GB876972A - Ortho-hydroxy-azo dyestuffs and process for their manufacture - Google Patents
Ortho-hydroxy-azo dyestuffs and process for their manufactureInfo
- Publication number
- GB876972A GB876972A GB42274/58A GB4227458A GB876972A GB 876972 A GB876972 A GB 876972A GB 42274/58 A GB42274/58 A GB 42274/58A GB 4227458 A GB4227458 A GB 4227458A GB 876972 A GB876972 A GB 876972A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitro
- chloro
- methoxy
- hydroxy
- substituted
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
3-Hydroxynaphthalic acid amide and the N-31-methoxypropyl-, -n-butyl-, 21-hydroxyethyl- and-41-chlorophenyl derivatives thereof are prepared by condensing 3-hydroxynaphthalic acid anhydride with ammonia or the corresponding amine.ALSO:The invention comprises azo dyestuffs of formula:- <FORM:0876972/IV(c)/1> wherein R is a hydrogen atom or a substituted or unsubstituted alkyl group, a cycloalkyl group, or a substituted or unsubstituted aryl group and R1 is an aryl group which may be substituted. They are prepared by diazotizing an aromatic amine and coupling with a 3-hydroxynaphthalic acid imide or with 3-hydroxynaphthalic acid and in the latter case treating the azo compound so formed with ammonia or an amine. The dyes give a variety of shades such as red, orange and brown on cellulose derivatives, polyurethanes, polyacrylonitriles, polyvinyl chloride and polyesters. In Examples: (1) mono- and dis-azo dyes are obtained by diazotization and coupling using the following components: aniline, anilines substituted as follows:-2- or 3-mono- or 2 : 4-di-nitro-, 2- or 3-nitro-4-chloro- 2- or 4-chloro-, 2- or 3-methyl-, 2-bromo-, 2-hydroxy- 5-chloro-, 4-methoxy-, 2-carboxy-, 4-acetylamino-, 4-carboxylic acid amide, 2-chloro- 4-nitro-, 2-nitro- 4-methoxy-or -cyano-, 2-methoxy- 5-sulphodiethylamino- or -ethylsulphonyl- or phenylsulphonyl-, 2-trifluoromethyl- 4-chloro-, 3 : 5-bistrifluoromethyl-and 2 : 4-dimethyl-3-nitroanilines, 1-aminonaphthalene, 2-nitro-1-aminonaphthalene, 1-aminoanthraquinone, 4-aminodiphenyl or -diphenyl ether or -diphenylamine, 4-aminoazobenzene, 4-amino-2 : 5-dimethoxy-41-nitroazobenzene, and 4-amino-acetophenone or -benzophenone; 3-hydroxynaphthalic acid imide and the following N-derivatives thereof 31-hydroxy-or -methoxy- or -ethoxy-propyl, n- or iso-butyl, 21-hydroxy- or -methoxyethyl-, methyl, n-hexyl, cyclohexyl, phenyl and 41-chlorophenyl; (2) the monoazo dye 2-nitro-4-chloroaniline --> 3-hydroxynaphthalic acid is boiled with a mixture of 3-methoxypropylamine and water to give the imide derivative.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE876972X | 1957-12-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB876972A true GB876972A (en) | 1961-09-06 |
Family
ID=6817895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB42274/58A Expired GB876972A (en) | 1957-12-31 | 1958-12-31 | Ortho-hydroxy-azo dyestuffs and process for their manufacture |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB876972A (en) |
-
1958
- 1958-12-31 GB GB42274/58A patent/GB876972A/en not_active Expired
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