CH306894A - Process for the preparation of an anthraquinone vat dye. - Google Patents

Process for the preparation of an anthraquinone vat dye.

Info

Publication number
CH306894A
CH306894A CH306894DA CH306894A CH 306894 A CH306894 A CH 306894A CH 306894D A CH306894D A CH 306894DA CH 306894 A CH306894 A CH 306894A
Authority
CH
Switzerland
Prior art keywords
vat dye
preparation
carbazolating
carbazolation
sodium chloride
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 CH306894A publication Critical patent/CH306894A/en

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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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/44—Azines of the anthracene series

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 301818.    Verfahren zur Herstellung eines     Anthrachinonküpenfarbstoffes.       Es wurde gefunden, dass man zu einem wertvollen     Anthraehinonküpenfarbstoff    ge  langt,     wenn    man (las     Anthrimid    der Formel  
EMI0001.0005     
         init        earbazolierenden    Mitteln behandelt.  



  Der neue Farbstoff bildet ein schwarz  grünes Pulver, das Baumwolle     aus    braunroter       Kiipe    in echten     Khakitönen    färbt.  



  Das     Anthrimid    der obigen Formel kann       dureh        Umsetzung    von 2 - (3' -     Brombenzoyl-          amino)        -anthrachiiionnitril    (3) mit     Phosphor-          pentaehlorid,    Kondensation von 1.

       Mol    des so  erhaltenen 2 -<B>M-</B>     Bromphenyl)    - 4 - clilor-6,7-         phthaloylchinazolins    mit 1     Mol        4-Amino-2,1-          (N)        -11,2'(N)    -     3'-phenoxy-anthrachinon-benzol-          acridon    und     ZVeiterkondensieren    mit 1     Mol          1=Amino-4-benzoylaminoanthrachinon    herge  stellt werden.  



  Als     carbazolierendes    Mittel kommt beim  vorliegenden Verfahren vorzugsweise Alumi  niumchlorid in Betracht, und die     Carbazolie-          rung    kann nach an sich bekannten Methoden,      z.     B.    in Nitrobenzol oder vorteilhaft mit     Na-          triumchlorid        und/oder    Schwefeldioxyd als       Flussmittel,    durchgeführt werden.  



       Beispiel:     30 Teile wasserfreies Aluminiumchlorid  und 6 Teile     Natriumchlorid    werden vermischt,  und die Mischung wird durch Einleiten von       Schwefeldioxydgas    verflüssigt. Man gibt zu  dieser Schmelze 1 Teil des     Anthrimides    der  eingangs angegebenen Formel, erhitzt eine  Stunde auf<B>1</B>60 bis 165  und giesst dann auf  Eis.

   Nach der Zersetzung des Aluminium-         chloridkomplexes    wird abgesaugt, mit Wasser  ausgewaschen, der     Filterkuehen    in Wasser  aufgeschlämmt und nach Zusatz von wenig ,  verdünnter Schwefelsäure und 0,3 Teilen     Na-          triumbiehromat    mehrere     Stauiden    bei Zimmer  temperatur gerührt. Nach dem Absaugen,  Auswaschen mit Wasser und Trocknen erhält  man den     Farbstoff    als schwarzgrünes Pulver.



  <B> Additional patent </B> to main patent no. 301818. Process for the production of an anthraquinone vat dye. It has been found that a valuable anthrimide vat dye is obtained if one (read anthrimide of the formula
EMI0001.0005
         treated with earbazolating agents.



  The new dye forms a black-green powder that dyes cotton from brown-red kiipe in real khaki tones.



  The anthrimide of the above formula can be obtained by reacting 2- (3 '- bromobenzoylamino) anthraquinone nitrile (3) with phosphorus pentaehlorid, condensation of 1.

       Mol of the 2 - <B> M- </B> bromophenyl) - 4 - clilor-6,7-phthaloylquinazoline with 1 mol of 4-amino-2,1- (N) -11,2 '(N) - 3'-phenoxy-anthraquinone-benzene-acridone and ZVeiterkondensieren with 1 mole of 1 = amino-4-benzoylaminoanthraquinone can be produced.



  The carbazolating agent used in the present process is preferably aluminum chloride, and the carbazolation can be carried out by methods known per se, eg. B. in nitrobenzene or advantageously with sodium chloride and / or sulfur dioxide as a flux.



       Example: 30 parts of anhydrous aluminum chloride and 6 parts of sodium chloride are mixed, and the mixture is liquefied by introducing sulfur dioxide gas. 1 part of the anthrimide of the formula given above is added to this melt, heated to 1 60 to 165 for one hour and then poured onto ice.

   After the decomposition of the aluminum chloride complex, it is filtered off with suction, washed out with water, the filter cow is suspended in water and, after the addition of a little dilute sulfuric acid and 0.3 part of sodium dichromate, several reservoirs are stirred at room temperature. After suctioning off, washing out with water and drying, the dye is obtained as a black-green powder.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra- chinonküpenfarbstoffes, dadurch gekennzeich net, dass man das Anthrimid der Formel EMI0002.0019 mit carbazolierenden Mitteln behandelt. Der neue Farbstoff bildet ein schwarz grünes Pulver, das Baumwolle aus braunroter Küpe in echten Khakitönen färbt. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man Aluminium chlorid als carbazolierendes Mittel verwendet. 2. PATENT CLAIM: Process for the production of an anthrachinone vat dye, characterized in that the anthrimide of the formula EMI0002.0019 treated with carbazolating agents. The new dye forms a black-green powder that dyes cotton from a brown-red vat in real khaki tones. SUBClaims: 1. Method according to patent claim, characterized in that aluminum chloride is used as a carbazolating agent. 2. Verfahren gemäss Unteranspruch 1, da durch gekennzeichnet, dass man die Carbazo- lierung mit Natriumehlorid als Flussmittel durchführt. 3. Verfahren gemäss Unteranspruch 1, da durch gekennzeichnet, dass man die Carbazo- lierung mit Natriumchlorid und Schwefel dioxyd als Flussmittel durchführt. Process according to dependent claim 1, characterized in that the carbazolation is carried out with sodium chloride as the flux. 3. The method according to dependent claim 1, characterized in that the carbazolation is carried out with sodium chloride and sulfur dioxide as flux.
CH306894D 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye. CH306894A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH301818T 1952-06-16
CH306894T 1952-06-16

Publications (1)

Publication Number Publication Date
CH306894A true CH306894A (en) 1955-04-30

Family

ID=25734448

Family Applications (1)

Application Number Title Priority Date Filing Date
CH306894D CH306894A (en) 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye.

Country Status (1)

Country Link
CH (1) CH306894A (en)

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