CH212793A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH212793A
CH212793A CH212793DA CH212793A CH 212793 A CH212793 A CH 212793A CH 212793D A CH212793D A CH 212793DA CH 212793 A CH212793 A CH 212793A
Authority
CH
Switzerland
Prior art keywords
azo dye
sulfo
carboxylic acid
preparation
dye
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH212793A publication Critical patent/CH212793A/en

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
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

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

Description

  

  Verfahren zur Darstellung eines     Azofarbstofes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Azofarb-          stoffes,    dadurch gekennzeichnet, dass man     2-          Amino-4,6-dinitrophenol        diazotiert    und mit  der aus dem     Monosillfierungsgemisch    der     2,3-          Oxynaphtoesäure,    nach     Abtrennung    der     2-          Oxynaphtha.lin-8-sulfo-3-carbonsäure,

      durch       Amidierung    erhaltenen     2-Aminonaphthalin-          sulfo-3-carbonsäure    kuppelt. Der so erhaltene  Farbstoff färbt Wolle sauer nach dem     Nach-          chromierungsverfahren    gelblich olive. Die  Färbungen sind sehr gut walk- und     potting-          echt,    sehr egal und von ausgezeichneter  Lichtechtheit.  



  <I>Beispiel:</I>  Die nach üblicher Methode dargestellte       Diazoverbindung        aus    19,9 Teilen     2-Amino-          4,6-dinitrophenol    wird mit     Natriumacetat     kongoneutral gestellt und in eine deutlich  essigsauer gestellte Lösung von 26.7 Teilen       2-Aminonaphthalinsulfo-3-carbonsäure,    die  nach obigen Angaben dargestellt,     vorgängig     mit 1.5 Teilen 25%igem Ammoniak in 400  Teilen Wasser gelöst, mit 15 Teilen Natrium-         acetat    versetzt und essigsauer gestellt wird,

         eingetragen.    Man hält die Kupplungstem  peratur bis zur     Beendigung    der     Farbstoff-          bildung    bei     ungefähr    5   C, dann wird fil  triert und nach üblichem Verfahren das Na  triumsalz hergestellt,     ausgesalzen        und        abfil-          triert.    Der Farbstoff,     ein    braunes Pulver,  ist in Wasser und in     konz.        Schwefelsäure     blaurot löslich.



  Process for the preparation of an azo dye. The subject of the present patent is a process for the production of an azo dye, characterized in that 2-amino-4,6-dinitrophenol is diazotized and with the 2,3-oxynaphthoic acid from the monosulfurization mixture, after the 2-oxynaphtha.lin has been separated off -8-sulfo-3-carboxylic acid,

      2-aminonaphthalene sulfo-3-carboxylic acid obtained by amidation couples. The dyestuff obtained in this way dyes wool in an acidic yellowish olive using the post-chrome plating process. The dyeings are very fast to walk and potting, very irrelevant and of excellent lightfastness.



  <I> Example: </I> The diazo compound prepared according to the usual method from 19.9 parts of 2-amino-4,6-dinitrophenol is rendered Congo-neutral with sodium acetate and placed in a solution of 26.7 parts of 2-aminonaphthalene sulfo-3-, which is clearly acidic carboxylic acid, which is shown according to the above, previously dissolved with 1.5 parts of 25% ammonia in 400 parts of water, mixed with 15 parts of sodium acetate and made acetic acid,

         registered. The coupling temperature is kept at about 5 ° C. until the formation of the dye has ended, then it is filtered and the sodium salt is prepared, salted out and filtered off according to the usual method. The dye, a brown powder, is in water and in conc. Sulfuric acid soluble in bluish red.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 Amino-4,6-dinitrophenol diazotiert und mit der aus dem Monosulfierungsgemisch der 2,3- Oxynaphtoesäure, nach Abtrennung der 2- Oxynaphthalin-8-sulfo-3-carbonsäure, durch Amidierung erhaltenen 2-Aminonaphthalin- sulfo-3-carbonsäure kuppelt. PATENT CLAIM: Process for the production of an azo dye, characterized in that 2-amino-4,6-dinitrophenol is diazotized and the 2,3-oxynaphthoic acid from the monosulfation mixture, after separation of the 2-oxynaphthalene-8-sulfo-3- carboxylic acid, 2-aminonaphthalene sulfo-3-carboxylic acid obtained by amidation couples. Der so erhaltene Farbstoff färbt Wolle sauer nach dem Nach ebromierungsverfahren gelblich olive. Die Färbungen sind sehr gut walk- und potting- echt, sehr egal und von ausgezeichneter Lichtechtheit. The dye obtained in this way dyes wool in an acidic yellowish-olive after the bromination process. The dyeings are very fast to walk and potting, very irrelevant and of excellent lightfastness.
CH212793D 1938-06-04 1938-06-04 Process for the preparation of an azo dye. CH212793A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203951T 1938-06-04
CH212793T 1938-06-04

Publications (1)

Publication Number Publication Date
CH212793A true CH212793A (en) 1940-12-15

Family

ID=25723994

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212793D CH212793A (en) 1938-06-04 1938-06-04 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH212793A (en)

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