CH308761A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH308761A
CH308761A CH308761DA CH308761A CH 308761 A CH308761 A CH 308761A CH 308761D A CH308761D A CH 308761DA CH 308761 A CH308761 A CH 308761A
Authority
CH
Switzerland
Prior art keywords
reddish
amino
coupling
carried out
monoazo dye
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 CH308761A publication Critical patent/CH308761A/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)
  • 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     diazotier        tes    6 -     Nitro    - 4 -     acetylamino    -     2-          amino-l-oxybenzol    mit     2,7-Dioxynaphthalin          vereinigt.     



  Der neue Farbstoff bildet ein dunkles  Pulver, das sich in heisser verdünnter     Natrium-          earbonatlösung    mit     rotstichig    blauer, in kalter  konzentrierter Schwefelsäure mit rotvioletter  Farbe löst und Wolle nach dem     Einbadchro-          mierverfahren    in     rotstichig    marineblauen  Tönen von guten     Echtheitseigenschaften    färbt.  



  Die Dianotierung des     6-Nitro-4-acetyl-          amino-2-amino-l-oxybenzols    kann nach an  sieh 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 alka  lischem, z. B. in     alkalihydroxydalkalischem     Medium durchgeführt.         Beispiel:     21,1 Teile     6-Nitro-4-acetylamino-2-a.mino-l-          oxybenzol    werden in 75 Teilen Wasser und  15 Teilen     3011/oiger        Chlorwasserstoffsäure    ver  rührt und bei 10 bis 15  mit 25 Raumteilen       4n-Natriumnitritlösung    in üblicher Weise  dianotiert.

   Nach dem Neutralisieren mit     Na-          triumcarbonat    wird das     Diazotierungsgemisch     in eine Lösung aus 17 Teilen 2,7-Dioxynaph-         thalin    und 75 Raumteilen 2n -     Natrium-          hydroxydlösung    bei 0 bis 5  eingetragen und  das Kupplungsgemisch so lange     gerührt,    bis  die     Farbstoffbildung    beendet ist.

   Der gege  benenfalls durch Zusatz von     Natriumchlorid     vollständig     abgeschiedene    Farbstoff wird ab  filtriert, mit wenig     2,5 /o-iger        Natriumchlorid-          lösung    gewaschen 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 - acetylamino - 2-amino-1-oxybenzene are combined with 2,7-dioxynaphthalene.



  The new dye forms a dark powder that dissolves in hot, dilute sodium carbonate solution with reddish blue, in cold concentrated sulfuric acid with reddish-violet color and dyes wool in reddish, navy-blue shades with good fastness properties using the single-bath chromating process.



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



  The coupling is expedient in neutral to alkaline, preferably in alka cal, z. B. carried out in an alkaline hydroxide medium. Example: 21.1 parts of 6-nitro-4-acetylamino-2-a.mino-l-oxybenzene are stirred in 75 parts of water and 15 parts of 3011 /% hydrochloric acid and at 10 to 15 parts by volume of 4N sodium nitrite solution in the usual way Way dianotiert.

   After neutralization with sodium carbonate, the diazotization mixture is introduced into a solution of 17 parts of 2,7-dioxynaphthalene and 75 parts by volume of 2N sodium hydroxide solution at 0 to 5 and the coupling mixture is stirred until dye formation has ended.

   The dye, which has possibly been completely separated off by the addition of sodium chloride, is filtered off, washed with a little 2.5% sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, da.ss man dianotiertes 6-Nitro-4-acetyl-amino-2-amino-l- oxybenzol mit 2,7-Dioxynaphthalin vereinigt. Claim: Process for the production of a monoazo dye, characterized in that dianotated 6-nitro-4-acetyl-amino-2-amino-l-oxybenzene is combined with 2,7-dioxynaphthalene. Der neue Farbstoff bildet ein dunkles Pulver, das sich in heisser verdünnter Natrium- carbonatlösung mit rotstichig blauer, in kalter konzentrierter Schwefelsäure mit rotvioletter Farbe löst und Wolle nach dem Einbadehro- mierverfahren in rotstichig marineblauen Tönen von guten Echtheitseigenschaften färbt. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in alkalischem Medium durchführt. 2. The new dye forms a dark powder that dissolves in hot, dilute sodium carbonate solution with reddish blue, in cold concentrated sulfuric acid with reddish-violet color and dyes wool in reddish, navy blue shades with good fastness properties using the single-steam bath. SUBClaims: 1. The method according to claim, characterized in that the coupling is carried out in an alkaline medium. 2. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, da.ss man die Kupplung in natriumhydroxydalkalischem Medium durch führt. Process according to claim, characterized in that the coupling is carried out in a sodium hydroxide-alkaline medium.
CH308761D 1952-07-30 1952-07-30 Process for the preparation of a monoazo dye. CH308761A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH303279T 1952-07-30
CH308761T 1952-07-30

Publications (1)

Publication Number Publication Date
CH308761A true CH308761A (en) 1955-07-31

Family

ID=25734594

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308761D CH308761A (en) 1952-07-30 1952-07-30 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH308761A (en)

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