Patent GB-965627-A (GB)
Title: Coloured macromolecular substances
IPC: D06L4/657
Filed: 1962-12-27
Abstract: Polymeric substances are coloured by graft polymerizing thereon a dye bearing a polymerizable olefinic group and, if desired, other monomers which are colourless.  Polymers specified are polymers and copolymers of olefinic monomers, polyaldehydes, polymers of lactams, lactones, cyclic ethers sulphides and amines, phenol, urea, melamine and alkyd resins, polyesters, polyamides, polycarbonates, polyurethanes, epoxy resins, cellulose, proteins and rubber. The polymerizable dyes may be of the azo, anthraquinone, triarylmethane, azomethane or phthalocyanine type. Grafting may be effected by means of a free-radical initiator or high-energy irradiation.  The substrate monomer may be dissolved in the grafting monomer, or may be used in the form of a solution in an organic solvent or as an aqueous emulsion, or may be in the form of a film or fibre.  The examples describe: (1) grafting by means of X-rays isobutyl 1 - amino - 4 - acryloylaminoanthraquinone - 2 - carboxylate and butyl acrylate on to an aqueous dispersion of a copolymer of butyl acrylate and methylol methacrylamide, followed by cross-linking the product with the dimethylol compound of butanediol-1, 4-diurethane; (2) as in (1), but using as the grafting monomer the coupling product of diazotized 2-amino-4-sulphonic acid-41-acryloylaminodiphenyl sulphone and 3-sulphonic acid-7-aminonaphthol-1; (3) grafting by means of X-rays the coupling product of diazotized 1-acryloylamino-4-aminobenzene and 1-phenyl-(21-chloro-41-sulphonic acid)-3-methylpyrazolone-5 on to an aqueous dispersion of a copolymer of butyl acrylate acrylonitrile and methylol methacrylamide, and cross-linking the product with the dimethylol compound of butanediol-1, 4-diurethane; (4) as in (3), but grafting by means of potassium persulphate; and (5) as in (3), but using a copolymer of butyl acrylate and methacrylamide as the grafting substrate.  The resulting products are used for colouring cotton fabrics.  Specifications 877,402, 914,354, 946,472, 948,694, and 952,810 are referred to.ALSO:Fibrous materials or films of polymeric organic substances are coloured by graft-polymerizing a dye containing olefinic unsaturated groups with the substance of the fibres or films. Alternatively the materials, e.g. fabrics, are dyed by applying thereto an aqueous dispersion of a polymeric substance on which has been grafted a dye bearing a polymerizable olefinic group. The examples describe the application to cotton fabrics of aqueous dispersions of graft copolymers containing the dimethylol compound of butanediol-1, 4-diurethane as a cross-linking agent, followed by drying at 140 DEG C., the graft copolymers specified being obtained by graftin: (1) isobutyl 1-amino-4-acryloylaminoanthraquinone 2-carboxylate and butyl acrylate on to a copolymer of butyl acrylate and methylol methacrylamide; (2) the coupling product of diazotized 2-amino-4-sulphonic acid-41-acryloylamino-diphenyl sulphone and 3-sulphonic acid-7-aminonaphthol-1 on to a copolymer as in (1); (3) the coupling product of diazotized 1-acryloylamino-4-aminobenzene and 1-phenyl-(21-chloro-41-sulphonic acid)-3-methylpyrazolone-5 on to a copolymer of butyl acrylate, acrylonitrile and methylol methacrylamide; and (5) a dye as in (3) on to a copolymer of butyl acrylate and methacrylamide.  The dyeing of textiles such as polypropylene textiles by direct graft-polymerization with polymerizable dyes is referred to. Specifications 877,402, 914,354, 946,472, 948,694 and 952,810 are referred to.