GB896472A - New azo colouring matters containing 2-hydroxyquinoline residues - Google Patents
New azo colouring matters containing 2-hydroxyquinoline residuesInfo
- Publication number
- GB896472A GB896472A GB2891459A GB2891459A GB896472A GB 896472 A GB896472 A GB 896472A GB 2891459 A GB2891459 A GB 2891459A GB 2891459 A GB2891459 A GB 2891459A GB 896472 A GB896472 A GB 896472A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- amino
- chloro
- anilide
- methoxy
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
-
- 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
- C09B39/00—Other azo dyes prepared by diazotising and coupling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The preparation of substituted quinolines of formula <FORM:0896472/IV (b)/1> wherein the ring B is substituted by one or two halogen, alkyl or alkoxy substituents by condensing an appropriate m-phenylene-diamine with ethyl acetoacetate or diketene and treating the condensate with concentrated hydrochloric acid is described. The preparation of 7-amino-2-hydroxy-4 : 5- and 4 : 6-dimethylquinolines, 7 - amino - 6 - chloro - or - methoxy - 2 - hydroxy - 4 - methylquinoline and 7 - amino - 2 - hydroxy - 4 : 5 : 8 - trimethylquinoline is detailed.ALSO:The invention comprises monoazo pigment dyes which in one of their tautomeric forms are of formula <FORM:0896472/IV (c)/1> wherein A is the residue of a coupling component free from sulphonic and carboxylic acid groups and the ring B has one or two halogen, alkyl or alkoxy substituents. They are prepared by coupling a suitable diazotised 2-hydroxy-4-methyl-7-aminoquinoline (see Group IV (b)) with a coupling component free from sulphonic and carboxylic acid groups. The monoazo pigments are used to colour paints and polymers or in the printing of wallpaper and textiles in red, yellow and blue shades. Preferred diazo and coupling components are 7-amino-2-hydroxy-4 : 5- or -4 : 6-dimethylquinoline, 7-amino-2-hydroxy-4 : 5 : 8-trimethylquinoline and 7-amino-6-methoxy - 2 - hydroxy - 4 - methylquinoline; 2 - hydroxy - 3 - naphthoic - (41 - methoxy - 21 - methyl-anilide) or -(51-chloro-21 : 41dimethoxy-anilide), 1 - p - tolyl - 3 - methyl - 5 - pyrazolone and acetoacet-2 : 4-dimethyl- or -4-ethoxy- or -2-chloro- or -4-chloro-2 : 5-dimethoxy-anilide. Many examples are described.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2891459A GB896472A (en) | 1959-08-24 | 1959-08-24 | New azo colouring matters containing 2-hydroxyquinoline residues |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2891459A GB896472A (en) | 1959-08-24 | 1959-08-24 | New azo colouring matters containing 2-hydroxyquinoline residues |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB896472A true GB896472A (en) | 1962-05-16 |
Family
ID=10283231
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2891459A Expired GB896472A (en) | 1959-08-24 | 1959-08-24 | New azo colouring matters containing 2-hydroxyquinoline residues |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB896472A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2228092A1 (en) * | 1973-05-03 | 1974-11-29 | Ciba Geigy Ag | |
| US4220586A (en) * | 1976-11-09 | 1980-09-02 | Ciba-Geigy Corporation | Hetero-aryl azo acylamino substituted aceto-acetarylide pigments |
| WO2004085540A1 (en) * | 2003-03-25 | 2004-10-07 | Ciba Specialty Chemicals Holding Inc. | Monoazoquinolone pigments, process for their preparation and their use |
| CN115948060A (en) * | 2023-03-15 | 2023-04-11 | 蓬莱新光颜料化工有限公司 | Preparation method of benzidine yellow pigment modified by tyrosine and benzophenone |
-
1959
- 1959-08-24 GB GB2891459A patent/GB896472A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2228092A1 (en) * | 1973-05-03 | 1974-11-29 | Ciba Geigy Ag | |
| US4220586A (en) * | 1976-11-09 | 1980-09-02 | Ciba-Geigy Corporation | Hetero-aryl azo acylamino substituted aceto-acetarylide pigments |
| WO2004085540A1 (en) * | 2003-03-25 | 2004-10-07 | Ciba Specialty Chemicals Holding Inc. | Monoazoquinolone pigments, process for their preparation and their use |
| CN115948060A (en) * | 2023-03-15 | 2023-04-11 | 蓬莱新光颜料化工有限公司 | Preparation method of benzidine yellow pigment modified by tyrosine and benzophenone |
| CN115948060B (en) * | 2023-03-15 | 2023-05-09 | 蓬莱新光颜料化工有限公司 | Preparation method of benzidine yellow pigment modified by tyrosine and diphenyl ketone |
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