Patent GB-782785-A (GB)
Title: Improvements in the dyeing and printing of textile materials of organic derivatives of cellulose
IPC: D06P1/642
Filed: 1955-09-16
Abstract: Fast dyeings and prints on textile materials of an organic derivative of cellulose, e.g. cellulose acetate, cellulose triacetate or ethyl cellulose, with a dyestuff containing a carboxylic acid, a sulphonic acid or a sulphonic acid amide group, or two or more of those groups which are identical or different are obtained by treating the materials, before or during the dyeing operation, with a carbamic acid ester of a compound containing at least one hydroxyl group and at least one tertiary amino group.  Amino-alcohols from which the ester is formed may have the formula: <FORM:0782785/IV (b)/1> or <FORM:0782785/IV (b)/2> in which R is a branched or straight chain alkyl radical and R1 and R11 are alkyl, cycloalkyl or arylalkyl radicals, if desired containing hydroxyl groups, and R1 and R11 may be linked together thus forming with the nitrogen atom a heterocyclic ring, such as pyrrolidine, piperidine, hexamethyleneimine, morpholine and imidazole.  Alternatively, amino alcohols may be employed of the formula: <FORM:0782785/IV (b)/3> in which R is a straight or branched chain alkyl radical which may be interrupted by hetero atoms or R may be the radical of a cycloaliphatic, aromatic or hetero ring or a plurality of such rings, R1, R11, R111 and R1111 may be alkyl, cycloalkyl or arylalkyl radicals and R1 and R11 or R111 and R1111 may be joined together to form with the nitrogen atom a heterocyclic ring.  As carbamic acids those with aliphatic, aromatic, araliphatic or cycloaliphatic substituents on the amide nitrogen may be employed. The esters may be prepared by reacting hydroxylalkylamines with organic isocyanates.  Numerous carbamic acid esters are specified. The esters may be incorporated in the spinning solution from which the fibres are spun.  The esters may also be used in association with the dyeability-promoting agents described in Specification 742,029. Many dyestuffs containing sulphonic acid or sulphonamide groups of the amino-anthraquinone and azo series are specified. Dyestuffs formed by condensing 4-amino-3 - sulphonaphthalene - 1.8 - dicarboxylic acid anhydride with aromatic amines are also specified. Dyestuffs containing metallized or metallizable groups may also be employed and treatment with e.g. chromium salts may be effected during or after the dyeing operation.  Numerous examples are given.ALSO:A carbamic acid ester of a compound containing at least one hydroxyl group and at least one tertiary amino group is incorporated in spinning solutions of organic derivatives of cellulose, e.g. cellulose acetate, cellulose triacetate or ethyl cellulose, whereby subsequent dyeings or prints on the fibres produced from these solutions are rendered fast.  Amino-alcohols from which the ester is formed may have the formula <FORM:0782785/IV (a)/1> in which R is a branched or straight chain alkyl radical and R1 and R11 are alkyl, cycloalkyl or arylalkyl radicals, if desired containing hydroxyl groups, and R1 and R11 may be linked together thus forming with the nitrogen atom a heterocyclic ring, such as pyrrolidine, piperidine, hexamethyleneimine, morpholine and imidazole.  Alternatively, amino alcohols may be employed of the formula <FORM:0782785/IV (a)/2> in which R is a straight or branched chain alkyl radical which may be interrupted by hetero atoms or R may be the radical of a cycloaliphatic, aromatic or hetero ring or a plurality of such rings, R1, R11, R111 and R1111 may be alkyl, cycloalkyl or arylalkyl radicals, and R1 and R11 or R111 and R1111 may be joined together to form with the nitrogen atom a heterocyclic ring.  As carbamic acids those with aliphatic, aromatic, araliphatic or cycloaliphatic substituents on the amide nitrogen may be employed. The esters may be prepared by reacting hydroxylalkylamines with organic isocyanates.  Numerous carbamic acid esters are specified.