Patent GB-773897-A (GB)
Title: Production of synthetic resinous condensation products and adhesives
IPC: C08G18/22
Filed: 1954-08-06
Abstract: In making a resinous condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic poly-isocyanate or -isothiocyanate with an organic compound containing a plurality of substituents containing active hydrogen atoms, an oxide, hydroxide, or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction.  Long lists of reactants are given of which (a) cellulose, cellulose esters of acetic, propionic, butyric and nitric acids, cellulose mixed esters, methyl, ethyl, carboxylated and regenerated celluloses, and (b) polyvinyl alcohol acetate and propionate, polyvinyl acetal, polyvinyl ketals, polymers of acrylic, methacrylic and fumaric acids, and synthetic rubbers, e.g. neoprene and butadiene and substituted butadiene polymers and copolymers form two small groups exemplary of compounds containing active hydrogen.  Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyltrimethyl-, tetramethyl-, trimethylphenyl- and tetraethyl-ammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline. The catalyst is usually used in amount of 0.001 to 5 per cent by weight of the reactants.  The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethylketone, ethyl acetate and amyl acetate, diluents or plasticisers, at normal, subor super-atmospheric pressures and at normal or elevated temperatures.  In examples are given the curing rates of the condensation product of polyethylene glycol and tolylene diisocyanate (1) with different amounts of benzyltrimethylammonium hydroxide; (2) with different catalysts; and (3) with and without potassium hydroxide as catalyst.  The products are useful in the production of films, fibres, textile finishing agents, bristles and coating or moulding compositions, bubble-free resins, resinous foams, potting resins, protective coatings, paints, varnishes, lacquers, laminates, vibration suppressors, radomes, abrasive articles, sound, heat and electrical insulators, condensers, insulating-rods and bushings, coil forms, coil mounting strips, safety glass, plastic articles, packaging materials and adhesives.  Specification 486,878, [Group V], and U.S.A. Specifications 1,640,363, 1,915,808, 1,988,448 and 2,060,175 are referred to.ALSO:In making a condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic poly-isocyanate or -isothiocyanate with a starch, dextrine or a protein or protein-like material, e.g. gelatine, casein, zein or leather, an oxide, hydroxide or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction.  A long list of poly-isocyanates and -isothiocyanates is given. Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyl-trimethyl-, tetramethyl -, trimethylphenyl - and tetraethyl - ammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline.  The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethyl-ketone, ethyl acetate and amyl acetate, diluents or plasticisers, at normal, sub-or super-atmospheric pressures and at normal or elevated temperatures.ALSO:In making a resinous condensation product by reacting in the liquid state and under substantially anhydrous conditions an organic polyisocyanate or -isothiocyanate with natural rubber, balata, gutta percha, modified rubber or neoprene, an oxide, hydroxide or alcoholate of an alkali metal or a quaternary ammonium base, as a catalyst, is present initially or is added during the course of the reaction.  A long list of isocyanates and isothiocyanates is given.  Catalysts specified are the oxides, hydroxides and alcoholates of sodium and potassium, benzyltrimethyl-, tetramethyl-, trimethylphenyl- and tetraethylammonium hydroxides, and may be used in conjunction with tertiary amines, e.g. N-methyl- and N-ethyl-morpholines, triethyl-, tripropyl- and triamyl-amines, pyridine and quinoline. The reaction may be effected in the presence or absence of solvents, e.g. benzene, toluene, xylene, carbon tetrachloride, acetone, methylethylketone, ethyl acetate and amyl acetate, diluents or plasticizers, at normal sub- or superatmospheric pressures and at normal, or elevated temperatures.