CH263523A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH263523A
CH263523A CH263523DA CH263523A CH 263523 A CH263523 A CH 263523A CH 263523D A CH263523D A CH 263523DA CH 263523 A CH263523 A CH 263523A
Authority
CH
Switzerland
Prior art keywords
dye
yellow
azo dye
preparation
azo
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 CH263523A publication Critical patent/CH263523A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/14—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with phosgene or thiophosgene

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 257720.    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass ein wertvoller       Azofarbstoff    hergestellt werden kann, wenn    man je ein     Mol    der beiden     Aminoazofarb-          stoffe    der Formeln  
EMI0001.0006     
    mit Hilfe von     Phosgen    zum     Harnstoffderivat     vereinigt.  



  Der neue Farbstoff stellt in trockenem  Zustand ein gelbbraunes Pulver dar, das sich  in     Wasser    mit gelber Farbe löst und Baum  wolle in orangegelben Tönen färbt. Die Fär  bungen zeichnen sich durch gute neutrale und       alkalische        Ätzbarkeit    aus.  



  Der als Ausgangsstoff dienende Farbstoff  der Formel  
EMI0001.0012     
    kann z. B. durch Vereinigen von     diazotierter     1-     Aminonaphthalin    - 5,7 -     disulfonsäure    mit       1-Amino-2-methoxy-5-methylbenzol    in vor  zugsweise saurem, z. B. essigsaurem, Medium       hergestellt    werden.  



  Die     Vereinigung    von je einem Molekül  der beiden     Aminoazofarbstoffe    zum Harn-    Stoffderivat mit. Hilfe von     Phosgen    kann in  an sich bekannter Weise, z. B. in alkalisch ge  haltenem Medium, vorgenommen werden.  



  <I>Beispiel:</I>  45,1 Teile des durch Kuppeln von     diazo-          t,ierter        1-Aminonaphthalin-5,7-disulfonsäure     mit     1-Amino-2-methoxy-5-methylbenzol    erhal  tenen     Aminoazofarbstoffes    werden mit 25,7  Teilen     4-Amino-4'-oxy-1,1'-azobenzol-3'-carbon-          säure    unter Zusatz von     Natriumcarbonat    bis  zur deutlich alkalischen Reaktion in 4000  Teilen Wasser gelöst und unter Rühren bei       30-35     so lange mit     Phosgen    behandelt, bis  sich keine freie     NH,-Gruppe    mehr nachweisen  lässt.

   Das gebildete     Harnstoffderivat    wird als  Na-Salz mit Hilfe von Kochsalz abgeschieden,       abfiltriert    und getrocknet.



  <B> Additional patent </B> to main patent no. 257720. Process for the production of an azo dye. It has been found that a valuable azo dye can be produced if one mole each of the two amino azo dyes of the formulas
EMI0001.0006
    combined with the help of phosgene to the urea derivative.



  When dry, the new dye is a yellow-brown powder that dissolves in water with a yellow color and dyes cotton in orange-yellow tones. The dyeings are characterized by good neutral and alkaline etchability.



  Serving as starting material dye of the formula
EMI0001.0012
    can e.g. B. by combining diazotized 1-aminonaphthalene - 5,7 - disulfonic acid with 1-amino-2-methoxy-5-methylbenzene in preferably acidic, z. B. acetic acid medium.



  The union of one molecule each of the two aminoazo dyes to form the urea derivative with. The help of phosgene can in a manner known per se, for. B. in alkaline ge held medium are made.



  <I> Example: </I> 45.1 parts of the aminoazo dye obtained by coupling diazo- t, ated 1-aminonaphthalene-5,7-disulfonic acid with 1-amino-2-methoxy-5-methylbenzene are mixed with 25, 7 parts of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid were dissolved in 4000 parts of water with the addition of sodium carbonate until the reaction was clearly alkaline and treated with phosgene while stirring at 30-35 until a free NH, group can no longer be detected.

   The urea derivative formed is deposited as sodium salt with the aid of common salt, filtered off and dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man je ein Mol der beiden Aminoazofarbstoffe der Formeln EMI0002.0001 mit Hilfe von Phosgen zum Harnstoffderivat vereinigt. Der neue Farbstoff stellt in trockenem Zustand ein gelbbraunes Pulver dar, das sich in Wasser mit gelber Farbe löst und Baum wolle in orangegelben Tönen färbt. Die Fär- btmgen zeichnen sich durch gute neutrale und alkalische Ätzbarkeit aus. PATENT CLAIM Process for the production of an azo dye, characterized in that one mole of each of the two amino azo dyes of the formulas EMI0002.0001 combined with the help of phosgene to the urea derivative. When dry, the new dye is a yellow-brown powder that dissolves in water with a yellow color and dyes cotton in orange-yellow tones. The dye quantities are characterized by their good neutral and alkaline etchability.
CH263523D 1947-06-19 1947-06-19 Process for the preparation of an azo dye. CH263523A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH263523T 1947-06-19
CH257720T 1948-10-31

Publications (1)

Publication Number Publication Date
CH263523A true CH263523A (en) 1949-08-31

Family

ID=25730112

Family Applications (1)

Application Number Title Priority Date Filing Date
CH263523D CH263523A (en) 1947-06-19 1947-06-19 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH263523A (en)

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