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CH183114A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH183114A
CH183114A CH183114DA CH183114A CH 183114 A CH183114 A CH 183114A CH 183114D A CH183114D A CH 183114DA CH 183114 A CH183114 A CH 183114A
Authority
CH
Switzerland
Prior art keywords
mol
amino
cyanuric chloride
azo dye
mole
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 CH183114A publication Critical patent/CH183114A/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
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Zusatzpatent zum Hauptpatent     Nr.   <B>180057.</B>    Verfahren zur     fferstellung    eines     Azotarbstoffes.       Es wurde gefunden,     dass    man einen neuen       Azofarbstoff    erhält, wenn man<B>1</B>     Mol        Cya-          nurchlorid,   <B>1</B>     Mol        1-Amino-4-(9-amino-3,'-          sulfo)   <B>-</B>     anilidoanthrachinon   <B>'</B>     -2-sulfonsäure,

     <B>1</B>       Mol    des     Kondensationsproduktes    aus<B>1</B>     Mol          Cyanurchlorid,   <B>1</B>     Mol        4-Amino-4'-oxy-l.   <B>.</B>     l'-          azobenzol-3'-carbonsäure,   <B>1</B>     Mol   <B>1.</B>     3-Diamino-          benzol    und<B>1</B>     Mol    Anilin, und<B>1</B>     Mol    Anilin  derart aufeinander einwirken     lässt,

          dass   <B>je</B>  <B>1</B> Halogenatom des     Cyanurchlorids    durch<B>je</B>  <B>1</B>     Mol    der drei weiteren Ausgangsstoffe aus  getauscht wird.  



  Der neue Farbstoff bildet ein dunkles  Pulver, das Baumwolle und     -Viskosekunst-          seide    in reinen lichtechten grünen Tönen  färbt, die durch Nachkupfern gelber und zu  gleich waschechter werden.  



  <I>Beispiel:</I>  Zu einer Suspension von<B>18,5</B> Teilen       Cyanurchlorid    in<B>500</B> Teilen Wasser gibt  man eine neutrale Lösung von<B>48,8</B> Teilen  <B>1</B>     -Amino-4-(14'-amino-3-sulfo)    -auilidoanthra-         chinon-2-sulionsä,ure    in 2000 Teilen Wasser.  Man rührt 4 bis<B>5</B> Stunden bei<B>15 '</B> und hält  die Reaktion durch Zugabe von     Natriumcar-          bonatlösung    neutral.

   Dann gibt man<B>58,2</B>  Teile des Kondensationsproduktes, erhalten  aus<B>1</B>     Mol        Cyanurchlorid    mit<B>1</B>     Mol        4-Amino-          4'-oxy-1   <B>.</B>     l-azebenzol-3'-earbonsäure,   <B>1</B>     Mol     <B>1.</B>     3-Diaminobenzol    und<B>1</B>     Mol    Anilin, gelöst  in<B>3000</B> Teilen Wasser<B>zu,</B> erhöht die Tem  peratur auf 40- bis 45<B>'</B> und rührt mindestens  24 Stunden bis die Kondensation beendet ist.

    Hierauf wird das entstandene     Dieyanur-deri-          vat    mit<B>18,6</B> Teilen     Auilin    kondensiert und  der fertige Farbstoff in üblicher Weise iso  liert.



  Additional patent to main patent no. <B> 180057. </B> Process for the production of an azo dye. It has been found that a new azo dye is obtained if <B> 1 </B> moles of cyanuric chloride, <B> 1 </B> moles of 1-amino-4- (9-amino-3, '- sulfo) <B> - </B> anilidoanthraquinone <B> '</B> -2-sulfonic acid,

     <B> 1 </B> mol of the condensation product from <B> 1 </B> mol of cyanuric chloride, <B> 1 </B> mol of 4-amino-4'-oxy-1. <B>. </B> l'-azobenzene-3'-carboxylic acid, <B> 1 </B> moles of <B> 1. </B> 3-diamino-benzene and <B> 1 </B> Mol of aniline, and <B> 1 </B> mol of aniline interact in such a way that

          that <B> each </B> <B> 1 </B> halogen atom of the cyanuric chloride is exchanged for <B> each </B> <B> 1 </B> mol of the three further starting materials.



