CH266100A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH266100A
CH266100A CH266100DA CH266100A CH 266100 A CH266100 A CH 266100A CH 266100D A CH266100D A CH 266100DA CH 266100 A CH266100 A CH 266100A
Authority
CH
Switzerland
Prior art keywords
brown
azo dye
preparation
bath
dye
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 CH266100A publication Critical patent/CH266100A/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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/26—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl urea

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbatoges.       Es wurde gefunden, dass ein wertvoller       Azofarbstoff    hergestellt werden kann, wenn         nian        tetrazotierte        4,4'-Diamino-di-(diphenyl)-          harnstoff-3,3'-disulfonsäure    der Formel  
EMI0001.0007     
    mit     1-(4'-Oxy-3'-carboxv)-p@en@-l-3-meth@>1-5-          pyrazolon    kuppelt.

      Der neue Farbstoff stellt ein braunes  Pulver dar, das sieh in Wasser und in kon  zentrierter Schwefelsäure mit     braunoranger     Farbe löst und Baumwolle nach dem     ein-          oder        zweibadigen        Naehku.pferluh-avel-faliren.     in     eeliten    braungelben Tönen färbt.

      Die     Herstellung    der     4,4'-Diainino-di-(di-          phenpl)    -     harnstoff    -     3,3'-        disulfonsäure    kann  
EMI0001.0022     
    werden unter Zusatz von     Natriumcarbonat     neutral in 800 Teilen heissem Wasser gelöst,  nach Zugabe von 14 Teilen     Natriumnitrit     auf eine gut gerührte Mischung von 80 Teilen       30%i-er    Salzsäure und Eiswasser ausgetra  gen und einige Stunden gerührt.

   Hierauf  vereinigt man mit einer     natriumcarbonat-          alkalisehen    Lösung von 47 Teilen     1-(4'-Oxv-          3'-carhoxv)        -plienpl-3-metlivl-5-pyrazolon.       durch Behandeln einer alkalischen     Lösun     von     4,4'-1)iaminodiphenyl-3-sulfonsä,ure    mit       Phosgen    erfolgen. Die     Tetrazotierung    lässt  sieh nach der üblichen Arbeitsweise durch  führen. Die Kupplung der     Tetrazoverbin-          dung    findet z.

   B. in alkalischem, mit Vorteil       sodaalkalisehem        Medium    statt..    <I>Beispiel,:</I>       5.5,4    Teile     4,4'-        Diamino    -     di    -     (diphenyl)-          harnstoff-3,3'-disulfonsäure    der Formel    Nach beendeter     Kupplung    wird     abfiltriert     und     getrocknet.  



  Process for the production of an azo-carbato. It has been found that a valuable azo dye can be produced using tetrazotized 4,4'-diamino-di- (diphenyl) -urea-3,3'-disulfonic acid of the formula
EMI0001.0007
    with 1- (4'-oxy-3'-carboxv) -p @ en @ -l-3-meth @> 1-5-pyrazolone.

      The new dye is a brown powder that dissolves in water and in concentrated sulfuric acid with a brown-orange color, and cotton after one or two baths after a bath. colors in elite brown-yellow tones.

      The production of 4,4'-diainino-di- (diphenpl) -urea-3,3'-disulfonic acid can
EMI0001.0022
    are dissolved neutrally in 800 parts of hot water with the addition of sodium carbonate, after adding 14 parts of sodium nitrite to a well-stirred mixture of 80 parts of 30% i-er hydrochloric acid and ice water conditions and stirred for a few hours.

   It is then combined with a sodium carbonate alkaline solution of 47 parts of 1- (4'-Oxv-3'-carhoxv) -plienpl-3-metlivl-5-pyrazolone. by treating an alkaline solution of 4,4'-1) iaminodiphenyl-3-sulfonic acid with phosgene. The tetrazotization can be carried out according to the usual procedure. The coupling of the tetrazo compound takes place z.

   B. in an alkaline, with advantage sodaalkalisehem medium instead .. <I> Example, </I> 5.5.4 parts of 4,4'-diamino - di - (diphenyl) - urea-3,3'-disulfonic acid of the formula According to When the coupling has ended, it is filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man tetrazotierte 4,4'-Diainino-di-(diphenyl)-haril- stoff-3,3'-disulfonsäul-e der Formel EMI0002.0001 mit 1-(4'-Oxy-3'-carboxy)-phenyl-3-methyl-- pyrazolon kuppelt. Claim: Process for the production of an azo dye, characterized in that tetrazotized 4,4'-diainino-di- (diphenyl) -haril- 3,3'-disulfonic column of the formula EMI0002.0001 with 1- (4'-oxy-3'-carboxy) -phenyl-3-methyl- pyrazolone couples. Der neue Farbstoff stellt ein braunes Pulver dar, das sich in Wasser und in kon- zentrierter Schwefelsäure mit braunoran-ng# Farbe löst und Baumwolle nach dein ein- oder Aveibadigen Nachkupferungsverfahren in echten braungelben Tönen färbt. The new dye is a brown powder that dissolves in water and in concentrated sulfuric acid with a brown orange-ng # color and colors cotton in real brown-yellow tones using your one-bath or ave-bath copying process.
CH266100D 1944-03-28 1944-03-28 Process for the preparation of an azo dye. CH266100A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH266100T 1944-03-28

Publications (1)

Publication Number Publication Date
CH266100A true CH266100A (en) 1950-01-15

Family

ID=4475961

Family Applications (1)

Application Number Title Priority Date Filing Date
CH266100D CH266100A (en) 1944-03-28 1944-03-28 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH266100A (en)

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