GB866386A - Metallized disazo dyestuffs containing triazole rings - Google Patents
Metallized disazo dyestuffs containing triazole ringsInfo
- Publication number
- GB866386A GB866386A GB23016/58A GB2301658A GB866386A GB 866386 A GB866386 A GB 866386A GB 23016/58 A GB23016/58 A GB 23016/58A GB 2301658 A GB2301658 A GB 2301658A GB 866386 A GB866386 A GB 866386A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- sulphonic acid
- group
- aminonaphthalene
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/025—Disazo dyes containing acid groups, e.g. -COOH, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Aminonaphthotriazoles are prepared by coupling a diazotised 2-amino-6-nitronaphthalene sulphonic acid with a naphthylamine coupling ortho to the amino group, triazolising and reducing the nitro group to amino, and are used in the preparation of azo dyes (see Group IV(c)). The triazolation may be carried out using ammoniacal cupric salt solution or sodium hypochlorite solution. In an example the aminotriazole compound of formula: <FORM:0866386/IV (b)/1> obtained by the process specified above from 2-amino-6- nitronaphthalene- 4 : 8- disulphonic acid and 2-aminonaphthalene-6-sulphonic acid is specified. Further starting materials specified are 2-amino-6-nitronaphthalene-4- or p -8-sulphonic acid and 2-aminonaphthalene, 2-aminonaphthalene-5- or -7-mono- or -3 : 6-disulphonic acid and 1-aminonaphthalene-4-sulphonic acid.ALSO:The invention comprises the nickel and copper complexes of disazo dyes of formula:- <FORM:0866386/IV(c)/1> wherein R is an azo component radical having the hydroxy group in ortho-position to the azo group, R1 is a 1 : 4-phenylene or -naphthylene radical having X in ortho-position to the external azo group, X is a metallizable group or a group or atom convertible thereto under metallizing conditions, R2 is a 1 : 2-naphthylene radical and n is 1 or 2. They are prepared by coupling a diazotized 2-amino-6-nitronaphthalene sulphonic acid with a naphthylamine coupling ortho to the amino group, triazolizing the aminoazo compound, reducing the nitro group to an amino group, diazotizing the aminotriazole and coupling in p-position to the amino group of an azo component having an amino group with a suitable group or atom (cf. X above) ortho thereto, further diazotizing and coupling ortho to the hydroxy group of an azo component (R) and metallizing with copper or nickel-yielding agents. Other processes wherein the various reactions are carried out in a different order are specified. The dyes give green shades on natural or regenerated cellulose. In an example the aminotriazole compound obtained by triazolizing and reducing the nitro group of the aminoazo compound 2-amino-6-nitronaphthalene-4 : 8-disulphonic acid (I) --> 2-aminonaphthalene-6-sulphonic acid (II) is diazotized and coupled with 1-amino-2-ethoxy-naphthalene-6-sulphonic acid (III), the aminoazo dye is diazotized and coupled with 2-naphthol-3 : 6-disulphonic acid (IV) and finally coppered. Further starting materials specified in examples and the general description are:-(I) 2-amino-6-nitro-naphthalene-4- or -8-sulphonic acid; (II 2-aminonaphthalene, 2-aminonaphthalene-5- or -7-mono- or -3 : 6-di-sulphonic acid, 1-amino-naphthalene-4-sulphonic acid; (III) aniline, o-anisidine, 5-methyl-2-methoxyaniline, 1-amino-naphthalene, 2-chloro-1-aminonaphthalene-6- or -7-sulphonic acid, anthranilic acid, 1-amino-2-ethoxynaphthalene-7-sulphonic acid; (IV) p-cresol, 2-naphthol-4- or -5- or -6-sulphonic acid, 1-hydroxy-8-acetyl- or -benzoyl-aminonaphthalene-5-sulphonic acid, 1-naphthol-4-sulphonic acid, 1-naphthol-3 : 8- or -4 : 8-disulphonic acid, 2-naphthol-5 : 7-disulphonic acid, 1-chloro-2-acetylamino-5-naphthol-7-sulphonic acid, 1-hydroxy-7-acetyl- or -phenyl-aminonaphthalene-3-sulphonic acid, 1-phenyl- or -(41-sulphophenyl)-3-methyl-5-pyrazolone. Specifications 660,447, 721,495 and 790,386 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE866386X | 1957-07-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB866386A true GB866386A (en) | 1961-04-26 |
Family
ID=6802000
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23016/58A Expired GB866386A (en) | 1957-07-23 | 1958-07-17 | Metallized disazo dyestuffs containing triazole rings |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB866386A (en) |
-
1958
- 1958-07-17 GB GB23016/58A patent/GB866386A/en not_active Expired
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB866386A (en) | Metallized disazo dyestuffs containing triazole rings | |
US2197350A (en) | Copper complex compounds of polyazo dyestuffs | |
US2987513A (en) | Azo dyestuffs and process for their manufacture | |
US2741655A (en) | Cupriferous azo-dyestuffs | |
GB1002345A (en) | Photographic layers for the silver dyestuff bleaching method | |
US2476261A (en) | Process for the manufacture of asymmetrical polyazo-dyestuffs | |
GB907383A (en) | Disazo and trisazo dyestuffs and copper complexes thereof | |
US2447867A (en) | Azo dyestuffs of the pyrazolone series | |
ES441774A1 (en) | Disazo dyes | |
GB907382A (en) | Disazo and trisazo dyestuffs and nickel complexes thereof | |
US2342451A (en) | Chrome disazo dye | |
GB954100A (en) | Coppered azo dyestuffs containing triazole residues | |
US2155685A (en) | Azo dyes | |
GB907384A (en) | Process for the preparation of disazo and trisazo dyestuffs and copper complexes thereof | |
US2297801A (en) | Azo dyes | |
GB1130348A (en) | Metal-containing disazo dyestuffs and process for their manufacture | |
GB864276A (en) | Metallized azo dyestuffs containing triazole rings | |
GB755450A (en) | Improvements in or relating to polyazo dyestuffs | |
GB853013A (en) | Monoazo dyestuffs containing triazole rings | |
US2163251A (en) | Azo dyestuffs | |
GB744406A (en) | Manufacture of azo-dyestuffs | |
GB901748A (en) | Metallisable azo-dyestuffs and process for their manufacture | |
GB875672A (en) | Copper containing trisazo dyestuffs | |
GB901900A (en) | Metal complex compounds of triazole azo dyestuffs | |
GB897437A (en) | Polyazo dyestuffs and copper complexes thereof |