CH308402A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH308402A
CH308402A CH308402DA CH308402A CH 308402 A CH308402 A CH 308402A CH 308402D A CH308402D A CH 308402DA CH 308402 A CH308402 A CH 308402A
Authority
CH
Switzerland
Prior art keywords
coupling
carried out
monoazo dye
parts
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH308402A publication Critical patent/CH308402A/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
    • 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

Landscapes

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

Description

  

  Verfahren     zur        Herstellung    eines     Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        6-Nitro-4-acety3amino-2-          amino-l-oxyBenzol    mit     1-Phenylamino-8-oxy-          naphthalin-4-sulfonsäure    vereinigt.  



  Der neue Farbstoff bildet ein dunkles Pul  ver, das sich in heissem Wasser mit blauer, in  kalter     konz.        Schwefelsäure    mit rotvioletter  Farbe löst und Wolle nach dem     Nachchromie-          rungsverfahren    in grünen Tönen von guten  Echtheitseigenschaften färbt.  



  Die     Diazotierung    des     6-Nitro-4-acetyl-          amino-2-amino-l-oxybenzols    kann nach an sich  bekannten Methoden, z. B. mit Hilfe von  Mineralsäure, insbesondere Salzsäure, und Na  triumnitrit durchgeführt werden.  



  Die Kupplung wird zweckmässig in neu  tralem bis alkalischem, vorzugsweise in alkali  schem Medium     durchgeführt.    Sie kann z. B.  in     alkalicarbonatalkalischem,        alkalihydroxyd-          alkalischem    oder     erdalkalihydroxydalkalischem     Medium erfolgen.  



  <I>Beispiel:</I>  21,1 Teile     6-Nitro-4-acetylamino-2-amino-l-          oxybenzol    werden in 75 Teilen Wasser und  15 Teilen 30     %iger        Chlorwasserstoffsäure    ver  rührt und bei 10-15  mit 25 Raumteilen 4n  Natriumnitritlösung in üblicher Weise     diazo-          tiert.    Die mit     Natriumcarbonat    neutralisierte  Suspension der     Diazoverbindung    wird in eine  Lösung aus 33 Teilen 1-Phenylamino-8-oxy-         naphthalin-4-sulfonsäure,

      14 Teilen 30     %oiger          Natriumhydroxydlösung    und 12 Teilen     Na-          triumcarbonat    in 150 Teilen Wasser eingetra  gen und das     Kupplungsgemisch    so lange ge  rührt, bis die     Farbstoffbildung    beendet ist.  Der durch Zugabe von     Natriumchlorid    voll  ständig abgeschiedene Farbstoff wird     abfil-          triert,    mit 5      %o        iger        Natriumehloridlösung    ge  waschen und getrocknet.



  Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 6-nitro-4-acety3amino-2-amino-1-oxybenzene is combined with 1-phenylamino-8-oxynaphthalene-4-sulfonic acid.



  The new dye forms a dark powder that turns blue in hot water, and conc. In cold water. Sulfuric acid with a red-violet color dissolves and, after the chromium plating process, dyes wool in green tones with good fastness properties.



  The diazotization of the 6-nitro-4-acetyl-amino-2-amino-1-oxybenzene can be carried out by methods known per se, eg. B. with the help of mineral acid, especially hydrochloric acid, and Na trium nitrite.



  The coupling is expediently carried out in neutral to alkaline, preferably in alkaline, medium. You can z. B. in alkali carbonate, alkali hydroxide alkaline or alkaline earth metal hydroxide medium.



  <I> Example: </I> 21.1 parts of 6-nitro-4-acetylamino-2-amino-l-oxybenzene are stirred in 75 parts of water and 15 parts of 30% strength hydrochloric acid and at 10-15 parts by volume 4n sodium nitrite solution diazotized in the usual way. The suspension of the diazo compound neutralized with sodium carbonate is dissolved in a solution of 33 parts of 1-phenylamino-8-oxynaphthalene-4-sulfonic acid,

      14 parts of 30% strength sodium hydroxide solution and 12 parts of sodium carbonate in 150 parts of water are added and the coupling mixture is stirred until dye formation has ended. The dye which is completely separated out by the addition of sodium chloride is filtered off, washed with 5% strength sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 6-Nitro-4-acetylamino-2-amino-l- oxybenzol mit 1-Phenylamino.-8-oxynaphthalin- 4-sulfonsäure vereinigt. Der neue Farbstoff bildet ein dunkles Pul ver, das sich in heissem Wasser mit blauer, in kalter konz. Schwefelsäure mit rotvioletter Farbe löst und Wolle nach dem Nachchromie- rungsverfahren in grünen Tönen von guten Echtheitseigenschaften färbt. Claim: Process for the production of a monoazo dye, characterized in that diazotized 6-nitro-4-acetylamino-2-amino-l-oxybenzene is combined with 1-phenylamino-8-oxynaphthalene-4-sulfonic acid. The new dye forms a dark powder that turns blue in hot water, and conc. In cold water. Sulfuric acid with a red-violet color dissolves and, after the chromium plating process, dyes wool in green tones with good fastness properties. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in alkalischem Medium durchführt. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in natriumcarbonatalkalischem Medium durch führt. SUBClaims: 1. Method according to patent claim, characterized in that the coupling is carried out in an alkaline medium. 2. The method according to claim, characterized in that the coupling is carried out in a sodium carbonate-alkaline medium.
CH308402D 1951-09-14 1951-09-14 Process for the preparation of a monoazo dye. CH308402A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308402T 1951-09-14
CH303279T 1952-07-30

Publications (1)

Publication Number Publication Date
CH308402A true CH308402A (en) 1955-07-15

Family

ID=25734593

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308402D CH308402A (en) 1951-09-14 1951-09-14 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH308402A (en)

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