CH267308A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH267308A
CH267308A CH267308DA CH267308A CH 267308 A CH267308 A CH 267308A CH 267308D A CH267308D A CH 267308DA CH 267308 A CH267308 A CH 267308A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye
preparation
mol
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 CH267308A publication Critical patent/CH267308A/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-         4-sulfonsäure-N-methylanilid    mit 1     Mol        i,1'-          [Diphenylen-.    (4,4') ] -bis-     (3-methyl-    5 -     pyrazo-          lon    der Formel  
EMI0001.0013     
    Der neue Farbstoff stellt ein rotbraunes  Pulver dar, das sich in Wasser mit orange  brauner,

   in konzentrierter Schwefelsäure mit  gelber Farbe löst und     Cellulosefasern    nach  dem ein-     oder        zweibadigen        Na.ehkupferungs-          verfahren    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 Kupplungskom  ponente mit einem geringen Überschuss an       Alkalihydroxyd    zu lösen, so dass sie in Form  des     Dialkalisalzes    vorliegt und die weitere,  für die Kupplung benötigte     Alkalimenge    z. B.

    als     Alkaliearbonat    hinzuzufügen. Die Auf  arbeitung des erhaltenen Farbstoffes kann in  an sich bekannter Weise erfolgen, z. B. durch       Abfiltrieren    und Trocknen.    <I>Beispiel:</I>  5,6 Teile der Verbindung der Formel  
EMI0001.0025     
    werden in üblicher -Weise in salzsaurer Lö  sung     diazotiert.    Die erhaltene Suspension der       Diazoverbindung    wird mit     Natriumcarbonat     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    Natron  lauge und 10 Teilen 10     o/oiger    Natriumearbo-           natlösung    vereinigt. Nach beendeter Kupplung       wird    der Farbstoff     abfiltriert    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-4-sulfonic acid-N-methylanilide with 1 mole of i, 1'- [diphenylene-. (4,4 ')] -bis- (3-methyl-5-pyrazolone of the formula
EMI0001.0013
    The new dye is a red-brown powder that turns orange-brown,

   dissolves in concentrated sulfuric acid with a yellow color and dyes cellulose fibers in real shades of reddish yellow using the one or two bath Na.ehkupferungs process. The coupling reaction can be carried out in an acidic, neutral, but preferably an alkaline medium. When executing the coupling in alkaline Me medium, it is advantageous to solve the coupling component with a small excess of alkali metal hydroxide 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. <I> Example: </I> 5.6 parts of the compound of the formula
EMI0001.0025
    are diazotized in the usual way in hydrochloric acid solution. The resulting suspension of the diazo compound is neutralized with sodium carbonate and treated 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 10% sodium carbonate solution combined. After the coupling has ended, the dye is filtered off and dried.

Claims (1)

PATENTANSPRUCH Verfahren mir Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 Mol diazotiertes 2-Amino-l-oxybenzol-4-sul- fonsäure-N-methylanilid mit 1 Mol 1,1'-[Di- phenylen-(4,4') ] -bis-(3-methyl - 5 - pyrazolon) der Formel EMI0002.0015 Der neue Farbstoff stellt ein rotbraunes Pulver dar, das sich in Wasser mit orange brauner, PATENT CLAIM A process with the production of an azo dye, characterized in that 2 mol of diazotized 2-amino-1-oxybenzene-4-sulfonic acid-N-methylanilide are mixed with 1 mol of 1,1 '- [diphenylene- (4, 4 ')] -bis- (3-methyl - 5 - pyrazolone) of the formula EMI0002.0015 The new dye is a red-brown powder that turns orange-brown, in konzentrierter Schwefelsäure mit gelber Farbe löst-und Cellulosefasern nach dem ein- oder zweibadigen Nachkupferungs- verfahren in rotstichig gelben, echten Tönen anfärbt. dissolves in concentrated sulfuric acid with a yellow color and dyes cellulose fibers in reddish-tinged yellow, genuine shades using the one- or two-bath re-coppering process.
CH267308D 1946-04-16 1946-04-16 Process for the preparation of an azo dye. CH267308A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH267308T 1946-04-16
CH261362T 1947-02-14

Publications (1)

Publication Number Publication Date
CH267308A true CH267308A (en) 1950-03-15

Family

ID=25730428

Family Applications (1)

Application Number Title Priority Date Filing Date
CH267308D CH267308A (en) 1946-04-16 1946-04-16 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH267308A (en)

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