Patent GB-1222369-A (GB)
Title: Polymerizable monomers and liquid coating compositions
IPC: C08G18/62
Filed: 1967-12-12
Abstract: 1,222,369. Coating compositions containing hydroxyl-containing copolymers. NIPPON PAINT CO. Ltd. 12 Dec., 1967 [14 Dec., 1966], No. 56332/67. Heading C3P. [Also in Divisions B2 and C2] Coating compositions comprise a solvent incapable of reacting with the isocyanate group and, as film-forming components, (A) a copolymer of (1) 2-50 parts by weight of a hydroxylcontaining 1 : 1 addition product obtainable by reacting an α,#-ethylenically unsaturated carboxylic acid with a glycidyl ester of a tertiary aliphatic carboxylic acid having 5-27 C atoms, and (2) 98-50 parts by weight of one or more copolymerizable monomers, the total amount of (1) and (2) being 100 parts by weight, and (B) at least one polyisocyanate compound in an amount of 0À2-5À0 equivalents with respect to the hydroxyl groups in the copolymer. In an alternative embodiment, component (1) of the copolymer is a 1 : 1 addition product obtainable by reacting a glycidyl ester of an α,#-ethylenically unsaturated carboxylic acid with a tertiary aliphatic carboxylic acid having 5-27 C atoms. The acid constituent of copolymer component (1) may be, for example, acrylic, methacrylic, crotonic, itaconic, maleic or fumaric acid or a monoester of a said dibasic acid. Suitable as comonomers (2) are alkyl (meth)acrylates, styrene, vinyltoluene, α-methylstyrene, (meth)acrylonitrile, vinyl esters of carboxylic acids, methyl or ethyl vinyl ether, and in minor amounts, (meth)acrylic acid, (meth)acrylamide and N,N<SP>1</SP>-di(m)ethylaminoethyl methacrylate. If desired, the OH content of the copolymer can be increased by using a hydroxyl-containing comonomer such as a hydroxyalkyl (meth)acrylate, N-methylol- (meth)acrylamide, (meth)allyl alcohol and crotyl alcohol. The polyisocyanate (B) may be an aliphatic, alicyclic or aromatic diisocyanate or a reaction product thereof with a polyol; polyisocyanates containing an isocyanurate, allophanate or biuret group or derived from a dimer acid are also suitable. Solvents specified are benzene, toluene, xylene, solvent naphtha, dioxane, acetonitrile, acetone, methyl ethyl ketone, methyl isobutyl ketone, diisopropyl ketone, acetates of alkanols and of glycol mono-ethers, and halogenated hydrocarbons. The compositions can be pigmented, e.g. with metal oxides, hydroxides, silicates, chromates, sulphides, sulphates or carbonates, organic pigments, carbon black and metal flakes; titanium dioxide, aluminium flake and Microlith 4GT Blue (Trade Mark) are exemplified. A curing catalyst, e.g. dibutyl tin dilaurate, stannous caprylate or dimethylbenzylamine may also be included. In preparing the compositions, the monomer components of the copolymer are suitably copolymerized in an appropriate organic solvent, the addition product (1) being formed before, after or during the copolymerization reaction, and then the polyisocyanate compound is added to the copolymer solution; copolymerization is effected, for example, with azobisisobutyronitrile initiator and lauryl mercaptan chain transfer agent. Reference has been directed by the Comptroller to Specification 1,009,217.