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CH194347A - Process for the preparation of a new derivative of an azo dye. - Google Patents

Process for the preparation of a new derivative of an azo dye.

Info

Publication number
CH194347A
CH194347A CH194347DA CH194347A CH 194347 A CH194347 A CH 194347A CH 194347D A CH194347D A CH 194347DA CH 194347 A CH194347 A CH 194347A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
new derivative
yellow
new
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH194347A publication Critical patent/CH194347A/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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/24—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with formation of —O—SO2—R or —O—SO3H radicals

Landscapes

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

Description

  

      Zusatzpatent    zum     Hauptpatent    Nr. 190720.    Es wurde     (gefunden,    dass ,man     ein        neues     Derivat eines     Azofarbstoffes    erhält, wenn       man    auf den     Azofarbstoff        aus        @diazotier-          tem        1-Amino-4-methogybenzol    und     p-Kresal          Chlorsulfonsäure    in     -Gegenwart        einer    ter  tiären Base     einwirken    lässt.  



  Das neue Produkt bildet     ein        .gelborange     gefärbtes Pulver, das sich in Wasser mit       gelboranger    Farbe löst und     durch    Zugabe  von Säuren das Ausgangspigment wieder  leicht regeneriert.  



  <I>Beispiel:</I>  In 250     Teile    trockenes     Pyridin        trägt        man     unter Rühren und     Kühlen    mit     Eiskochsalz     46,4 Teile     ChlorsuHonsäure        vorsichtig        ein     und     lässt    hierauf das     Reaktionsgemisch        sich     auf etwa 20'     erwärmen.    Hierzu     igibt    man  24,

  2 Teile des trockenen     Azofarbstoffes    aus       diazotiertem        1-Amino-4-#methogybenzol    und       p-Kresol    zu und erwärmt     allmählich    auf 60  bis<B>70'</B> und hält     etwa    drei bis vier Stunden    bei dieser Temperatur, wobei das     Pigment     sieh     ,aillmäbli.ch    auflöst und     eine    klare,

   inten  siv     'braungefärbte        Reaktionslösung        entsteht.     Nun lässt man die Reaktionsmasse     abkühlen     und giesst sie     dann    in eine Lösung von 130  Teilen Natriumkarbonat in 500 Teilen     Was-          ser.        Durch        Destillation        mit        Wasserdampf          treibt    man     ,das        Pyridin    ab,     kühlt,

  den        wässe-          rigen        Destillationsrückstand    und     filtriert        Idas          ausgefallene        feste        Reaktionsprodukt    ab.

   Zur       Entfernung    von     noch    etwas     unverändertem          Ausgangspigmentlöst        man,das        iSasz        des        er-          haltenen        Schwefelsäureesters    in     Wasser,        fil-          triert,    fällt     mit    Kochsalz     heiss    aus     und     putscht ab.

   Das Produkt wird     zweckmässig          als    schwach     alkalisch        gestellte        Paste    auf  bewahrt.



      Additional patent to the main patent no. 190720. It was found that a new derivative of an azo dye is obtained if you click on the azo dye from @diazotized 1-amino-4-methogybenzene and p-cresal chlorosulfonic acid in the presence of a tertiary Let the base act.



  The new product forms a yellow-orange colored powder that dissolves in water with a yellow-orange color and easily regenerates the original pigment by adding acids.



  <I> Example: </I> 46.4 parts of chlorosulfonic acid are carefully added to 250 parts of dry pyridine, while stirring and cooling with ice table salt, and the reaction mixture is then allowed to warm to about 20 '. For this one adds 24,

  2 parts of the dry azo dye made from diazotized 1-amino-4- # methogybenzene and p-cresol and gradually heated to 60 to 70 'and held at this temperature for about three to four hours, the pigment being seen , aillmäbli.ch and a clear,

   Intense brown-colored reaction solution is formed. The reaction mass is now allowed to cool and is then poured into a solution of 130 parts of sodium carbonate in 500 parts of water. The pyridine is driven off by distillation with steam,

  the aqueous distillation residue and the precipitated solid reaction product is filtered off.

   To remove the starting pigment, which is still somewhat unchanged, the solution of the sulfuric acid ester obtained is filtered in water, precipitated with hot common salt and washed off.

   The product is conveniently stored as a slightly alkaline paste.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Derivates eines Azofarbstoffes,dadurch ge- kennzeichnet, @dass man auf :den Azofarbstoff aus ,diazotiertem 1-Amino-4-methogybenzol und p-Kresol Chlorsulfonsäure in Gegenwart einer tertiären Base einwirken lässt. PATENT CLAIM: Process for the preparation of a new derivative of an azo dye, characterized in that: the azo dye from diazotized 1-amino-4-methogybenzene and p-cresol chlorosulfonic acid is allowed to act in the presence of a tertiary base. Das neue Produkt bildet ein gelborange gefärbtes Pulver, das sieh in Wasser mit gelboranger Farbe löst und durch Zugabe von Säuren das Ausgangspigment wieder leicht regeneriert. The new product forms a yellow-orange colored powder, which dissolves in water with a yellow-orange color and easily regenerates the original pigment by adding acids.
CH194347D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194347A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH194347T 1936-04-09
CH190720T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194347A true CH194347A (en) 1937-11-30

Family

ID=25722024

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194347D CH194347A (en) 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye.

Country Status (1)

Country Link
CH (1) CH194347A (en)

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