CH267306A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH267306A
CH267306A CH267306DA CH267306A CH 267306 A CH267306 A CH 267306A CH 267306D A CH267306D A CH 267306DA CH 267306 A CH267306 A CH 267306A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye
mol
preparation
orange
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 CH267306A publication Critical patent/CH267306A/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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/12—Disazo dyes in which the coupling component is a heterocyclic compound

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 261362.    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass ein wertvoller       Azofarbstoff    erhalten werden kann, wenn  man 2     Mol        diazotiertes    2-Amino-l-oxybenzol-  
EMI0001.0005     
    Der neue Farbstoff. stellt ein orange  braunes Pulver dar, das sich in Wasser mit  orangegelber, in konzentrierter Schwefelsäure  mit gelber Farbe löst und     Cellulosefasern     nach dem ein- oder     zweibadigen        Nachkapfe-          rungsverfahren    in     rotstichig    gelben, echten  Tönen anfärbt.  



  Die     Kupplungsreaktion    kann in saurem,  neutralem, vorzugsweise aber alkalischem  Medium durchgeführt werden. Bei der Aus  führung der Kupplung in alkalischem Me  dium ist es vorteilhaft, die Kupplungskompo  nente mit einem geringen Überschuss an Al  kalihydroxyd zu lösen, so dass sie in Form  des     Dialkalisalzes    vorliegt und die weitere,  für die Kupplung benötigte     Alkalimenge    z. B.  als     Alkalicarbonat    hinzuzufügen. Die Auf  arbeitung des erhaltenen Farbstoffes kann in  an sieh bekannter Weise erfolgen, z. B. durch       Abfiltrieren    und Trocknen.

    
EMI0001.0016     
         4-sulfonsäureamid    mit 1     Mol        1,1'-[Dipheny-          len-(4,4')    ] -bis-     (3-methyl    - 5 -     pyrazolon)    der  Formel    <I>Beispiel:

  </I>    3,76 Teile     2-Amino-1.-oxybenzol-4-sulfon-          säureamid    werden in üblicher Weise in salz  saurer Lösung     diazotiert.    Die erhaltene Sus  pension der     Diazoverbindung    wird durch Zu  gabe von Soda neutralisiert und mit einer  Lösung von 3,5 Teilen     1,1'-[Diphenylen-          (4,4')        ]-bis-(3-methyl-5-pyrazolon)    in 40 Teilen  2,5     o/oiger    Natronlauge und 10 Teilen 10 0/     oiger          Sodalösung    vereinigt. Nach beendeter Kupp  lung wird der abgeschiedene Farbstoff ab  filtriert und getrocknet.



  Additional patent to main patent no. 261362. Process for the production of an azo dye. It has been found that a valuable azo dye can be obtained if 2 moles of diazotized 2-amino-1-oxybenzene
EMI0001.0005
    The new dye. is an orange-brown powder that dissolves in water with an orange-yellow color, in concentrated sulfuric acid with a yellow color and dyes cellulose fibers in real shades of reddish yellow using the one or two-bath capping process.



  The coupling reaction can be carried out in an acidic, neutral, but preferably an alkaline medium. When performing the coupling in alkaline Me medium, it is advantageous to solve the coupling component with a small excess of Al kalihydroxyd so that it is in the form of the dialkali salt and the other amount of alkali required for the coupling z. B. add as alkali carbonate. The work-up of the dye obtained can be carried out in a manner known per se, for. B. by filtering off and drying.

    
EMI0001.0016
         4-sulfonic acid amide with 1 mol of 1,1 '- [diphenylene- (4,4')] -bis- (3-methyl - 5 - pyrazolone) of the formula <I> Example:

  3.76 parts of 2-amino-1.-oxybenzene-4-sulfonic acid amide are diazotized in a conventional manner in a hydrochloric acid solution. The suspension of the diazo compound obtained is neutralized by adding soda and mixed with a solution of 3.5 parts of 1,1 '- [diphenylene- (4,4')] -bis- (3-methyl-5-pyrazolone) in 40 parts of 2.5% sodium hydroxide solution and 10 parts of 10% soda solution are combined. After the coupling has ended, the deposited dye is filtered off and dried.

Claims (1)

PATTNTANSPRL?CH Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 Mol diazotiertes 2-Amino-l-oxybenzol-4-sul- fonsäureamid mit 1 Mol 1,1'-[Diphenylen- (4,4')]-bis-(3-methyl-5-pyrazolon) der Formel Der neue Farbstoff stellt ein orange braunes Pulver dar, das sich in Wasser mit orangegelber, PATTNTANSPRL? CH Process for the production of an azo dye, characterized in that 2 mol of diazotized 2-amino-1-oxybenzene-4-sulphonic acid amide are mixed with 1 mol of 1,1 '- [diphenylene- (4,4')] -bis- (3-methyl-5-pyrazolone) of the formula The new dye is an orange-brown powder that turns orange-yellow, in konzentrierter Schwefelsäure mit gelber Farbe löst und Cellulosefasern nach dem ein- oder zweibadigen Nachkupfe- rungsverfahren in rotsticlii- gelben, echter Tönen anfärbt. dissolves in concentrated sulfuric acid with a yellow color and dyes cellulose fibers using the one or two-bath replenishment process in real red-stitches.
CH267306D 1946-04-16 1946-04-16 Process for the preparation of an azo dye. CH267306A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH267306T 1946-04-16
CH261362T 1947-02-14

Publications (1)

Publication Number Publication Date
CH267306A true CH267306A (en) 1950-03-15

Family

ID=25730426

Family Applications (1)

Application Number Title Priority Date Filing Date
CH267306D CH267306A (en) 1946-04-16 1946-04-16 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH267306A (en)

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