Patent GB-338111-A (GB)
Title: Improvements in the dyeing of regenerated cellulose materials
IPC: C09B35/28
Filed: 1929-07-03
Abstract: 338,111. Imperial Chemical Industries, Ltd., and Brightman, R. July 3, 1929. Azo dyes.-Level dyeings are produced upon regenerated cellulose materials by the application of azo dyestuffs obtainable by one of the following processes (1), (2), or (3). (1) An aminobenzoylphenylenediamine of the formula NH2.C6H4.CO NH.C6H4. NH2, or a. homologue or substitution product, thereof such as is obtainable by processes corresponding to those of Specification 5792/09, is tetrazotized and coupled with 1 mol. of a 2 : 8-, 1 : 8, or 1: 5-aminonaphtholsulphonic or disulphonic acid, or an N-substituted or azo derivative thereof, or a. monocyclic aryl or aroyl derivative, containing no external amino group, of 2 : 5 : 7-aminonaphtholsulphonic acid, and with 1 mol. of a coupling component other than 2: 5: 7-aminonaphtholsulphonic acid or a monocyclic aryl derivative thereof containing an external amino group. (2) An aminoacetanilide or a nitraniline or a substitution product thereof is diazotized and coupled with a component corresponding to one of the molecules specified in (1) which component, when a diazotized aminoacetanilide is used, does not contain an acylamino or an unsubstituted amino group, and, when a diazotized nitraniline is used, does not contain a nitro or an unsubstituted amino group, whereupon, the acylamino group is hydrolyzed or the nitro group is reduced and the aminoazo product is diazotized and coupled with a component corresponding to the other of the molecules specified in (1). (3) A diazo compound is coupled with an amine of the benzene series which couples in p-position to the amino group, the aminoazo product is condensed with a nitrobenzoyl chloride, the nitro group is reduced, and the product is diazotized and coupled with a 2:8-, 1:8-, or 1:5-aminonaphthol-sulphonic or disulphonic acid, or an N-substituted or azo derivative thereof, or a monocyclic aryl derivative, containing no external amino group, of 2 : 5: 7- aminonaplitholsulphonic acid. For the dyestuffs obtainable by process (1) specified tetrazo components are m-aminobenzoyl-m-phenylenediamine m-aminobenzoyl-p-phenylenediamine, p-aminobenzoyl-p-phenylenediamine, m-aminobenzoyl-mtoluylenediamine, and 1-m-aminobenzoylaminobenzoylamino-2-methoxy-4-aminobenzene, specified first coupling components (coupled alkaline) are 2 :8 : 6-acid, phenyl-2: 8 : 6-acid, phenyl- 2 : 5 : 7-acid, 1 : 8 : 3 : 6-acid, 1 : 8 : 2 : 4-acid, 1 : 5 : 7-acid, 1 : 8 : 4-acid, benzoyl-2,: 8 : 6-acid, and the monoazo product p-nitraniline # (acid) 1 : 8 : 3 : 6-acid, and specified second components are 1 : 4- and 1 : 5-naphtholsulphonic acids, salicylic acid, #-naphthol, 2 : 8 : 6-acid (coupled alkaline), 2: 8: 6-acid, (coupled acid), and o-cresotinic acid. Dyestuffs specified as obtainable by process (2) are the product obtained by diazotizing the reduced condensation product of m-nitrobenzoyl chloride with the product of hydrolysis of 4-aminoacetanilide-3-sulphonic acid # 1 : 4-naphtholsulphonic acid, and coupling with phenyl-2: 8: 6-acid; the product obtained by diazotizing the reduced condensation product of m-nitrobenzoyl chloride with the product of reduction of 4-nitraniline-2-sulphonic acid # 1 : 4-naphtholsulphonic acid, and coupling with 1 : 8 : 4-acid; the product obtained by diazotizing the reduced condensation product of m-nitrobenzoyl chloride with the product of reduction of p-nitraniline # salicylic acid, and coupling with benzoyl-2 : 5 : 7-acid: the product obtained by diazotizing the reduced condensation product of p-nitrobenzoyl chloride with the product of reduction of m-nitraniline # salicylic acid, and coupling with 1 : 8 : 2 : 4-acid. Dyestuffs specified as obtainable by process (3) are the product obtained by diazotizing the reduced condensation product of p-nitrobenzoyl chloride with cresidine # cresidine, and coupling with 1 : 8 : 3 : 6- acid; the product obtained by diazotizing the reduced condensation product of p-nitrobenzoyl chloride with 4-chloraniline-2-sulphonic acid # cresidine, and coupling with 1 : 8 : 2 : 4-acid.