CH194348A - 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
CH194348A
CH194348A CH194348DA CH194348A CH 194348 A CH194348 A CH 194348A CH 194348D A CH194348D A CH 194348DA CH 194348 A CH194348 A CH 194348A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
new derivative
azo
brown
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 CH194348A publication Critical patent/CH194348A/en

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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
    • 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
    • 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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
    • C09B31/062—Phenols

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Coloring (AREA)

Description

  

  Verfahren zur Herstellung eines neuen Derivates eines     Azofarbstoffes.       Es wurde gefunden,     dass    man ein     neues          Derivat    eines     Azofarbstoffes    erhält, wenn  man auf den     Disazofarbstoff    aus     diazo-          tiertem        1-(4'-Chlor)-phenylazo-ss-.methogy-4-          aminonaphthaIin    und     4-MetUyl-$-Chlor-l-          ogyben.zol        Chlorsulfonsäure    in Gegenwart  einer tertiären Base einwirken lässt.  



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



  <I>Beispiel:</I>  In 30 Teile     trockenes        Pyridin    trägt man       unter    Rühren     und        Kühlen    mit     Eiskochsalz     3,4 Teile     Chlorsulfonsäure        vorsichtig    ein und  lässt hierauf das     Reaktionsgemisch    sich auf  etwa 20'     erwärmen.    Hierzu     gibt    man  1,1 Teile des     Pigmentes    aus     diazotiertem     1- (4'- Chlor)

       -phenylazo-3        -methogy-4-amino-          naphthalin    und     4-Methyl-3-chlor-l-ogybenzol     zu und     erwärmt    allmählich auf 60     bis   <B>70'</B>  und hält drei     bis        vier    Stunden     bei        dieser       Temperatur, wobei .das Pigment sich allmäh  lich auflöst und     eine    klare,

       intensiv        braun          gefärbte        Reaktionslösung        entsteht.    Nun     lässt     man die     Reaktionsmasse    abkühlen und     ;giesst     sie dann     in    eine     Lösung    von 20 Teilen Na  triumkarbonat in 80 Teilen Wasser.

   Durch       Destillation    mit Wasserdampf treibt man     das          Pyridin    ab, 'kühlt den     wässerigen        Destilla-          tionsrückstand    und filtriert das     ausgefallene          feste        Reaktionsprodukt    ab.

   Zur     Entfernung     von noch etwas unverändertem     Ausgangs-          pigment    löst man     das    Salz des     erhaltenen          Schwefelsäureesters    in Wasser,     filtriert,     fällt mit Kochsalz heiss     aus    und     nutscht    ab.       Das    Produkt wird zweckmässig als schwach  alkalisch     gestellte        Paste        aufbewahrt.  



  Process for the preparation of a new derivative of an azo dye. It has been found that a new derivative of an azo dye is obtained if the disazo dye of diazo- tated 1- (4'-chloro) -phenylazo-ss-methogy-4-aminonaphthalene and 4-methyl- $ - chlorine- l- ogyben.zol allows chlorosulfonic acid to act in the presence of a tertiary base.



       The new product forms a brown-violet colored powder, which dissolves in water with a brown color and easily regenerates the original pigment by adding acids.



  <I> Example: </I> 3.4 parts of chlorosulfonic acid are carefully added to 30 parts of dry pyridine while stirring and cooling with ice-cream salt, and the reaction mixture is then allowed to warm to about 20 '. To this are added 1.1 parts of the pigment from diazotized 1- (4'-chlorine)

       -phenylazo-3-methogy-4-amino-naphthalene and 4-methyl-3-chloro-l-ogybenzene and gradually heated to 60 to <B> 70 '</B> and held at this temperature for three to four hours, the pigment gradually dissolving and a clear,

       An intense brown colored reaction solution is formed. The reaction mass is now allowed to cool and; it is then poured into a solution of 20 parts of sodium carbonate in 80 parts of water.

   The pyridine is driven off by distillation with steam, the aqueous distillation residue is cooled and the precipitated solid reaction product is filtered off.

   To remove the somewhat unchanged starting pigment, the salt of the sulfuric acid ester obtained is dissolved in water, filtered, precipitated with hot common salt and filtered off with suction. 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 Disazofarb- stoff aus diazotiertem 1-(4'-Chlor)-phenyl- azo-3, PATENT CLAIM: Process for the preparation of a new derivative of an azo dye, characterized in that the disazo dye from diazotized 1- (4'-chloro) -phenyl-azo-3, melhogy-4-aminonaphthalin und 4-Me- thyl-3-ehlor-l-ogy'benzol Clhlorsulfonsäure in Gegenwart einer tertiären Base einwirken lässt. Das neue Produkt bildet ein braunviolett gefärbtes Pulver, .das sich in Wasser mit brauner Parbe löst und .durch Zugabe vou Säuren das Ausgangspigment wieder leicht regeneriert. melhogy-4-aminonaphthalene and 4-methyl-3-ehlor-l-ogy'benzene chlorosulfonic acid can act in the presence of a tertiary base. The new product forms a brown-violet colored powder, which dissolves in water with a brown color and, by adding acids, easily regenerates the original pigment.
CH194348D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194348A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH194348T 1936-04-09
CH190720T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194348A true CH194348A (en) 1937-11-30

Family

ID=25722025

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194348D CH194348A (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) CH194348A (en)

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