GB896681A - Cationic mono-azo dyes, their production and their application - Google Patents
Cationic mono-azo dyes, their production and their applicationInfo
- Publication number
- GB896681A GB896681A GB16955/60A GB1695560A GB896681A GB 896681 A GB896681 A GB 896681A GB 16955/60 A GB16955/60 A GB 16955/60A GB 1695560 A GB1695560 A GB 1695560A GB 896681 A GB896681 A GB 896681A
- Authority
- GB
- United Kingdom
- Prior art keywords
- condensing
- carbon atoms
- dyes
- coupling
- compound
- 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/16—Methine- or polymethine-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
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/14—Styryl dyes
- C09B23/143—Styryl dyes the ethylene chain carrying a COOH or a functionally modified derivative, e.g.-CN, -COR, -COOR, -CON=, C6H5-CH=C-CN
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyes of formula <FORM:0896681/IV (c)/1> where Q is the radical of an azo coupling component free from sulpho and/or carboxy groups, X and Y are H, Cl, Br, OH, MeO, EtO or Alk of 1-4 carbon atoms, the ethylenic link is attached to the benzene ring m- or pto the azo bridge, A- is a water-solubilizing anion and R is a cationic radical of a quaternised heterocyclic compound having at least one N-atom and not more than 9 carbon atoms in its cyclic skeleton. The dyes are made by methods which involve forming either the ethylene link or the azo bridge first. Thus they may be made by condensing a m- or p-acetamidobenzaldehyde with a quaternised heterocyclic compound having an Me group in 2 or 4 position relative to the N atom, hydrolysing the acylamido group and diazotising and coupling; by condensing a m- or p-nitrobenzaldehyde with 1-methyl-2 or 4-picolinium methosulphate, or corresponding compound, reducing to an amino compound, diazotising and coupling; by condensing an appropriate azo benzaldehyde with a quaternised heterocyclic nitrogen compound which has a methyl group in the 2 or 4 position or with a Fischer's base in the presence of an acid, or by diazotising an aminobenzaldehyde, coupling with an appropriate component and condensing with a quaternised heterocyclic nitrogen base. Representive of specified components corresponding to Q are p-cresol, resorcinol, the xylenols, 2,4-quinoline-diol, aniline, o-chloraniline, N,N-diethyl - m - toluidine, 3 - (N - methylanilino) - propionitrile, 1 - naphthylamine, diphenyl - amine, 1, 2 - dimethylindole, 1 - phenyl - 3 - methyl-5-pyrazolone and acetoacetanilide. Pyridinium, trimethyl-indoleninium, isoquinolinium, quinoxalinium and benzazolium are representative of values specified for R with radicals such as benzyl and alkyl radicals of 1-4 carbon atoms attached to the quaternary nitrogen atom. The R heterocyclics may contain substituents such as hydrogen, alkyl of 1-4 carbon atoms, Cl, Br, OH, MeO and EtO. A- is represented as Cl, Br, I, phosphate, acetate, methosulphate and p-toluene-sulphonate. Th dyes colour acidmodified acrylic and polyester fibres being applied from an aqueous bath, preferably at pH 4-6. Examples are provided of the preparation of the dyes and their use in colouring processes. Red, yellow and brown shades are obtained.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US896681XA | 1959-06-09 | 1959-06-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB896681A true GB896681A (en) | 1962-05-16 |
Family
ID=22218935
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16955/60A Expired GB896681A (en) | 1959-06-09 | 1960-05-13 | Cationic mono-azo dyes, their production and their application |
Country Status (2)
Country | Link |
---|---|
CH (1) | CH651560D (en) |
GB (1) | GB896681A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4754021A (en) * | 1984-08-22 | 1988-06-28 | Ciba-Geigy Corporation | Methine-azo compounds containing cyclic ammonium groups |
-
0
- CH CH651560D patent/CH651560D/xx unknown
-
1960
- 1960-05-13 GB GB16955/60A patent/GB896681A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4754021A (en) * | 1984-08-22 | 1988-06-28 | Ciba-Geigy Corporation | Methine-azo compounds containing cyclic ammonium groups |
US4847364A (en) * | 1984-08-22 | 1989-07-11 | Moeckli Peter | Methine-azo compounds containing cyclic cationic ammonium groups and open-chain coupling components |
US4883866A (en) * | 1984-08-22 | 1989-11-28 | Ciba-Geigy Corporation | Methine-azo compounds containing cyclic cationic ammonium groups |
Also Published As
Publication number | Publication date |
---|---|
CH651560D (en) |
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