Patent GB-558784-A (GB)
Title: Improvements in or relating to the colouration of cellulose esters and ethers
IPC: D06P1/645
Filed: 1942-07-18
Abstract: 558,784. Dyeing textiles. COLLIE, B., GILES, C. H., WILKINSON, D. G., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. July 18, 1942, No. 10020. [Classes 2 (iii) and 15 (ii)] The fastness, especially to the combustion products of coal gas, of colorations on materials made of or containing a cellulose ester or ether is improved by a treatment of the materials, before, during or after their coloration, with an N-substituted diamine of the general formula RR<SP>1</SP>N-(CH 2 ) n -NRR<SP>1</SP>, wherein R represents hydrogen, methyl, ethyl or #-hydroxyethyl, R<SP>1</SP> represents phenyl, which may carry simple substituents such as alkoxy, alkyl or halogen, and n represents 2 to 6. Specified diamines are N:N<SP>1</SP>-diphenyl-ethylenediamine and its N:N<SP>1</SP>-dimethyl, diethyl and di-#-hydroxyethyl derivatives, the N:N<SP>1</SP>-dimethyl and N:N<SP>1</SP>- diethyl derivatives of K:N<SP>1</SP>-diphenyl-trimethylenediamine, N:N<SP>1</SP>-diphenyl-hexamethylenediamine and the mixture of diamines obtained by condensing aniline and o-toluidine with ethylene dichloride in presence of sodium carbonate. The process is especially valuable as applied to dyeings obtained on cellulose acetate artificial silk with the 1-amino-4-methyl, 1:4:5:8-tetraamino and 1-(p-amino-anilino)-4-acetylmethylamino derivatives of anthraquinone. In examples, (1) cellulose acetate artificial silk, dyed with 1:4:5:8-tetraaminoanthraquinone is padded at room temperature with an alcoholic solution of N:N<SP>1</SP>-diphenyl-ethylenediamine or its N:N<SP>1</SP>-dimethyl derivative, squeezed and dried ; (2) cellulose acetate artificial silk is dyed by treatment for 45 minutes in an aqueous bath at 85‹C. containing 1:4:5:8-tetraaminoanthraquinone, N:N<SP>1</SP>-diphenylethylenediamine dispersed by milling with sodium dinaphthylmethanedisulphonate, and turkey red oil, followed by rinsing and drying; (3) cellulose acetate artificial silk is dyed as in (2) with the use, in place of the dispersion of the diamine, of a solution thereof in a mixture of ethylene glycol monoethyl ether and the condensation product from cetyl alcohol (1 mol.) and ethylene oxide (17 mols.); (4) cellulose acetate artificial silk is similarly dyed with the use of a solution of N:N'-dimethyl - N:N<SP>1</SP>-diphenyl-ethylenediamine in a 'mixture of ethylene glycol monoethyl ether, the condensation product in (3) and the condensation product from cetyl alcohol (1 mol.) and ethylene oxide (30 mols.); (5) cellulose acetate artificial silk is dyed as in (2) with the use, in place of the dispersion of the diamine therein, of a solution of N:N<SP>1</SP>-diphenyl-hexamethylene-diamine in a mixture as in (3). Other specified solvents for the diamines are butyl alcohol and dioxane, and other specified dispersing agents are polyglyceryl ricinoleate, cetyltrimethylammonium bromide and sodium cetyl sulphate. Specification 243,841, [Class 15 (ii)], is referred to. N:N<SP>1</SP>-Di-(#-hydroxyethyl) - N:N<SP>1</SP> - diphenylethylenediamine is obtained by condensing N-#-hydroxyethylaniline with ethylene dibromide in presence of sodium carbonate. N: N<SP>1</SP> - Diphenyl hexamethylene - diamine is obtained by condensing aniline with hexamethylene dibromide in presence of sodium carbonate.