-butylphenol resol, a pigment, e.g. TiO 2 , and/or a cobalt-containing drier.