  The new dye forms a dark powder that dyes cotton and viscose silk in pure, lightfast green tones, which become more yellow and at the same time more washable after copper plating.



  <I> Example: </I> To a suspension of <B> 18.5 </B> parts of cyanuric chloride in <B> 500 </B> parts of water, a neutral solution of <B> 48.8 </ B> Parts <B> 1 </B> -amino-4- (14'-amino-3-sulfo) -auilidoanthraquinone-2-sulionic acid in 2000 parts of water. The mixture is stirred for 4 to 5 hours at 15 'and the reaction is kept neutral by adding sodium carbonate solution.

   Then 58.2 parts of the condensation product are added, obtained from 1 mol of cyanuric chloride with 1 mol of 4-amino-4'-oxy-1 B>. </B> l-azebenzene-3′-carboxylic acid, <B> 1 </B> mol <B> 1. </B> 3-diaminobenzene and <B> 1 </B> mol of aniline, dissolved in <B> 3000 </B> parts of <B> water, </B> increases the temperature to 40 to 45 <B> '</B> and stirs for at least 24 hours until the condensation has ended.

    The resulting dieyanur derivative is then condensed with 18.6 parts of auilin and the finished dye is isolated in the usual way.

Claims (1)

PATENTANSPRUCH: T#erfahren zur Herstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man<B>1</B> Mel Cyanurehlorid, <B>1</B> Mol 1-Amino-4 (4'-amino-3#'-sulfo)-anüidoanthrachinon-2-sul- fonsä,ure, <B>1</B> Mol des Kondensationsproduktes aus<B>1</B> Mol Cyanurchlorid, PATENT CLAIM: T # experienced for the production of an azo dye, characterized in that <B> 1 </B> Mel cyanuric chloride, <B> 1 </B> mol 1-amino-4 (4'-amino-3 # '-sulfo) -anüidoanthraquinone-2-sulphonic acid, <B> 1 </B> mol of the condensation product from <B> 1 </B> mol of cyanuric chloride, <B>1</B> Mol 4-Amino- 4'-oxy-1 <B>.</B> l'-azobenzol-3'-carbonsäure, <B>1</B> Mol <B>1 -</B> 3-Diaminobenzol und<B>1</B> Mol Anilin, und<B>1</B> Mol Amlin derart aufeinander einwirken lässt, dass <B>je 1</B> Halogenatom des Cyanur- elilorids durcli <B>je 1</B> Mol der drei weiteren Ausgangsstoffe ausgetauscht wird. <B> 1 </B> mole of 4-amino-4'-oxy-1 <B>. </B> l'-azobenzene-3'-carboxylic acid, <B> 1 </B> mole of <B> 1 - </B> 3-diaminobenzene and <B> 1 </B> mol of aniline, and <B> 1 </B> mol of amlin to act on one another in such a way that <B> 1 </B> each halogen atom of the cyanuric elilorids durcli <B> 1 </B> mol of each of the three other starting materials is exchanged. Der neue Farbstoff bildet ein dunkles Pulver, das Baumwolle und Viskosekunst- seide in reinen lieliteellten grünen Tönen färbt, die durell Nachkupfern gelber und zu- eich waschechter werden. The new dye forms a dark powder that dyes cotton and viscose artificial silk in pure lite-light green tones, which become more yellow and too washable due to the after-copper.
CH183114D 1934-11-08 1934-11-08 Process for the preparation of an azo dye. CH183114A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH180057T 1934-11-08
CH183114T 1934-11-08

Publications (1)

Publication Number Publication Date
CH183114A true CH183114A (en) 1936-03-15

Family

ID=25720368

Family Applications (1)

Application Number Title Priority Date Filing Date
CH183114D CH183114A (en) 1934-11-08 1934-11-08 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH183114A (en)

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