CH194349A - 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
CH194349A
CH194349A CH194349DA CH194349A CH 194349 A CH194349 A CH 194349A CH 194349D A CH194349D A CH 194349DA CH 194349 A CH194349 A CH 194349A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
new derivative
new
water
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 CH194349A publication Critical patent/CH194349A/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
    • C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 190720.    Verfahren zur Herstellung eines neuen Derivates eines     Azofarbstoües.       Es wurde     gefunden,    dass man-ein neues       Derivat    eines     Azofarbstoffes    erhält, wenn  man auf den     Azofarbstoff    aus     diazotiertem          1-Amino-benzol    und     6-Oxy-3-methyl-benzoe-          säureanilid        Chlorsulfonsäure    in Gegenwart  einer tertiären Base einwirken lässt.  



  Das neue Produkt bildet ein rotbraun     ge-          färbtes    Pulver, das sich in Wasser mit roter  Farbe löst, und durch Zugabe von Säuren       dass    Ausgangspigment wieder leicht re  generiert.  



  <I>Beispiel:</I>  In 30 Teile trockenes     Pyridin    trägt man  unter Rühren     und.    Kühlen mit Eis-Kochsalz  2,4 Teile     Chlorsulfonsäure    vorsichtig ein,       und    lässt hierauf das Reaktionsgemisch sich  auf etwa 20'     erwärmen.    Hierzu gibt man  3;

  3 Teile des trockenen     Azofarbstoffes    aus       diazotiertem        1-Amino-benzol    und     6-Oxy-3-          methyl-benzoesäureanilid    zu und     erwärmt     allmählich auf 60 bis<B>70',</B> und hält 3 bis  4     Stunden    bei dieser     Temperatur,    wobei     das       Pigment sich allmählich auflöst, und eine  klare     intensiv    braun gefärbte Reaktions  lösung entsteht.

   Nun lässt man die Reaktions  masse abkühlen, und giesst sie dann in eine  Lösung von 20 Teilen     Natriumcarbonat    in  80 Teilen     Wasser.    Durch Destillation mit  Wasserdampf treibt man     das        Pyridin    ab,       kühlt    den wässerigen     Destillationsrückstand,     und filtriert das ausgefallene feste Reak  tionsprodukt ab.

   Zur     Entfernung    von noch       etwa        unverändertem        Ausgangspigment    löst  man das Salz     ,des    erhaltenen     Schwefelsäure-          esters    in     Wasser,        filtriert,    fällt mit Koch  salz heiss aus und     nutscht    ab. Das Produkt  wird zweckmässig als schwach alkalisch ge  stellte     Paste    aufbewahrt.



  <B> Additional patent </B> to main patent no. 190720. 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 chlorosulfonic acid is allowed to act on the azo dye composed of diazotized 1-amino-benzene and 6-oxy-3-methyl-benzoic anilide in the presence of a tertiary base.



  The new product forms a reddish-brown colored powder that dissolves in water with a red color, and by adding acids the original pigment is easily regenerated.



  <I> Example: </I> Add dry pyridine to 30 parts with stirring and. Carefully cool with ice-common salt 2.4 parts of chlorosulfonic acid, and then allow the reaction mixture to warm to about 20 '. For this one gives 3;

  3 parts of the dry azo dye made from diazotized 1-amino-benzene and 6-oxy-3-methyl-benzoic anilide and gradually heated to 60 to 70 'and held at this temperature for 3 to 4 hours, with the pigment gradually dissolves and a clear, intensely brown colored reaction solution results.

   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 starting pigment that is still roughly unchanged, the salt, the sulfuric acid ester obtained, is dissolved in water, filtered, precipitated with hot sodium chloride 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 Azofarbstoff aus diazotiertem 1-Amino-benzol und 6-Oxy- 3-methyl-benzoesäureanilid Chlomulfonsäure in Gegenwart einer tertiären Base einwirken lässt. Das neue Produkt bildet ein rotbraun ge färbtes Pulver, ,das sich in Wasser mit roter Farbe löst, Claim: Process for the preparation of a new derivative of an azo dye, characterized in that chloromulfonic acid is allowed to act on the azo dye from diazotized 1-amino-benzene and 6-oxy-3-methyl-benzoic anilide in the presence of a tertiary base. The new product forms a reddish-brown colored powder, which dissolves in water with a red color, und durch Zugabe von Säuren das Ausgangspigment wieder leicht re- generiert. and the initial pigment is easily regenerated by adding acids.
CH194349D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194349A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH190720T 1936-04-09
CH194349T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194349A true CH194349A (en) 1937-11-30

Family

ID=25722026

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194349D CH194349A (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) CH194349A (en)

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