Patent GB-850277-A (GB)
Title: Process for the production of light-sensitive high polymer compounds
IPC: C08F8/28
Filed: 1956-11-21
Abstract: High molecular weight compounds which can be cross-linked by the action of light are prepared by reacting natural and synthetic polymeric materials, e.g. synthetic resins, starch, cellulose and cellulose esters, with unsaturated ketones comprising two aromatic ring systems connected by at least one keto group and at least one vinylene group, one of the reactants having one or more active hydrogen containing groups, i.e. carboxyl, hydroxyl, mercapto, primary and secondary amino, carboxylic acid amide and imide, and sulphonamide groups, while the other has one or more groups capable of reacting with active hydrogen, i.e. isocyanate, isothiocyanate, carboxylic acid halide, epoxide and cyclic dicarboxylic acid anhydride groups.  Specified resins are polycondensates of polyhydric alcohols, e.g. hexanetriol, with polycarboxylic acids and polyisocyanates, e.g. toluylene diisocyanate, hydrolysed polymers of vinyl esters, e.g. vinyl acetate, polymers of allyl glycidyl ether, acrylic acid, methacrylic acid, b -isocyanatoethyl acrylate and methacrylate, and copolymers thereof and of maleic anhydride and fumaric acid with styrene, vinyl esters and acrylic and methacrylic esters, e.g. methyl, cyclohexyl and dodecyl methacrylates.  Specified ketones are p-hydroxy-benzalacetophenone, p-hydroxybenzal cinnamal acetone, m-aminobenzalacetophenone, benzalacetophenone-p-isocyanate and 1,2-dibenzoyl ethenol. Polymerization of ethylenically unsaturated compounds may be effected in bulk or solution, e.g. in butyl acetate or cyclohexanone, in a nitrogen atmosphere in the presence of azodiisobutyronitrile, the reaction being short-stopped by adding anthraquinone.  The products may be sensitised, e.g. with cyanines, triphenyl methane dyestuffs and dyestuffs of the benzanthrone, quinone and anthraquinone series, and may be dissolved, e.g. in acetone, methyl ethyl ketone, cyclohexanone, butyl acetate and glycol monomethyl ether acetate, and coated, e.g. by spraying, brushing or dipping, on metals, e.g. zinc, copper, aluminium and magnesium, their oxides, glass, plastics, paper and gelatine film supports, and may be used in photographic and photo mechanical reproduction, e.g. of electric circuits. They may be dyed, e.g. with crystal violet.  Specification 820,173 is referred to.  Reference has been directed by the Comptroller to Specification 825,948.ALSO:High molecular weight compounds which can be cross-linked by the action of light are prepared by reacting gelatin with unsaturated ketones comprising two aromatic ring systems connected by at least one keto group and at least one vinylene group, one of the reactants containing one or more carboxyl, hydroxyl, mercapto, primary or secondary amino, carboxylic acid amide or imide, or sulphonamide groups and the other one or more isocyanate, isothiocyanate, carboxylic acid halide, epoxide or cyclic di-carboxylic acid anhydride groups.  The products may be used in photographic and photomechanical reproduction processes. Specification 820,173 is referred to.  Reference has been directed by the Comptroller to Specification 825,948.