CH257720A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH257720A
CH257720A CH257720DA CH257720A CH 257720 A CH257720 A CH 257720A CH 257720D A CH257720D A CH 257720DA CH 257720 A CH257720 A CH 257720A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
dye
phosgene
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 CH257720A publication Critical patent/CH257720A/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  
EMI0001.0010     
         mit    Hilfe von     Phosgen    zum     Harnstoffderivat     vereinigt.  



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



  Der als     Aus.gaagsstof'f    dienende Farb  stoff der Formel  
EMI0001.0018     
    kann zum Beispiel durch Vereinigen von     di-          azotierter        1-Aminonaphthalin-3,6-disulfon-          säure    mit     1-Amino-2-methoxy-5-methylben-          zol    in vorzugsweise saurem, z. B. essigsau  rem, Medium hergestellt werden.  



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

    <I>Beispiel:</I>  45,1 Teile des durch Kuppeln von     diazo-          tierter        1-Amino-naphthalin-3,6-disulfonsäure          mit        1-Amino-2-methoxy-5-methylbenzol    er  haltenen     Aminoa.zo:farbstoffes        werden:

      mit  25,7 Teilen     4-Amino-4'-oxy-3'-carboxy-1,1'-          azobenzol    unter Zusatz von     Natriumcarbonat     bis zur deutlich alkalischen     Reaktion    in 4000  Teilen Wasser gelöst und unter     Rühren.    bei  30 bis 35  so lange     mit        Phosgen        behandelt,     bis sich     keine    freie     NH@-Gruppe    mehr nach  weisen lässt.

   Das gebildete     Harnstoffderivat     wird als     Na-.Salz    mit Hilfe von Kochsalz     ab-          geschieden,        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
EMI0001.0010
         combined with the help of phosgene to the urea derivative.



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



  The coloring substance of the formula that is used as output
EMI0001.0018
    can, for example, by combining diazotized 1-aminonaphthalene-3,6-disulfonic acid with 1-amino-2-methoxy-5-methylben- zene in preferably acidic, z. B. acetic acid rem, medium.



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

    <I> Example: </I> 45.1 parts of the aminoa.zo: dye obtained by coupling diazotized 1-amino-naphthalene-3,6-disulfonic acid with 1-amino-2-methoxy-5-methylbenzene will:

      with 25.7 parts of 4-amino-4'-oxy-3'-carboxy-1,1'-azobenzene with the addition of sodium carbonate until a clearly alkaline reaction is dissolved in 4000 parts of water and with stirring. at 30 to 35 treated with phosgene until no more free NH @ group can be detected.

   The urea derivative formed is precipitated as Na salt with the aid of common salt, filtered and dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines; Azo- fa,rbstoffes, 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 sich i in Wasser mit gelber Farbe löst und Baum- wolle in orangegelben Tönen färbt. PATENT CLAIM Process for the production of a; Azo-fa, dye, characterized in that one mole of each of the two aminoazo dyes of the formulas 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 orange-yellow tones. Die Fär bungen zeichnen sich durch gute neutrale und alkalische Ätzbarkeit aus. The dyeings are characterized by good neutral and alkaline etchability.
CH257720D 1948-10-31 1946-09-11 Process for the preparation of an azo dye. CH257720A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH257720T 1948-10-31

Publications (1)

Publication Number Publication Date
CH257720A true CH257720A (en) 1948-10-31

Family

ID=4472311

Family Applications (1)

Application Number Title Priority Date Filing Date
CH257720D CH257720A (en) 1948-10-31 1946-09-11 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH257720A (en)

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