Patent GB-753141-A (GB)
Title: Improvements in or relating to metallised disazo dyestuffs
IPC: C09B31/02
Filed: 1954-01-20
Abstract: 753,141. Chromium or cobalt containing disazo dyestuffs. SANDOZ, Ltd. Jan. 20, 1954 [Jan. 21, 1953; March 11, 1953; June 29, 1953], No. 1742/54. Addition to 723,632. Class 2(4) The invention comprises chromium- or cobalt-containing dyestuffs which in metal free form are of formula:- when the nucleus I may bear further substituents, e.g. alkyl groups, R<SP>1</SP> is a residue of a diazo component of the benzene or naphthalene series, R<SP>11</SP>OH is a residue of a coupling component of the naphthol or keto-methylene series, X is a carboxy, acylamino, alkylsulphonyl or sulphonamide group or groups in chromium-containing dyestuffs and selected from these groups or a sulphonic acid group in cobaltcontaining dyestuffs and both OH groups are in ortho position to - azo -. Preferred are dyestuffs containing less than one, e.g. 0.5-0.7, especially 0.5 atoms of metalper molecule of metal-free dyestuff. The sulphonamide group may be substituted specified groups being sulphonic acid methylamide, (2<SP>1</SP>- hydroxy) - ethylamide, (3<SP>1</SP> - methoxy) - propylamide and (2<SP>1</SP> - carboxy) - phenylamide. Metallization is effected in the usual way. The dyestuffs dye wool, silk, synthetic nitrogenous fibres and leather from neutral to weakly acid baths in. yellow, red, blue, olive, grey, brown, orange and violet tints. In examples cobalt- or chromium-containing dyestuffs are made from disazo dyestuffs obtained from the following aminoazo and coupling components: 1 - (3<SP>1</SP> - amino - 4<SP>1</SP> - hydroxy) - benzene - azo - naphthalene and the - 4 - and - 5 - sulphonic acids thereof, 2 - (3<SP>1</SP> - amino - 41 - hydroxy) - benzene - azo - naphthalene - 1 -, - 6 - and - 7 - sulphonic acids, 3 - amino - 4 - hydroxy - 1, 1<SP>1</SP> - azobenzene - 3' - and - 4<SP>1</SP> - sulphonic acid mides and sulphonic - (2<SP>11</SP> hydroxy) - ethylamides and - 4<SP>1</SP> - sulphonic and - 2<SP>1</SP> - carboxylic acids, 3 - amino - 4 - hydroxy - 1, 1<SP>1</SP> - azobenzene and the - 4<SP>1</SP> - methyl - , - methoxy - , - ethoxy - , - nitro - and - tert -amyl - - 3<SP>1</SP> - methyl - sulphonyl - and - 2<SP>1</SP>, 4<SP>1</SP>, 6<SP>1</SP> - trimethyl - derivatives thereof, 3 - amino - 4 - hydroxy - 2<SP>1</SP>, 4<SP>1</SP> - dimethyl - 1, 1<SP>1</SP> - azobenzene - 6<SP>1</SP> - sulphonic acid, 3 - amino - 4 - hydroxy - 2<SP>1</SP> - methyl - 3<SP>1</SP> - chloro - 1, 1<SP>1</SP> - azobenzene - 5<SP>1</SP> - sulphonic acid amide, 3 - amino - 4 - hydroxy - 2<SP>1</SP> - methoxy - 1, 1<SP>1</SP> - azobenzene - 5 - sulphonic acid amide, 1 - (2<SP>1</SP> - hydroxy - 3<SP>1</SP> - amino - 5<SP>1</SP> - methyl - and - tert - butyl) - benzene - azo - naphthalene - 5 - sulphonic acid and 2 - hydroxy - 3 - amino - 5 - methyl - 1, 1<SP>1</SP> - azobenzene - 3<SP>1</SP> - and - 4<SP>1</SP> - sulphonic acid amide and - 2<SP>1</SP> - carboxylic acid, acetoacetylamino - benzene, -butane and -octane, 1 - acetoacetylamino-naphthalene, 1 - acetoacetylbenzene - 4 - sulphonic acid, 2 - naphthol and its - 4-, - 6 - and - 7 - sulphonic acids, 1 - carbo - (2<SP>1</SP> - ethoxy) - ethoxyamino - 7 - naphthol, 1 - acetyl - and - propionyl - amino - 7 - naphthol, 1- naphthol - 4 - sulphonic acid, 2 - naphthol - 4 - sulphonic acid amide and 1 - phenyl-, - 3 - chlorophenyl and - (5<SP>1</SP>, 6<SP>1</SP>, 7<SP>1</SP>, 8<SP>1</SP> - tetrahydro) - naphthyl - (2<SP>1</SP>) - 3 - methyl - 5 - pyrazolones.