Patent GB-893748-A (GB)
Title: New dyestuff derivatives and their manufacture and use
IPC: D06P1/38
Filed: 1959-02-26
Abstract: A water-soluble organic dyestuff containing at least one substituent capable of reacting with alkylol groups, is reacted with the components of an aminoplast precondensate which contains alkylol groups.  The reactive groups in the dyestuff may for example be N-alkylol, or HN2 groups especially those bound to a 1,3,5-triazine ring, or to carbonyl group, aliphatic hydrocarbon radical, heterocyclic or aromatic ring), acrylic or chlorocrylic acid residues, vinyl sulphone groups or epoxy groups. Many other groups (are also mentioned in the specification as suitable.  The dyestuffs may be of any class.  Advantageously they also contain water-solubilizing groups e.g. carboxy or sulphonic.  The products are useful for dyeing textiles from aqueous baths, which may contain in addition to the dyestuff derivative, an aminoplast, watersoluble or -dispersible monomers or polymers, e.g. polyvinyl alcohol, copolymers of esters or nitriles of unsaturated acids, and a small proportion of the free acid, or vinyl esters of saturated lower fatty acids, water-repellent materials, e.g. as described in Specification 781,265, and acid hardening catalysts, e.g. ammonium sulphate, diammonium phosphate, zinc nitrate, zinc fluorborate, ammonium silicofluoride, tartaric or formic acid.  Printing preparation containing the dyestuff derivatives may also contain thickeners, e.g. starch, tragacanth, and hydrotropic substances, e.g. urea. The dyed or printed materials are dried and heated if desired with steam to cure the resins.  In the Examples (1), (2), (6) a dyestuff of formula <FORM:0893748/IV (a)/1> is reacted in aqueous alkaline solution with urea and formaldehyde.  In a second stage, methanol and hydrochloric acid are added and reaction continued.  In Example (3), a dyestuff of formula <FORM:0893748/IV (a)/2> was used.  In Example (7), melamine and formaldehyde are condensed in aqueous alkaline solution with a dyestuff of formula <FORM:0893748/IV (a)/3> and the product is etherified, in an acid second stage, with methanol.  Example (8) is similar to Example (3), but the etherification step is omitted, and the dyestuff employed may, if desired, be of the formula <FORM:0893748/IV (a)/4> Example (9) is similar to Example (7) but uses one of the dyestuffs employed in Example (8).  Example (10) is similar to Example (8) but uses the dyestuff employed in Example (7).ALSO:Dyestuff derivatives formed by reacting water soluble organic dyestuffs, containing substituents reacting with allylol groups, with the components of an aminoplast (see Group IV(a)) are used for dyeing or printing textile materials, whether made of animal, vegetable or synthetic fibres.  The aqueous dyeing preparations may also contain aminoplasts which hav not been reacted with dyestuffs, water-soluble ordispersible monomers or polymers, e.g polyvinyl alcohol, copolymers of esters or nitriles of unsaturated acids and a small proportion of the free acid, or vinyl esters of lower fatty acids, water-repellent substances, e.g. as described in Specification 781,265, and hardening catalysts for the aminoplast.  Printing preparations may also contain a thickener, e.g. starch, tragacanth, and a hydrotropic substance, e.g. urea. Dyein may be continuous and may be on a padding machine.  The treated materials are dried and heated, if desired with steam to cure the resin.  In certain circumstances the treatment may also render the material crease- or shrinkresistant or water-repellent.  In Examples (1), (2) cotton fabric is padded with a solution of a dyestuff formed from urea, formaldehyde and a dye of formula <FORM:0893748/IV (c)/1> Ammonium sulphate is also present, and a methylol urea methyl ether or trimethylol melamine trimethyl ether may also be.  The fabric is then heated.  Example (3) is similar using a different dyestuff derivative.  In Example (4) polyvinyl alcohol is included in the dye bath.  In Example (5), the dyebath contains a dyestuff derivative according to the invention, acetic acid, trimethylol melamine trimethyl ether, ammonium sulphate, a condensate from stearic acid and hexamethylolmelamine hexamethyl ether and trithanolamine, a condensate from stearic acid and hexamethylol melamine hexamethyl ether and glycerol distearate, paraffin wax, chlorobenzene.  In Example (6) the hardening catalyst employed is ammonium silicofluoride or tartaric acid.  Example (7) uses a methylol melamine derivative of a dyestuff.  The hardening catalyst may be ammonium silicofluoride, diammonium phosphate, zinc fluoborate, tartaric acid or zinc nitrate.  Other examples are similar.  In Example (11), a dyestuff derivative according to the invention is made up into a printing paste with ammonium sulphate, and a thickening agent prepared from oleyl alcohol and ethylene oxide and hexamethylene diisocyanate and sodium alginate, benzine and water.