CH194350A - 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
CH194350A
CH194350A CH194350DA CH194350A CH 194350 A CH194350 A CH 194350A CH 194350D A CH194350D A CH 194350DA CH 194350 A CH194350 A CH 194350A
Authority
CH
Switzerland
Prior art keywords
preparation
azo dye
new derivative
new
dye
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 CH194350A publication Critical patent/CH194350A/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
    • 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
    • C09B31/075—Disazo dyes from a coupling component "C" containing a directive hydroxyl group ortho-Hydroxy carboxylic acid amides
    • 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)

Description

  

      Zusatzpatent        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     Disazofarbstoff    aus     ,diazotier-          tem        4'-Amino-    2 .     3'-dimethylazobenzol    und  4 -     Oxy    -     benzoesäure-o-anisidid        Chlorsulfon-          säure    in Gegenwart einer tertiären Base ein  wirken lässt.

    



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



  <I>,Beispiel:</I>  In 30 Teile trockenes     Pyridin    trägt man  unter Rühren und Kühlen mit     Eis-Kochsalz     3,6 Teile     Chlorsulfonsäure    vorsichtig ein,  und lässt hierauf das Reaktionsgemisch sich  auf etwa 20' erwärmen.

   Hierzu gibt man  2,4 Teile des     Pigmentes    aus     diazotiertem          4'-Amino-2.        3'dimethylazobenzol    und     4-Ogy-          benzoesäure-o-anisidid    zu und erwärmt all  mählich auf 60 bis 70  , und hält 3 bis  4 Stunden bei dieser Temperatur, wobei das    Pigment sich allmählich auflöst,     und.    eine  klare intensive gelbbraun gefärbte Reaktions  lösung     entsteht.        Nun    lässt man die Reaktions  masse abkühlen,

   und .giesst sie dann in eine  Lösung von 20 Teilen     Natriumearbonat    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     heisse    aus     und        nutscht    ab. Das Produkt  wird zweckmässig als schwach alkalisch ge  stellte     Paste        aufbewahrt.  



      Additional patent 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 the disazo dye from diazotized 4'-amino-2. 3'-dimethylazobenzene and 4-oxy-benzoic acid-o-anisidide chlorosulfonic acid in the presence of a tertiary base can act.

    



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



  <I>, Example: </I> 3.6 parts of chlorosulfonic acid are carefully introduced into 30 parts of dry pyridine while stirring and cooling with ice-common salt, and the reaction mixture is then allowed to warm to about 20 '.

   2.4 parts of the pigment from diazotized 4'-amino-2 are added to this. 3'-dimethylazobenzene and 4-ogybenzoic acid-o-anisidide and gradually heated to 60 to 70, and held at this temperature for 3 to 4 hours, the pigment gradually dissolving, and. a clear, intense yellow-brown colored reaction solution is formed. Now let the reaction mass cool down,

   and then pour it 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 roughly unchanged, the salt of the sulfuric acid ester obtained is dissolved in water, filtered, precipitated with hot sodium chloride and suction filtered. 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 4'-Amino-2.3'-di- methylazobenzol und 4-Oxy-benzoesäure-o- anisidid Chlarsulfonsäure 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 disazo dye from diazotized 4'-amino-2,3'-dimethylazobenzene and 4-oxy-benzoic acid-o-anisidide chlorosulfonic acid in the presence of a tertiary Let the base act. Das neue Produkt bildet ein braun ge färbtes Pulver, das sicli in Wasser mit brauner Farbe löst, und durch Zugabe von Säuren das Ausgangspigment wieder leiclit regeneriert. The new product forms a brown colored powder, which dissolves in water with a brown color and easily regenerates the original pigment by adding acids.
CH194350D 1936-04-09 1936-04-09 Process for the preparation of a new derivative of an azo dye. CH194350A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH194350T 1936-04-09
CH190720T 1936-04-09

Publications (1)

Publication Number Publication Date
CH194350A true CH194350A (en) 1937-11-30

Family

ID=25722027

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194350D CH194350A (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) CH194350A (en)

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