Patent GB-780484-A (GB)
Title: Manufacture of disazo-dyestuffs insoluble in water
IPC: C09B35/04
Filed: 1953-11-03
Abstract: The invention comprises water-insoluble disazo dyestuffs of formula <FORM:0780484/IV (b)/1> wherein R is an aromatic, hydroaromatic, araliphatic or heterocyclic radical, R1 is a methyl or phenyl group, R2 is an aryl radical and X is hydrogen, an alkoxy group or a bromine atom.  The dyestuffs are prepared in substance or on the fibre by coupling a diazo compound of an appropriate a  - (41 - amino - 21:51 - dialkoxybenzene - 11 - azo) - aceto - or benzoyl - acetamide with an appropriate 2:3-hydroxynaphthoic acid arylide.  The aminoazo compounds used as diazo components may be obtained by coupling a diazotized 1-amino-2:5-dialkoxy-4-nitrobenzene with an acylacetic acid amide of formula R1-CO-CH2-CO-NH-R, R1 and R being as defined above, and reducing the nitro group to an amino group.  The dyestuffs dye or print cellulose materials in blue and green tints.  In examples: (1) disazo dyestuffs are prepared in substance or on the fibre by normal procedures from the following components: (a) diazo components:-a -(41-amino-21:51-dimethoxy- or -diethoxy-benzene-11-azo)-acetoacetanilide, a  - (41 - amino - 21:51 - dimethoxybenzene - 11 - azo) - acetoacetic acid-3-ethoxy- or -2-, -3- or -4-methyl- or -3- or -4-chloro- or -3- or -4-ethoxy- or 2:3-, -2:4- or -2:5-dimethyl- or -2-methyl-4-chloro- or -2-ethylsulphonyl - 5 - trifluoromethyl- or -2:5-dichloro-anilide, a -(41-amino-21:51-dimethoxybenzene - 11 - azo) - acetoacetic acid - diphenylsulphone-2- or -cyclohexyl-1- or -naphthyl-1- or -2- or -anthraquinonyl-2- or -6-methoxybenzthiazole-2- or -N-ethyl-carbazolyl-3-amide, a -(41 - amino - 21:51 - diethoxybenzene - 11 - azo) acetoacetic acid-3-methyl- or -2- or -4-chloroanilide, a - (41 - amino - 21:51 - diethoxybenzene-11 - azo) - acetoacetic acid - benzylamide, and a  - (41 - amino - 21:51 - dimethoxybenzene - 11 - azo) - benzoylacetanilide; (b) coupling components:- 1-(21:31-hydroxynaphthoylamino)-benzene, 1 - (21:31 - hydroxynaphthoylamino)-2-methyl- or -methoxy- or -2-methyl-4-chloro-or -2-methyl-4-methoxy- or -2:4-dimethoxy-5-chloro-benzene, 1- or 2-(21:31-hydroxynaphthoylamino)-naphthalene, 1-(61-methoxy-21:31-hydroxynaphthoylamino) - 2 - methyl - 4 -chlorobenzene, and 1 - (61 - bromo - 21:31 - hydroxynaphthoylamino) - benzene; (2) cotton fabric is padded with a solution of 1 - (21:31-hydroxynaphthoylamino)-2-methylbenzene and printed with a paste containing the diazonium chloride of a -(41-amino-21:51-dimethoxybenzene - 11 - azo) - acetoacetanilide; (3) cotton fabric is padded with a solution of 1-(21:31-hydroxynaphthoylamino) - benzene, developed in a bath containing the diazonium chloride-zinc chloride double salt of the dimethyl- or diethylamide of a -(41-amino-21:51-dimethoxybenzene-11 - azo) - acetoacetic acid - 4 - carboxy - anilide and discharge-printed with "Rongalite" (Registered Trade Mark); (4) as in (3) but 1-(21:31-hydroxynaphthoylamino) - 2 - methyl - 5 - chlorobenzene is coupled with a -(41-amino-21:51 - dimethoxybenzene - 11 - azo) - acetoacetic acid - 3 - sulphonamido - anilide; (5) as in (2) but using a viscose rayon fabric, 1-(21:31-hydroxynaphthoylamino) - 2 - methylbenzene is coupled with the acid diazonium phosphate of a  - (41 - amino - 21:51 - dimethoxybenzene - 11-azo)-acetoacetic acid-4-methoxy-anilide.