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CH306896A - Process for the preparation of an anthraquinone vat dye. - Google Patents

Process for the preparation of an anthraquinone vat dye.

Info

Publication number
CH306896A
CH306896A CH306896DA CH306896A CH 306896 A CH306896 A CH 306896A CH 306896D A CH306896D A CH 306896DA CH 306896 A CH306896 A CH 306896A
Authority
CH
Switzerland
Prior art keywords
vat dye
preparation
carbazolation
flux
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 CH306896A publication Critical patent/CH306896A/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
    • 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.<B>301818.</B>    Verfahren zur Herstellung eines     Anthrachinonküpenfarbatoffes.       Es wurde gefunden, dass man zu einem wertvollen     Anthrachinonküpenfarbstoff    ge  langt, wenn man das     Anthrimid    der Formel  
EMI0001.0004     
    mit     earbazolierenden    Mitteln behandelt.  



  Der neue Farbstoff bildet ein schwarz  grünes Pulver, das Baumwolle aus braunroter       Küpe    in echten olivgrünen Tönen färbt.  



  Das     Anthrimid    der obigen Formel kann  durch Umsetzung von     2-[4'-(4"-Brom)-phe-          iiylbenzoylamino]    -     anthrachinonnitx-il    (3) mit       Phosphorpentachlorid,    Kondensation von 1     Mol     des so erhaltenen 2-     (4'-Bromdiphenyl)        -4-          ehlor-6,7-phthaloylchinazolins    mit 1     Mol        4-          Amino-2,1(N)

  -anthrachinon-benzolacridon    und       Weiterkondensieren    mit 1     Mol        1-Amino-4-ben-          zoylaminoanthrachinon    hergestellt werden.    Als     earbazolierendes    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-          t.riumchlorid    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 95 bis 100  und giesst dann auf  Eis.

   Nach der Zersetzung des     Aluminiumclilo-          ridkomplexes    wird abgesaugt, mit Wasser aus  gewaschen, der Filterkuchen in Wasser auf  geschlämmt und nach Zusatz von wenig ver  dünnter Schwefelsäure und 0,3 Teilen     Na-          triumbiehromat    mehrere Stunden bei Zimmer-         temperatur    gerührt. Nach dem Absaugen,  Auswaschen mit Wasser und Trocknen erhält  man den Farbstoff als     sehwarzgrünes    Pulver.



  <B> Additional patent </B> to main patent no. <B> 301818. </B> Process for the production of an anthraquinone vat colorant. It has been found that a valuable anthraquinone vat dye is obtained if one uses the anthrimide of the formula
EMI0001.0004
    treated with earbazolating agents.



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



  The anthrimide of the above formula can be obtained by reacting 2- [4 '- (4 "-Bromo) -phe- iiylbenzoylamino] - anthraquinone nitride (3) with phosphorus pentachloride, condensation of 1 mol of the 2- (4'-Bromodiphenyl ) -4- ehlor-6,7-phthaloylquinazoline with 1 mol of 4- amino-2,1 (N)

  -anthraquinone-benzolacridone and further condensation with 1 mole of 1-amino-4-benzoylaminoanthraquinone are produced. The earbazolating 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 95 to 100 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 cake is slurried in water and, after the addition of a little dilute sulfuric acid and 0.3 part of sodium dichromate, stirred for several hours 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 Antlira- ehinonküpenfarbstoffes, dadurch gekennzeieh- net, dass man das Anthrimid der Formel EMI0002.0013 mit carbazolierenden Mitteln behandelt. Der neue Farbstoff bildet ein schwarzgrü nes Pulver, das Baumwolle aus braunroter Kiipe in echten olivgrünen Tönen färbt. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man Aluminium- ehlorid als carbazolierendes Mittel verwendet. 2. PATENT CLAIM: Process for the production of an anti-lira ehinon vat dye, characterized in that the anthrimide of the formula EMI0002.0013 treated with carbazolating agents. The new dye forms a black-green powder that dyes cotton from brown-red kiipe in real olive-green tones. SUBClaims: 1. Method according to claim, characterized in that aluminum chloride is used as the 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 Flussinittel 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.
CH306896D 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye. CH306896A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH306896T 1952-06-16
CH301818T 1952-06-16

Publications (1)

Publication Number Publication Date
CH306896A true CH306896A (en) 1955-04-30

Family

ID=25734450

Family Applications (1)

Application Number Title Priority Date Filing Date
CH306896D CH306896A (en) 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye.

Country Status (1)

Country Link
CH (1) CH306896A (en)

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