CH194352A - 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
CH194352A
CH194352A CH194352DA CH194352A CH 194352 A CH194352 A CH 194352A CH 194352D A CH194352D A CH 194352DA CH 194352 A CH194352 A CH 194352A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
new derivative
new
chlorosulfonic acid
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 CH194352A publication Critical patent/CH194352A/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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Zusatzpatent zum Hauptpatent     Nr.   <B>190720.</B>    Verfahren zur Herstellung eines neuen Derivates eines     Azofarbstoffes.       Es wurde gefunden,     dass    man ein neues  Derivat eines     Azofarbstoffes    erhält, wenn  man auf den     Azofarbstoff    aus     diazotiertem          N-Plienyl-3-aminoazimido-benzol    und     p-Kre-          sol        Chlorsulionsäure    in Gegenwart einer ter  tiären Base einwirken     lässt.     



  Das neue Produkt bildet ein gelb gefärb  tes Pulver, das sich in Wasser mit gelber  Farbe löst, und durch Zugabe von Säuren das  Ausgangspigment wieder leicht regeneriert.    <I>,Beispiel:</I>    In 40 Teile trockenes     Pyridin    trägt man  unter Rühren     und    Kühlen mit     Eis-Kochsalz     4,7 Teile     Chlorsulfonsäure    vorsichtig ein,  und     lässt    hierauf das     Beaktionsgemisch    sich  auf etwa 20' erwärmen.

   Hierzu gibt man  <B>3,3</B> Teile des     trocken-en        Azofarbstoffes    aus       diazotiertem        N-Phenyl-3-aminoazimido-ben-          zol        und        p-Kresol    zu und erwärmt     allmöhlie,1-i     auf<B>60</B> 'bis<B>70</B>     ',    und hält<B>3</B> bis 4 Stunden bei  dieser Temperatur, wobei das     Piginent    sich    allmählich, auflöst und eine klare intensiv  gelbbraun     gefIrbte    Reaktionslösung entsteht.

    Nun     lässt        man    die     Reaktionsmasise,    abkühlen,  und giesst sie dann in eine Lösung von  20 Teilen     Natriumearbonat    in<B>80</B> Teilen  Wasser. Durch Destillation mit     Wasser-          .dampf    treibt man das     Pyridin    ab, kühlt den  wässerigen     Destillationsrückstand,    und fil  triert das ausgefallene feste Reaktionspro  dukt ab.

   Zur Entfernung von noch etwas       unverändertem    Ausgangspigment löst man  das     8alz    des     erhalten-en        Schwefelolureesters     in Wasser, filtriert, fällt mit Kochsalz 'heiss  aus     und        nutscht    ab. Das Produkt wird zweck  mässig als schwach alkalisch gestellte     Passte     aufbewahrt.



  Additional patent to main patent no. <B> 190720. </B> Process for the production of a new derivative of an azo dye. It has been found that a new derivative of an azo dye is obtained if the azo dye composed of diazotized N-plienyl-3-aminoazimido-benzene and p-cresol chlorosulionic acid is allowed to act in the presence of a tertiary base.



  The new product forms a yellow colored powder which dissolves in water with a yellow color and which easily regenerates the starting pigment by adding acids. <I>, Example: </I> 4.7 parts of chlorosulfonic acid are carefully introduced into 40 parts of dry pyridine while stirring and cooling with ice-common salt, and the reaction mixture is then allowed to warm to about 20 '.

   To this end, <B> 3.3 </B> parts of the dry azo dye made from diazotized N-phenyl-3-aminoazimido-benzene and p-cresol are added and allmöhlie, 1-i is heated to <B> 60 < / B> 'to <B> 70 </B>', and holds <B> 3 </B> to 4 hours at this temperature, the pigment gradually dissolving and a clear, intensely yellow-brown colored reaction solution.

    The reaction mixture is now left to cool and 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 starting pigment, which is still somewhat unchanged, the salt of the oleolurate obtained is dissolved in water, filtered, precipitated with hot common salt and suction filtered. The product is conveniently stored as a weakly alkaline pass.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Deriva,bes eines Azofarbstoffes, dadurch ge kennzeichnet, dass man auf den Azofarbstoff aus diazotiertem N-Phenyl-3-amino-azimido- benzol -und p-Kresel Chlorsulfonsäure in Gegenwart ein-er tertiären Base einwirken lässt. Das neue Produkt bildet ein gelb gefärb tes Pulver, das sich in Wasser mit gelber Farbe löst und durch. PATENT CLAIM: Process for the production of a new Deriva, bes an azo dye, characterized in that chlorosulfonic acid is allowed to act on the azo dye from diazotized N-phenyl-3-amino-azimido-benzene and p-kresel chlorosulfonic acid in the presence of a tertiary base . The new product forms a yellow colored powder that dissolves in water with a yellow color and permeates. Zugabe von Säuren f!a3 Ausgangspigment wieder leicht regeneriert. Adding acids to easily regenerate the starting pigment.
CH194352D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194352A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH190720T 1936-04-09
CH194352T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194352A true CH194352A (en) 1937-11-30

Family

ID=25722029

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194352D CH194352A (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) CH194352A (en)

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