GB939517A - New diazapolymethine dyes - Google Patents

New diazapolymethine dyes

Info

Publication number
GB939517A
GB939517A GB4243661A GB4243661A GB939517A GB 939517 A GB939517 A GB 939517A GB 4243661 A GB4243661 A GB 4243661A GB 4243661 A GB4243661 A GB 4243661A GB 939517 A GB939517 A GB 939517A
Authority
GB
United Kingdom
Prior art keywords
formula
dyes
dye
radical
hydrazone
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
GB4243661A
Inventor
Johannes Dehnert
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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
Priority claimed from DEB62786A external-priority patent/DE1213549B/en
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB939517A publication Critical patent/GB939517A/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
    • C09B26/00Hydrazone dyes; Triazene dyes
    • C09B26/02Hydrazone dyes
    • C09B26/04Hydrazone dyes cationic
    • 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
    • C09B29/0025Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds

Abstract

The invention comprises diazapolymethine dyes of formula <FORM:0939517/IV(a)/1> wherein A and Z are divalent radicals which complete a 5- or 6-membered heterocyclic ring system to which a further ring may be anellated, R1 is a hydrogen atom, an alkyl radical with 1 to 4 carbon atoms, a cyclohexyl, benzyl or phenyl radical, R2 is an alkyl radical with 1 to 4 carbon atoms or a benzyl radical, X is an anion and m and c are 1 or 2. The dyes are prepared by (a) coupling a hydrazone of formula <FORM:0939517/IV(a)/2> wherein Y is a hydrogen atom or an arylsulphonyl radical, or a salt thereof with a heterocyclic cyanomethyl compound of formula <FORM:0939517/IV(a)/3> in the presence of an oxidizing or dehydrogenating agent and optionally alkylating the resultant dye or (b) coupling a diazo compound of an amine of formula <FORM:0939517/IV(a)/4> with a cyanomethyl compound of the formula shown above and optionally alkylating the resultant dye. The dyes may be used to colour natural or regenerated cellulose, leather, synthetic polyamides, polyesters and polyurethanes and particularly polyacrylonitriles in yellow, orange and red shades. In an example 3-methylbenzothiazolone-2-hydrazone in aqueous hydrochloric acid solution is mixed with an aqueous suspension of 2-cyanomethylbenzimidazole, stirred and cooled and aqueous solutions of ferric chloride and sodium acetate are added to precipitate the dye of formula <FORM:0939517/IV(a)/5> which on methylation with dimethyl sulphate and precipitation as the tetrachlorozincate gives a dye of formula <FORM:0939517/IV(a)/6> Further examples are specified.
GB4243661A 1960-11-30 1961-11-28 New diazapolymethine dyes Expired GB939517A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEB0060291 1960-11-30
DEB62786A DE1213549B (en) 1961-06-06 1961-06-06 Process for the preparation of diazapolymethine dyes

Publications (1)

Publication Number Publication Date
GB939517A true GB939517A (en) 1963-10-16

Family

ID=25965796

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4243661A Expired GB939517A (en) 1960-11-30 1961-11-28 New diazapolymethine dyes

Country Status (2)

Country Link
BE (1) BE610662A (en)
GB (1) GB939517A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1250575B (en) * 1960-11-30 1967-09-21 Badische Anilin &. Soda Fabrik Aktiengesellschaft, Ludwigshafen/Rhem Process for the produc- tion of diazapolymethm dyes

Also Published As

Publication number Publication date
BE610662A (en) 1962-05-23

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