CH304292A - Process for the preparation of an anthraquinone vat dye. - Google Patents

Process for the preparation of an anthraquinone vat dye.

Info

Publication number
CH304292A
CH304292A CH304292DA CH304292A CH 304292 A CH304292 A CH 304292A CH 304292D A CH304292D A CH 304292DA CH 304292 A CH304292 A CH 304292A
Authority
CH
Switzerland
Prior art keywords
preparation
anthrimide
vat dye
carbazolating
flux
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 CH304292A publication Critical patent/CH304292A/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. 301818.    Verfahren zur Herstellung     eines        Anthraehinonküpenfarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Anthrachinonküpenfarbstoff    ge  langt, wenn man das     Anthrimid    der Formel  
EMI0001.0005     
    mit.     carbazolierenden    Mitteln behandelt.  



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



  Das     Anthrimid    der obigen Formel kann       durch    Umsetzung von 2- (o-Chlorbenzoyl-         amino)-anthrachinonnitril(3)    mit     Phosphor-          pentachlorid,    Kondensation von 1     Mol    des so  erhaltenen 2-     (2'-Chlorphenyl)        -4-chlor-6,7-          phthaloylchinazolins    mit 1     Mol        4-Amino-2,1-          (N)

  -anthrachinon-benzolacridon    und Weiter  kondensieren mit 1     Mol        1-Amino-5-benzoyl-          a        ininoanthrachinon    hergestellt werden.  



  Als     carbazolierendes    Mittel kommt beim  vorliegenden Verfahren vorzugsweise Alumi  niumchlorid in Betracht, und die     Carbazolie-          :>ung    kann nach an sich     bekannten    Methoden,  z. B. in Nitrobenzol oder vorteilhaft mit Na  triumchlorid und/oder Schwefeldioxyd als       Flussmittel,    durchgeführt werden.    <I>Beispiel:</I>    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     Aluminiumehlo-          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  triumbichromat mehrere Stunden bei Zimmer  temperatur gerührt. Nach dem Absaugen,  Auswaschen mit Wasser und     Trocknen    er  hält 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 anthraquinone vat dye is obtained if one uses the anthrimide of the formula
EMI0001.0005
    With. treated carbazolating 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- (o-chlorobenzoyl-amino) -anthraquinone nitrile (3) with phosphorus pentachloride, condensation of 1 mol of the 2- (2'-chlorophenyl) -4-chloro-6, 7- phthaloylquinazoline with 1 mole of 4-amino-2,1- (N)

  -anthraquinone-benzolacridone and condense further with 1 mole of 1-amino-5-benzoyl-a ininoanthraquinone are prepared.



  As a carbazolating agent in the present process is preferably Alumi nium chloride into consideration, and the Carbazolie-> ung can by methods known per se, for. B. in nitrobenzene or advantageously with Na trium chloride and / or sulfur dioxide as a flux. <I> Example: </I> 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 at the beginning 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 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 bichromate, stirred for several hours at room temperature. After suctioning off, washing with water and drying, the dye is kept as a black-green powder.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra ehinonküpenfarbstoffes, claclurch gekennzeich net, dass man das Anthrimid der Formel EMI0002.0005 mit carbazolierenden Mitteln behandelt. Der neue Farbstoff bildet ein schwarzgrü nes Pulver, das Baumwolle aus braunroter Küpe in eehten olivgrünen Tönen färbt. UNTERANSPRÜCHE: 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man Aluminium chlorid als carbazolierendes Mittel verwendet. PATENT CLAIM: Process for the preparation of an anthrimide vat dye, claclurch marked that the anthrimide of the formula EMI0002.0005 treated with carbazolating agents. The new dye forms a black-green powder that dyes cotton from a brown-red vat in deep olive-green tones. SUBClaims: 1. Method according to patent claim, characterized in that aluminum chloride is used as a carbazolating agent. ?. Verfahren gemäss Unteranspruch 1, da durch gekennzeiehnet, da.ss man die Carbazo- lierung mit. Natriumehlorid als Flussmittel durchführt. 3. ?. Method according to dependent claim 1, as characterized by the fact that the carbazolation is carried out with. Performs sodium chloride as a flux. 3. Verfahren gemäss Unteransprueh 1, da- dureh eekennzeiehnet, da13 man die Carbazo- lierung mit Natriutnehlorid und SeInvefel- dioxvd als Flussmittel ditrehfiihrt. Process according to sub-claim 1, indicating that the carbazolation is carried out using sodium chloride and SeInvefeldioxide as flux.
CH304292D 1951-07-24 1951-07-24 Process for the preparation of an anthraquinone vat dye. CH304292A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH304292T 1951-07-24
CH301818T 1952-06-16

Publications (1)

Publication Number Publication Date
CH304292A true CH304292A (en) 1954-12-31

Family

ID=25734444

Family Applications (1)

Application Number Title Priority Date Filing Date
CH304292D CH304292A (en) 1951-07-24 1951-07-24 Process for the preparation of an anthraquinone vat dye.

Country Status (1)

Country Link
CH (1) CH304292A (en)

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