CH261362A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH261362A
CH261362A CH261362DA CH261362A CH 261362 A CH261362 A CH 261362A CH 261362D A CH261362D A CH 261362DA CH 261362 A CH261362 A CH 261362A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
orange
dye
mol
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 CH261362A publication Critical patent/CH261362A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B33/00Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02Disazo dyes
    • C09B33/12Disazo dyes in which the coupling component is a heterocyclic compound

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

Description

  

      Verfahren    zur Herstellung eines     Azofarbatoffes.       Es wurde gefunden, dass ein wertvoller       Azofarbstoff    erhalten werden kann, wenn  man 2     Mol        diazotiertes        2-Amino-l-oxyben7ol-          4-sulfonsäureanilid    mit 1     Mol        1,1'-[Diphe-          nylen-(4,4')        ]-bis-(3-methyl-5-pyrazolon)    der  Formel  
EMI0001.0012     
    vereinigt.

    Der neue Farbstoff stellt ein orange  braunes Pulver dar, das sich in heissem Was  ser mit orangegelber Farbe löst und     Cellulose-          fasern    nach dem ein- oder     zweibadigen        Nach-          kupferungsverfahren    in     rotstichig    gelben, be  sonders wasch- und lichtechten Tönen an  färbt.  



  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     Alkalicarbonat        hinzuzufügen.    Die  Aufarbeitung des erhaltenen Farbstoffes  kann in an sich bekannter Weise erfolgen,  z.

   B. durch     Abfiltrieren    und Trocknen.         Beispiel:     5,3 Teile     2-Amino-l-oxybenzol-4-sulfon-          säureanilid    werden in üblicher Weise in     salz-          saurer    Lösung     diazotiert.    Die erhaltene Sus  pension der     Diazoverbindung    wird mit     Na-          triumcarbonat        neutralisiert    und mit einer Lö  sung von 3,5 Teilen     1,1'-[Diphenylen-(4,4')        ]-          bis-(3-methyl-5-pyrazolon)    in 40 Teilen  2,

  5      7o        iger    Natronlauge und 10 Teilen 10      Jo        iger          Natriumcarbonatlösung    vereinigt. Nach been  deter Kupplung wird der Farbstoff     abfil-          triert    und getrocknet.



      Process for the production of an azo carbate. It has been found that a valuable azo dye can be obtained if 2 moles of diazotized 2-amino-1-oxyben7ol-4-sulfonic acid anilide are mixed with 1 mole of 1,1 '- [diphenylene- (4,4')] -bis - (3-methyl-5-pyrazolone) of the formula
EMI0001.0012
    united.

    The new dye is an orange-brown powder that dissolves in hot water with an orange-yellow color and colors cellulose fibers in reddish yellow, particularly wash- and light-fast tones, using the one or two-bath post-copper plating 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 hydroxide so that it is in the form of the dialkali salt and the further amount of alkali required for the coupling z. B. add as alkali carbonate. The dye obtained can be worked up in a manner known per se, for.

   B. by filtering off and drying. Example: 5.3 parts of 2-amino-1-oxybenzene-4-sulfonic acid anilide are diazotized in a conventional manner in a hydrochloric acid solution. The suspension of the diazo compound obtained 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 2,

  5 7o strength sodium hydroxide solution and 10 parts 10% sodium carbonate solution combined. After coupling has ended, the dye is filtered off and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2 Mol diazotiertes 2-Amino-l-oxybenzol-4-sul- fonsäureanilid mit 1 Mol 1,1'-[Diphenylen- (4,4')]-bis-(3-methyl-5-pyrazolon) der Formel EMI0001.0059 vereinigt. PATENT CLAIM: Process for the preparation of an azo dye, characterized in that 2 mol of diazotized 2-amino-1-oxybenzene-4-sulphonic acid anilide are mixed with 1 mol of 1,1 '- [diphenylene- (4,4')] - bis- (3-methyl-5-pyrazolone) of the formula EMI0001.0059 united. Der neue Farbstoff stellt ein' orangebrau- nes Pulver dar, das sich in heissem Wasser mit orangegelber Farbe löst und Cellulosefa- sern nach dem ein- oder zweibadigen Nach- kupferungsverfahren in rotstiehig gelben, be sonders wasch- . und lichtechten Tönen an färbt. The new dye is an orange-brown powder that dissolves in hot water with an orange-yellow color, and cellulose fibers turn reddish-yellow, especially washable, after the one or two bath post-copper plating process. and lightfast tones.
CH261362D 1947-02-14 1946-04-16 Process for the preparation of an azo dye. CH261362A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH261362T 1947-02-14

Publications (1)

Publication Number Publication Date
CH261362A true CH261362A (en) 1949-05-15

Family

ID=4473906

Family Applications (1)

Application Number Title Priority Date Filing Date
CH261362D CH261362A (en) 1947-02-14 1946-04-16 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH261362A (en)

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