GB756079A - New monoazo dyes of the benzene-azo-benzene series - Google Patents

New monoazo dyes of the benzene-azo-benzene series

Info

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
Application number
GB290454A
Inventor
Eric Leslie Johnson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB290454A priority Critical patent/GB756079A/en
Publication of GB756079A publication Critical patent/GB756079A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/06Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08Amino 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.
GB290454A 1954-02-01 1954-02-01 New monoazo dyes of the benzene-azo-benzene series Expired GB756079A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (7)

* Cited by examiner, † Cited by third party
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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