GB880658A - Metal-containing azo dyestuffs derived from cyanonaphthalene - Google Patents
Metal-containing azo dyestuffs derived from cyanonaphthaleneInfo
- Publication number
- GB880658A GB880658A GB1760/60A GB176060A GB880658A GB 880658 A GB880658 A GB 880658A GB 1760/60 A GB1760/60 A GB 1760/60A GB 176060 A GB176060 A GB 176060A GB 880658 A GB880658 A GB 880658A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- naphthol
- dyes
- coupling
- components
- 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
- C09B45/14—Monoazo compounds
- C09B45/22—Monoazo compounds containing other metals
-
- 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
- C09B45/14—Monoazo compounds
- C09B45/18—Monoazo compounds containing copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyes of formula <FORM:0880658/IV (c)/1> where R is a carbocyclic or heterocyclic radicle containing one to three 5- to 6-membered nuclei in which X is in the o-position to the azo bridge and which may contain further substituents, X is 0 or C00, R1 is the residue of a 4-cyanonaphthalene in which O is in the 2-position and the azo link in the 1-position, Me is Cu, Co or Cr and n is 1 or 2. The dyes are made by conventional processes by metallising dyes obtained by coupling appropriate diazo, diazoazo or tetrazo compounds with a 4-cyano-2-naphthol or by coupling a diazotised 1-amino-4-cyano-2-naphthol with appropriate coupling components. Indicated as values for R are diphenyl, azobenzene, benzene, naphthalene, stilbene, and diphenylurea. Illustrative of specified diazo components for use with a cyano coupling component are 2-aminophenol and its 4-chloro, nitro and sulphonamide derivatives, 3-amino-4-phenol-thylsulphone, 6-chloro-4-amino-1,3-dimethoxybenzine, 2-aminophenol-4-sulphonic acid, 2-amiline-1-carboxylic acid, 4-acetylamino-2-amiline-1-carboxylic acid and sulphonamido-phenyl - 1 amino - 2 - hydroxy - and - carboxy - benzenes substituted at the N-atom of the sulphonamide group by, e.g. alkyl, arakyl and phenyl groups or by ring-closed alkyl groups to form, e.g. morpholine or piperazine residues, and 2-ethoxy-1-naphthylamine and its 6-sulphonic acids. Specified tetrazo components are 4,41-diamino-3,31-dihydroxy-diphenyl, 4,41-diamino-3,31-dimethoxy-diphenyl and diphenylurea and 4,41-diamino-3,31-dicarboxy-diphenyl or-stilbene. 2 - amino - 5 - arylazophenols and - anisoles, 2 - amino-4-arylazophenols and 1-amino-2-methoxy-4-arylazonaphthalene sulphonic acids may also be used. Components requiring metallisation via oxidation, or by replacement of halogen or sulphonic acid groups, may also be used typical being 1 - amino - 2 - halobenzenes, aniline - 2 - sulphonic acids, 4,41-diaminodiphenyl and 4,41-diamino-3,31-dichlorodiphenyl. Representative of specified components for coupling with 1-diazo-4-cyano-2-naphthol are resorcinol, 3-alkoxy-phenols, 1,5-dihydroxynaphthalene, 5-acetamino-2 - naphthol, 5 - methanesulphonylamino - 2 - naphthol, 2-naphthol and its sulphuric acids and their amides and sulphones, 1-phenyl-3-methyl and - carboxy - 5 - pyrazolone, 1 - phenyl - (41 - sulphophenyl) - 3 - methyl - 5 - pyrazolone, 1 - (31 - aminophenyl) - 3 - methyl - 5 - pyrazolone and 1 - (61 - sulphonaphthyl - [21]) - 3 - methyl - 5-pyrazolone. The metal-free dyes colour animal and vegetable materials, e.g. wool, silk, cotton, regenerated cellulose, leather and synthetic polyamide and -usethanes. Dyeings on vegetable fibres may be after-coppered and those on animal fibres may be chromed. Metallisation may be effected in admixture with other metallisable dyes. Examples are provided of the preparation of the dyes and their use in colouring processes red, blue and grey shades being obtained. Specifications 381,602, 484,597, 660,447, 721,495 and 790,386 are referred to. Reference has been directed by the Comptroller to Specifications 637,404, 753,987 and 758,016.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE880658X | 1959-01-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB880658A true GB880658A (en) | 1961-10-25 |
Family
ID=6824218
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1760/60A Expired GB880658A (en) | 1959-01-17 | 1960-01-18 | Metal-containing azo dyestuffs derived from cyanonaphthalene |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB880658A (en) |
-
1960
- 1960-01-18 GB GB1760/60A patent/GB880658A/en not_active Expired
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