CH211048A - Process for the production of a fluoranthene derivative. - Google Patents

Process for the production of a fluoranthene derivative.

Info

Publication number
CH211048A
CH211048A CH211048DA CH211048A CH 211048 A CH211048 A CH 211048A CH 211048D A CH211048D A CH 211048DA CH 211048 A CH211048 A CH 211048A
Authority
CH
Switzerland
Prior art keywords
production
fluoranthene derivative
benzacridone
mol
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH211048A publication Critical patent/CH211048A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Fluoranthenderivates.            Es    wurde gefunden, dass     ein.        Fluoranthen-          derivat    hergestellt werden kann, wenn man  1     Mol        Dihalogenfluoranthen    mit 2     Mol        5-          AminoanthracIiinon-2,1(N)-benzacridon    um  setzt.  



  Das erhaltene Produkt ist ein schwarzes,       kristallines    Pulver, das sich in     konzentrierter     Schwefelsäure orangerot löst,     unterhalb    450    nicht schmilzt und     Baumwohle    aus     violetter          Küpe    in     grünstichig        grauen    Tönen färbt.  



  Das dem Verfahren als Ausgangsstoff  dienende     Dihalogenfluoranthen    kann durch       Halogenieren    von     Fluoranthen    bis zum Ein  tritt von 2 Halogenatomen, z. B. in     Nitro-          benzol,    hergestellt werden.  



  Die Umsetzung des     Dihalogenfluoranthens     mit     5-Aminoanthrachinon-2,1(N)-benzacri-          don        wird    vorteilhaft ,durch Erhitzen der  Komponenten in Lösungs- oder     Verdünnungs-          mitteln,    wie z. B.     Amyladkohol,        Nitrobenzol     oder Naphthalin, und zweckmässig in An  wesenheit von Katalysatoren sowie von  säurebindenden     Mitteln    durchgeführt.

           Beispiel:     3,6 Teile     Dibromfluoranthen,    6,8 Teile       5-Aminoanthra,chinon-2,1(N)-benzacridon,    3       Teile    wasserfreies;     Natriumkarbonat,    3     Teile          entwässertes        Natriumacetat        und    0,3 Teile       Kupferchlomür    werden in 100     Teilen    trocke  nem Nitrobenzol     während    16     Stunden        unter     Rühren zum Sieden     erhitzt.    Der ausgefallene  Farbstoff wird heiss abgesaugt,

       mit        Nitro-          benzol.    und Alkohol gewaschen und mit ver  dünnter     Salzsäure    ausgekocht.



  Process for the production of a fluoranthene derivative. It was found that a. Fluoranthene derivative can be prepared if 1 mole of dihalofluoranthene is reacted with 2 moles of 5-aminoanthracinone-2,1 (N) -benzacridone.



  The product obtained is a black, crystalline powder which dissolves orange-red in concentrated sulfuric acid, does not melt below 450 and colors tree welfare from a violet vat in greenish gray tones.



  The process as starting material used dihalofluoranthene can occur by halogenating fluoranthene up to a 2 halogen atoms, z. B. in nitrobenzene are produced.



  The reaction of the dihalofluoranthene with 5-aminoanthraquinone-2,1 (N) -benzacridone is advantageous, by heating the components in solvents or diluents, such as. B. amyl alcohol, nitrobenzene or naphthalene, and expediently carried out in the presence of catalysts and acid-binding agents.

           Example: 3.6 parts of dibromofluoranthene, 6.8 parts of 5-aminoanthra, quinone-2,1 (N) -benzacridone, 3 parts of anhydrous; Sodium carbonate, 3 parts of dehydrated sodium acetate and 0.3 part of copper chloride are heated to boiling with stirring in 100 parts of dry nitrobenzene for 16 hours. The precipitated dye is sucked off hot,

       with nitrobenzene. and alcohol washed and boiled with dilute hydrochloric acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Fluor anthenderivates, dadurch gekennzeichnet, dass man 1 Mol Dihalo@genfluoranthen mit 2 Mol 5 - Aminoanthzachinon - 2,1(N) - benzacridon umsetzt. PATENT CLAIM: Process for the production of a fluoranthene derivative, characterized in that 1 mol of dihalogenfluoranthene is reacted with 2 mol of 5-aminoanthzaquinone-2,1 (N) -benzacridone. Das erhaltene Produkt ist ein schwarzes, kristallines Pulver, ,das. sich in konzentrierter Schwefelsäure orangerot :löst, unterhalb 450 nicht schmilzt und Baumwolle aus, violetter Küpe in grünstichig grauen Tönen färbt. The product obtained is a black, crystalline powder, that. orange-red in concentrated sulfuric acid: dissolves, does not melt below 450 and cotton out, violet vat turns greenish gray tones.
CH211048D 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative. CH211048A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH208953T 1937-09-14
CH211048T 1937-09-14

Publications (1)

Publication Number Publication Date
CH211048A true CH211048A (en) 1940-08-15

Family

ID=25724649

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211048D CH211048A (en) 1937-09-14 1937-09-14 Process for the production of a fluoranthene derivative.

Country Status (1)

Country Link
CH (1) CH211048A (en)

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