CH212792A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH212792A
CH212792A CH212792DA CH212792A CH 212792 A CH212792 A CH 212792A CH 212792D A CH212792D A CH 212792DA CH 212792 A CH212792 A CH 212792A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
carboxylic acid
aminophenol
nitro
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 CH212792A publication Critical patent/CH212792A/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     Azofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Azofarb-          stoffes,    dadurch gekennzeichnet, dass man     4-          Chlor-5-nitro-2-aminophenol        diazotiert    und  mit der aus dem     Monosulfierungsgemisch    der       2,3-Ogynaphtoesäure,    nach Abtrennung der       2-Ogynaphthalin-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<B>18,85</B> Teilen     4-Chlor-5-          nitro-2-aminophenol    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, eingetragen.

      Man hält die     Kupplungstemperatur        bis    zur  Beendigung der     Farbstoffbildung    bei unge  fähr 20   C und rührt 2 bis 3 Tage, dann  wird filtriert und nach üblichem Verfahren  das     Natriumsalz    hergestellt,     ausgesalzen    und       abfiltriert.    Der     Farbstoff,    ein     dunkles    Pul  ver, ist in Wasser rot und in     konz.    Schwefel  säure violett löslich.



  Process for the preparation of an azo dye. The present patent relates to a process for the preparation of an azo dye, characterized in that 4-chloro-5-nitro-2-aminophenol is diazotized and the 2,3-ogynaphthoic acid from the monosulphurisation mixture, after the 2-ogynaphthalene 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 <B> 18.85 </B> parts of 4-chloro-5-nitro-2-aminophenol is rendered Congo-neutral with sodium acetate and in a solution that is clearly acidic of 26.7 parts of 2-aminonaphthalenesulfo-3-carboxylic acid, which is shown according to the above, entered.

      The coupling temperature is maintained at approximately 20 ° C. until the formation of the dye has ended and the mixture is stirred for 2 to 3 days, then it is filtered and the sodium salt is prepared, salted out and filtered off by the usual method. The dye, a dark powder, is red in water and in conc. Sulfuric acid violet soluble.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 4- Chlor-5-nitro-2-aminophenol diazotiert und mit der aus dem Monosulfierungsgemisch der 2,3-Oxynaphtoesäure, durch Amidierung er haltenen 2 - Aminonaphthalinsulfo-3-carbon- säure kuppelt. Der so erhaltene Farbstoff färbt Wolle sauer nach dem Nachchromie- rungsverfahren gelblich olive. PATENT CLAIM: A process for the production of an azo dye, characterized in that 4-chloro-5-nitro-2-aminophenol is diazotized and the 2-aminonaphthalenesulfo-3- obtained from the monosulfation mixture of 2,3-oxynaphtoic acid by amidation carboxylic acid couples. The dyestuff obtained in this way dyes wool in an acidic yellowish olive after the chromium plating process. Die Färbun gen sind sehr gut walk- und pottingeeht, sehr egal und von ausgezeichneter Lichtechtheit. The dyeings are very easy to walk and potty, very unimportant and of excellent lightfastness.
CH212792D 1938-06-04 1938-06-04 Process for the preparation of an azo dye. CH212792A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203951T 1938-06-04
CH212792T 1938-06-04

Publications (1)

Publication Number Publication Date
CH212792A true CH212792A (en) 1940-12-15

Family

ID=25723993

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212792D CH212792A (en) 1938-06-04 1938-06-04 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH212792A (en)

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