CH203625A - Process for the preparation of a vat dye of the anthraquinone series. - Google Patents

Process for the preparation of a vat dye of the anthraquinone series.

Info

Publication number
CH203625A
CH203625A CH203625DA CH203625A CH 203625 A CH203625 A CH 203625A CH 203625D A CH203625D A CH 203625DA CH 203625 A CH203625 A CH 203625A
Authority
CH
Switzerland
Prior art keywords
preparation
anthraquinone
vat dye
anthraquinone series
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH203625A publication Critical patent/CH203625A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • C09B1/42Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24Dyes 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
    • C09B5/321.3 azoles of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Darstellung eines     Küpenfarbstoües    der     Anthraehinonreihe.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines     Küpenfarbstoffes    der     Anthrachinon-          reihe,    welches dadurch gekennzeichnet ist,  dass man     4-Amino-2.1-anthrachinon-6'-chlor-          benzacridon    mit     m-co-Trifluormethylbenzoyl-          fluorid    umsetzt.  



  <I>Beispiel:</I>  50 Gewichtsteile     4-Amino-2.1-anthrachi-          non-6'-chlorbenzacridon    von der Formel:  
EMI0001.0013     
    erhältlich durch Kondensation von     1-Brom-          4    -     aminoanthrachinon    - 2 -     sulf        onsäure        mit    6-         Chloranthranilsäure,    werden in 600 Gewichts  teilen Nitrobenzol mit 100 Gewichtsteilen       m-w-Trifluormethylbenzoylfluorid    und etwa  1/2 Gewichtsteil     Pyridin    bei 198 bis 200   C  etwa 11/2 bis 2     Stunden    erhitzt,

   wobei die  grünblaue Lösung des     Aminoacridons    nach  Violett umschlägt. Nach dem Erkalten und  Absaugen erhält man den violett glänzenden  Farbstoff vom Schmelzpunkt 318   C     in    rei  ner kristallisierter Form. Er löst sich in  Schwefelsäure mit oranger Farbe und färbt  aus kräftiger violetter     Küpe    ein sehr schönes  klares Blau von guten Echtheitseigenschaften.



      Process for the preparation of a vat color of the anthraehinone series. The subject of the present additional patent is a process for the preparation of a vat dye of the anthraquinone series, which is characterized in that 4-amino-2,1-anthraquinone-6'-chlorobenzacridone is reacted with m-co-trifluoromethylbenzoyl fluoride.



  <I> Example: </I> 50 parts by weight of 4-amino-2.1-anthraquinone-6'-chlorobenzacridone of the formula:
EMI0001.0013
    obtainable by condensation of 1-bromo-4-aminoanthraquinone-2-sulfonic acid with 6-chloroanthranilic acid, are in 600 parts by weight of nitrobenzene with 100 parts by weight of mw trifluoromethylbenzoyl fluoride and about 1/2 part by weight of pyridine at 198 to 200 C about 11/2 to Heated for 2 hours,

   whereby the green-blue solution of the aminoacridone turns purple. After cooling and filtering off with suction, the shiny purple dye with a melting point of 318 ° C. is obtained in pure crystallized form. It dissolves in sulfuric acid with an orange color and turns a strong violet vat into a very beautiful clear blue with good fastness properties.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Küpen- farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man 4-Amino-2.1-an- thrachinon-6'-chlorbenzacridon mit m-co-Tri- fluormethylbenzoylfluorid umsetzt. Der so erhaltene Farbstoff bildet violette Kristalle vom Schmelzpunkt 318 C und färbt aus violetter Iiüpe ein schönes klares Blau von guten Echtheitseigenschaften. PATENT CLAIM: Process for the preparation of a vat dye of the anthraquinone series, characterized in that 4-amino-2,1-anthraquinone-6'-chlorobenzacridone is reacted with m-co-trifluoromethylbenzoyl fluoride. The dye thus obtained forms violet crystals with a melting point of 318 ° C. and turns violet Iiupa into a beautiful, clear blue with good fastness properties. <B>UNTERANSPRUCH:</B> Verfahren nach Patentanspruch, dadurch gekennzeichnet, da.ss man die Reaktionskom- ponenten in Gegenwart von Nitrobenzol und etwas Pyridin erhitzt, bis kein Fluorwasser- stoff mehr entweicht. <B> SUBCLAIM: </B> Process according to patent claim, characterized in that the reaction components are heated in the presence of nitrobenzene and a little pyridine until no more hydrogen fluoride escapes.
CH203625D 1936-08-14 1937-07-14 Process for the preparation of a vat dye of the anthraquinone series. CH203625A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE203625X 1936-08-14
CH200682T 1939-01-19

Publications (1)

Publication Number Publication Date
CH203625A true CH203625A (en) 1939-03-15

Family

ID=25723590

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203625D CH203625A (en) 1936-08-14 1937-07-14 Process for the preparation of a vat dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH203625A (en)

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