GB938814A - Production of 1,4-dialkylated 2-phenylindolyl-3-azo-1,2,4-triazolium dyes - Google Patents

Production of 1,4-dialkylated 2-phenylindolyl-3-azo-1,2,4-triazolium dyes

Info

Publication number
GB938814A
GB938814A GB4521561A GB4521561A GB938814A GB 938814 A GB938814 A GB 938814A GB 4521561 A GB4521561 A GB 4521561A GB 4521561 A GB4521561 A GB 4521561A GB 938814 A GB938814 A GB 938814A
Authority
GB
United Kingdom
Prior art keywords
dye
dyes
prepared
monoazo
decarboxylated
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
GB4521561A
Inventor
Helmut Pfitzner
Hans Baumann
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
Application filed by BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB938814A publication Critical patent/GB938814A/en
Expired legal-status Critical Current

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
    • C09B44/00—Azo dyes containing onium groups
    • C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
    • C09B44/18—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system having three nitrogen atoms as the only ring hetero atoms
    • 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

Basic monoazo dyes having a cation of formula <FORM:0938814/IV(a)/1> wherein X is a hydrogen atom or methyl radical and R is an alkyl or aralkyl group are prepared by decarboxylating a compound of formula <FORM:0938814/IV(a)/2> by heating and alkylating the product. The dyes may be used to colour acrylonitrile polymers in orange and yellow shades. In examples: (1) the monoazo dye 3-amino-1,2,4-triazole-5-carboxylic acid- -->2-phenylindole is prepared and heated in dimethylformamide, and dimethylsulphate or benzyl chloride, is added to the mixture which is heated for several hours at 110 DEG -125 DEG C., cooled, diluted with ice water and salt added to precipitate the dye; (2) the monoazo dye 3-amino-1,2,4-triazole-5-carboxylic acid- --> 1-methyl-2-phenylindole is prepared, decarboxylated by heating in dilute aqueous hydrochloric acid, the decarboxylated dye separated, methylated with dimethyl sulphate and precipitated as the zinc chloride double salt. Specifications 787,891 and 837,471 are referred to.
GB4521561A 1960-12-22 1961-12-18 Production of 1,4-dialkylated 2-phenylindolyl-3-azo-1,2,4-triazolium dyes Expired GB938814A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB60588A DE1205637B (en) 1960-12-22 1960-12-22 Process for the preparation of basic azo dyes

Publications (1)

Publication Number Publication Date
GB938814A true GB938814A (en) 1963-10-09

Family

ID=6972882

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4521561A Expired GB938814A (en) 1960-12-22 1961-12-18 Production of 1,4-dialkylated 2-phenylindolyl-3-azo-1,2,4-triazolium dyes

Country Status (4)

Country Link
BE (1) BE611906A (en)
CH (1) CH395386A (en)
DE (1) DE1205637B (en)
GB (1) GB938814A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53146730A (en) * 1977-04-14 1978-12-20 Du Pont Method of making 1*2*44triazolee33azo dye

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB837471A (en) * 1955-06-14 1960-06-15 Basf Ag New basic heterocyclic diazacyanine dyestuffs and their production
NL208203A (en) * 1955-06-25

Also Published As

Publication number Publication date
DE1205637B (en) 1965-11-25
CH395386A (en) 1965-07-15
BE611906A (en) 1962-06-22

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