CH173270A - 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
CH173270A
CH173270A CH173270DA CH173270A CH 173270 A CH173270 A CH 173270A CH 173270D A CH173270D A CH 173270DA CH 173270 A CH173270 A CH 173270A
Authority
CH
Switzerland
Prior art keywords
series
dye
gallocyanin
preparation
dyes
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 CH173270A publication Critical patent/CH173270A/en

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

Description

  

  Verfahren zur Darstellung eines     Farbstoffes    der     Galloeyaninreihe.       Es wurde gefunden, dass man zu wert  vollen Farbstoffen der     Gallocy        aninreihe    ge  langt, wenn man     Gallussäure    oder deren De  rivate, wie     Gallamid,        Gallanilid,        Gallussäure-          ester    oder auch     Pyrogallal    und Abkömmlinge  dieser Körper, mit     Nitrosoverbindungen    se  kundärer oder     tertiärer    aromatischer Amine  der allgemeinen Formel:  
EMI0001.0013     
    kondensiert, worin R.

   Wasserstoff,     Alkyl,          Ogalkyl,        Sulfalkyl    oder     Aralkyl    bedeutet.  



  Die so erhaltenen Farbstoffe können ge  gebenenfalls nach den bei der Herstellung  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-          fonieru.ng    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     znr    Herstellung eines neuen  Farbstoffes der     Gallocyaninreihe    durch Kon  densation von     Gallamid    mit     Nitrososulfopro-          pylbutylanilin.     



  <I>Beispiel:</I>  17 Gewichtsteile     Gallamid    werden in  250 Gewichtsteilen Methanol heiss gelöst, und  in die Lösung werden 43 Gewichtsteile     Ni-          trososulfopropylbutylanilin    eingetragen in  dem Masse, wie die Gelbfärbung     verschwindet.     Der Farbstoff der     Formel:       
EMI0002.0001     
    fällt aus. Er besitzt als Alkali- oder Am  moniumsalz eine vorzügliche Löslichkeit und  gibt mittelst Chrombeize auf Baumwolle ge  druckt sehr gleichmässige, blaue Töne von       guter    Licht-, Chlor- und     Seifenechtheit.  



  Process for the preparation of a dye of the galloeyanin series. It has been found that valuable dyes of the gallocyanine series are obtained if gallic acid or its derivatives, such as gallamide, gallanilide, gallic acid ester or even pyrogallal and derivatives of these bodies, with nitroso compounds of secondary or tertiary aromatic amines of the general kind Formula:
EMI0001.0013
    condensed, where 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 according to these working methods can, if necessary, be subjected to a subsequent sulphonation.



  The dyes obtained in this way are distinguished by 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 gallamide with nitrososulfopropylbutylaniline.



  <I> Example: </I> 17 parts by weight of gallamide are dissolved in 250 parts by weight of hot methanol, and 43 parts by weight of nitrososulfopropylbutylaniline are added to the solution as the yellow coloration disappears. The dye of the formula:
EMI0002.0001
    was cancelled. As an alkali or ammonium salt, it has excellent solubility and produces very even, blue tones of good light, chlorine and soap fastness when printed on cotton using a chrome stain.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Farbstoffes der Gallocyaninreihe, dadurch gekennzeichnet, dass man Gallamid mit Nitrososulfopropylbutylanilin kondensiert. Der entstandene Farbstoff enthält eine Sulfo- gruppe in der Seitenkette. Er besitzt als Al kali- oder Ammoniumsalz eine vorzügliche Löslichkeit und gibt mittelst Chrombeize auf Baumwolle gedruckt sehr gleichmässige, blaue Drucke von guter Licht-, Chlor- und Seifen echtheit. PATENT CLAIM: Process for the preparation of a new dye of the gallocyanin series, characterized in that gallamide is condensed with nitrososulfopropylbutylaniline. The resulting dye contains a sulfo group in the side chain. As an alkali or ammonium salt, it has excellent solubility and, by means of chrome stain, gives very even, blue prints of good fastness to light, chlorine and soap when printed on cotton.
CH173270D 1932-04-14 1933-04-05 Process for the preparation of a dye of the gallocyanin series. CH173270A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE173270X 1932-04-14
CH169050T 1933-04-05

Publications (1)

Publication Number Publication Date
CH173270A true CH173270A (en) 1934-11-15

Family

ID=25718660

Family Applications (1)

Application Number Title Priority Date Filing Date
CH173270D CH173270A (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) CH173270A (en)

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