CH311504A - Process for the preparation of an asymmetric indigoid dye. - Google Patents

Process for the preparation of an asymmetric indigoid dye.

Info

Publication number
CH311504A
CH311504A CH311504DA CH311504A CH 311504 A CH311504 A CH 311504A CH 311504D A CH311504D A CH 311504DA CH 311504 A CH311504 A CH 311504A
Authority
CH
Switzerland
Prior art keywords
formula
dye
asymmetric
preparation
indigoid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH311504A publication Critical patent/CH311504A/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
    • C09B7/00—Indigoid dyes
    • C09B7/10—Bis-thionapthene indigos

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 308896.    Verfahren     zur    Herstellung eines asymmetrischen     indigoiden    Farbstoffes.    <B>Es</B> wurde gefunden, dass ein     asymmetri-          trischer        indigoider        Küpenfarbstoff    hergestellt    werden kann, indem man eine den Rest der  Formel  
EMI0001.0007     
    abgebende Verbindung mit einer den Rest der Formel  
EMI0001.0008     
    abgebenden Verbindung kondensiert.  Der neue Farbstoff der Formel  
EMI0001.0009     
    stellt ein dunkelviolettes Pulver dar und löst  sich in konzentrierter Schwefelsäure mit oliv  grüner Farbe.

   Der Farbstoff ergibt nach dem  üblichen     Pottaschedruckverfahren    auf Baum  wolle kräftige,     korinthfarbene    Töne von aus  gezeichneter Lichtechtheit.  



  Als Verbindung, die den Rest der zweit  genannten Formel abgibt, kann zweckmässig  das     5-Äthoxy-6-ehlor-3-oxythionaphthen    ver  wendet werden, und als Verbindung, die den  Rest der erstgenannten Formel abgibt, kann  zweckmässig ein     Anil,    insbesondere das 2-(p-         Dimethylamino)-anil    des     5-Methoxy-6-chlor-3-          oxythionaphthens    zur     Anwendung    gelangen.  



  Die Kondensation kann nach den an sich  bekannten, in der     indigoiden    Chemie üblichen  Methoden, beispielsweise durch Zusammen  bringen der Komponenten in einem indiffe  renten Lösungsmittel, wie Benzol und ins  besondere     Chlorbenzol,    bei leicht erhöhter  Temperatur herbeigeführt werden.  



  <I>Beispiel:</I>  In eine Lösung von 23 Teilen     5-Äthoxy-6-          chlor-3-oxythionaphthen    in 900 Teilen Chlor  benzol werden 35 Teile 2-(p-Dimethylamino)-           anil    des     5-ylethoxy-6-chlor-3-oxythionaphthens     eingetragen und während einigen     Stunden    bei  80 bis 90  kondensiert. Der erhaltene Farb  stoff wird filtriert, mit Chlorbenzol und Al  s     kohol    ausgewaschen und getrocknet.



  Additional patent to main patent no. 308896. Process for the production of an asymmetric indigoid dye. It has been found that an asymmetric indigoid vat dye can be prepared by adding one of the remainder of the formula
EMI0001.0007
    donating compound with a the remainder of the formula
EMI0001.0008
    condensing compound emitting. The new dye in the formula
EMI0001.0009
    is a dark purple powder and dissolves in concentrated sulfuric acid with an olive green color.

   Using the usual potash printing process on cotton, the dye produces strong, corinthian tones with excellent lightfastness.



  The compound that gives off the remainder of the second formula mentioned can expediently be 5-ethoxy-6-chloro-3-oxythionaphthene, and the compound that gives off the remainder of the first-mentioned formula can suitably be an anil, in particular the 2 - (p-Dimethylamino) -anil of 5-methoxy-6-chloro-3-oxythionaphthens are used.



  The condensation can be brought about by methods known per se and customary in indigoid chemistry, for example by bringing the components together in an indifferent solvent, such as benzene and, in particular, chlorobenzene, at a slightly elevated temperature.



  <I> Example: </I> In a solution of 23 parts of 5-ethoxy-6- chloro-3-oxythionaphthene in 900 parts of chlorobenzene, 35 parts of 2- (p-dimethylamino) anil des 5-ylethoxy-6- registered chlor-3-oxythionaphthens and condensed for a few hours at 80 to 90. The dye obtained is filtered, washed out with chlorobenzene and alcohol and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines asymme trischen indigoiden Farbstoffes, dadurch ge kennzeichnet, dass man eine den Rest der For mel EMI0002.0007 abgebende Verbindung mit einer den Rest der Formel EMI0002.0008 abgebenden Verbindung kondensiert. Der neue Farbstoff der Formel EMI0002.0010 stellt ein dunkelviolettes Pulver dar und löst sieh in konzentrierter Schwefelsäure mit oliv grüner Farbe. Der Farbstoff ergibt nach dem üblichen Pottaschedruckverfahren auf Baum wolle kräftige, korinthfarbene Töne von aus gezeichneter Lichtechtheit. PATENT CLAIM: Process for the production of an asymmetric indigoid dye, characterized in that one of the rest of the formula EMI0002.0007 donating compound with a the remainder of the formula EMI0002.0008 condensing compound emitting. The new dye in the formula EMI0002.0010 is a dark purple powder and dissolves in concentrated sulfuric acid with an olive green color. Using the usual potash printing process on cotton, the dye produces strong, corinthian tones with excellent lightfastness.
CH311504D 1951-08-23 1952-07-28 Process for the preparation of an asymmetric indigoid dye. CH311504A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308896T 1951-08-23
CH311504T 1952-07-28

Publications (1)

Publication Number Publication Date
CH311504A true CH311504A (en) 1955-11-30

Family

ID=25735536

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311504D CH311504A (en) 1951-08-23 1952-07-28 Process for the preparation of an asymmetric indigoid dye.

Country Status (1)

Country Link
CH (1) CH311504A (en)

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