CH212794A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH212794A
CH212794A CH212794DA CH212794A CH 212794 A CH212794 A CH 212794A CH 212794D A CH212794D A CH 212794DA CH 212794 A CH212794 A CH 212794A
Authority
CH
Switzerland
Prior art keywords
azo dye
acid
carboxylic acid
preparation
diazotized
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 CH212794A publication Critical patent/CH212794A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (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-6-aminophenol-2-sulfonsäure        diazo-          tiert    und mit der aus dem     31Ionosulfierungs-          gemisch    der     2,3-Ogynaphtoesäure,    nach Ab  trennung der     2-Ogynaphthalin-8-sulfo-3-car-          bonsäure,

      durch     Amidierung    erhaltenen     2-          Aminonaphthalinsulfo-3-carbonsäure    kuppelt.  Der so erhaltene Farbstoff färbt Wolle sauer  nach dem     Nachchromierungsverfahren    sehr  rein     gelblichgrün.    Die Färbungen sind  sehr gut     wa.lkecht    und von ausgezeichneter  Lichtechtheit.  



  <I>Beispiel:</I>  22,35 Teile     4-Chlor-6-aminophenol-2-sul-          fonsäure    werden wie üblich     diazotiert,    die       Diazoverbindung    mit 15 Teilen essigsaurem  Natron kongoneutral gestellt und in eine  essigsaure Lösung von 27,5 Teilen     2-Amino-          naphthal.insulfo-3-carbonsäure,    die, wie in  Beispiel 1 angegeben, hergestellt wird, ein  getragen. Die Kupplung, die man bei zirka    20   C vor sich gehen lässt, ist nach 2 bis 3  Tagen beendet. Man filtriert ab, verwandelt  den Farbstoff in das     Natriumsalz,    salzt aus  und filtriert.  



  Der Farbstoff, ein braunes Pulver, löst  sich in Wasser mit orangeroter und in     konz.     Schwefelsäure mit blauvioletter Farbe.



  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 4-chloro-6-aminophenol-2-sulfonic acid is diazotized and the 2,3-ogynaphthoic acid from the 31-ionosulfation mixture is diazotized according to Ab separation of 2-ogynaphthalene-8-sulfo-3-carboxylic acid,

      2-aminonaphthalenesulfo-3-carboxylic acid obtained by amidation couples. The dyestuff obtained in this way dyes wool in an acidic, very pure yellowish green after the chromium plating process. The dyeings are very waterfast and have excellent lightfastness.



  <I> Example: </I> 22.35 parts of 4-chloro-6-aminophenol-2-sulphonic acid are diazotized as usual, the diazo compound is made Congo-neutral with 15 parts of acetic acid sodium and in an acetic acid solution of 27.5 parts 2-Amino-naphthal.insulfo-3-carboxylic acid, which is prepared as indicated in Example 1, is carried. The coupling, which is done at around 20 C, is over after 2 to 3 days. It is filtered off, the dye is converted into the sodium salt, salted out and filtered.



  The dye, a brown powder, dissolves in water with orange-red and in conc. Sulfuric acid with a blue-violet color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 4 Chlor-6-aminophenol-2-sulfonsäure diazotiert und mit der aus dem Monosulfierungsgemisch der 2,3-Ogynaphtoesäure, nach Abtrennung der 2-Ogynaphthalin-8-sulfon-3-carbonsäure, durch Amidierung erhaltenen 2-Aminonaph- thalinsulfo-3-carbonsäure kuppelt. PATENT CLAIM: Process for the production of an azo dye, characterized in that 4 chloro-6-aminophenol-2-sulfonic acid is diazotized and the 2,3-ogynaphthoic acid from the monosulfation mixture, after separation of the 2-ogynaphthalene-8-sulfone 3-carboxylic acid, 2-aminonaphthalene sulfo-3-carboxylic acid obtained by amidation couples. Der so er haltene Farbstoff färbt Wolle sauer nach dem Nachchromierungsverfahren sehr rein gelblichgrün. Die Färbungen sind sehr gut walkecht und von ausgezeichneter Lichtecht heit. The dyestuff obtained in this way dyes wool in an acidic, very pure yellowish green after the chromium plating process. The dyeings are very good millfast and have excellent lightfastness.
CH212794D 1938-06-04 1938-06-04 Process for the preparation of an azo dye. CH212794A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203951T 1938-06-04
CH212794T 1938-06-04

Publications (1)

Publication Number Publication Date
CH212794A true CH212794A (en) 1940-12-15

Family

ID=25723995

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212794D CH212794A (en) 1938-06-04 1938-06-04 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH212794A (en)

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