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CH268398A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH268398A
CH268398A CH268398DA CH268398A CH 268398 A CH268398 A CH 268398A CH 268398D A CH268398D A CH 268398DA CH 268398 A CH268398 A CH 268398A
Authority
CH
Switzerland
Prior art keywords
azo dye
oxybenzene
parts
preparation
brown
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 CH268398A publication Critical patent/CH268398A/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)
  • Paper (AREA)

Description

  

  Verfahren zur Herstellung     eines        Azofarbstoffes.       Es wurde gefunden, dass     inan    zu einem  wertvollen     Azofarbstoff    gelangt, wenn man       (liazotiertes        4-Nitro-6-acetylainino-2-amino-1-          oxyber)zol    mit dein     4-Tertiäi#amyl-l-oxybenzol          der        Formel     
EMI0001.0011     
    kuppelt..

    Der neue Farbstoff löst sieh in heisser       verdünnter        Natriuniearbonatlösung    und in  konzentrierter Schwefelsäure mit     braunroter     Farbe und färbt Wolle nach dem     Einbad-          chromierverfahren    in     braunen    Tönen von  hervorragenden     Eelitlieitseigeiischaften.     



  Die     Diazotierung    des     4-Nit.ro-6-aeeti#1-          awino    - 2 -     amino    -1-     oxvbenzols    kann nach  üblichen, an sich bekannten     :1Ietlioden,    z. B.       mit    Hilfe von Salzsäure     und        Natriunmitrit,     durchgeführt werden. Die Kupplung erfolgt       vorzugsweise    in alkalischem     --#Iediurn.     



  <I>Beispiel:</I>  21,1 Teile     4-Nit.i#o-6-acetylamino=_'-aniiiio-          1-oxvlienzol        werden    in<B>100</B> Teilen     Wasser        auf-          .eseliIäninit    und nach     Zugabe    vorn 20 Teilen       30o/oiger        Salzsäure    und Eis bei 5-10  mit  25     Volumteilen    4 - n -     Natriuiunitritlösting    in  üblicher Weise     diazotiert.    Die Suspension der       Diazoverbindung    wird durch     Zugabe    von     Na-       <RTI  

   ID="0001.0045">   triumcarbonat        neutralisiert    und hierauf ab-    filtriert. Der erhaltene Filterkuchen wird     all-          mä.hlieh    in ein mit Eis auf<B>50</B> abgekühltes     Ge-          miscli    von 18 Teilen     4-Tertiäramyl-l-oxy-          benzol,    50 Teilen Wasser, 11,5 Teilen     Na-          trinmhydroxy        dlösung    30     o/oig    und 5 Teilen       Natriumcarbonat    eingetragen.

   Nachdem man  6 Stunden bei 6-10o gerührt hat, tropft man  im Verlaufe einer Stunde 11     Voluniteile    2-n  Natriumhydroxydlösung zu dem Kupplungs  gemisch und rührt bei 6-10o weiter, bis die       Kupplung    beendet ist. Der gebildete Farb  stoff wird hierauf     abfiltriert,    mit 2     o/oiger          Koehsalzlösunz        gewaschen    und     getrocknet.  



  Process for the preparation of an azo dye. It has been found that a valuable azo dye is obtained if one (liazotized 4-nitro-6-acetylainino-2-amino-1-oxyber) zene with the 4-tertiary amyl-1-oxybenzene of the formula
EMI0001.0011
    coupling ..

    The new dye dissolves in hot, dilute sodium carbonate solution and in concentrated sulfuric acid with a brownish-red color and dyes wool in brown shades of excellent elegance using the single-bath chroming process.



  The diazotization of the 4-Nit.ro-6-aeeti # 1 - awino - 2 - amino -1-oxvbenzols can be carried out according to the usual, known per se: 1Ietlioden, z. B. with the help of hydrochloric acid and sodium mitrite. The coupling is preferably carried out in an alkaline medium.



  <I> Example: </I> 21.1 parts of 4-Nit.i # o-6-acetylamino = _'- aniiiio- 1-oxvlienzol are dissolved in <B> 100 </B> parts of water - eseliIäninit and after the addition of 20 parts of 30% hydrochloric acid and ice at 5-10 with 25 parts by volume of 4N sodium nitrite solution, diazotized in the customary manner. The suspension of the diazo compound is obtained by adding Na- <RTI

   ID = "0001.0045"> trium carbonate neutralized and then filtered off. The filter cake obtained is gradually poured into a mixture, cooled to 50 with ice, of 18 parts of 4-tertiaryamyl-1-oxybenzene, 50 parts of water, 11.5 parts of sodium hydroxide 30 o / oig solution and 5 parts of sodium carbonate were added.

   After stirring for 6 hours at 6-10 °, 11 parts by volume of 2N sodium hydroxide solution are added dropwise to the coupling mixture over the course of one hour, and stirring is continued at 6-10 ° until the coupling is complete. The dye formed is then filtered off, washed with 2% Koehsalzlösunz and dried.

Claims (1)

PATENTAN SPRUCH Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man diazotiertes 4-Nitro-6-acetylamino-2-amino-l- oxybenzol mit dein 4-Tertiäramyl-1.-oxybenzol der Formel EMI0001.0076 kuppelt. Der neue Farbstoff löst sieh in heisser verdünnter Natriumearbonatlösung und in konzentrierter Schwefelsäure finit braunroter Farbe und färbt Wolle PATENTAN PROPOSAL Process for the production of an azo dye, characterized in that diazotized 4-nitro-6-acetylamino-2-amino-l-oxybenzene is mixed with the 4-tertiaryamyl-1.-oxybenzene of the formula EMI0001.0076 clutch. The new dye dissolves in hot, dilute sodium carbonate solution and in concentrated sulfuric acid finitely brown-red color and dyes wool nach dem Einbad- chromierverfahren in braunen Tönen von hervorragenden Echtheitseigenseliaften. after the single bath chroming process in brown shades of excellent authenticity properties.
CH268398D 1948-11-08 1948-11-08 Process for the preparation of an azo dye. CH268398A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH268398T 1948-11-08
CH261974T 1949-06-02

Publications (1)

Publication Number Publication Date
CH268398A true CH268398A (en) 1950-05-15

Family

ID=25730511

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268398D CH268398A (en) 1948-11-08 1948-11-08 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH268398A (en)

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