CH267312A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH267312A
CH267312A CH267312DA CH267312A CH 267312 A CH267312 A CH 267312A CH 267312D A CH267312D A CH 267312DA CH 267312 A CH267312 A CH 267312A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye
preparation
red
oxybenzene
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 CH267312A publication Critical patent/CH267312A/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

  

  <B>Zusatzpatent</B>     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-carbonsäureamid    mit 1     Mol        1,1'-[Dipheny-          len-(4,4')]-bis-(3-methyl-5-pyrazolon)    der  Formel  
EMI0001.0010     
  
     Der neue Farbstoff stellt ein rotbraunes  Pulver dar,

   das sich in Wasser und in kon  zentrierter Schwefelsäure mit gelber Farbe  löst und     Cellulosefasern    nach dem ein- oder       zweibadigen        Naehkupferungsverfahren    in  echten, rotgelben Tönen anfärbt.  



  Die Kupplungsreaktion kann beim vorlie  genden Verfahren in saurem, neutralem,     vor-          zu';sweise    aber alkalischem Medium durch  geführt werden. Bei der     Ausführung    der  Kupplung in alkalischem Medium ist es vor  teilhaft, die Kupplungskomponente mit einem  geringen Überschuss an     Alkalihydroxyd    zu  lösen, so dass sie in Form des     Dialkalisalzes     vorliegt und die weitere, für die     Kuppltui     benötigte     Alkalimenge    z. B. als     Alkalicarbo-          nat    hinzuzufügen. Die Aufarbeitung des er  haltenen Farbstoffes kann in an sich bekann  ter Weise erfolgen, z.

   B. durch     Abfiltrieren     und Trocknen.    <I>Beispiel:</I>    3 Teile     2-Amino-l-oxybenzol-4-carbonsäure-          amid    werden in üblicher Weise in     salzsaurer,          Lösun;

          diazotiert.    Die erhaltene Suspension  der     Diazoverbinduns    wird durch Zugabe von  Soda neutralisiert und mit einer Lösung von  3,5 Teilen     1,1'-[Diphenylen-(4,4')]-bis-(3-me-          thyl-5-pi-razolon)    in 40 Teilen     2,5o/oiger    Na  tronlauge und 10 Teilen     10o/oiger        Sodalösung     vereinigt.     Nach    beendeter Kupplung wird  der abgeschiedene Farbstoff     abfiltriert    und  getrocknet.



  <B> Additional patent </B> 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 mol of diazotized 2-amino-1-oxybenzene-4-carboxamide with 1 mol of 1,1 '- [diphenylene- (4,4')] - bis - (3-methyl-5-pyrazolone) of the formula
EMI0001.0010
  
     The new dye is a red-brown powder,

   which dissolves in water and in concentrated sulfuric acid with a yellow color and dyes cellulose fibers in real, red-yellow tones using the one or two bath sewing process.



  In the present process, the coupling reaction can be carried out in an acidic, neutral, but preferably alkaline medium. When performing the coupling in an alkaline medium, it is before geous to solve the coupling component with a small excess of alkali metal, so that it is in the form of the dialkali salt and the other amount of alkali required for the coupling case z. B. to be added as alkali carbonate. The work-up of the dye he obtained can be carried out in a manner known per se, for.

   B. by filtering off and drying. <I> Example: </I> 3 parts of 2-amino-1-oxybenzene-4-carboxamide are in the usual way in hydrochloric acid solution;

          diazotized. The suspension of the diazo compound obtained is neutralized by adding soda and treated with a solution of 3.5 parts of 1,1 '- [diphenylene- (4,4')] - bis- (3-methyl-5-pi-razolone ) combined in 40 parts of 2.5% sodium hydroxide solution and 10 parts of 10% soda solution. After the coupling has ended, the deposited 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-ear- bonsäur eamid mit 1 Mol 1,1'- [Dipheny len- (4,4') ]-bis-(3-methyl-5-pyrazolon) der Formel EMI0001.0050 Der neue Farbstoff stellt ein rotbraunes Pulver dar, PATENT CLAIM Process for the production of an azo dye, characterized in that 2 moles of diazotized 2-amino-1-oxybenzene-4-earboxamide are mixed with 1 mole of 1,1'- [diphenylene- (4,4 ')] -bis- (3-methyl-5-pyrazolone) of the formula EMI0001.0050 The new dye is a red-brown powder, das sich in Wasser und in kon- 3s zentrierter Schwefelsäure mit gelber Farbe löst und Cellulosefasern nach dem ein- oder zweibadigen Nachkupferungsverfahren in echten, rotselben Tönen anfärbt. which dissolves in water and concentrated sulfuric acid with a yellow color and dyes cellulose fibers in real, red shades using the one- or two-bath post-copper plating process.
CH267312D 1947-02-14 1947-02-14 Process for the preparation of an azo dye. CH267312A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH261362T 1947-02-14
CH267312T 1947-02-14

Publications (1)

Publication Number Publication Date
CH267312A true CH267312A (en) 1950-03-15

Family

ID=25730432

Family Applications (1)

Application Number Title Priority Date Filing Date
CH267312D CH267312A (en) 1947-02-14 1947-02-14 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH267312A (en)

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