GB996242A - Complex metal compounds of water-insoluble azo-dyestuffs and process for their manufacture - Google Patents
Complex metal compounds of water-insoluble azo-dyestuffs and process for their manufactureInfo
- Publication number
- GB996242A GB996242A GB3178061A GB3178061A GB996242A GB 996242 A GB996242 A GB 996242A GB 3178061 A GB3178061 A GB 3178061A GB 3178061 A GB3178061 A GB 3178061A GB 996242 A GB996242 A GB 996242A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- pyrazole
- phenyl
- acid
- carboxylic 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes
- D06P1/12—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes prepared in situ
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention comprises complex metal compounds of water-insoluble azodyes which correspond to the general formula <FORM:0996242/C4-C5/1> in which X represents a hydrogen atom, an alkyl, cyanoalkyl, aralkyl or aryl radical, Y represents a hydrogen atom, an alkyl, aryl or cyano group, R represents the radical of an aryl amide of an aromatic or heterocyclic ortho carboxylic acid or of an acyl-acetic acid, the acyl group being derived from a carboxylic acid, and a is the number 1 or 2 and a process for the preparation thereof wherein a diazonium compound of an amine of the general formula <FORM:0996242/C4-C5/2> in which X and Y have the meanings given above is coupled in substance, on the fibre (see Division D1) or another substratum with an arylamide of an aromatic or heterocyclic orthohydrocarboxylic acid or of an acylacetic acid the acyl group being derived from a carboxylic acid, the components being selected so that they are free from groups imparting solubility in water, and the azo dyestuff so obtained is treated with an agent yielding metal. Diazo components specified include 5-amino-3-methyl-4-phenyl-pyrazole, 5-amino-3-phenyl-pyrazole, 5 - amino - 3 - cyanomethyl - 4 - cyanopyrazole, 5 - amino - 3:4 - diphenyl - pyrazole, 5 - amino-3 - benzyl - 4 - phenyl - pyrazole and 5 - amino-3 - (41 - chloro -) - phenyl - pyrazole. Among the coupling components specified are 1-(21: 31-hydroxynaphthoylamino) - 2 - methoxy benzene; 1 - (21 - hydroxycarbazole - 31 - carboylamino) - 4 - chlorobenzene, 1 - (21 - hydroxyanthracene - 31 - carboxylamino) - 2 - methylbenzene; 2-(21 : 31-hydroxynaphthoylamino)-3-methoxydiphenylene oxide; 2 - (21:31 - hydroxy - naphthoylamino) - naphthalene and terephthaloyl - bis (1 - acetylamino - 2 - methoxy - 4 - chloro - 5 - methyl benzene). Metals specified are copper, cobalt, nickel, manganese, iron, chromium, vanadium, cadmium, zinc and lead and these are used in preparing the dyes in the forms of their inorganic or organic salts or complexes with hydroxy-alkylamines, aminocarboxylic acids or with aliphatic hydroxycarboxylic acids. The dyes are suitable for colouring lacquers, printing inks and paints, dyeing wool, silk, synthetic polyamide and polyurethane, acetyl cellulose or polyester fibres. Examples are furnished.ALSO:Textile fibres are dyed by coupling on the fibre a diazonium compound of an amine of the general formula <FORM:0996242/D1-D2/1> in which X represents a hydrogen atom, an alkyl, cyanoalkyl, aralkyl, or an aryl radical and Y represents a hydrogen atom, an alkyl, aryl or a cyano group with an arylamide of an aromatic or heterocyclic orthohydroxy carboxylic acid or of an acylacetic acid, the acyl group being derived from a carboxylic acid, the components being selected so that they are free from groups importing solubility in water and treating the azo dye obtained with an agent yielding metal. Metals specified include copper, cobalt, nickel manganese, iron, chromium, vanadium, cadmium, zinc and lead. In examples: Cottom yarn is treated in an impregnation bath containing 2-(21:31-hydroxynaphthoylamino naphthalene and then in a developing bath containing 5-amino-3-methyl-4-phenylpyrazole and copper sulphate (1); and cotton yarn is treated in an impregnation bath as above, then in a developing bath containing diazotised 5-amino-3-phenyl-pyrazole and finally in a bath containing cobalt chloride and the sodium salt of nitrilotriacetic acid (2). The preparation of the dyes in substance is also described (see Division C4).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF32042A DE1198000B (en) | 1960-09-03 | 1960-09-03 | Process for the production of metal-containing, water-insoluble azo dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB996242A true GB996242A (en) | 1965-06-23 |
Family
ID=7094466
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3178061A Expired GB996242A (en) | 1960-09-03 | 1961-09-04 | Complex metal compounds of water-insoluble azo-dyestuffs and process for their manufacture |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE607825A (en) |
CH (1) | CH373497A (en) |
DE (1) | DE1198000B (en) |
GB (1) | GB996242A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112538168A (en) * | 2020-12-15 | 2021-03-23 | 北京工业大学 | Iron metal organic framework material based on eight-head ligand, preparation method thereof and hydrogen storage performance research |
-
1960
- 1960-09-03 DE DEF32042A patent/DE1198000B/en active Pending
-
1961
- 1961-09-01 CH CH1020861A patent/CH373497A/en unknown
- 1961-09-04 BE BE607825A patent/BE607825A/en unknown
- 1961-09-04 GB GB3178061A patent/GB996242A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112538168A (en) * | 2020-12-15 | 2021-03-23 | 北京工业大学 | Iron metal organic framework material based on eight-head ligand, preparation method thereof and hydrogen storage performance research |
CN112538168B (en) * | 2020-12-15 | 2022-07-12 | 北京工业大学 | Iron metal organic framework material based on eight-head ligand, preparation method and hydrogen storage application thereof |
Also Published As
Publication number | Publication date |
---|---|
BE607825A (en) | 1962-03-05 |
CH373497A (en) | 1963-06-29 |
DE1198000B (en) | 1965-08-05 |
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