CH194351A - 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
CH194351A
CH194351A CH194351DA CH194351A CH 194351 A CH194351 A CH 194351A CH 194351D A CH194351D A CH 194351DA CH 194351 A CH194351 A CH 194351A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
new derivative
methyl
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 CH194351A publication Critical patent/CH194351A/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
    • 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

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 190720.         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          1-Amino=2-methoxy-5-methyl-benzol    und     1-          Oxy-3-methyl-4-chlor-benzol        Chloreulfonsäure     in     Gegenwart    einer tertiären     Base    einwirken       lä.sst.     



  Das neue Produkt bildet ein braun ge  färbtes Pulver, das sich in Wasser mit braun  roter Farbe löst, und durch     Zugabe    von Säu  ren das Ausgangspigment wieder leicht       regeneriert.     



       Beispiel:     In 290     Teile    trockenes     Pyridin    trägt man  unter Rühren und Kühlen mit Eis-Kochsalz  46,4 Teile     Chlorsulfonsäure    vorsichtig ein,  und lässt hierauf das     Reaktionsgemisch    sich  auf etwa 20       erwärmen.    Hierzu gibt man  29 Teile des trockenen     Azofarbstoffes    aus       diazotiertem        1-Amino-2-methoxy-5-methyl-          benzol    und     1-Oxy-3-methyl-4-chlorbenzol    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 Re  aktionslösung     entsteht.    Nun lässt man die Re  aktionsmasse abkühlen, und giesst sie dann in  eine Lösung von 130 Teilen     Natriumearbonat     in 500 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  etwas     unverändertem    Ausgangspigment löst  man das Salz des erhaltenen     .Schwefelsäure-          esters    in Wasser, filtriert, fällt mit Kochsalz  heiss aus     und.        nutscht    ab. Das Produkt     wird     zweckmässig als schwach alkalisch     gestellte     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 chlororeulfonic acid is added to the azo dye from diazotized 1-amino = 2-methoxy-5-methyl-benzene and 1-oxy-3-methyl-4-chlorobenzene in the presence a tertiary base to act.



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



       Example: 46.4 parts of chlorosulfonic acid are carefully added to 290 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, 29 parts of the dry azo dye from diazotized 1-amino-2-methoxy-5-methylbenzene and 1-oxy-3-methyl-4-chlorobenzene are added and the mixture is gradually heated to 60 to 70 ',

  </B> and kept at this temperature for 3 to 4 hours. The pigment gradually dissolves and a clear, intensely brown-colored reaction solution is formed. The reaction mass is now allowed to cool, and it 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 is cooled and the precipitated solid reaction product is filtered off.

   To remove somewhat unchanged starting pigment, the salt of the sulfuric acid ester obtained is dissolved in water, filtered, precipitated with hot common salt and. sucks 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-2-m-ethogy-5-me- thyl-benzol und 1-Oxy-3-methyl-4-chlpr-ben,- zol Chlorsulfonsäure in Gegenwart einer ter tiären Base einwirken lässt. Das neue Produkt bildet ein braun ge färbtes Pulver, PATENT CLAIM: Process for the preparation of a new derivative of an azo dye, characterized in that the azo dye from diazotized 1-amino-2-m-ethogy-5-methyl-benzene and 1-oxy-3-methyl-4- chlpr-ben, - zol chlorosulfonic acid in the presence of a tertiary base. The new product forms a brown colored powder, das sich in Wasser mit braun- roter Farbe löst, und durch Zugabe von Säu- ren das Ausgangspigment wieder _ leicht regeneriert. which dissolves in water with a brown-red color and easily regenerates the starting pigment by adding acids.
CH194351D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194351A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH190720T 1936-04-09
CH194351T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194351A true CH194351A (en) 1937-11-30

Family

ID=25722028

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194351D CH194351A (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) CH194351A (en)

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