Patent GB-408574-A (GB)
Title: Improvements in or relating to the colouration of materials
IPC: C09B51/00
Filed: 1932-10-01
Abstract: Cellulose esters or ethers, dyeing.--Colourations are produced upon textile materials or upon materials made of or containing cellulose esters or ethers by means of aromatic compounds, free from azo groups, containing at least one nuclear nitro group in ortho relationship to a nonacylated non-aromatically substituted amino group, e.g. an unsubstituted or alkyl-substituted amino group, said compounds containing also at least one amino group acidylated with a carboxylic or sulphonic acid group.  The use of 1 - benzoylamino - 3 - oxyethylamino - 4 - nitrobenzene (cf. Specification 403,118) is disclaimed.  The nitro and acidylamino groups may be carried by a simple aromatic nucleus, as in the nitro acidylamino-anilines, -toluidines or -naphthylamines, or by a nucleus comprising two aryl groups connected directly or, for example, by --O--, --S--, --NH--, --CH2--, --CO-- or --CO--NH-- or there may be used amides or substituted amides of aromatic acids substituted in the aromatic nucleus by a nitro group and a non-acylated non-aromatically substituted amino group in ortho relationship.  Specified compounds used are 1-amino-2-nitro-4- or 5-benzoylaminobenzene, 1-amino-2-nitro-4- or 5-acetylaminobenzene, 3-nitro-4-amino-4<1> - acetylaminodiphenyl, 1 - amino - 2 - nitro - 4<1> - p - toluenesulphonylaminobenzene, and 3 - nitro - 4 - aminobenzanilide. Phenylacetyl is also specified as a suitable acidyl group. Relatively insoluble dyestuffs may be applied to cellulose ester or ether materials in the form of dispersions, prepared, for example, by the methods of Specifications 219,349, 224,925, 242,393, 242,711, 269,960, 273,819, 273,820, 322,737, or 323,788, [all in Class 15 (ii)].  The invention is also applicable to the colouration of other textile fibres such as cotton, wool, silk or regenerated cellulose and to the colouration of textiles containing cellulose ester or ether fibres in admixture with such other fibres.  The following examples are specified.  (1) A cellulose acetate fabric is dyed a greenish yellow, of good fastness to volatilization and soaping, by treatment in a bath containing soap and a turkey red oil dispersion of 1-amino-2-nitro-5-benzoylaminobenzene, while raising the temperature slowly to 80 DEG  C. and maintaining thereat for 1\ba1/2\be hours.  (2) A fast golden yellow shade is similarly obtained by means of 1-amino-2-nitro-4-acetylaminobenzene.  (3) A fast bright yellow shade is similarly obtained by means of 3 - nitro - 4 - amino - 4<1> - a acetylaminodiphenyl. Specifications 283,253, 299,349, and 316,526, [all in Class 15 (ii)], also are referred to Nitro dyes.--1-Amino-2-nitro-4- (or 5-) acetylaminobenzene is obtained by the action of acetic anhydride on nitro-p-(or m-)phenylenediamine.  1-Amino-2-nitro-4- (or 5-) benzoylaminobenzene is obtained by the action of benzoic anhydride on nitro-p-(or m-) phenylenediamine.  3 - Nitro - 4 - amino - 4<1> - acetylaminodiphenyl is obtained by acetylation of 3-nitro-4 : 4<1> - diaminodiphenyl.  1 - Amino - 2 - nitro - 4 - p - toluenesulphonylaminobenzene is obtained by the action of p-toluenesulphonyl chloride on nitro - p - phenylenediamine.  3 - Nitro - 4 - aminobenzanilide is obtained by converting 3-nitro-4-aminobenzoic acid into the chloride, followed by reaction with aniline.