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CH137653A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

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Publication number
CH137653A
CH137653A CH137653DA CH137653A CH 137653 A CH137653 A CH 137653A CH 137653D A CH137653D A CH 137653DA CH 137653 A CH137653 A CH 137653A
Authority
CH
Switzerland
Prior art keywords
mol
carried out
aniline
copper
ure
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 CH137653A publication Critical patent/CH137653A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24Disazo or polyazo compounds
    • C09B45/28Disazo or polyazo compounds containing copper
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation 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>135748.</B>    Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden"     dass    man einen neuen       inetallhaltigen        Azofarbstoff    erhält, wenn man  2     Mol.        2-Amino-5-oxynaphthalin-7-sulfosäure,     2     Mol.        diazotierte        1-Aminoi-4-sulfo-2-benzol-          i,arbgnsäure,   <B>1</B>     Mol.        Cyanurel-i-lorid,

     <B>1</B>     Mol.     Anilin und kupferabgebende Mittel aufein  ander einwirken     lässt    und diese verschiedenen  Operationen derart vornimmt,     dass    die Be  handlung mit den kupferabgebenden Mitteln  nicht vor der Kupplungsreaktion vorgenom  men     und    die Kondensation mit     Cyanurchlo-          rid    derart durchgeführt -wird,     dass'die    2     Mol.          2,-Amino-5-#oxyna,pli.thalin-7-sulfos,ä,ure    und       das        Mol.    Anilin durch eine     NH-Gruppe    an  den     Tria,

  zinkern    gebunden werden.  



  Der neue Farbstoff bildet ein     dunkel-          i-otbraunes    Pulver, löst sieh in Wasser mit       --elbbrauner    Farbe und erzeugt auf Baum  wolle oder Kunstseiden, wie     Vishos-e-    oder       KLipferoxydammoniahseide"    gelbbraune Töne  von vorzüglicher     Liehteahtheit.     



  <I>Beispiel:</I>  Man stellt in bekannter Weise das tertiäre       Nondensationsprod-tikt    aus<B>1</B>     Igol.    Cyanur-         chlorid,    2     Mol.        2-Amino-5-o.xynaphthalin-7-          eulio,sä,ure,    und<B>1</B>     Mol.    Anilin dar.  



  64,8 Teile des obigen tertiären     Konden-          s#ationsprodüktes    werden in<B>800</B> Teilen Was  ser und<B>60</B> Teilen     Natriumearbo#nat    gelöst,  auf<B>5 '</B> gekühlt und 43,2 Teile     diazotierte        1-          Amino-4-sulfa-#2i.benzoloa,rbonsä,ure    einge  rührt.

   Nach erfolgter Kupplung heizt man  auf<B>70 '</B> auf, säuert mit verdünnter     Schwef        el-          säure    an, versetzt mit überschüssiger 2,0     '/o-          iger        Kupfersulfatlösung    und rührt eine  Stunde bei<B>80</B> bis<B>90,'.</B> Die Kupferverbin  dung wird nach erfolgter Isolierung mit ver  dünntem überschüssigem Ammoniak in das       A2mmonsalz        übergefÜhrt    und isoliert.  



  Zum gleichen Produkt gelangt man     selbst-          verständlich#        a-uüh,    wenn man die Reihenfolge  der beschriebenen     bezw.    erwähnten Operatio  nen sinngemäss ändert.



  Additional patent to main patent no. <B> 135748. </B> Process for the production of an azo dye. It has been found that a new metal-containing azo dye is obtained if 2 moles of 2-amino-5-oxynaphthalene-7-sulfonic acid, 2 moles of diazotized 1-amino-4-sulfo-2-benzene-1, arbic acid, < B> 1 </B> mol. Cyanurel-i-loride,

     <B> 1 </B> Mol. Aniline and copper-releasing agent can act on one another and these various operations are carried out in such a way that the treatment with the copper-releasing agents is not carried out before the coupling reaction and the condensation with cyanuric chloride is carried out in this way that 'the 2 mol. 2, -amino-5- # oxyna, pli.thalin-7-sulfos, ä, ure and the mol. aniline through an NH group on the tria,

  zinc be bound.



