CH311507A - Process for the preparation of an asymmetric indigoid dye. - Google Patents

Process for the preparation of an asymmetric indigoid dye.

Info

Publication number
CH311507A
CH311507A CH311507DA CH311507A CH 311507 A CH311507 A CH 311507A CH 311507D A CH311507D A CH 311507DA CH 311507 A CH311507 A CH 311507A
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 CH311507A publication Critical patent/CH311507A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 308896.    Verfahren zur Herstellung eines asymmetrischen     indigoiden    Farbstoffes.    Es wurde gefunden, dass ein asymme  trischer     indigoider        Küpenfarbstoff    hergestellt  werden kann, indem man eine den Rest der  Formel  
EMI0001.0004     
    Der neue Farbstoff der Formel  
EMI0001.0005     
    stellt ein blaustichig rotes Pulver dar und       zeigt    in konzentrierter     Schwefelsäure    eine  grüne Färbung. Der Farbstoff ergibt nach  dem üblichen     Pottasehedruckverfahren    auf  Baumwolle reine Bordeauxtöne von sehr guter  Lichtechtheit.  



  Als Verbindung, die den Rest der erst  benannten Formel abgibt, kann zweckmässig  das     5-Methoxy-6-chlor-3-oxythionaphthen    ver  wendet werden, und als Verbindung, die den  Rest der zweitgenannten Formel     abgibt,    kann  zweckmässig ein     Anil,    insbesondere das     2-(p-          Dimethylamino)-anil    des     4-Methyl-6-chlor-3-          oxythionaphthens    zur Anwendung gelangen.  



  Die Kondensation kann nach den an sich  bekannten, in der     indigoiden    Chemie üblichen    abgebende Verbindung mit einer den Rest der  Formel  
EMI0001.0017     
    abgebenden Verbindung     kondensiert.       Methoden, beispielsweise durch Zusammen  bringen der Komponenten in einem indiffe  renten Lösungsmittel, wie Benzol und insbe  sondere Chlorbenzol, bei leicht erhöhter Tem  peratur herbeigeführt werden.  



  <I>Beispiel:</I>  <B>21,5</B> Teile 5 -     Methoxy    - 6 -chlor - 3 -     oxythio-          naphthen    werden in 900 Teilen Chlorbenzol  gelöst und mit<B>33,1</B> Teilen 2-     (p-Dimethyl-          a.mino)    -     anil    des 4 -     Methyl    - 6 - chlor -     3-oxythio-          naphthens    während einiger Stunden bei 80 bis  90  kondensiert. Der     in    guter Ausbeute ab  geschiedene Farbstoff wird filtriert, mit  Chlorbenzol und Alkohol ausgewaschen und  getrocknet.



  <B> Additional patent </B> to main patent no. 308896. Process for the production of an asymmetrical indigoid dye. It has been found that an asymmetric indigoid vat dye can be prepared by adding one of the remainder of the formula
EMI0001.0004
    The new dye in the formula
EMI0001.0005
    represents a bluish red powder and shows a green color in concentrated sulfuric acid. Using the customary Pottase printing process on cotton, the dye gives pure Bordeaux shades of very good lightfastness.



  As a compound that gives off the remainder of the formula mentioned first, 5-methoxy-6-chloro-3-oxythionaphthene can be used ver, and as a compound that gives off the remainder of the second formula, an anil, in particular the 2 - (p-Dimethylamino) -anil of 4-methyl-6-chloro-3-oxythionaphthens are used.



  The condensation can be carried out according to the known releasing compound customary in indigoid chemistry with a remainder of the formula
EMI0001.0017
    condensing compound emitting. Methods, for example by bringing the components together in an indifferent solvent, such as benzene and in particular special chlorobenzene, can be brought about at a slightly elevated temperature.



  <I> Example: </I> <B> 21.5 </B> parts of 5 - methoxy - 6 - chloro - 3 - oxythionnaphthene are dissolved in 900 parts of chlorobenzene and mixed with <B> 33.1 </ B > Share 2- (p-dimethyl- a.mino) - anil des 4 - methyl - 6 - chloro - 3-oxythio- naphthene for a few hours at 80 to 90 condensed. The dyestuff, which has separated out in good yield, is filtered, washed 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 EMI0002.0003 abgebende Verbindung mit einer den Rest der Formel EMI0002.0004 abgebenden Verbindung kondensiert. Der neue Farbstoff der Formel EMI0002.0006 stellt ein blaustichig rotes Pulver dar und zeigt in konzentrierter Schwefelsäure eine grüne Färbung. Der Farbstoff ergibt nach dem üblichen Pottaschedruckverfahren auf , Baumwolle reine Bordeauxtöne von sehr guter Lichteehtheit. PATENT CLAIM: Process for the production of an asymmetric indigoid dye; characterized in that one of the rest of the formula EMI0002.0003 donating compound with a the remainder of the formula EMI0002.0004 condensing compound emitting. The new dye in the formula EMI0002.0006 represents a bluish red powder and shows a green color in concentrated sulfuric acid. The dye produces pure bordeaux shades of very good lightfastness on cotton using the usual potash printing process.
CH311507D 1951-08-23 1951-08-23 Process for the preparation of an asymmetric indigoid dye. CH311507A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH311507T 1951-08-23
CH308896T 1951-08-23

Publications (1)

Publication Number Publication Date
CH311507A true CH311507A (en) 1955-11-30

Family

ID=25735539

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311507D CH311507A (en) 1951-08-23 1951-08-23 Process for the preparation of an asymmetric indigoid dye.

Country Status (1)

Country Link
CH (1) CH311507A (en)

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