Patent GB-769271-A (GB)
Title: Improvements in or relating to aqueous coloring compositions
IPC: D06P1/44
Filed: 1955-04-13
Abstract: An aqueous composition for colouring a substrate comprises a pigment and a water-insoluble linear polymer which comprises at least 1 per cent of a monomer of the formula: <FORM:0769271/IV(a)/1> where R is H or CH3, A is <FORM:0769271/IV(a)/2> R1 is a straight or branched chain alkylene group of 2 to 10 carbon atoms, and R2, R3 and R4 are selected from hydrogen or a saturated aliphatic hydrocarbon radical of from 1 to 10 carbon atoms.  The composition may also contain a thickening agent and, if desired, a cross-linking agent.  The polymer may be a homopolymer or a copolymer with another monomer. Monomers of the above formula mentioned are N-(gamma-dimethylamino) propyl and N-(betadimethylamino) ethyl methacrylamide, N-betadimethylamino) ethyl acrylamide, 10-aminodecyl, 8-amino-octyl, diethylamino-ethyl, 5-aminopentyl, 3-aminopropyl, 2-aminoethyl, 2-aminobutyl, 4-aminobutyl, dimethylaminoethyl, N - (3,5,5 - trimethylhexyl) aminoethyl, N - cyclohexyl aminoethyl, N - t - butylaminoethyl, N - methylaminoethyl, N - 2 - ethylhexylaminoethyl and N-t-octylaminoethyl vinyl ether, diethylaminohexyl, dimethylaminoethyl, and 2 - (1,1,3,3 - tetramethylbutylamino) ethyl methacrylate, and t-butylaminoethyl acrylate.  The other monomer may be the methyl to amyl or the benzyl or phenylethyl ester of acrylic, methacrylic, ethacrylic, propacrylic, chloroacrylic, or bromoacrylic acid, styrene, alpha-methyl styrene, dimethyl styrene, dichlorostyrene, cyanostyrene, methoxystyrene, 4-chloro - 1 - vinyl naphthalene, vinyl or vinylidene chloride or bromide, methyl or ethyl vinyl ketone, methyl isopropenyl ketone, the dimethyl to dibutyl esters of itaconic acid, diphenyl itaconate, dibenzyl itaconate, di-(phenylethyl) itaconate, the vinyl, allyl and methallyl esters of acetic, propionic, or valeric acid, vinyl thiophene, 4-vinyl pyridine, vinyl pyrrole, acrylonitrile, or methacrylonitrile.  The pigment may be an azo compound, a phthalocyanine compound, or a vat dyestuff, or carbon black, iron oxide, chrome yellow, titanium dioxide, lithopone, aluminium, bronze, brass, chromium, gold, or mixtures.  Thickening agents mentioned are gum tragacanth, water-soluble cellulose ethers, polyvinyl alcohol or partially saponified polyvinyl acetate.  The cross-linking agent may be formaldehyde, glyoxal, propandiol, N,N-ethyleneurea, N,N1-ethylene urea, N,N1-dimethylurea, N,N1-diethylurea, N,N1-dimethoxymethylurea, tetramethoymethylurea, tetraethoxyethylurea, N, N-dimethylmelamine, dimethoxymethylmonomethlolmelamine, menthane di-isocyanate, diepoxides, ethylene di-biguanide, mono-biguanides obtained from dicyandiamide and ethylamine, or diethylamine, hydroxyethylamine, propylamine, butylamine, 2-hydroxy-propylamine, benzylamine, aniline, toluidines, or methoxy anilines, or dibiguanides from ethylene-diamine, alpha-beta-diamino-propane, trimethylene diamine, or hexamethylene diamine, polyacrylic acid, polymethacrylic acid, malonic acid, or succinic acid.  Cross-linking is preferably effected at a temperature of 180 to 350 DEG  F.  The compositions are used for coating, dyeing, and printing textiles, paper, paperboard, wallboard, plastered walls, metal, wood, leather, cements, stucco, concrete, or glass, or as a textile finish.  In an example n-butyl acrylate and dimethylaminoethyl vinyl ether are copolymerized in aqueous emulsion in the presence of a redox catalyst system consisting of ammonium bisulphite, triethanolamine, and ammonium persulphate, using as the emulsifier an ethylene oxide condensation product with t-octylphenol. Copolymers of n-butyl acrylate and methyl aminoethyl vinyl ether, butoxyethyl acrylate and 3-dimethylaminopropylacrylamide, N-t-butylaminoethyl vinyl ether, ethyl acrylate, and vinyl acetate, 6-diethylaminohexyl methacrylate, styrene, and n-propyl acrylate, and ethyl acrylate and 2-(1,1,3,3-tetramethylbutylamino)-ethyl methacrylate, may be similarly prepared.ALSO:Textiles and other substrates are coloured, e.g. by printing or padding, and also crease-proofed and rendered resistant to shrinkage and washing by applying to the textile material an aqueous composition comprising a pigment and a water-insoluble linear polymer which comprises at least 1 per cent by weight of a monomer of the general formula:- <FORM:0769271/IV(b)/1> where R is H or CH3, A is <FORM:0769271/IV(b)/2> , or <FORM:0769271/IV(b)/3> , R1 is a straight or branched chain alkylene group of 2 to 10 carbon atoms and R2, R3 and R4 are selected from hydrogen or a saturated aliphatic hydrocarbon radical of from 1 to 10 carbon atoms, and optionally a thickener and cross-linkage agent and drying and hardening the treated textile at elevated temperature e.g. 180-350 DEG F.  The Specification contains an extensive list of monomers and cross-linking agents (see Group IV(a)).  Exemplified polymers are copolymers of n-butyl acrylate and dimethylaminoethyl vinyl ether, butoxyethyl acrylate and 3-dimethylaminopropylacrylamide, N - t-butylaminoethyl vinyl ether, ethyl acrylate and vinyl acetate, 6 - diethylaminohexyl methacrylate, styrene and n - propyl acrylate, and ethyl acrylate and 2 - (1, 1, 3, 3 - tetramethyl butylamino) - ethyl methacrylate.  Crosslinking agents exemplified are dimethylolN, N1-ethyleneurea, dimethoxymethyl urea, glyoxal, polyacrylic acid, and a mixture of dimethoxymethyl monomethylolmelamine and 2 - methyl - 2 amino - propanol hydrochloride.  The colouring may be applied to the textile by padding, printing rolls when localized colour is required, or by stencilling.  The textile material may be woven, knitted, or felted and the fibres or yarns may be cotton, rayon, silk, wool, linen, cellulose acetate, casein, soya bean protein, polyamides, polyglycol terephthalate, polyethylene, polyvinyl chloride, copolymers of vinylidene chloride and vinyl acetate or ethylene or acrylonitrile, or copolymers of acrylonitrile with vinyl acetate, methacrylonitrile, or vinyl pyridine.  In an example rayon challis is rendered resistant to washing, dry-cleaning and crease-proofed by padding on to the rayon an aqueous dispersion consisting of a copolymer of n-butyl acrylate and dimethylaminoethyl vinyl ether, a phthalocyanine blue pigment, a water-soluble hydroxyethyl cellulose as the dispersing agent, and a mixture of dimethoxymethyl urea and pyridine hydrochloride as the cross-linking agent and drying and curing the fabric between 240-300 DEG F. for 10 minutes.  Other substrates mentioned are paper, paperboard, wallboard and leather.