CH311508A - Process for the preparation of an asymmetric indigoid dye. - Google Patents

Process for the preparation of an asymmetric indigoid dye.

Info

Publication number
CH311508A
CH311508A CH311508DA CH311508A CH 311508 A CH311508 A CH 311508A CH 311508D A CH311508D A CH 311508DA CH 311508 A CH311508 A CH 311508A
Authority
CH
Switzerland
Prior art keywords
dye
formula
asymmetric
preparation
indigoid dye
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 CH311508A publication Critical patent/CH311508A/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)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (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  
EMI0001.0006     
    abgebende     Verbindung    mit einer den Rest der  Formel  
EMI0001.0008     
    abgebenden Verbindung kondensiert.    Der neue Farbstoff der Formel  
EMI0001.0009     
    stellt ein rotviolettes Pulver dar und zeigt in  konzentrierter Schwefelsäure eine grüne Fär  bung.

   Der Farbstoff ergibt nach dem üblichen       Pottaschedruckverfahren    auf Baumwolle     vio-          lettrote    Töne von sehr guter Lichtechtheit.  



  Als Verbindung, die den Rest der erst  genannten 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     5-Methyl-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.  



       Beispiel:     Man löst 21,5 Teile     5-Methoxy-6-chlor-3-          oxythionaphthen    in 900 Teilen     Chlorbenzol     und kondensiert mit 33,1 Teilen     2-(p-Dime-          thylamino)    -     anil    des 5 -     Methyl    - 6 -     chlor-3-oxy-          thionaphthens    während einiger Stunden bei  80 bis 90 . Der in guter Ausbeute abgeschie  dene 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 asymmetrical indigoid vat dye can be prepared by adding one of the remainder of the formula
EMI0001.0006
    donating compound with a the remainder of the formula
EMI0001.0008
    condensing compound emitting. The new dye in the formula
EMI0001.0009
    represents a red-violet powder and shows a green coloring in concentrated sulfuric acid.

   Using the customary potash printing process, the dye produces violet-red shades of very good lightfastness on cotton.



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



       Example: 21.5 parts of 5-methoxy-6-chloro-3-oxythionaphthene are dissolved in 900 parts of chlorobenzene and condensed with 33.1 parts of 2- (p-dimethylamino) - anil des 5 - methyl - 6 - chloro 3-oxythionaphthens for a few hours at 80 to 90. The dye deposited 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. EMI0002.0002 abgebende Verbindung mit einer den Rest der Formel EMI0002.0003 abgebenden Verbindung kondensiert. Der neue Farbstoff der Formel EMI0002.0005 stellt ein rotviolettes Pulver dar und zeigt in konzentrierter Schwefelsäure eine grüne Fär bung. PATENT CLAIM: Process for the production of an asymmetric indigoid dye, characterized in that one of the rest of the formula. EMI0002.0002 donating compound with a the remainder of the formula EMI0002.0003 condensing compound emitting. The new dye in the formula EMI0002.0005 represents a red-violet powder and shows a green coloring in concentrated sulfuric acid. Der Farbstoff ergibt nach dein üblichen Pottascliedruckv erfalii-en auf Baumwolle vio- lett.rote Töne von sehr guter Lichtechtheit. The dye produces violet, red shades of very good lightfastness on cotton according to your customary Pottascliedruckfalii-en.
CH311508D 1951-08-23 1951-08-23 Process for the preparation of an asymmetric indigoid dye. CH311508A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH311508T 1951-08-23
CH308896T 1951-08-23

Publications (1)

Publication Number Publication Date
CH311508A true CH311508A (en) 1955-11-30

Family

ID=25735540

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311508D CH311508A (en) 1951-08-23 1951-08-23 Process for the preparation of an asymmetric indigoid dye.

Country Status (1)

Country Link
CH (1) CH311508A (en)

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