Patent GB-1017610-A (GB)
Title: Process for fixing pigments on fibrous materials and foils
IPC: D06P1/44
Filed: 1962-12-10
Abstract: The invention comprises aqueous compositions for fixing pigments on fibres or foils comprising (1) an alkali-soluble condensation product of a polybasic carboxylic acid and a polyhydric aliphatic alcohol, which condensate contains reactive carboxyl groups, and (2) an N - (dialkyleneimido - phosphonyl) - urea of the formula <FORM:1017610/C3/1> in which R1, R2, R3 and R4 each represent a hydrogen atom or an alkyl radical with 1 or 2 C-atoms and R5 represents an aryl, aralkyl, cycloalkyl or alkyl radical with up to 12 C-atoms. The composition may also contain (3) a water-soluble condensation product of an aldehyde with a phenol, melamine, urea or derivatives thereof.  The specified compounds (2) are N - bis - (ethyleneimido - phosphonyl)-N1 - isobutyl - urea, N - bis - (methylethyleneimido - phosphonyl) - N1 - isobutyl - urea and N - bis - (ethyleneimido - phosphonyl) - N1-phenyl-urea; alternatively they may be employed in admixture with the ethyleneimido compounds specified in the parent Specification. Components (1) are also listed in the parent Specification and precondensates (3) are specified in Specification 866,767, those employed in the examples being prepared from (1) hexanetriol-(1,3,5) and phthalic anhydride and from pentaerythritol and phthalic anhydride and (2) precondensates from melamine, ethylene glycol and formaldehyde as well as hexamethylolmelamine-methyl ether.  The compositions may further contain thickeners, e.g. alginates, mucilages, carob bean flour, dextrin, cellulose ether carboxylic acids, salts of polyacrylic acid, polyvinyl alcohol or especially oil-in-water emulsion thickeners, dibutylphthalate, caoutchone, urea resins, drying oils, polymers with reactive groups, condensation accelerators and natural or synthetic latices on butadiene, acrylate or vinylate bases, a polyvinyl acetate emulsion being used in Example (4). The pigments specified include aluminium and bronze powders, organic and inorganic pigments of known kind.  Examples are given of the use of the said compositions in the dyeing and printing of textile fabrics of cotton, viscose and polyester.ALSO:N - (dialkyleneimido - phosphonyl) - ureas of the formula <FORM:1017610/C2/1> wherein R1, R2, R3 and R4 each represent H or an alkyl of 1 or 2 C atoms and R5 is an aryl, aralkyl, cycloalkyl or alkyl of up to 12 C atoms, are employed in a pigment dyeing process and may be prepared by treating equimolecular proportions of a dihalogeno-phosphonyl isocyanate and a primary amine with at least two equivalents of an a ,b -alkyleneimine in the presence of an HCl-binding agent and, if desired, in the presence of an inert organic solvent.  The specified compounds are N-bis-(ethyleneimido - phosphonyl) - N1 - isobutyl - urea, N - bis - (methylethylene - imido - phosphonyl) - N1 - isobutyl - urea and N - bis - (ethyleneimido - phosphonyl) - N1 - phenyl - urea. No specific examples of preparation are given but reference is made to Belgian Specification 610,695.ALSO:Fibrous materials and foils are coloured by applying a composition comprising a pigment, a resinous alkali-soluble condensation product of a polybasic carboxylic acid and an aliphatic polyhydric alcohol, said condensation product containing reactive carboxyl groups and dissolved in an alkaline medium, and an N-(dialkyleneimido-phosphonyl)-urea of the formula <FORM:1017610/D1-D2/1> in which R1, R2, R3 and R4 are each a hydrogen atom or an alkyl group of 1 or 2 carbon atoms and R5 is an aryl, aralkyl, cycloalkyl or alkyl group containing up to 12 carbon atoms. After the application of the above compositions, e.g. by padding or printing, the material may be dried and then fixed by neutral or acid steaming or by dry heating above 100 DEG C.  The compositions may also contain a water-soluble precondensate of a phenol, melamine, urea or derivatives thereof with an aldehyde and, if required, a thickener especially of the oil-in-water emulsion type.  The specified phosphonyl compounds are N-bis-(ethyleneimido-phosphonyl)-N1-isobutyl-urea, N-bis-(methyl-ethyleneimido-phosphonyl)-N1-isobutyl-urea and N-bis-methyl (ethyleneimido-phosphonyl)-N1-phenyl-urea, or mixtures thereof with the polyfunctional compounds used in the parent Specification.  The alkali-soluble resinous condensates exemplified are prepared from hexanetriol-(1, 3, 5) and phthalic anhydride and pentaerithritol and phthalic anhydride.  The aldehyde-containing pre-condensates examplified are prepared from melamine, ethylene glycol and formaldehyde or an hexamethylol-melamine-methyl ether. Other specified additives are dibutyl phthalate, caoutchouc, urea resins, drying oils, polymers containing reactive group and condensation accelerators.  Natural or synthetic latices on butadiene, acrylate or vinylate bases may also be added.  Specified pigments are titanium dioxide, iron hydroxide (hydrate), aluminium and bronze powders, carbon black, ultramarine and organic pigments of many sorts.  Examples are given of dyeing and printing cotton, viscose staple and polyester fibre fabrics.