CH228828A - 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
CH228828A
CH228828A CH228828DA CH228828A CH 228828 A CH228828 A CH 228828A CH 228828D A CH228828D A CH 228828DA CH 228828 A CH228828 A CH 228828A
Authority
CH
Switzerland
Prior art keywords
sep
dye
brown
stilbene
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 CH228828A publication Critical patent/CH228828A/en

Links

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 217235.         Verfähren    zur Herstellung eines Farbstoffes der     Stilbenreihe.            Fis    wurde     ,gefunden,    d ass (ein neuer     Farb,-          stoff    der     .Stilbenreihe        hergestellt        werden     kann,     wenn.    man den Farbstoff, der     durch       vorsichtige Reduktion von     4,4'-Dimitrostilben-          2,2'-,

  dis        ulfo#nsöure        unter        Verknüpfung        zweier     Moleküle     erhaditen    wird,     mit    1     Mol    des Farb  stoffes der     Formel     
EMI0001.0022     
         l;

  o@nden@smemt.     Der     getrocknete        Farbstoff        stellt    ein  braunes     Pulver    dar,     das    sich in     konzentrierter     Schwefelsäure mit blauer,     in    Wasser mit       braunoranger    Farbe löst und     Baumwolle    bei    Gegenwart von Kupfersalzen in echten, rot  braunen Tönen färbt.  



  Der     dem        Verfahren    als     Ausgangsstoiff     -dienende     Stübenfarbstoff    ist als ein     Gemisch          der        Produkte    der     Formeln.     
EMI0001.0041     
  
    0:,N- < :i>-CH= <SEP> <B>CH- < C>-N</B>= <SEP> N-O-CH=CH-O-N02
<tb>  I <SEP> I <SEP> I
<tb>  <B>503H <SEP> S0311 <SEP> 503H</B> <SEP> S0311
<tb>  und
<tb>  0aN-O-CH= <SEP> CH-O-N- <SEP> N- -CH= <SEP> <B>CH-- < C>-NO,</B>
<tb>  I <SEP> <B>\O,/</B>
<tb>  @I
<tb>  <B>S0311 <SEP> S0311 <SEP> S0311 <SEP> 503H</B>
<tb>  aufzufassen.

           Die     Kon:demation        kann    beispielsweise  durch Erhitzen     der    Komponenten in     alka-          lisehem,        vorzugsweise        ätzalkalischem        31e-          dium,    offen     oder    unter Druck,     durchgeführt     werden.  



  <I>Beispiel:</I>  18     Teile    des Farbstoffes, der     erhalten          wird,    wenn man 45 Teile     4,4'-:dinitrostiIben.-          2,2'-disulfo:nsaures    Natrium mit 7 Teilen       Traubenzucker    und 60 Teilen 30%iger     Na-          tronlauge,    in etwa 400 Teilen Wasser ge  löst, bei 70 bis 80  reduziert und den Farb  stoff in bekannter     Weisse    durch     Neutra-lsie-          ren        und    Zugabe von     Natiiumchlorid    abschei  det und 6,

  5 Teile des     Natriumza.lzes    der       4-Oxy    - 2'- metbyl-4'-amido-5'-methoxya.zo:ben-         zol-3-ca.rbonsäure    werden in 300 Teilen Was  ser und 2 7     Teilen.    30 %     ige,r        Natriumhydr.oxyd-          l,ösung        gelöst    und 12 Stunden rückfliessend       behoeht.    Hierauf     wird:    mit 90 Teilen Na  t.riumchlorid versetzt und der ausgefallene  Farbstoff nach dem Erkalten     a.bfiltriert.  



