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CH263521A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH263521A
CH263521A CH263521DA CH263521A CH 263521 A CH263521 A CH 263521A CH 263521D A CH263521D A CH 263521DA CH 263521 A CH263521 A CH 263521A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
dye
dyes
amino
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 CH263521A publication Critical patent/CH263521A/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

  

  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     trockenean     Zustand ein rotbraunes Pulver dar, das sich  in Wasser mit gelber Farbe löst und Baum  wolle in     rotstichig    gelben Tönen färbt. Die  Färbungen zeichnen sich durch gute neutrale  und     alkalische        Ätzbarkeit    aus.  



  Der als Ausgangsstoff dienende Farbstoff  der Formel  
EMI0001.0013     
    kann z. B. durch Vereinigen von     diazotierter     7. -     Aminonaphthalin    - 3,6 -     disulfonsäure    mit       1-Amino-2-äthoxy-5-methylbenzol    in     vorzugs.-          weise    saurem, z. B.     essigsaurem,    Medium her  gestellt 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>  46,5 Teile des durch Kuppeln von     diazo-          tierter        1-Aminonaphthalin-3,6-disulfonsäure     mit     1-Amino-2-äthoxy-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,  filtriert und getrocknet.



  Process for the preparation 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 red-brown powder that dissolves in water with a yellow color and dyes cotton in reddish-yellow tones. The colorations are characterized by their good neutral and alkaline etchability.



  Serving as starting material dye of the formula
EMI0001.0013
    can e.g. B. by combining diazotized 7th - aminonaphthalene - 3,6 - disulfonic acid with 1-amino-2-ethoxy-5-methylbenzene in vorzugs.- as acidic, z. B. acetic acid, medium are made ago.



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



  <I> Example: </I> 46.5 parts of the aminoazo dye obtained by coupling diazotized 1-aminonaphthalene-3,6-disulfonic acid with 1-amino-2-ethoxy-5-methylbenzene are mixed with 25.7 parts 4-Amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid dissolved in 4000 parts of water with the addition of sodium carbonate until a clearly alkaline reaction and treated with phosgene at 30-35 "while stirring until no more free NH groups can be detected.

   The urea derivative formed is deposited as sodium salt with the aid of common salt, filtered 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 rotbraunes Pulver dar, das sieh in Wasser mit gelber Farbe löst und Baum wolle in rotstichig gelben Tönen färbt. Die; Färbungen 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 formula EMI0002.0001 combined with the help of phosgene to the urea derivative. When dry, the new dye is a red-brown powder that dissolves in water with a yellow color and dyes cotton in reddish-yellow tones. The; Colorings are characterized by their good neutral and alkaline etchability.
CH263521D 1946-09-11 1946-09-11 Process for the preparation of an azo dye. CH263521A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH263521T 1946-09-11
CH257720T 1948-10-31

Publications (1)

Publication Number Publication Date
CH263521A true CH263521A (en) 1949-08-31

Family

ID=25730110

Family Applications (1)

Application Number Title Priority Date Filing Date
CH263521D CH263521A (en) 1946-09-11 1946-09-11 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH263521A (en)

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