CH228829A - Process for the preparation of a dye of the stilbene series. - Google Patents

Process for the preparation of a dye of the stilbene series.

Info

Publication number
CH228829A
CH228829A CH228829DA CH228829A CH 228829 A CH228829 A CH 228829A CH 228829D A CH228829D A CH 228829DA CH 228829 A CH228829 A CH 228829A
Authority
CH
Switzerland
Prior art keywords
dye
sep
preparation
stilbene series
parts
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 CH228829A publication Critical patent/CH228829A/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
    • C09B56/00Azo dyes containing other chromophoric systems
    • C09B56/04Stilbene-azo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Developing Agents For Electrophotography (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 217235.    Verfahren zur     Herstellung    eines     Farbstoffes    der     Stilbenreihe.       Es wurde     ,gefunden,    dass ein     neuer    Farb  stoff     der        Stilbenreiihe        hergestellt    werden  kann, wenn man den Farbstoff,     deir    durch    vorsichtige Reduktion von     4,4'-Din.itrostilben-          2,

  2'-.disuldonsäure        unter        Verknüpfung        zweier          Moleküle        erhalten    wird, mit 1     Mal    des Farb  stoffes der     Formel     
EMI0001.0019     
         kondensiert.     Der neue     Farbstoff        stellt        ;

  ein        bräunliches     Pulver dar,     das    sich     in        konzentrierter        Schwe-          felsäure    mit     blüuvioletter,    in Wasser mit       orangeggelber    Farbe löst und     Baumwolle        bei            Gegenwart    von     Kupfersalzen    in     echten,        gold-          gelben    Tönen färbt.  



  Der dem     Verfahren    als     Auegangsstoff     dienende     Stilbenfarbatoff    ist als     ein        Gemisch          der        Produkte        ,der        Fonmeln     
EMI0001.0048     
  
    <B>02N- < Z></B> <SEP> -CH= <SEP> CH-O-N=N-O-CH= <SEP> CH-O-NOz
<tb>  SO3H <SEP> S0sH <SEP> SOsH <SEP> S0sH
<tb>  und
<tb>  <B>02N- < :>-</B> <SEP> CH=- <SEP> CH-O-N <SEP> <B>-N- < :D-CH= <SEP> CH- < C:>-NO</B>2
<tb>  <B>\</B>0/
<tb>  S0sH <SEP> SO,9H <SEP> S0sH <SEP> SOSH
<tb>  aufzufassen.

           Die     Kondensation    kann     beispielsweise     durch Erhitzen der Komponenten in     alka-          lisch-em,        vorzugsweise        ätzalkalischem        Ale-          dium,        offen    oder unter Druck,     durchgeführt     werden.  



  <I>.</I>     Beispiel:     4 Teile     des        Monoazof        arbstoffes        (Natron-          sa1z)    aus     diazatiertem        4-Amido-4'-acetyl-          a.mido@diphenyl    und     1-Oxybenzol-2-carbon-          sä.ure    werden in 200     Teilen    Wasser aufge  rührt     und    zwecks     Abspaltung    der     Acetyl-          gruppe    nach Zugabe von 11,

  5 Teilen 30     %        ir-;Pr          Natriumhydroxydlösung    2     Stunden    gekocht.  Hierauf gibt man 7 Teile des     Farbstoffes,     der erhalten wird, wenn man 45     Teile        4,4'-          d@initrostilben:

          2,2'-di!sulfousaures    Natrium mit  7     Teilen    Traubenzucker und 60 Teilen    30     ,''ö        iger        Natronla.ube    in etwa 400     Teilen          M'a.s"er    gelöst, bei 70 bis 80      reduziert    und  den Farbstoff in     bekannter    Weise durch       Neutralisieren        und        Zugabe    von     Natrium-          chl@orid        abscheidet,

      hinzu und kocht     weitere     18-24     Stunden.    Nach dem     Erkalten    wird  der     ausgefallene    Farbstoff     abfiltriert        und.ge-          troeknet.  



