CH185353A - Process for the preparation of a dye of the dioxazine series. - Google Patents

Process for the preparation of a dye of the dioxazine series.

Info

Publication number
CH185353A
CH185353A CH185353DA CH185353A CH 185353 A CH185353 A CH 185353A CH 185353D A CH185353D A CH 185353DA CH 185353 A CH185353 A CH 185353A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
dioxazine
condensation
condensed
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 CH185353A publication Critical patent/CH185353A/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
    • C09B19/00—Oxazine dyes
    • C09B19/02—Bisoxazines prepared from aminoquinones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Description

  

  Verfahren zur Darstellung eines Farbstoffes der     Diogazinreihe:            Gegenstand    des vorliegenden Zusatzpaten  tes ist ein Verfahren zur     Darstellung        eines     Farbstoffes der     Dioxazinreihe,    welches da  durch gekennzeichnet ist, dass man 1     Mol          Chloranil    mit 2     Mol        2-Aminophenanthren     bei einer Temperatur, die unter     etwa    120   C  liegt, kondensiert und die so erhaltene Zwi  schenverbindung bei einer     Temperatur,    die  über etwa 120   C liegt,

   in Gegenwart eines       Lösungsmittels    weiter kondensiert.  



       Beispiel:     19,3 Gewichtsteile     2-Aminophenanthren     werden in 200     Gewichtsteilen    Alkohol     mit     14 Gewichtsteilen     Chloranil    und 10 Ge  wichtsteilen     Natriumacetat    2 Stunden zum  Sieden erhitzt. Nach dem Erkalten saugt  man das braune     Kondensationsprodukt    ab  und wäscht mit Alkohol und Wasser nach.  



  10     Gewichtsteile    dieses primären Kon  densationsproduktes werden in 150 Gewichts  teilen Nitrobenzol     unter    Zusatz von 3 Ge  wichtsteilen     p-Toluolsulfochlorid    2     Stunden       zum Sieden erhitzt. Das     in        grünglänzenden          Nadeln        abgeschiedene    Produkt wird bei 100  .  abgesaugt und mit     Nitrobenzol        und        Alkohol     nachgewaschen. Es stellt, in feine Vertei  lung gebracht, ein violettes     Pigment    dar.



  Process for the preparation of a dye of the diogazine series: The subject of the present additional patent is a process for the preparation of a dye of the dioxazine series, which is characterized in that 1 mol of chloranil is mixed with 2 mol of 2-aminophenanthrene at a temperature below about 120 C. , condensed and the intermediate compound obtained in this way at a temperature which is above about 120 C,

   condensed further in the presence of a solvent.



       Example: 19.3 parts by weight of 2-aminophenanthrene are heated to boiling for 2 hours in 200 parts by weight of alcohol with 14 parts by weight of chloranil and 10 parts by weight of sodium acetate. After cooling, the brown condensation product is filtered off with suction and washed with alcohol and water.



  10 parts by weight of this primary condensation product are heated to boiling for 2 hours in 150 parts by weight of nitrobenzene with the addition of 3 parts by weight of p-toluenesulfochloride. The product deposited in shiny green needles is at 100. Aspirated and washed with nitrobenzene and alcohol. Finely distributed, it is a violet pigment.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Farb stoffes der Dioxazinreihe, dadurch gekenn zeichnet, dass man 1 Mol Chloranil mit 2 Mol 2-Aminophenanthren bei einer Temperatur, die unter etwa 120' C liegt, kondensiert und die so erhaltene Zwischenverbindung bei einer Temperatur, die über etwa 120' C liegt, Claim: Process for the preparation of a dye of the dioxazine series, characterized in that 1 mole of chloranil is condensed with 2 moles of 2-aminophenanthrene at a temperature below about 120 'C, and the intermediate compound thus obtained at a temperature above is about 120 ° C, in Gegenwart eines Lösungsmittels weiter kondensiert. Die so erhältliche Dioxazinverbindung kristallisiert in grünen .glänzenden Nadeln und stellt, in feine Verteilung gebracht, ein violettes Pigment dar. UNTERANSPRTICHE 1. condensed further in the presence of a solvent. The dioxazine compound obtainable in this way crystallizes in green, shiny needles and, when finely divided, represents a violet pigment. SUBClaims 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Konden- sation unter etwa 120' C durch Sieden der Reaktionskomponenten in Alkohol in Gegenwart von Natriumacetat. bewirkt. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Konden sation über etwa 120' C derart bewirkt, dass man das Zwischenprodukt in Nitro- benzol in Gegenwart von p-Toluolsulfo- chlori d zum Sieden erhitzt. Process according to patent claim, characterized in that the condensation is carried out below about 120 ° C by boiling the reaction components in alcohol in the presence of sodium acetate. causes. 2. The method according to claim, characterized in that the condensation is effected above about 120 ° C. in such a way that the intermediate product is heated to the boil in nitrobenzene in the presence of p-toluenesulfochloride.
CH185353D 1935-04-08 1935-04-08 Process for the preparation of a dye of the dioxazine series. CH185353A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH182053T 1935-04-08
CH185353T 1935-04-08

Publications (1)

Publication Number Publication Date
CH185353A true CH185353A (en) 1936-07-15

Family

ID=25720662

Family Applications (1)

Application Number Title Priority Date Filing Date
CH185353D CH185353A (en) 1935-04-08 1935-04-08 Process for the preparation of a dye of the dioxazine series.

Country Status (1)

Country Link
CH (1) CH185353A (en)

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