Abstract:
New anthraquinone compounds of the formulae
AND
IN WHICH X1 denotes a hydroxyl or amino group, X2 denotes a hydroxyl, amino, alkylamino, cycloalkylamino, arylamino, acylamino, alkylmercapto or arylmercapto group, Y represents hydrogen, halogen, alkylmercapto or arylmercapto radicals, R represents an alkyl radical, Hal represents chlorine, bromine or iodine and Z represents hydrogen or an acyl radical, AS WELL AS THEIR MANUFACTURE AND USE FOR DYEING AND PRINTING SYNTHETIC FIBRE MATERIALS.
WHEREIN R1 STANDS FOR HYDROGEN OR FOR AN OPTIONALLY SUBSTITUTED ARYL RADICAL, AND R2 STANDS FOR AN OPTIONALLY SUBSTITUTED ARYL RADICAL OR FOR AN OPTIONALLY SUBSTITUTED HYDROAROMATIC RADICAL.
SYNTHETIC FIBER MATERIALS, PARTICULARLY POLYESTERS, MAY BE DYED AND PRINTED WITH ANTHRAQUINONE DYESTUFFS CORRESPONDING TO THE FORMULA:
Abstract:
Process for the continuous dyeing of synthetic fiber materials from organic solvents, characterized in that the fiber materials are impregnated with dyestuffs liquors which contain anthraquinone dyestuffs of formula IN WHICH R represents a C1-C18-alkyl radical and R1 denotes a C1-C18-alkyl, cycloalkyl or aralkyl radical or an optionally substituted phenyl radical, with the provisco that the sum of the carbon atoms present in total in R and R1 is at least 6 and at most 36, and that the fiber materials are subsequently subjected to a heat treatment. The dyeings obtained are distinguished by high dyestuff yield, very good buildup and excellent fastness properties, especially very good fastness to thermofixing, washing, rubbing and light.
Abstract:
The invention comprises anthraquinone dyes of the general formula in which X is a halogen atom or an alkyl, hydroxyalkyl, alkoxy, hydroxyalkoxy, or alkylmercapto radical, R is a substituted or unsubstituted aryl radical and n has the values 0, 1, 2 or 3. The dyes may be made by reacting 1 - amino - 4 - aryl - sulphonamido - anthraquinones having exchangeable groups in the 2-position, e.g. sulphonic acid or halogen groups, with substituted or unsubstituted phenols, or by reacting 1,4 - diamino - 2 - phenoxy-anthraquinones with aryl-sulphohalides. R above is preferably a p-toluyl radical. The reaction using phenols is generally effected in the presence of a strong alkali, e.g. potassium or sodium hydroxides or carbonates and at temperatures of 100-180 DEG C. whilst the reaction employing sulphohalides, especially chloro and bromo derivatives, is effected in a solvent at 100-150 DEG C. optionally in the presence of an acid binding agent, solvents referred to being toluene, chlorobenzene, nitrobenzene, pyridine and dioxan. The following compounds as well as the general class of compounds above are claimed per se. 1 - amino - 2 - phenoxy - 4-p - toluene - sulphonamido - anthraquinone; 1 - amino - 2 - (41 - methoxy - phenoxy) - 4 - p-toluene - sulphonamido - anthraquinone; 1-amino - 2 - (31 - chlorophenoxy) - 4 - p - toluene-sulphonamido anthraquinone; 1 - amino - 2-phenoxy - 4 - p - chlorobenzene - sulphonamido - anthraquinone; 1 - amino - 2 - phenoxy-4 - (31,41 - dichlorobenzene -sulphonamido-anthraquinone; 1 - amino - 2 - phenoxy - 4-p - nitrobenzene - sulphonamido - anthraquinone; 1 - amino - 2 - phenoxy - 4 - (31-nitrobenzene - sulphonamido) - anthraquinone; 1 - amino - 2 - phenoxy - 4 - benzene - sulphonamido - anthraquinone; 1 - amino - 2 - phenoxy-4 - o - toluene - sulphonamido - anthraquinone; 1 - amino - 2 (41 - methyl-mercapto -phenoxy)-4-p-toluene-sulphonamido-anthraquinone.ALSO:Polyester materials are dyed using dyes of general formula in which X is halogen, alkyl, hydroxyalkyl, alkoxy, hydroxyalkoxy, or alkyl mercapto, R is a substituted or unsubstituted aryl group and n has the values O, 1, 2 or 3. The dyeing is effected in the presence of carriers at 100 DEG C. or preferably at 110-130 DEG C. under pressure. The dyes are also suitable for use in the thermosol process by which the dyes are fixed by heating at temperature of about 200 DEG C.