Patent GB-877402-A (GB)
Title: Coloured polymers
Inventor: KREHBIEL GUENTER
IPC: C08F20/60
Filed: 1960-04-29
Abstract: Coloured polymers are made by copolymerizing one or more dyestuffs of the azo or anthraquinone series which contains the group: <FORM:0877402/IV (a)/1> in which R1 represents a hydrogen or halogen atom a methyl group, R2 a hydrogen or halogen atom and X a phenylene, >C=0 or -SO2- radical, and one or more other unsaturated polymerizable compounds, e.g. vinyl and vinylidene chlorides, acrylic and chloroacrylic acids and esters thereof, such as iso-octyl acrylate, methyl methacrylate, acrylamide, methacrylamide, methylene bis-acrylamide, acrylonitrile, crotonic acid, maleic anhydride, maleic and fumaric esters, vinylidene cyanide, vinyl and allyl esters of organic acids, such as vinyl acetate, styrene, divinyl benzene, vinyl sulphonic acid, N-vinylcarbazole, N-vinylpyrrolidone, divinyl sulphone and vinyl ethers.  Polymerizable dyestuffs specified include those described in Specifications 719,282, 747,454, 830,876, 858,183 and 875,946, in French Specification 1,118,705 and in Belgian Specification 566,099.  Polymerization may take place in bulk, solution, suspension or emulsion with the aid of initiators such as azodiisobutyronitrile, benzoyl peroxide, hydrogen peroxide and potassium persulphate Polymerization solvents specified are benzene, toluene, a mixture of toluene and acetone, ethanol, butanol, butyrolactone and N-methyl-pyrrolidone.  In aqueous medium polymerizations, dispersing agents such as a mixture of turkey red oil and sodium di-isobutylnaphthalene sulphonate and a mixture of an alkyl aryl sulphonate and the reaction product of pentaerythritol, glycerin and epichlorhydrin may be used.  During the course of the reaction further quantities of reactants, e.g. monomer, solvent and catalyst, may be added.ALSO:Dyestuffs of the anthraquinone or azo series are described which contain the group:- <FORM:0877402/IV(c)/1> in which R1 represents a hydrogen or halogen atom or a methyl group, R2 a hydrogen or halogen atom and X a phenylene, >C=O or -SO2- radical.  Such dyestuffs and means for preparing them are described in Specifications 719,282, 747,454, 830,876, 858,183 and 875,946, in French Specification 1,118,705 and in Belgian Specification 566,099.  In examples dyestuffs are described which are obtained by: (3) coupling diazotized 1-amino-4-acryloylaminobenzene with 1-hydroxy-naphthalene- 4-sulphonic acid; (4) coupling diazotized 4-aminostyrene with 2-hydroxynaphthalene; (6) coupling diazotized 4-aminostyrene with the sodium salt of 1-(2-chloro-5-sulphophenyl)-3-methylpyrazolone-(5); (9) reacting 1, 4-diamino- 2-acetylanthraquinone with acrylyl or chloracrylyl chloride; (11) reacting 1- amino- 4- (2- phenylquinazolyl-(4))- amino-anthraquinone with acrylyl chloride; (12) reacting 1-amino- 5-benzoylaminoanthraquinone with acrylyl chloride; (15) coupling diazotized 1-acrylylamino-3-aminobenzene with 1-butyl- 3-hydroxy-7-methyl- 1, 2, 3, 4-tetrahydroquinoline; (16) coupling diazotized 4-amino-41-ethene-sulphonyl-amino-diphenyl sulphide with 1-phenyl-5-pyrazolone-3-carboxylic acid ethyl ester; and (17) coupling diazotized 1-acryloylamino- 4-aminobenzene with 1-(2-chloro- 5-sulphophenyl)-3-methylpyrazolone-(5).