CH308430A - Process for the preparation of an azo dye of the stilbene series. - Google Patents

Process for the preparation of an azo dye of the stilbene series.

Info

Publication number
CH308430A
CH308430A CH308430DA CH308430A CH 308430 A CH308430 A CH 308430A CH 308430D A CH308430D A CH 308430DA CH 308430 A CH308430 A CH 308430A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
stilbene series
stilbene
parts
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 CH308430A publication Critical patent/CH308430A/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
    • C09B56/00—Azo dyes containing other chromophoric systems
    • C09B56/04—Stilbene-azo dyes

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes    der     Stilbenreihe.       Es wurde     gefunden,    dass man zu einem       wertvollen        Azofarbstoff    der     Stilbenreihe    ge  langt, wenn man     diazotierte        4'-Benzoylamino-          4-aminostilben-2,2'-disulfonsäure    mit     8-Oxy-          chinGlin    kuppelt.  



  Der neue Farbstoff bildet ein     .gelbbraunes     Pulver, das sieh in Wasser mit roter Farbe  löst und die     Cellulosefaser    in echten orangen  Tönen färbt.  



  Die Kupplung der     Diazoverbindüng    fin  det vorteilhaft in alkalischem, z. B.     alkalihy-          droxyd-    oder     alkali-carbonatalkalischem    Me  dium statt.  



  <I>Beispiel:</I>  47,4 Teile     4'-        Benzoylamino    - 4 -     amino-          1,1'-stilben-2,2'-disulfonsäure    (nach bekann  ten Methoden hergestellt durch     Behandlung     ,von     4'-Amino-4-nitro-1,1'-stilben-2,2'-disul-          fonsäure    mit     Benzoylchlorid    und anschlie  ssender Reduktion der Nitrogruppe zur       Attiitiogruppe)    werden in 800 Teilen Wasser  als     Na.triumsalz    gelöst,

   mit 7 Teilen Natrium  nitrit     vermischt    und die Lösung unter gutem  Rühren     ztt    einer     Mischung    von 25     Voluintei-          len        30o/oiger    Salzsäure, Wasser und Eis zu  laufen gelassen. Man rührt 2 Stunden    und hält die Temperatur     z,ch@fi',    5  und 10 .

   Nun wird zur Kupplung eine       Lösung    von 15 Teilen     8-Oxychinolin    in  50 Teilen     Alkohol    zugegeben und durch Zu  tropfen von     30o/oiger        Natriumhydroxydlö-          sung    das Kupplungsgemisch     neutral,    bis  schwach alkalisch gestellt. Der neue Farb  stoff kann durch Zugabe von     Natriumehlorid     abgeschieden und hierauf     abfiltriert    werden.



  Process for the preparation of an azo dye of the stilbene series. It has been found that a valuable azo dye of the stilbene series is obtained if diazotized 4'-benzoylamino-4-aminostilbene-2,2'-disulfonic acid is coupled with 8-oxyquingline.



  The new dye forms a yellow-brown powder that dissolves in water with a red color and dyes the cellulose fiber in real orange tones.



  The coupling of the Diazoverbindüng fin det advantageous in alkaline, z. B. alkali hydroxide or alkali carbonate alkaline medium instead.



  <I> Example: </I> 47.4 parts of 4'-benzoylamino - 4 - amino-1,1'-stilbene-2,2'-disulfonic acid (prepared by known methods by treating 4'-amino 4-nitro-1,1'-stilbene-2,2'-disulphonic acid with benzoyl chloride and subsequent reduction of the nitro group to the attiitio group) are dissolved in 800 parts of water as sodium salt,

   mixed with 7 parts of sodium nitrite and the solution was allowed to run with thorough stirring in a mixture of 25 parts by volume of 30% hydrochloric acid, water and ice. The mixture is stirred for 2 hours and the temperature is maintained at z, ch @ fi ', 5 and 10.

   A solution of 15 parts of 8-oxyquinoline in 50 parts of alcohol is then added for coupling and the coupling mixture is rendered neutral to slightly alkaline by adding dropwise 30% sodium hydroxide solution. The new dye can be deposited by adding sodium chloride and then filtered off.

Claims (1)

PATENTANSPRUCH: Verfahren mir Herstellung eines Azofarb- stoffes der Stilbenreihe, dadurch gekenn zeichnet, dass man diazotierte 4'-Benzoyl- amino-4@.aminostilben-2,2'-disulfonsäure mit 8-Oxychinolin kuppelt. Der neue Farbstoff bildet ein gelbbraunes Pulver, -das sich in Wasser mit roter Farbe löst und die Cellulosefaser in echten orangen Tönen färbt. PATENT CLAIM: Process with the production of an azo dye of the stilbene series, characterized in that diazotized 4'-benzoylamino-4 @ .aminostilbene-2,2'-disulfonic acid is coupled with 8-oxyquinoline. The new dye forms a yellow-brown powder that dissolves in water with a red color and dyes the cellulose fiber in real orange tones. UNTERANSPRUCH Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in alkalischem Medium durchführt. SUBSTANTIAL CLAIM Process according to patent claim, characterized in that the coupling is carried out in an alkaline medium.
CH308430D 1952-12-17 1952-12-17 Process for the preparation of an azo dye of the stilbene series. CH308430A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308430T 1952-12-17
CH304720T 1952-12-17

Publications (1)

Publication Number Publication Date
CH308430A true CH308430A (en) 1955-07-15

Family

ID=25734877

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308430D CH308430A (en) 1952-12-17 1952-12-17 Process for the preparation of an azo dye of the stilbene series.

Country Status (1)

Country Link
CH (1) CH308430A (en)

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