Patent GB-730468-A (GB)
Title: New colouration process
Inventor: FERN ALAN STANLEY
IPC: D06P1/14
Filed: 1951-12-28
Abstract: Textile materials, paper, sheets, films and plastic masses are coloured by applying a solution or suspension of a dyestuff intermediate comprising a compound which, in one of its tautomeric forms, has the formula <FORM:0730468/IV (c)/1> wherein X is an amino or substituted amino, alkyloxy, aralkyloxy, cycloalkyloxy, alkylmercapto, aralkylmercapto or cycloalkylmercapto group wherein the alkyl, aralkyl or cycloalkyl radicals may carry substituents, R1 and R2 are hydrogen or alkyl, aralkyl or cycloalkyl groups which may carry substituents and may be joined together to form with the 3 : 4 double bond of the isopyrrole nucleus a cyclohexene ring, and n is a number greater than zero; or alternatively the alcohol or mercaptan addition products of the above compounds, and, if desired, also applying a solution or suspension of a metal compound (to form a metal complex), and subsequently heating the material to form a tetra-aza-porphin compound in situ.  The substituents on the alkyl, aralkyl or cycloalkyl radicals attached to the oxy- or mercapto-groups may be heterocyclic, alkyloxy, amino, substituted amino or hydroxyl groups or halogen atoms.  When X is hydroxy-alkyloxy and the two oxygen atoms are in suitable positions, the intermediates have the formula <FORM:0730468/IV (c)/2> or <FORM:0730468/IV (c)/3> where m = 2 or 3.  The alcohol or mercaptan addition products of compounds in which X is an alkyl-, aralkyl-, or cycloalkyl-, oxy- or mercapto group have the formula <FORM:0730468/IV (c)/4> or <FORM:0730468/IV (c)/5> wherein R3 and R4 are alkyl, aralkyl or cycloalkyl groups and S may replace O.  Specified intermediates are 2-imino-5-amino-3 : 4-tetrahydrobenzisopyrrole, 2 - imino - 5 - amino - 3 : 4 - dimethyl - isopyrrole, 5 - b  - hydroxyethoxy - 2 - imino - 3 : 4 - tetrahydrobenz - isopyrrole or the tautomeric 2 : 2 - ethylenedioxy - 5 - amino - 3 : 4-tetrahydrobenz-isopyrrole, 5 - b  - hydroxyethoxy - 2 imino - 3 : 4 - dimethyl - isopyrrole or the tautomeric 2 : 2-ethylenedioxy-5-amino-3 : 4 - dimethyl - isopyrrole.  Specified metal complex-forming compounds are those of Cu, Pb, Fe, Ni, Mg, Ti, Zn, Sn, Al and Co, e.g. cupric acetate, sulphate or chloride, copper ammonium acetate and nickel sulphate, acetate, or chloride. Textiles, e.g. of cotton, linen, wool, silk, viscose rayon, cuprammonium rayon, acetate rayon, nylon and polyethylene terephthalate, may be treated as by dyeing, padding, printing, spraying and brushing techniques. Printing pastes may also contain azoic coupling components and a water-miscible organic solvent, e.g. acetic, formic or lactic acid, glycol, diethylene glycol, thiodiglycol, glycerol, formamide, dimethylformamide and pyridine.  Printing may be effected side-by-side with mordant, vat or leuco-sulphuric ester dyestuffs, or azoic combinations, or on cloth previously impregnated with an azoic coupling component or with a resist paste containing a strong acid or alkali or organic base or with a mechanical resist.  The reaction on the material may be effected in the presence of catalysts, e.g. ammonium molybdate, or in the presence of a reducing agent, e.g. thiourea, sodium thiosulphate or diethyltartrate, or in the presence of an amine, polyamine or aminoalcohol.  Heating may be effected by steam, if desired under pressure, or in the presence of a volatile acid or volatile base.  The material may be after-treated with a dilute acid bath.  Numerous examples of the printing of cotton cloth are given.  Specifications 698,039 and 730,467 are referred to.