Patent GB-573790-A (GB)
Title: Process for increasing the wash fastness of dyed textiles or flexible organic sheet materials
IPC: C09B35/56
Filed: 1943-09-08
Abstract: The wash fastness of dyed textile or flexible organic sheet material is increased by heating said dyed materials with a monomeric poly-(N-alkoxymethyl)amide of a polybasic organic acid (including carbonic acid) or with a monomeric poly-(N-alkoxymethyl)melamine wherein the alkoxy groups comprise from 1 to 5 carbon atoms.  In examples: (1) cotton fabric dyed with Pontamine blue, 1-(p-aminobenzoylamino)-2-methyl - 4 - aminobenzene \sQ m-aminobenzoyl-J-acid (2 mols), N.N1-bis(p-aminobenzoyl)-2-sulpho-p-phenylenediamine \sQ 1-(m-aminophenyl) - 3 - methyl - 5 - pyrazolone (2 mols) or 1.3 - di - (p - aminophenoxy)propane \sQ m - aminobenzoyl-J-acid (2 mols) is impregnated with an aqueous solution of N.N1-bis(methoxymethyl)adipamide, wrung out and heated to 125 DEG C.; by way of contrast the untreated dyeings and dyeings aftertreated with dimethyloladipamide are described; (2) viscose yarn which has been rendered basic by incorporation of a protein or albuminous material and dyed with 1 - amino - 4 - (p - toluidino) - anthraquinone-2.8-disulphonic acid is steeped in a solution of N.N1-bis(methoxymethyl) urea containing ammonium chloride and acetic acid, dried and baked at 160 DEG  C.; an aqueous solution of N.N1-bis(methoxymethyl) adipamide containing acetic acid can be used similarly; (3) bleached cotton muslin dyed with Pontamine blue is impregnated with aqueous solutions of N.N1-bis(methoxymethyl)-succinamide, -fumaramide or -sebacamide containing sufficient acetic acid to give a pH of 2.5, dried and ironed; (4) cotton fabrics dyed with Pontamine blue are impregnated with aqueous solutions of N.N1.  N11-tris (methoxymethyl) melamine adjusted to various pH values with acetic acid, dried and heated to various temperatures; by way of contrast dyeings aftertreated with di- and trimethylolmelamines are described; (5) bleached cotton muslin dyed with Pontamine blue is impregnated with aqueous alcoholic solutions of N.N1.N11-tris(ethoxymethyl) melamine adjusted to various pH values by acetic acid or sodium acetate, dried and ironed; (6) bleached cotton muslin dyed with Pontamine blue is treated at raised temperature in an aqueous solution containing N.N1.N11 - tris(methoxy - methyl) melamine, sodium chloride and formic acid and dried; analogous treatments with melamine-formaldehyde condensation products are referred to; (7) bleached cotton muslin dyed with dianisidine \sQ 1-amino-8-naph - thol-2.4-disulphonic acid (2 mols) (coppered), p-phenylenediamine (2 mols) \sQ di-J-acid, 3.31 - diaminoazoxybenzene \sQ J - acid (2 mols) or m-aminobenzoyl-p-toluylenediamine \sQ N-(m-aminobenzoyl)-J-acid (2 mols) is impregnated with an aqueous solution of N.N1.N11 - tris(methoxymethyl)melamine containing acetic acid, dried and baked at 164 DEG  C.; (8) viscose fabric dyed with p-phenylenediamine --> 1-naphthylamine-6-sulphonic acid --> 2-amino-7-naphthol-3-sulphonic acid --> 1-naphthylamine-6-sulphonic acid or aniline --> urea-J-acid \sM p-aminoacetanilide are impregnated with an aqueous solution of N.N1.N11 - tris(methoxymethyl)melamine containing acetic acid, dried and baked at 165 DEG  C.; (9) cellulose acetate or nylon fabric dyed with p-aminoacetanilide --> p-cresol or p-nitraniline --> aniline is treated as in (8); (10) woven wool or leather dyed with p-phenylenediamine --> 1.8-dihydroxynaphthalene-3.6-disulphonic acid or phenol \sM benzidine --> 2 - naphthylamine - 3.6 - disulphonic acid (p - toluene sulphonated) is treated as in (8).  Additional aftertreatment agents specified are N.N1 - bis(butoxymethyl)adipamide, N.N1.N11-tris(methoxymethyl)tricarballylamide and N.N1-bis(isopropoxymethyl)urea.  The process is applicable to all types of dyeings, those effected with acid, direct, basic, pigment, sulphur and vat dyestuffs being specified.  These dyestuffs may be azo, anthraquinone, indigo, thioindigo, azine, oxazine, azomethine, nitro, stilbene or triphenylmethane dyestuffs.  Specified materials which may be treated are wood pulp, cotton, linen, ramie, hemp, jute, wool, silk, hair and fibres derived from nylons, vinyl polymers, casein, zein, soya protein, cellulose esters and ethers and regenerated cellulose. Solvents useful for the aftertreatment agents are water and alkanols of one to four carbon atoms and their ethers. Wetting, softening and swelling agents may be added to the solutions. Acidic catalysts can be employed before, during or after the impregnation and may be applied as vapours.  Substances which become acidic during the heating stage may be employed, e.g. ammonium chloride or acetate.  Specifications 486,577, 503,168, 537,971, 557,932 and 567,063 are referred to.  The Specification as open to inspection under Sect. 91 comprises also heating dyed materials with any monomeric ether of a poly-(N-methylol) compound.  By way of contrast with example (5) above dyeings aftertreated with an alcoholic or dimethyformamide solution of a condensation product from melamine and formaldehyde in absolute ethanol in presence of hydrochloric acid, are described.  In a further example, cotton cloth dyed with Pontamine blue is impregnated with an aqueous solution of N.N1-bis(methoxymethyl)uron, N.N1-bis(methoxymethyl)ethyleneurea (prepared from dimethylolethyleneurea and methanol), 1.3-bis-(methoxymethyl)-5-methyl-s-triazone or N.N1-bis(methoxymethyl) - 5.5 - dimethylhydantoin (prepared from 5.5-dimethylhydantoin, formaldehyde and methanol) containing acetic acid and baked at 125 DEG  C.  In example (7) above the cotton may be dyed with a sulphonated copper phthalocyanine.  The poly-(N-methylol) compounds may be derived from carbonamides, oxoamides, thioamides, amidines, guanidines, cyclic amides, cyclic amidines, cyclic ureas, sulphonamides and phosphonamides.  Further compounds specified are: N.N1-bis(phenoxymethyl)adipamide, N.N1 - bis(a  - naphthoxy - methyl)urea, N.N1.N11 - tris(cyclohexyl - or allyl - oxymethyl) melamine, N.N1.N11.N111 - tetrakis(methoxymethyl)methylenediurea, N. N1 - bis(methoxymethyl) - biuret, - adipic di - hydrazide, p  - dicyandiamide, - terephthalamide, - hydantion, -adipohydroxamic acid, -guani - dine, -diketopiperazine, - pyrrolidinedicarbon - amide or -dithioxamide, N.N1 - bis(benzyloxymethyl)urea, N.N1-bis(ethoxymethyl)-thiourea or -uracil and N.N1.N11-tris(methoxymethyl)-phenybiguanide or -cyanuric acid.  These are prepared from the methylol compounds and alcohols in the presence of an acidic catalyst.  Dyestuff intermediates, e.g. coupling components, diazotisation components and compound which form colours by condensation reactions, may also be fixed upon materials by the process.  This subject-matter does not appear in the Specification as accepted.