GB756079A - New monoazo dyes of the benzene-azo-benzene series - Google Patents
New monoazo dyes of the benzene-azo-benzene seriesInfo
- Publication number
- GB756079A GB756079A GB290454A GB290454A GB756079A GB 756079 A GB756079 A GB 756079A GB 290454 A GB290454 A GB 290454A GB 290454 A GB290454 A GB 290454A GB 756079 A GB756079 A GB 756079A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxyethyl
- group
- toluidine
- aniline
- cyano
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
3-Chloro-4-aminobenzonitrile and 2-amino-5-cyanobenzotrifluoride are made by reducing the corresponding nitro compounds. They are dyestuff intermediates, cf. Group IV (c).ALSO:The invention comprises dyestuffs of formula:-<FORM:0756079/IV(c)/1> where X is halogen or a cyano or trifluoromethyl group, Y is hydrogen or halogen, 2 is hydrogen, halogen or a methyl or trifluoromethyl group, R1 is a b -hydroxy- or -cyano-ethyl, g -hydroxypropyl or b 2- g -dihydroxy-propyl group and R2 is an alkyl radicle of not more than 4 carbon atoms or a b -hydroxyethyl or g -hydroxypropyl group. They may be made by diazotizing an appropriate 4-cyanobenzamine and coupling with the desired end component. The dyestuffs dye cellulose acetate rayon, polyamide fibres, e.g. nylon, and polyester fibres, e.g. polyethylene terephthalate, in orange to crimson shades. Aqueous dispersions are used for dyeing the addition of a carrier such as diphenyl being advantageous when polyester fibres are dyed. In examples the azo components used are: 3-chloro- and 3, 5-dichloro-4-amino-benzonitrile, 2-amino-5-cyano-benzotrifluoride and 2, 4-dicyano-aniline and the coupling components are: N, N-bis-b -hydroxyethylaniline, m-chloroaniline, m-aminobenzotrifluoride and -m-toluidine, N-ethyl, N-b -hydroxyethyl-, -g -hydroxy-propyl- and -b , g -dihydroxypropyl-aniline, N-b -hydroxyethyl, N-b 1-cyanoethyl-aniline and -m-toluidine, N-n-butyl, N-b -hydroxyethyl -m-chloroaniline and N-b , g -dihydroxypropyl, N-b 1-cyanoethyl-m-toluidine. Specification 301,410 [Class 2(iii)] is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB290454A GB756079A (en) | 1954-02-01 | 1954-02-01 | New monoazo dyes of the benzene-azo-benzene series |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB290454A GB756079A (en) | 1954-02-01 | 1954-02-01 | New monoazo dyes of the benzene-azo-benzene series |
Publications (1)
Publication Number | Publication Date |
---|---|
GB756079A true GB756079A (en) | 1956-08-29 |
Family
ID=9748232
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB290454A Expired GB756079A (en) | 1954-02-01 | 1954-02-01 | New monoazo dyes of the benzene-azo-benzene series |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB756079A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1116845B (en) * | 1957-07-11 | 1961-11-09 | Bayer Ag | Process for the preparation of water-insoluble azo dyes |
US3012058A (en) * | 1958-05-15 | 1961-12-05 | Pennsalt Chemicals Corp | Nitrile compounds |
DE1197564B (en) * | 1957-07-11 | 1965-07-29 | Bayer Ag | Process for the preparation of water-insoluble azo dyes |
US3239543A (en) * | 1962-05-04 | 1966-03-08 | Allied Chem | Nitrodiphenylamine dyestuffs |
US4105655A (en) * | 1966-02-17 | 1978-08-08 | Bayer Aktiengesellschaft | Phenyl-azo-anilino dyestuff |
US4978362A (en) * | 1988-03-07 | 1990-12-18 | Milliken Research Corporation | Thermoplastic resin composition containing polyalkyleneoxy-substituted azo coloring agents having trifluoromethyl substituents |
CN114940834A (en) * | 2022-06-17 | 2022-08-26 | 江南大学 | Alkali-resistant azo disperse dye and preparation method and application thereof |
-
1954
- 1954-02-01 GB GB290454A patent/GB756079A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1116845B (en) * | 1957-07-11 | 1961-11-09 | Bayer Ag | Process for the preparation of water-insoluble azo dyes |
DE1197564B (en) * | 1957-07-11 | 1965-07-29 | Bayer Ag | Process for the preparation of water-insoluble azo dyes |
US3012058A (en) * | 1958-05-15 | 1961-12-05 | Pennsalt Chemicals Corp | Nitrile compounds |
US3239543A (en) * | 1962-05-04 | 1966-03-08 | Allied Chem | Nitrodiphenylamine dyestuffs |
US4105655A (en) * | 1966-02-17 | 1978-08-08 | Bayer Aktiengesellschaft | Phenyl-azo-anilino dyestuff |
US4978362A (en) * | 1988-03-07 | 1990-12-18 | Milliken Research Corporation | Thermoplastic resin composition containing polyalkyleneoxy-substituted azo coloring agents having trifluoromethyl substituents |
CN114940834A (en) * | 2022-06-17 | 2022-08-26 | 江南大学 | Alkali-resistant azo disperse dye and preparation method and application thereof |
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