Patent GB-633932-A (GB)
Title: Process for textile colouration and compositions for use therefor
IPC: D06P1/44
Filed: 1948-01-21
Abstract: The process of the parent Specification wherein textile materials are coloured by applying pigments in the presence of a compound of the formula R(O.CO.NH.CH2.A.K)n is modified by replacing the compound by a compound <FORM:0633932/IV (a)/1> in which R is an organic residue, A is the group of atoms forming an aliphatic or heterocyclic tertiary amine, X is the anion of an acid, n is a whole number greater than 1, and p and m are whole numbers when the compounds of the parent Specification are wholly or partly replaced by the compounds of the present invention and p is a whole number greater than 1 and m is 0 when the compounds of the parent Specification are only partly replaced.  Examples of compounds in which p is greater than 1 and m is 0, are tristearin-11,111,1111-tris-(N - hydroxymethylcarbamate), triolein - 11,111, 1111-tris-(N-hydroxymethylcarbamate), stearic-N,N-diethylamido-11,111, 1111-tris-(N-hydroxymethylcarbamate), octadecylene - 1,12 - bis (N-hydroxymethylcarbamate), ethylene - 1,2 - bis - (N-hydroxymethylcarbamate), terephthalyl-bis-(oxyethylene-N-hydroxymethylcarbamate) and trimethylene - 1,3 - bis - (N - hydroxymethylcarbamate).  These compounds may be converted to compounds in which p and m are both whole numbers by reaction with an aliphatic or heterocyclic tertiary amine salt or anhydride, to give, e.g. tristearin-11,111-bis-(N-hydroxymethylcarbamate) - 1111 - carbamato - methylpyridinium chloride and trimethylene-1-(N-hydroxymethylcarbamate) - 3 - (carbamato - methyl pyridinium) chloride.  Examples are included in which (3) cotton fabric is printed with a composition containing triolein-tris-(N-hydroxymethylcarbamate), a cyclohexanol solution of tristearin-tris-(carbamatomethylpyridinium)-trichloride, a xylene solution of tunglinseed oil modified alkyol resin, chalk, a dispersion of the dyestuff 3,31-dichlorobenzidine \sQ 1-phenyl-3-methyl-5-pyrazolone; solvent naphtha and ethyl cellulose and into which water is emulsified, and is then dried or baked; (4) cotton fabric is printed with a composition containing a cyclohexanol solution of tristearin - tris - (carbamatomethylpyridinium)-trichloride, dibutyl phthalate, chalk, a dispersion of the dyestuff p-chloroaniline--> acetoacet-o-chloroanilide in solvent naphtha containing ethyl cellulose, into which is emulsified an aqueous solution of trimethylene-1,3-bis-(N-hydroxymethyl-carbamate) and an aqueous dispersion of polyvinyl chloride, and the fabric is then dried or baked; (5) cotton fabric is printed with a composition containing triolein-11,111,1111-tris-(N-hydroxymethyl-carbamate), an isopropanol solution of tristearin-tris-(carbamatomethyltrimethylammonium)-trichloride, dehydrated castor oil-linseed oil modified alkyol resin, chalk, and a dispersion of carbon black in solvent naphtha containing ethyl cellulose, and the fabric is baked at 150 DEG  C.; and (6) cotton fabric is printed with an emulsion containing an isopropanol solution of trimethylene-1-(N-hydroxymethyl carbamate)-3-(carbamatomethylpyridinium)-chloride, chlorinated copper phthalocyanine, solvent naphtha, ethyl cellulose, dimethylolurea dimethyl ether and water, and then baked at 150 DEG  C.ALSO:The process of the parent Specification, wherein textile materials are coloured by applying pigments in the presence of a compound of the formula R(O.CO.NH.CH2.A.X)n is modified by replacing the compound by a compound <FORM:0633932/IV (b)/1> in which R is an organic residue, A is the group of atoms forming an aliphatic or heterocyclic tertiary amine, X is the anion of an acid, n is a whole number greater than 1, and p and m are whole numbers when the compounds of the parent Specification are wholly or partly replaced by the compounds of the present invention and p is a whole number greater than 1 and m is 0 when the compounds of the parent Specification are only partly replaced.  The compounds may be prepared by treating the compound R(OH)p+m with phosgene and treating the chloroformic ester so obtained with ammonia to give the polycarbamate R(OCONH2)p+m, which is then treated with formaldehyde.  This gives compounds in which p is greater than 1 and m is 0, e.g. tristearin-11,111,1111-tris-(N-hydroxymethylcarbamate), triolein - 11,111,1111-tris - (N - hydroxymethylcarbamate), stearic-N,N-diethylamido-11-tris-(N-hydroxymethylcarbamate), octadecylene - 1,12 - bis - (N - hydroxymethylcarbamate), ethylene-1,2-bis-(N-hydroxymethylcarbamate), terephthalyl - bis - (oxyethylene - N - hydroxymethylcarbamate) and trimethylene-1,3-bis-(N-hydroxymethylcarbamate).  