  <B> Additional patent </B> to main patent no. 217235. Process for the production of a dye of the stilbene series. It has been found that a new dye of the stilbene series can be produced if the dye, deir by careful reduction of 4,4'-Din.itrostilben- 2,

  2 '-. Disuldonic acid is obtained by linking two molecules with 1 time the dye of the formula
EMI0001.0019
         condensed. The new dye represents;

  is a brownish powder that dissolves in concentrated sulfuric acid with a blue-violet color, in water with an orange-yellow color and colors cotton in the presence of copper salts in real, golden-yellow tones.



  The stilbene dye used as the starting material for the process is a mixture of the products, the formulas
EMI0001.0048
  
    <B> 02N- <Z> </B> <SEP> -CH = <SEP> CH-O-N = N-O-CH = <SEP> CH-O-NOz
<tb> SO3H <SEP> S0sH <SEP> SOsH <SEP> S0sH
<tb> and
<tb> <B> 02N- <:> - </B> <SEP> CH = - <SEP> CH-ON <SEP> <B> -N- <: D-CH = <SEP> CH- <C :> - NO </B> 2
<tb> <B> \ </B> 0 /
<tb> S0sH <SEP> SO, 9H <SEP> S0sH <SEP> SOSH
<tb> to be understood.

           The condensation can be carried out, for example, by heating the components in alkaline, preferably caustic alkaline, adeno, openly or under pressure.



  <I>. </I> Example: 4 parts of the monoazo dye (soda salt) from diazated 4-amido-4'-acetyl-a.mido@diphenyl and 1-oxybenzene-2-carboxylic acid are in 200 parts of water are stirred up and, for the purpose of splitting off the acetyl group, after adding 11,

  5 parts 30% ir-; Pr sodium hydroxide solution boiled for 2 hours. 7 parts of the dye are then added, which is obtained when 45 parts of 4,4'- d @ initrostilben:

          2,2'-di! Sulfous acid sodium with 7 parts of grape sugar and 60 parts of 30 '' iger Natronla.ube dissolved in about 400 parts of M'a.s "he reduced at 70 to 80 and the dye through in a known manner Neutralize and add sodium chloride separates,

      and cook for another 18-24 hours. After cooling, the precipitated dye is filtered off and dried.

 

Claims (1)

PATE \TANSPRL CH: Verfahren zur Ilerstelliinb eines Farb- stoffee der Stilbenreihe. dadurch gekenn zeichnet, da.ss man 1 Mol des Farbstoffes, der durch vorsichtige Reduktion von 4,4'- Dinitrostilben-2,2'-dis-ii, PATE \ TANSPRL CH: Process for the creation of a colored stoffee of the stilbene series. characterized in that 1 mole of the dye obtained by careful reduction of 4,4'-dinitrostilbene-2,2'-dis-ii, Ifonsä.ure unter Ve=r- knüpfung zweier -loleküle erhalten wird und der ein Gemisch der folgenden Verbindungen darstellt, EMI0002.0077 mit 1 Mol des Farbstoffes der Formel EMI0002.0081 kondensiert. Der neue Farbstoff stellt ein bräunliches Pulver dar, Ifonic acid is obtained by linking two molecules and which is a mixture of the following compounds, EMI0002.0077 with 1 mole of the dye of the formula EMI0002.0081 condensed. The new dye is a brownish powder, das sich in konzentrierter Schwe felsäure mit blaurvioletter, in Wasser mit orangegelber Farbe löst und Baumwolle, bei Gegenwart von Kupfersalzen im. echten, gold- gellben Tönen färbt. which dissolves in concentrated sulfuric acid with blue-violet, in water with orange-yellow color and cotton, in the presence of copper salts in the. real, golden-yellow tones.
CH228829D 1940-07-06 1940-07-06 Process for the preparation of a dye of the stilbene series. CH228829A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH228829T 1940-07-06
CH217235T 1941-10-15

Publications (1)

Publication Number Publication Date
CH228829A true CH228829A (en) 1943-09-15

Family

ID=25725976

Family Applications (1)

Application Number Title Priority Date Filing Date
CH228829D CH228829A (en) 1940-07-06 1940-07-06 Process for the preparation of a dye of the stilbene series.

Country Status (1)

Country Link
CH (1) CH228829A (en)

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