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CH279521A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH279521A
CH279521A CH279521DA CH279521A CH 279521 A CH279521 A CH 279521A CH 279521D A CH279521D A CH 279521DA CH 279521 A CH279521 A CH 279521A
Authority
CH
Switzerland
Prior art keywords
sulfuric acid
azo dye
preparation
yellow
acid ester
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 CH279521A publication Critical patent/CH279521A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Azofarbstoff    gelangt, wenn man  den     Leukoschwefelsäureester    der Verbindung  der Formel  
EMI0001.0004     
         lösung    bei 5 bis 8  zu einer Lösung von 54,

  7  Teilen     _Dinatriumsalz    des     Leukoschwefelsäure-          esters        des        3-Chlor-2-acetoacetylaminoanthra-          chinons    und 30 Teilen     Natriumcarbonat    in  500 Teilen Wasser     fliessengelassen.    Man rührt  2 Stunden bei 5 bis     l.0     und 6 Stunden bei 10  bis 15 . Der gebildete     Farbstoff    scheidet sich  in Form eines gelben Niederschlages ab.

   Man  saugt ab, wäscht mit verdünnter Natrium  chloridlösung nach und trocknet im Vakuum  bei 50 bis     6011.       mit     diazotiertem        1-Amino-4-methylbenzol    ver  einigt.  



  Der neue Farbstoff bildet ein gelbes Pul  ver, das sich in     Wasser    leicht mit gelber  Farbe löst und ergibt, auf Baumwolle ge  druckt und mit.     Natriumnitrit    und verdünn  ter Schwefelsäure entwickelt, reine     grünstichig     gelbe Töne von sehr guten Echtheitseigen  schaften.  



  Der beim vorliegenden Verfahren als Aus  gangsstoff dienende     Leukoschwefelsäureester     kann beispielsweise aus dem     Leukoschwefel-          säureester    :des     3-Chlor-2-aminoanthrachinons     durch Umsetzung mit     Diketen    erhalten wer  den. Die Kupplung mit dem     diazotierten        1-          Amino-4-methylbenzol    kann in üblicher Weise,  z. B. in schwach alkalischem,     Natriumcarbo-          nat    enthaltendem Medium bei Temperaturen       zwisehen    0  und etwa 25  durchgeführt wer  den.  



       Beispiel:     1.0,7 Teile     1-Amino-4-methylbenzol    werden  in     üblieher        IÄTeise        diazotiert    und die Diazo-



  Process for the preparation of an azo dye. It has been found that a valuable azo dye is obtained if the leucosulfuric acid ester of the compound of the formula
EMI0001.0004
         solution at 5 to 8 to a solution of 54,

  7 parts of the disodium salt of the leuco-sulfuric acid ester of 3-chloro-2-acetoacetylaminoanthraquinone and 30 parts of sodium carbonate in 500 parts of water are allowed to flow. The mixture is stirred for 2 hours at 5 to 1.0 and 6 hours at 10 to 15. The dye formed separates out in the form of a yellow precipitate.

   It is filtered off with suction, washed with dilute sodium chloride solution and dried in vacuo at 50 to 6011. combined with diazotized 1-amino-4-methylbenzene ver.



  The new dye forms a yellow powder that easily dissolves in water with a yellow color and results, printed on cotton and with. Sodium nitrite and dilute sulfuric acid developed, pure greenish yellow tones with very good fastness properties.



  The leuco-sulfuric acid ester used as starting material in the present process can be obtained, for example, from the leuco-sulfuric acid ester: of 3-chloro-2-aminoanthraquinone by reaction with diketene. The coupling with the diazotized 1-amino-4-methylbenzene can be carried out in a conventional manner, for. B. in a weakly alkaline medium containing sodium carbonate at temperatures between 0 and about 25 who the.



       Example: 1.0.7 parts of 1-amino-4-methylbenzene are diazotized in the usual way and the diazo

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man den Leukoschwefelsäureester der Verbindung der Formel EMI0001.0043 mit diazotiertem 1-Amino-4-methylbenzol ver einigt. PATENT CLAIM: Process for the production of an azo dye, characterized in that the leuco-sulfuric acid ester of the compound of the formula EMI0001.0043 united with diazotized 1-amino-4-methylbenzene ver. Der neue Farbstoff bildet ein gelbes Pul ver, das sich in Wasser leicht mit gelber Farbe löst und ergibt, auf Baumwolle gedruckt und mit Natriumnitrit und verdünnter Schwefel säure entwickelt, reine grünstichig gelbe Töne von sehr guten Echtheitseigenschaften. The new dye forms a yellow powder that dissolves easily in water with a yellow color and results, printed on cotton and developed with sodium nitrite and dilute sulfuric acid, pure greenish yellow shades with very good fastness properties.
CH279521D 1950-01-18 1950-01-18 Process for the preparation of an azo dye. CH279521A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH279521T 1950-01-18
CH275436T 1950-01-18

Publications (1)

Publication Number Publication Date
CH279521A true CH279521A (en) 1951-11-30

Family

ID=25731610

Family Applications (1)

Application Number Title Priority Date Filing Date
CH279521D CH279521A (en) 1950-01-18 1950-01-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH279521A (en)

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