CH100387A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH100387A
CH100387A CH100387DA CH100387A CH 100387 A CH100387 A CH 100387A CH 100387D A CH100387D A CH 100387DA CH 100387 A CH100387 A CH 100387A
Authority
CH
Switzerland
Prior art keywords
preparation
chloro
azo dye
dye
nitrotoluene
Prior art date
Application number
Other languages
German (de)
Inventor
Griesheim-Elektron Chem Fabrik
Original Assignee
Griesheim Elektron Chem Fab
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 Griesheim Elektron Chem Fab filed Critical Griesheim Elektron Chem Fab
Publication of CH100387A publication Critical patent/CH100387A/en

Links

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
    • C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

Landscapes

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

Description

  

  Verfahren zur Darstellung eines     Azofarbstoffes.       <B>Es</B> wurde gefunden,     dass    ein neuer wert  voller     Azofarbstoff    entsteht, wenn man die       Diazoverbindun-    von     5-Chlor-2-toluidin    mit  <B><I>kn</I></B>       '-).3-oxyil"ipht,or-s-ä,ure-5-chlor-o-foluidid        (CH#,:          NI12   <B>:</B>     CI   <B>= 1 -2) - 5)</B> kuppelt.

   Der Farbstoff  kann für sieh allein     zwechs    Verwendung als  roter     Pio-ineiiifarbstoff    hergestellt werden, er       tn        t'     kann aber auch auf der     veget-abilischen    Faser       crzeugt    werden und liefert hierbei einen       leiiebtend    roten, klaren Farbton von     gegen-          Über        den    bekannten ähnlichen     Konstitutionen          hervorra"ender        Bäucheehtheit,

          Alkaliechtheit     und     Ätzbarkeit.     



       Von    sehr grosser Wichtigkeit ist es,     dass          hic#r    ein ausgezeichnetes     -\Terwendungsgebiet-          für        (las        o-Toluidin        bezw.        o-Nitrotoluol    ge  funden ist.

   Bekanntlich entsteht bei der     Ni-          trierung    von     Toluol    in der Hauptsache     o-Ni-          trotoluol,    neben wenig     p-Nitrotoluol        und    ganz  geringen Mengen     m-Nitrotoluol.    Während  nun     für        m-#NTitrotoluol    und besonders     p-Ni-          trotoluol    gute     Verwendungsmöglichkeiteii        be-          st.,indeii,

          musste    bisher das     o-Nitrot-oluol,    ob  wohl. es im grössten Prozentsatz zur     Ver-          fii("tiil"    stand, als lästiges     Abfallprodukt        be-          t-,   <I>en</I>       trichtet    werden.

      <I>Beispiel:</I>  Die aus<B>17,5</B>     gr        salzsaurein        5-Chlor-2-to-          luidin    in üblicher Weise dargestellte     Diazo-          verbindung        lässt    man unter Rühren in eine       wasserige    Suspension von<B>33</B>     gr    2<B>-</B>     3-Oxy-          iia,plito#siiure-5-chlor-o-toluidid    einfliessen, be  reitet durch Auflösen in Natronlauge und  Wiederausfällen mit verdünnter Essigsäure.  Der Farbstoff scheidet sich in blauroten  Flocken aus; darauf wird filtriert, gewaschen  und getrocknet.



  Process for the preparation of an azo dye. <B> It </B> has been found that a new valuable azo dye is created if the diazo compound of 5-chloro-2-toluidine is mixed with <B><I>kn</I> </B> '- ) .3-oxyil "ipht, or-s-ä, ure-5-chloro-o-foluidid (CH # ,: NI12 <B>: </B> CI <B> = 1 -2) - 5) < / B> couples.

   The dye can be produced on its own for use as a red pio-egg dye, but it can also be produced on the vegetable fiber and provides a lovingly red, clear shade of excellent compared to the known similar constitutions. end of belly tightness,

          Alkali fastness and etchability.



       It is of very great importance that an excellent field of application has been found for (las o-toluidine and o-nitrotoluene, respectively.

   It is known that the nitration of toluene mainly produces o-nitrotoluene, along with a little p-nitrotoluene and very small amounts of m-nitrotoluene. While m- # Nitrotoluene and especially p-nitrotoluene are now good uses, indeii,

          had to use o-nitrotoluene until now, though. it was available in the greatest percentage ("tiil" was used as an annoying waste product, <I> en </I> be discharged.

      <I> Example: </I> The diazo compound prepared in the usual way from <B> 17.5 </B> gr hydrochloric acid 5-chloro-2-toluidine is left with stirring in an aqueous suspension of <B > 33 </B> gr 2 <B> - </B> 3-Oxy- iia, plito # siiure-5-chloro-o-toluidide, prepared by dissolving in caustic soda and reprecipitating with dilute acetic acid. The dye separates out in blue-red flakes; it is then filtered, washed and dried.

Claims (1)

PATENTANSPRUCH: \Terfa,hren zur Darstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man die Diazoverbindung von 5-Chlor-2-to- luidin mit 2 -3-Oxynaphtoösiiure-5-chlor-o- toliiidid kuppelt. PATENT CLAIM: \ Terfa, listen to the preparation of a new azo dye, characterized in that the diazo compound of 5-chloro-2-toluidine is coupled with 2 -3-oxynaphthoic acid-5-chloro-o-toliidide. Der neue Farbstoff ist von roter Farbe, und die mit ihm auf der Faser hergestellten Färbungen besitzen einen klaren roten Farb toll lind sind gegenüber den mit bekannten Farbstoffen ähnlicher Konstitution herge- stelltein von hervorragender Bäuelierlitheit-, Alkaliechtheit und Ätzbarkeit. The new dye is red in color, and the dyeings produced with it on the fiber have a clear red color. Compared to those produced with known dyes of a similar constitution, they are of excellent stability, alkali fastness and etchability.
CH100387D 1922-03-14 1922-09-15 Process for the preparation of an azo dye. CH100387A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH99282T 1922-03-14
CH100387T 1922-09-15

Publications (1)

Publication Number Publication Date
CH100387A true CH100387A (en) 1923-08-01

Family

ID=25705511

Family Applications (1)

Application Number Title Priority Date Filing Date
CH100387D CH100387A (en) 1922-03-14 1922-09-15 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH100387A (en)

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