CH303279A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH303279A
CH303279A CH303279DA CH303279A CH 303279 A CH303279 A CH 303279A CH 303279D A CH303279D A CH 303279DA CH 303279 A CH303279 A CH 303279A
Authority
CH
Switzerland
Prior art keywords
coupling
carried out
monoazo dye
parts
alkaline medium
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 CH303279A publication Critical patent/CH303279A/en

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung     eines        Monoazofarbstoffes.       Es wurde gefunden, dass man     zu    einem       wertvollen        Monoazofarbstoff    gelangt, wenn  man     diazotiertes        6-Nitro-4-acetyla.mino-2-          amino-l-oxybenzol    mit     2,8-D'ioxynaphthalin-6-          snlfonsäur    e vereinigt.  



  Der neue Farbstoff     bildet    ein dunkles Pul  ver, das sich in heissem Wasser und kalter       konzentrierter        Schwefelsäure    mit etwas rot  stichig blauer Farbe löst und Wolle nach dem       Nachchromierungsverfahren    in blaugrünen  Tönen von     guten!        Echtheitseigensehaften    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  N     atriumnitrit    durchgeführt werden.  



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



       Beispiel:     21,1 Teile     6-Nitro-4-acetylamino-2-amino-          1-oxybenzol    werden in 75 Teilen Wasser und  15 Teilen 30     o/oiger        Chlorwasserstoffsäure        ver-          rührt    und bei 10 bis 15  mit 25 Raumteilen       4n-Natriumnitritlösung    in üblicher Weise     di-          azotiert.    Nach dem Neutralisieren     mit        Na-          triumcarbonat    wird das     Diazotierungsgemisch     in eine Lösung ,aus 26,5 Teilen 2,

  8-Dioxynaph-         thalin-6-sulfonsäure    und 22     Teilen        Natrium-          carbonat    in 150 Teilen     Wasser    bei 5 bis 10   eingetragen und das     Kupplungsgemisch    so  lange gerührt, bis die     Farbstoffbildung    be  endet ist. Der gegebenenfalls durch Zusatz  von     Natriumchlorid    vollständig     .abgeschiedene          Farbstoff    wird     abfiltriert,    mit wenig 5     o/oiger          Natriumchloridlösung    gewaschen und ge  trocknet.



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



  The new dye forms a dark powder that dissolves in hot water and cold concentrated sulfuric acid with a slightly red, tinged blue color. Authenticity 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 N atrium 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.



       Example: 21.1 parts of 6-nitro-4-acetylamino-2-amino-1-oxybenzene are stirred in 75 parts of water and 15 parts of 30% hydrochloric acid and, at 10 to 15 parts by volume, 4N sodium nitrite solution is mixed with 25 parts by volume Way diacotized. After neutralization with sodium carbonate, the diazotization mixture is dissolved in a solution of 26.5 parts of 2

  8-Dioxynaphthalene-6-sulfonic acid and 22 parts of sodium carbonate in 150 parts of water at 5 to 10 and the coupling mixture is stirred until the dye formation has ended. The dye, which may have been completely deposited by the addition of sodium chloride, is filtered off, washed with a little 5% 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- 1-oxybenzol mit 2,8-Diox-ynaphthalin 6-sulfon-. säure vereinigt. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that one. diazotized 6-nitro-4-acetylamino-2-amino-1-oxybenzene with 2,8-dioxynaphthalene 6-sulfone-. acid combined. Der neue Farbstoff bildet ein dunkles Pul ver, das sich in heissem Wasser und kalter konzentrierter Schwefelsäure mit etwas rot stichig blauer Farbe löst und Wolle nach dem Nachchromierungsverfahren in blaugrünen Tönen von guten Echtheitseigenschaften färbt. UNTERANSPRÜCHE 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in alkalischem Mediwn durchführt. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupp lung in natriumcarbonatalkalischem Medium durchführt. The new dye forms a dark powder that dissolves in hot water and cold concentrated sulfuric acid with a slightly red, tinged blue color and dyes wool in blue-green shades with good fastness properties after the post-chrome plating process. SUBClaims 1. Method according to 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.
CH303279D 1952-07-30 1951-09-14 Process for the preparation of a monoazo dye. CH303279A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH303279T 1952-07-30

Publications (1)

Publication Number Publication Date
CH303279A true CH303279A (en) 1954-11-30

Family

ID=4491675

Family Applications (1)

Application Number Title Priority Date Filing Date
CH303279D CH303279A (en) 1952-07-30 1951-09-14 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH303279A (en)

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