  The new dye forms a dark brown powder, dissolves in water with a yellow-brown color and produces yellow-brown tones of excellent lightness on cotton or artificial silk, such as Vishos-e or Klipferoxydammoniahseide.



  <I> Example: </I> The tertiary nondensation product is established in a known manner from <B> 1 </B> Igol. Cyanuric chloride, 2 mol. 2-Amino-5-o.xynaphthalene-7-eulio, acid, ure, and <B> 1 </B> mol. Aniline.



  64.8 parts of the above tertiary condensation product are dissolved in <B> 800 </B> parts of water and <B> 60 </B> parts of sodium carbonate, to <B> 5 '</B> cooled and 43.2 parts of diazotized 1-amino-4-sulfa- # 2i.benzoloa, rboxylic acid, stirred in.

   After coupling is complete, the mixture is heated to 70%, acidified with dilute sulfuric acid, excess 2.0% copper sulfate solution is added and the mixture is stirred at 80% for one hour > to <B> 90, '. </B> After isolation, the copper compound is converted into the ammonium salt with diluted excess ammonia and isolated.



  Of course, you get to the same product # a-uüh if you follow the order of the described or. changes mentioned operations accordingly.

 

Claims (1)

PATENTANSPRUCH: Verfaären zur Herstellung eines neuen meta,Ilha,ltigen Azofarbstoffes, dadurch ge kennzeichnet, dass man 2 Mol. 2-Amino-5- oxyna,plithaliii-7-sulfosä,ure, <B>2</B> Mol. diazo- tierte 1-A#,mino-4-s-ulfo-2-belizolearbonsäure. <B>1</B> Mol. Cyanu-rehlorid, PATENT CLAIM: Processing for the production of a new meta, Ilha, latigen azo dye, characterized in that 2 mol. 2-Amino-5-oxyna, plithaliii-7-sulfosä, ure, <B> 2 </B> Mol. Diazo - tated 1-A #, mino-4-s-ulfo-2-belizolearboxylic acid. <B> 1 </B> Mol. Cyanuric chloride, <B>1</B> Mol. Anilin und kupferabgebende Mittel aufeinander einwir ken lässt und diese verschiedenen Operationen derart vornimmt, dass die Behandlung mit ,dbn kupferabgebenden Mitteln nicht vor der Kupplungsreaktion vorgenommen und die Kondensation mit Cyanurchlorid, derart durchgeführt wird, dass die 2 Mol. 2- Amilio-5-oxynapht,haliii-7-sulfosä,ure und das Mol. Anilin durch eine NH-Gruppe an den Triazinkern gebunden werden. <B> 1 </B> Mol. Aniline and copper-releasing agent can act on one another and these various operations are carried out in such a way that the treatment with, that is, copper-releasing agents is not carried out before the coupling reaction and the condensation with cyanuric chloride is carried out in such a way that the 2 mol. 2- Amilio-5-oxynapht, haliii-7-sulfosä, ure and the mol. Aniline are bound to the triazine nucleus through an NH group. Der neue Farbstoff bildet ein dunkel rotbraunes Pulver, löst sich in Wasser mit gelbbrauner Farbe und erzeugt auf Baum wolle oder Kunstseiden gelbbraune Töne von vorzüglicher Liehteehtheit. The new dye forms a dark red-brown powder, dissolves in water with a yellow-brown color and produces yellow-brown tones of excellent lightness on cotton or artificial silk.
CH137653D 1928-07-14 1928-07-14 Process for the preparation of an azo dye. CH137653A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH137653T 1928-07-14
CH135748T 1928-07-14

Publications (1)

Publication Number Publication Date
CH137653A true CH137653A (en) 1930-01-15

Family

ID=25712561

Family Applications (1)

Application Number Title Priority Date Filing Date
CH137653D CH137653A (en) 1928-07-14 1928-07-14 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH137653A (en)

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