CH306893A - Process for the preparation of an anthraquinone vat dye. - Google Patents

Process for the preparation of an anthraquinone vat dye.

Info

Publication number
CH306893A
CH306893A CH306893DA CH306893A CH 306893 A CH306893 A CH 306893A CH 306893D A CH306893D A CH 306893DA CH 306893 A CH306893 A CH 306893A
Authority
CH
Switzerland
Prior art keywords
preparation
vat dye
carbazolation
flux
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 CH306893A publication Critical patent/CH306893A/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     Antbrachinonküpenfarbstoffes.       Es wurde gefunden dass man zu einem wertvollen     Anthrachinonküpenfarbstoff    ge  langt, wenn man das     Anthrimid    der Formel  
EMI0001.0004     
    mit     carbazolierenden    Mitteln behandelt.    Der neue Farbstoff bildet ein schwarz  grünes Pulver und färbt Baumwolle aus     bor-          cleatixfarbiger        Küpe    in einem kräftigen, her  vorragend     echt-en,        besonders        wassertropfeeh-          ten    Oliv.  



  Das     Anthrimid    der obigen Formel kann  durch Umsetzung von 2 - (3' -     Brombenzoyl-          arnino)-anthrachinonnitril(3)    mit     Phosphor-          pentaehlorid,    Kondensation von 1     Mol    des so  erhaltenen 2 - (3' -     Bromphenyl)    -4 -     chlor-6,7-          plitlialoylchinazolins    mit 2     Mol    4-Amino-2,7.-    (N) -     anthrachinon    -     benzolacridon    hergestellt  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.  



  <I>Beispiel:</I>  9 Teile     wasserfreies    Aluminiumchlorid und  18 Teile     Natriumchlorid    werden vermischt,           und    die Mischung wird durch Einleiten von       Schwefeldioxydgas    verflüssigt. Man gibt zu  dieser Schmelze 18 Teile des     Anthrimides    der  eingangs angegebenen Formel,     erhitzt    eine  Stunde auf 95 bis 100 , giesst dann auf Eis  und säuert mit verdünnter     Salzsäure    an.

   Nach  der Zersetzung des     Aluminiumchloridkom-          plexes    wird abgesaugt, mit Wasser ausgewa  schen, der Filterkuchen in Wasser aufge  schlämmt und nach Zusatz von wenig ver-         dünnter    Schwefelsäure und 1,2 Teilen     Na-          triumbichromat    5 Stunden bei Zimmertem  peratur gerührt. Nach dem Absaugen, Aus  waschen mit Wasser und Trocknen erhält man  den Farbstoff als     sehwarzgrünes    Pulver.



  <B> Additional patent </B> to main patent no. 301818. Process for the production of an antbrachinon vat dye. It has been found that a valuable anthraquinone vat dye is obtained if one uses the anthrimide of the formula
EMI0001.0004
    treated with carbazolating agents. The new dye forms a black-green powder and dyes cotton from a Borcleatix-colored vat in a strong, exceptionally real, particularly water-drop-proof olive.



  The anthrimide of the above formula can be obtained by reacting 2 - (3 '- bromobenzoyl arnino) anthraquinone nitrile (3) with phosphorus pentaehlorid, condensation of 1 mol of the 2 - (3' - bromophenyl) -4 - chloro-6 , 7-plitlialoylquinazoline with 2 moles of 4-amino-2,7.- (N) - anthraquinone - benzolacridone.



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



  <I> Example: </I> 9 parts of anhydrous aluminum chloride and 18 parts of sodium chloride are mixed, and the mixture is liquefied by introducing sulfur dioxide gas. 18 parts of the anthrimide of the formula given at the beginning are added to this melt, heated to 95 to 100 for one hour, then poured onto ice and acidified with dilute hydrochloric acid.

   After the decomposition of the aluminum chloride complex, it is filtered off with suction, washed with water, the filter cake is slurried in water and, after the addition of a little dilute sulfuric acid and 1.2 parts of sodium bichromate, stirred for 5 hours at room temperature. After suctioning off, washing with water and drying, the dye is obtained as a black-green powder.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra- ehinonküpenfarbstoffes, dadurch gekennzeich net, dass man das Anthrimid der Formel EMI0002.0016 mit carbazolierenden Mitteln behandelt. Der neue Farbstoff bildet ein schwarz grünes Pulver und färbt Baumwolle aus bor deauxfarbiger Küpe in einem kräftigen, her vorragend echten, besonders wassertropfeeh- ten Oliv. UNTERANSPRÜCHE 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man Aluminium chlorid als earbazolierendes Mittel verwendet. 2. PATENT CLAIM: Process for the preparation of an anthrahinon vat dye, characterized in that the anthrimide of the formula EMI0002.0016 treated with carbazolating agents. The new dye forms a black-green powder and dyes cotton from a boron deaux-colored vat in a strong, exceptionally real, particularly water-droplet-proof olive. SUBClaims 1. A method according to claim, characterized in that aluminum chloride is used as an earbazolating agent. 2. Verfahren gemäss Unteranspruch 1, da durch gekennzeichnet, dass man die Carbazo- lierung mit Natriumchlorid als Flussmittel durchführt. 3. Verfahren gemäss Unteranspruch 1., da durch gekennzeichnet, dass man die Carbazo- lierung mit Natriumehlorid und Schwefel clioxvd als Flussmittel durehführt. 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 using sodium chloride and sulfur clioxvd as flux.
CH306893D 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye. CH306893A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH301818T 1952-06-16
CH306893T 1952-06-16

Publications (1)

Publication Number Publication Date
CH306893A true CH306893A (en) 1955-04-30

Family

ID=25734447

Family Applications (1)

Application Number Title Priority Date Filing Date
CH306893D CH306893A (en) 1952-06-16 1952-06-16 Process for the preparation of an anthraquinone vat dye.

Country Status (1)

Country Link
CH (1) CH306893A (en)

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