CH173272A - Process for the preparation of a dye of the gallocyanin series. - Google Patents

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

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Publication number
CH173272A
CH173272A CH173272DA CH173272A CH 173272 A CH173272 A CH 173272A CH 173272D A CH173272D A CH 173272DA CH 173272 A CH173272 A CH 173272A
Authority
CH
Switzerland
Prior art keywords
gallocyanin
series
dye
preparation
gallic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH173272A publication Critical patent/CH173272A/en

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

Description

  

  Verfahren zur Darstellung eines     Farbstoffes    der     Gallocyaninreihe.       Es wurde gefunden. dass man zu wert  vollen Farbstoffen der     Gallocyaninreihe    ge  langt, wenn man     Gallussäure    oder deren De  rivate, wie     Gallamid,        Gallanilid,        Gallussäure-          ester    oder auch     Pyrogallol    und Abkömmlinge  dieser     Hörher,    mit     Nitrosoverbindungen    se  kundärer oder tertiärer aromatischer Amine  der allgemeinen Formel:

    
EMI0001.0012     
    kondensiert, worin R Wasserstoff,     Alkyl,          Ogalkyl,        Sulfalkyl    oder     Aralkyl    bedeutet.  



  Die so     erhaltenen    Farbstoffe können ge  gebenenfalls nach den bei der     Flerstellung     von Farbstoffen der     Gallocyaninreihe    übli  chen Methoden in weitere Derivate über  geführt werden, zum Beispiel durch Ab  spaltung der     Carboxylgruppe,    Reduktion zu       Leukofarbstoffen,    Kondensation mit Mono  oder Diaminen oder deren     Sulfonsäuren,       mit Aldehyden,

       Phenolen.        Naphtholen    oder       Naphtholsulfonsäuren.    Die nach diesen Ar  beitsweisen     gewonnenen    Produkte können  nötigenfalls noch einer nachträglichen     Sul-          fonierung    unterworfen werden.  



  Die so erhaltenen Farbstoffe zeichnen sich  durch eine besonders für     Druckfarbstoffe     erwünschte vorzügliche Löslichkeit, durch  Klarheit des Farbtones und durch gute Echt  heitseigenschaften aus.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung     eines    neuen  Farbstoffes der     Gallocyaninreihe    durch Kon  densation von     Gallüssäure    mit     Nitrosophenyl-          taurin.     



  <I>Beispiel:</I>  17 Gewichtsteile     Gallussäure    werden     in     340 Gewichtsteilen Methanol heiss gelöst und  zu der Lösung werden 35     Gewichtsteile        Ni-          trosophenyltaurin    in dem     'rlasse    gegeben, wie       .die    Gelbfärbung verschwindet. Der Farb  stoff der Formel:    
EMI0002.0001     
    fällt aus. Durch Filtration     wird    er isoliert       und    kann in üblicher Weise in das     Natrium-          oder        Ammoniumsalz    übergeführt werden, in  welcher Former vorzüglich löslich ist.

   Er  gibt auf Baumwolle mittelst Chrombeize ge  druckt sehr gleichmässige, klare, blauviolette  Töne von guter Licht-,     Chlor-    und Seifen  echtheit.



  Process for the preparation of a dye of the gallocyanin series. It was found. that valuable dyes of the gallocyanin series are obtained if gallic acid or its derivatives, such as gallamide, gallanilide, gallic acid ester or even pyrogallol and derivatives of these compounds, with nitroso compounds of secondary or tertiary aromatic amines of the general formula:

    
EMI0001.0012
    condensed, wherein R is hydrogen, alkyl, Ogalkyl, sulfalkyl or aralkyl.



  The dyes obtained in this way can optionally be converted into further derivatives by the methods customary in the preparation of dyes of the gallocyanin series, for example by splitting off the carboxyl group, reduction to leuco dyes, condensation with mono or diamines or their sulfonic acids, with aldehydes,

       Phenols. Naphthols or naphtholsulfonic acids. The products obtained by this method of operation can, if necessary, also be subjected to a subsequent sulphonation.



  The dyes obtained in this way are distinguished by their excellent solubility, which is particularly desirable for printing dyes, by the clarity of the hue and by good fastness properties.



  The subject of the present patent is a process for the production of a new dye of the gallocyanin series by condensation of gallic acid with nitrosophenyl taurine.



  <I> Example: </I> 17 parts by weight of gallic acid are dissolved in 340 parts by weight of hot methanol, and 35 parts by weight of nitrosophenyltaurine are added to the solution so that the yellow coloration disappears. The color of the formula:
EMI0002.0001
    was cancelled. It is isolated by filtration and can be converted in the usual way into the sodium or ammonium salt, in which formmer is excellently soluble.

   When printed on cotton with chrome stain, it gives very even, clear, blue-violet tones of good light, chlorine and soap fastness.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Farbstoffes der Gallocyaninreihe, dadurch gekennzeichnet, dass man Gallussäure mit Nitrosophenyltaurin kondensiert. Der erhal tene Farbstoff besitzt als Alkalisalz eine vorzügliche Löslichkeit und gibt mittelst Chrombeize auf Baumwolle gedruckt sehr gleichmässige und klare, blauviolette Drucke von guter Licht-, Chlor- und Seifenechtheit. PATENT CLAIM: Process for the preparation of a new dye of the gallocyanin series, characterized in that gallic acid is condensed with nitrosophenyltaurine. As an alkali salt, the dye obtained has excellent solubility and, when printed on cotton using chrome stain, gives very even and clear blue-violet prints of good light, chlorine and soap fastness.
CH173272D 1932-04-14 1933-04-05 Process for the preparation of a dye of the gallocyanin series. CH173272A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE173272X 1932-04-14
CH169050T 1933-04-05

Publications (1)

Publication Number Publication Date
CH173272A true CH173272A (en) 1934-11-15

Family

ID=25718662

Family Applications (1)

Application Number Title Priority Date Filing Date
CH173272D CH173272A (en) 1932-04-14 1933-04-05 Process for the preparation of a dye of the gallocyanin series.

Country Status (1)

Country Link
CH (1) CH173272A (en)

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