GB642329A - Azo dyes - Google Patents

Azo dyes

Info

Publication number
GB642329A
GB642329A GB24223/47A GB2422347A GB642329A GB 642329 A GB642329 A GB 642329A GB 24223/47 A GB24223/47 A GB 24223/47A GB 2422347 A GB2422347 A GB 2422347A GB 642329 A GB642329 A GB 642329A
Authority
GB
United Kingdom
Prior art keywords
chloro
coupling
diazotized
aromatic
alkyl
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
GB24223/47A
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film Corp
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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Publication of GB642329A publication Critical patent/GB642329A/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
    • C09B33/00Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02Disazo dyes
    • 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
    • C09B33/00Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02Disazo dyes
    • C09B33/08Disazo dyes in which the coupling component is a hydroxy-amino compound
    • C09B33/10Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The Specification as open to inspection under Sect. 91 describes diazoamino compounds from diazotized 5-chloro-2 : 4-dialkoxyanilines, e.g. from diazotized 5-chloro-2 : 4-dimethoxyaniline and sarcosine or 2-amino-5-sulphobenzoic acid. This subject-matter does not appear in the Specification as accepted.ALSO:Water-insoluble azo dyes are manufactured by coupling a diazotized 5-chloro-2 : 4-dialkoxyaniline, in which the alkoxy groups are methoxy or ethoxy, with a coupling component containing at least one active methylene group, or an arylide of an o-hydroxycarboxylic acid having more than two fused rings of which one is aromatic or heterocyclic and the others aromatic, or an aromatic compound containing an azo group and capable of further coupling. Suitable coupling components are: ketoacid arylides of the formul (Y-CO-CH2CO-NH)n-R and Ar(CO-CH2CO-NHR)2 (wherein Y is alkyl, such as methyl, ethyl, propyl or butyl, aryl, such as phenyl, tolyl or naphthyl, or a heterocyclic radical, such as furyl or piperidyl, R is aryl, such as phenyl, diphenyl or naphthyl, n is 1 or 2, and Ar is an aromatic radical, such as phenylene, diphenylene or naphthylene), e.g. 2 : 4-dimethyl-acetoacetanilide, di-(acetacetyl)-o-tolidine and terephthaloyl - a : a 1 - bis - aceto - (4 - chloro - 5 - methyl-2-methoxy)-anilide; 1-alkyl- and 1-aryl-5-pyrazolones and their 3-alkyl derivatives, e.g. 1 : 3-dimethyl-5-pyrazolone; 2-hydroxy-11-benzo(a )carbazole - 3 - carboxy - p - anisidide, 2 - hydroxycarbazole - 3 - carboxy - p - chloranilide and 3 - hydroxyanthracene - 2 - carboxy - o - toluidide; aromatic azo compounds which may contain, in addition to the groups directing coupling, other substituents such as alkyl, alkoxy, nitro or halogen, e.g. 4-(o-nitrobenzene-azo)-1-amino-7-naphthol and 4-(51-chloro-21-methoxybenzeneazo)-resorcinol. The products may be converted in substance or on the fibre into metal (e.g. chromium, copper or cobalt) complexes. Examples describe the coupling of certain of the coupling components specified above with diazotized 2 : 4-dimethoxy- and 2-ethoxy-4-methoxy-5-chloroaniline. The Specification as open to inspection under Sect. 91 comprises also printing pastes containing an amine condensation product of a diazo derivative of a 5-chloro-2 : 4-dialkoxyaniline, a basic reacting material, a thickener and a coupling component, preferably of one of the types defined above, and the printing of textiles by applying such a paste and developing by heat treatment in the presence of an organic acid. In additional examples, cotton and rayon piece goods are printed with pastes containing ethylene glycol monoethyl ether, aqueous caustic soda, gum tragacanth, the diazoamino compound from diazotized 5-chloro-2 : 4-dimethoxyaniline and sarcosine or 2-amino-5-sulphobenzoic acid, and certain of the coupling components specified above, and developed by treatment in an ager with live steam containing the vapours of acetic acid. This subject-matter does not appear in the Specification as accepted.
GB24223/47A 1946-03-27 1947-09-02 Azo dyes Expired GB642329A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US642329XA 1946-03-27 1946-03-27

Publications (1)

Publication Number Publication Date
GB642329A true GB642329A (en) 1950-08-30

Family

ID=22054472

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24223/47A Expired GB642329A (en) 1946-03-27 1947-09-02 Azo dyes

Country Status (1)

Country Link
GB (1) GB642329A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2189471A1 (en) * 1972-05-26 1974-01-25 Ciba Geigy Ag
FR2234353A1 (en) * 1973-06-22 1975-01-17 Ciba Geigy Ag

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2189471A1 (en) * 1972-05-26 1974-01-25 Ciba Geigy Ag
FR2234353A1 (en) * 1973-06-22 1975-01-17 Ciba Geigy Ag

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