CH117167A - Process for the preparation of a vat dye derived from dibenzanthrone. - Google Patents

Process for the preparation of a vat dye derived from dibenzanthrone.

Info

Publication number
CH117167A
CH117167A CH117167DA CH117167A CH 117167 A CH117167 A CH 117167A CH 117167D A CH117167D A CH 117167DA CH 117167 A CH117167 A CH 117167A
Authority
CH
Switzerland
Prior art keywords
dibenzanthrone
preparation
vat dye
vat
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Farbwerke Vorm Meiste Bruening
Original Assignee
Hoechst 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 Hoechst Ag filed Critical Hoechst Ag
Publication of CH117167A publication Critical patent/CH117167A/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
    • C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/78—Other dyes in which the anthracene nucleus is condensed with one or more carbocyclic rings
    • C09B3/80—Preparation by synthesis of the nucleus

Landscapes

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

Description

  

      Vei#fahren    zur     Barstellung    eines sieh     -von        Dibenzantliron        ableitenden        liüpenfarbstoffes.       Gegenstand des Patentes     Nr:

      116588 ist  ein Verfahren zur Darstellung eines neuen       Küpenfarbstoffes    der     Perylenreihe,    nach  welchem man ein Oxydationsprodukt von     Di-          benzanthron    mit sauren Kondensationsmit  teln behandelt und den erhaltenen Körper       methyliert.    Es ist nun gefunden worden, dass  derartige     alkylierte    Farbstoffe bei der Ein  wirkung von Oxydationsmitteln in     hydroxyl-          haltige    Verbindungen übergehen, welche     al-          kylierbar    sind und dabei echte,

   neue     Küpen-          farbstoffe    liefern.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung eines neuen       Küpenfarbstoffes,    welches dadurch gekenn  zeichnet ist, dass man den nach dem Verfahren  des     schweiz.    Patentes Nr. 116588 erhält  lichen     Küpenfarbstoff    mit Oxydationsmit  teln behandelt und das so erhaltene Produkt       methyliert..       <I>Beispiel:

  </I>    5 Gewichtsteile des nach Patent     Nr.116588          durch    Behandeln des     Oxydationsproduktes     von     Dibenzanthron    mit Chlorzink und dar-    auf folgende     Methylierung    erhaltenen Farb  stoffes     werden    in 150 Gewichtsteilen konzen  trierter     Schwefelsäure    unter Zusatz von     \?,5     Gewichtsteilen Borsäure unter Rühren ge  löst. In diese Lösung wird eine     Aufschwäm-          mung    von 5 Gewichtsteilen gepulvertem       Braunstein    in konzentrierter Schwefelsäure  eingetragen und 1 Stunde auf zirka<B>60'</B> er  wärmt.

   Auf Wasser gegossen, abgesaugt  und neutral gewaschen, wird diese Paste mit  150 Gewichtsteilen     Nitrobenzol    verrührt und  mit 7 Gewichtsteilen Soda und 7 Gewichts  teilen     p-Toluolsulfosäuremethylester    auf 150  bis<B>160'</B> so lange erhitzt, bis kein unverän  dertes     Oxydationsprodukt    mehr nachweisbar  ist; es wird dann noch heiss.     abgesaugt.    Der  aus dem     Nitrobenzolfiltrat    auf üblichem  Wege gewonnene Farbstoff ist ein dunkel  grünes Pulver, welches aus blauer     Küpe     Baumwolle blau färbt; die Farbe geht beim  Verhängen in ein leuchtendes Gelbgrün über.



      Vei # drive to the display of a lip dye derived from dibenzantliron. Subject of the patent no:

      116588 is a process for the preparation of a new vat dye of the perylene series, according to which an oxidation product of dibenzanthrone is treated with acidic condensation agents and the body obtained is methylated. It has now been found that such alkylated dyes, when exposed to oxidizing agents, are converted into hydroxyl-containing compounds which can be alkylated and are genuine

   deliver new vat dyes.



  The subject of the present patent is a process for the preparation of a new vat dye, which is characterized by the fact that one uses the method of Switzerland. Patent No. 116588 available vat dye is treated with oxidizing agents and the product thus obtained is methylated .. <I> Example:

  </I> 5 parts by weight of the dye obtained according to patent no. 116588 by treating the oxidation product of dibenzanthrone with zinc chloride and then methylation are dissolved in 150 parts by weight of concentrated sulfuric acid with the addition of 5 parts by weight of boric acid with stirring. A suspension of 5 parts by weight of powdered manganese dioxide in concentrated sulfuric acid is added to this solution and heated to about 60 'for 1 hour.

   Poured into water, filtered off with suction and washed neutral, this paste is stirred with 150 parts by weight of nitrobenzene and heated to 150 to 160 'with 7 parts by weight of soda and 7 parts by weight of p-toluenesulfonic acid methyl ester until no unchanged oxidation product more is detectable; it will then still be hot. sucked off. The dye obtained in the usual way from the nitrobenzene filtrate is a dark green powder which, from a blue vat, dyes cotton blue; the color changes to a bright yellow-green when hanging.

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung eines sich vom Dibenzanthron ableitenden Küpenfarb- Stoffes, dadurch gekennzeichnet, dass man den gemäss Schweiz. Patent Nr. 116588 er- liiiltlichen Iiüpenfarbstoff mit Oxydations mitteln behandelt und das so erhaltene Pro dukt methyliert. Der Farbstoff ist ein dunkelgrünes Pul- ver, das in blauer Küpe Baumwolle blau färbt. PATENT CLAIM Process for the representation of a vat color substance derived from dibenzanthron, characterized in that according to Switzerland. Patent No. 116588, the liquid dye available is treated with oxidizing agents and the product thus obtained is methylated. The dye is a dark green powder that dyes cotton blue in a blue vat. Die Farbe geht beim Verhängen in ein leuehtendes-Gelbgrün über. The color changes to a glowing yellow-green when hanging.
CH117167D 1925-04-16 1925-04-16 Process for the preparation of a vat dye derived from dibenzanthrone. CH117167A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH117167T 1925-04-16

Publications (1)

Publication Number Publication Date
CH117167A true CH117167A (en) 1926-10-16

Family

ID=4376203

Family Applications (1)

Application Number Title Priority Date Filing Date
CH117167D CH117167A (en) 1925-04-16 1925-04-16 Process for the preparation of a vat dye derived from dibenzanthrone.

Country Status (1)

Country Link
CH (1) CH117167A (en)

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