GB953428A - Water-soluble azo-dyestuffs containing one or more thio-sulphuric acid groups and process for their manufacture - Google Patents
Water-soluble azo-dyestuffs containing one or more thio-sulphuric acid groups and process for their manufactureInfo
- Publication number
- GB953428A GB953428A GB1449760A GB1449760A GB953428A GB 953428 A GB953428 A GB 953428A GB 1449760 A GB1449760 A GB 1449760A GB 1449760 A GB1449760 A GB 1449760A GB 953428 A GB953428 A GB 953428A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyes
- acid
- amino
- thiosulphuric
- diphenyl
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/78—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with other reactive groups
- C09B62/82—Azo dyes
Abstract
The invention comprises water-soluble dyes of formula F-[X-SSO3Me]n, where F is the residue of an azo dye derived from a diazo component of the benzene, naphthalene, diphenyl or diphenyl-ether series, X is a direct link or -CH2-, -SO2NHCH2CH2-, -SO2(Me)N-CH2CH2-, or -SO2N(C2H2CN)CH2CH2-, the XSSO3Me group being bound to the aromatic neucleus of the residue of the diazo component in a position other than ortho to the azo group of the residue F, Me is alkali metal or ammonium and n is 1-4 and the dyes may contain in the diazo and/or coupling component sulphonic acid groups and/or carboxylic acid groups and thiosulphuric acid groups may also be present in the coupling component residue. When the dye contains a basic grouping it may be obtained as an inner salt. The dyes are made in conventional fashion from appropriate amines of formula H2N-arylene-[X-SSO3-H]n, and coupling components, diazotization being preferred at 0-5 DEG C. Representative of specified diazo components are 3-amino-phenyl- and -benzyl-, 3-amino-4,6-dichlorobenzyl-, 5-aminonaphthyl - (1) - methyl -, 4 - amino-diphenyl - 41 - sulphonylamino - b - ethyl - and 3 - (41 - aminobenzoylamino) - benzene sulphonylamino - b - ethyl - thiosulphuric acid. Representative of specified coupling components are aniline, 2,5-dialkoxyaniline, dimethylaniline, diphenylamine, m-phenylenediamine, a -naphthylamine, phenol, 2-hydroxy-3-naphthoic acid, b -naphthol-sulphonic acids and 5 - aminonaphthyl - (1) - methylthiosulphuric acid. Preferred coupling components are those in which the azo link enters in a position vicinal to a hydroxyl group, e.g. 2-naphthol, 1 - (31 - nitrophenyl) - 3 - methyl - 5 - pyrazolone, 2 - acetoacetylamino - 6 - ethoxy - benzothiazole, 4,41 - di - (acetoacetylamino) - 3,31 - dimethyl - diphenyl, benzoyl - acetylamino - 2,5 - dimethoxy - 4 - chlorobenzene and condensation products of copper- or nickel-phthalocyanine-sulphochlorides with aminophenyl-methyl-pyrazolones (see Specification 830,920),(21-hydroxy-31 - naphthoylamino) - 2 - methoxybenzene, (21 - hydroxycarbazole - 31 - carbonylamino) - 4 -chlorobenzene, (31 - hydroxy - diphenylene oxide - 21 - carbonylamino) - 2,5 - dimethoxy - benzene, 3 - acetoacetylaminobenzyl - thiosulphuric acid and 4-(21-hydroxy-31-naphthoyl-amino) - 3 - methyl - phenoxy - b - ethyl - thiosulphuric acid. The coupling components may also be reacted with partial condensation products of cyanuric chloride and aliphatic, or aromatic, amines containing thiosulphuric acid groups, e.g. 8-amino-2-naphthol, may be condensed with the reaction product of 1 mol. of cyanuric chloride with 1 or 2 mols. of b -amino-ethyl - thiosulphuric acid. Dyes containing amino groups may be diazotized and recoupled to form disazo dyes, and the condensation products from phthalocyanines are shown as having 3 or 4 azo groups. The dyes colour wool, silk, leather, polyamides and polyurethanes, from an acid bath, in a wide variety of colours. Examples are provided of the preparation of the dyes and their use in dyeing processes. In Example (1) a disazo dye is made from J acid urea and in other examples various disazo dyes are made from diacetoacetylamino coupling components. Specification 949,956 also is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF0028298 | 1959-04-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB953428A true GB953428A (en) | 1964-03-25 |
Family
ID=7092819
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1449760A Expired GB953428A (en) | 1959-04-24 | 1960-04-25 | Water-soluble azo-dyestuffs containing one or more thio-sulphuric acid groups and process for their manufacture |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE590124A (en) |
CH (1) | CH393581A (en) |
GB (1) | GB953428A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6515114B1 (en) | 2002-06-10 | 2003-02-04 | Clariant Finance (Bvi) Limited | Bunte salt azo dye compound |
-
1960
- 1960-04-22 CH CH457960A patent/CH393581A/en unknown
- 1960-04-25 BE BE590124A patent/BE590124A/en unknown
- 1960-04-25 GB GB1449760A patent/GB953428A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6515114B1 (en) | 2002-06-10 | 2003-02-04 | Clariant Finance (Bvi) Limited | Bunte salt azo dye compound |
Also Published As
Publication number | Publication date |
---|---|
BE590124A (en) | 1960-10-25 |
CH393581A (en) | 1965-06-15 |
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