  <B> Additional patent </B> to main patent no. 217235. Process for the production of a dye of the stilbene series. It was found that a new dye of the stilbene series can be produced if the dye, which is obtained by careful reduction of 4,4'-dimitrostilbene-2,2'-,

  disulfonic acid is obtained by linking two molecules with 1 mol of the dye of the formula
EMI0001.0022
         l;

  o @ nden @ smemt. The dried dye is a brown powder that dissolves in concentrated sulfuric acid with a blue color, in water with a brownish-orange color and, in the presence of copper salts, dyes cotton in real, red-brown tones.



  The stub dye used as starting material for the process is available as a mixture of the products of the formulas.
EMI0001.0041
  
    0:, N- <: i> -CH = <SEP> <B> CH- <C> -N </B> = <SEP> N-O-CH = CH-O-N02
<tb> I <SEP> I <SEP> I
<tb> <B> 503H <SEP> S0311 <SEP> 503H </B> <SEP> S0311
<tb> and
<tb> 0aN-O-CH = <SEP> CH-O-N- <SEP> N- -CH = <SEP> <B> CH-- <C> -NO, </B>
<tb> I <SEP> <B> \ O, / </B>
<tb> @I
<tb> <B> S0311 <SEP> S0311 <SEP> S0311 <SEP> 503H </B>
<tb> to be understood.

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



  <I> Example: </I> 18 parts of the dye obtained by adding 45 parts of 4,4 '-: dinitrostiIben.- 2,2'-disulfo: sodium acid with 7 parts of grape sugar and 60 parts of 30% Sodium hydroxide solution, dissolved in about 400 parts of water, reduced at 70 to 80 and the color is separated off in the known white by neutralizing and adding sodium chloride and 6,

  5 parts of the sodium count of 4-oxy-2'-metbyl-4'-amido-5'-methoxya.zo: benzene-3-ca.rboxylic acid in 300 parts of water and 2 7 parts. 30% sodium hydroxide solution dissolved and refluxed for 12 hours. Then: 90 parts of sodium chloride are added and the dyestuff which has precipitated out is filtered off after cooling.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Farb stoffes der Stilbenreihe, dadurch gekenn- ze.iehnet, .dass man 1 Mol des Farbstoffes, der durch vorsichtige Reduktion von 4,4'-Dinitro- stilben-2,2'-disiil-fonsäure unter Ve: PATENT CLAIM: A process for the production of a dye of the stilbene series, characterized in that 1 mol of the dye which is obtained by careful reduction of 4,4'-dinitro-stilbene-2,2'-disil-fonic acid under Ve : rl-,nüpfung zweier Moleküle erhalten wird und der ein Gemisch der folgenden Verbindungen dar stellt, EMI0002.0052 mit 1 M.ol des riarbstoffes der Formel EMI0002.0056 COOH <SEP> CHs <tb> OH-O-N <SEP> = <SEP> N-O-NH2 <tb> <B>0U113</B> <tb> kondensiert. rl-, linkage of two molecules is obtained and is a mixture of the following compounds, EMI0002.0052 with 1 mol of the oxygen of the formula EMI0002.0056 COOH <SEP> CHs <tb> OH-O-N <SEP> = <SEP> N-O-NH2 <tb> <B> 0U113 </B> <tb> condensed. Der getrocknete Farbstoff stellt ein braunes Pulver dar, das sich in konzentrier ter Schwefelsäure mit blauer, in Wasser mit braunoranger Farbe: löst und Bau,mwohle bei Gegentvait von Kupfersalzen in echten, rot braunen Tönen färbt. The dried dye is a brown powder that dissolves in concentrated sulfuric acid with blue, in water with brown-orange color: and stains the structure, even if the copper salts are opposed, in real, red-brown tones.
CH228828D 1940-07-06 1940-07-06 Process for the preparation of a dye of the stilbene series. CH228828A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH228828T 1940-07-06
CH217235T 1941-10-15

Publications (1)

Publication Number Publication Date
CH228828A true CH228828A (en) 1943-09-15

Family

ID=25725975

Family Applications (1)

Application Number Title Priority Date Filing Date
CH228828D CH228828A (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) CH228828A (en)

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