These compounds may be converted to compounds in which p and m are both whole numbers by reaction with an aliphatic or heterocyclic tertiary amine salt or anhydride, to give, e.g. tristearin-11,111-bis-(N-hydroxymethylcarbamate) -1111-carbamatomethylpyridinium chloride and trimethylene-1-(N - hydroxymethylcarbamate) - 3 - (carbamatomethyl-pyridinium)-chloride.ALSO:The process of the parent Specification wherein textile materials are coloured by applying pigments in the presence of a compound of the formula R(O.CO.NH.CH2.A.X)n is modified by replacing the compound by a compound <FORM:0633932/IV (c)/1> in which R is an organic residue, A is the group of atoms forming an aliphatic or heterocyclic tertiary amine, X is the anion of an acid, n is a whole number greater than 1, and p and m are whole numbers when the compounds of the parent Specification are wholly or partly replaced by the compounds of the present invention and p is a whole number greater than 1 and m is O when the compounds of the parent Specification are only partly replaced.  Compounds specified in which p is greater than 1 and m is O, are tristearin - 11,111,1111 - tris - (N - hydroxymethylcarbamate), triolein - 11,111,1111-tris-(N-hydroxymethylcarbamate), stearic-N,N-diethylamido-11-tris-(N-hydroxymethylcarbamate), octadecylene-1,12-bis-(N - hydroxymethylcarbamate), ethylene - 1,2 - bis - (N - hydroxymethylcarbamate), terephthalyl - bis - (oxyethylene - N - hydroxymethylcarbamate) and trimethylene - 1,3 - bis - (N - hydroxymethyl-carbamate).  These compounds may be converted to compounds in which p and m are both whole numbers by reaction with an aliphatic or heterocyclic tertiary amine salt or anhydride, to give, e.g., tristearin-11,111-bis-(N-hydroxymethylcarbamate) - 1111 - carbamato - methyl - pyridinium chloride and trimethylene-1-(N-hydroxymethylcarbamate) - 3 - (carbamatomethyl-pyridinium)-chloride.  In examples, (1) cotton fabric is printed with a mixture of a cyclohexanol solution of tristearin-11,111,1111-tris - (carbamatomethylpyridinium) - trichloride, triolein - 11,111,1111 - tris - (N - hydroxymethyl - carbamate), chalk, tragancanth and the dyestuff 2,5-dichloroaniline --> 2,3-hydroxynaphthoic-p-toluidide, and then dried at 105 DEG  or baked at 150 DEG  C.; (2) cotton fabric is printed with a composition containing tristearin-11,111-bis - (N - hydroxymethylcarbamate) - 1111 - carbamatomethylpyridinium chloride, dibutyl phthalate, chalk, a dispersion of copper phthalocyanine in solvent naphtha containing ethyl cellulose and an aqueous dispersion of polyvinyl chloride and then dried or baked; (3) cotton fabric is printed with a composition containing triolein - tris - (N - hydroxymethylcarbamate), a cyclohexanol solution of tristearin - tris - (carbamatomethylpyridinium) - trichloride, a xylene solution of tung-linseed oil modified alkyd resin, chalk, a dispersion of the dyestuff 3,31-dichlorobenzidine \sQ 1-phenyl-3-methyl-5-pyrazolone, solvent naphtha and ethyl cellulose and into which water is emulsified, and is then dried or baked; (4) cotton fabric is printed with a composition containing a cyclohexanol solution of tri-stearin-tris-(carbamatomethylpyridinium) - trichloride, dibutyl phthalate, chalk, a dispersion of the dyestuff p-chloroaniline --> acetoacet-o-chloroanilide in solvent naphtha containing ethyl cellulose, into which is emulsified an aqueous solution of trimethylene-1,3-bis-(N-hydroxymethylcarbamate) and an aqueous dispersion of polyvinyl chloride, and the fabric is then dried or baked; (5) cotton fabric is printed with a composition containing triolein-11,111,1111-tris-(N-hydroxymethylcarbamate), an isopropanol solution of tristearin-tris-(carbamatomethyltrimethylammonium)-trichloride, dehydrated castor oil-linseed oil modified alkyd resin, chalk, and a dispersion of carbon black in solvent naphtha containing ethyl cellulose, and the fabric is baked at 150 DEG  C.; and (6) cotton fabric is printed with an emulsion containing an isopropanol solution of trimethylene-1-(N-hydroxymethylcarbamate) - 3 - (carbamatomethylpyridinium)-chloride, chlorinated copper phthalocyanine, solvent naphtha, ethyl cellulose, dimethylolurea dimethyl ether and water, and then baked at 150 DEG  C.