GB875995A - Basic heterocyclic azo dyestuffs - Google Patents
Basic heterocyclic azo dyestuffsInfo
- Publication number
- GB875995A GB875995A GB27393/58A GB2739358A GB875995A GB 875995 A GB875995 A GB 875995A GB 27393/58 A GB27393/58 A GB 27393/58A GB 2739358 A GB2739358 A GB 2739358A GB 875995 A GB875995 A GB 875995A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyes
- methylene
- trimethyl
- heterocyclic
- radical
- 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
- C09B44/102—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system characterised by the coupling component having a reactive methylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyes of formula:- <FORM:0875995/IV(c)/1> where R is the residue of a 5- or 6-membered heterocyclic ring, R1 is an alkyl, aralkyl or aryl radical, R2 is an alkyl, cycloalkyl or aralkyl radical, A is a mono- or bi-valent radical of an aromatic or heteroycolic amine, m is 1 or 2 and X is an acid radical. They are made by quaternizing heterocyclic dyes of formula:- <FORM:0875995/IV(c)/2> the latter being obtained by treating with alkalis the corresponding basic dyes, isolated as salts, of formula:- <FORM:0875995/IV(c)/3> The basic dyes are made in conventional fashion from appropriate heterocyclic and amine components. Representative of many specified heterocyclic components are:-1, 3, 3 3-trimethyl-5-nitro- 2-methylene-indoline, alkyl esters and amides of 1, 3, 3-trimethyl-2-methylene-indolene-5-carboxylic acid, 1, 3, 3-trimethyl- 5-cyano- 2-methylene indolene, 1, 3, 3-trimethyl-benzo-(6, 7)-2-methylene-indolene, and 1, 3-dimethyl-2-methylene-quinoxaline. Representative of indicated A components are:-aniline and its halo and alkoxy derivatives, aminodiphenylamines, benzidine, naphthylamines, aminoazobenzenes, aminodiphenyls and aminobenzthiazoles. Specified alkylating agents are dimethyl and diethyl sulphate, benzyl chloride, methyl iodide and toluene sulphonic acid esters. The dyes colour textiles, acetate rayon, paper, coir and leather. Dyes free from sulphonic and carboxylic acid groups are especially suitable for colouring polyacrylonitrile. In examples, which illustrate the preparation of the dyes and their use in colouring acetate rayon and polyacrylonitrile fibres in yellow shades, further heterocyclic residues present are derived from 1-methyl- 2-formylbenzimidazole, 1, 3, 4-trimethyl- 6-methylene-dihydropyrimidon-2, pyridine, quinoline and 1-methyl-2-formylbenz-thiazol and -oxazole. An example is also provided of the preparation of an ink vide Group XV.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE875995X | 1957-08-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB875995A true GB875995A (en) | 1961-08-30 |
Family
ID=6817518
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27393/58A Expired GB875995A (en) | 1957-08-30 | 1958-08-26 | Basic heterocyclic azo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB875995A (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 |
-
1958
- 1958-08-26 GB GB27393/58A patent/GB875995A/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 |
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