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CH195556A - Process for the preparation of a pyrene derivative. - Google Patents

Process for the preparation of a pyrene derivative.

Info

Publication number
CH195556A
CH195556A CH195556DA CH195556A CH 195556 A CH195556 A CH 195556A CH 195556D A CH195556D A CH 195556DA CH 195556 A CH195556 A CH 195556A
Authority
CH
Switzerland
Prior art keywords
red
pyrene derivative
blue
preparation
pyrenoline
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 CH195556A publication Critical patent/CH195556A/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
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/001—Pyrene dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     Pyrenderirates.       Es     wurde    gefunden, dass. ein     Pyrenderivat          hergestellt    werden     kann,        wenn    man auf       3-Pyrenolin        4-Bromphthalsäureanhydrid    ein  wirken     lässt.     



  Der     erhaltene    Farbstoff stellt     ein    rotes  Pulver dar, das,     aus        Trichlorbenzol    in roten  Nadeln vom Schmelzpunkt     330    bis     34    0   er  halten wird. Diese lösen sich in     konzentrierter     Schwefelsäure mit     grüner    Farbe und färben  Baumwolle aus blaugrüner     Küpe    in blau  stichig-roten, sehrechten Tönen.  



  Die Einwirkung des     4-Bromplhthalsäure-          anhydrids    auf das     3-Pyrenolin    wird vorteil  haft bei höherer Temperatur     durchgeführt    in  An- oder     Abwesenheit    von indifferenten     Lö-          sttiigs-    oder     Verdünnungsmitteln,    wie bei  spielsweise     Nitrobenzol    oder     Trichlorbenzol,

            Lind        ferner        vorteilhaft    in Gegenwart von       Kondensationsmitteln.    Geeignete Konden  sationsmittel sind zum Beispiel Aluminium  halogenide, wie z. B. Aluminiumchlorid, oder       Eisenchlorid.        Diese    Kondensationsmittel kön  nen in Gegenwart von den Schmelzpunkt    erniedrigenden Zusätzen, wie z. B. Alkali  halogeniden (Natrium-     oderfund    Kalium  chlorid), verwendet werden.

      <I>Beispiel;</I>  15 Teile     3-Pyrenolin,    40 Teile     4-Brom-          phthalsäureaulhydrid    und 80 Teile     Alu-          miniumchlorid    werden innig     gemischt    und  während 20 Stunden bei einer Temperatur  von 140     bis    1,45       gehalten.    Nach dem Erkal  ten wird der .zerkleinerte     Reaktionskuchen     zur Entfernung     .des    Aluminiumchlorids in       verdünnte,Salzsäure        eingetragen,    aufgekocht,

         abfiltriert    und     ausgewaschen.    Der rohe Farb  stoff wird durch Behandeln mit     heisser    ver  dünnter     Sololösung    und     nachherigem    Aus  kochen mit Alkohol gereinigt und aus     Tri-          chlorbenzol    unter     Tierkohlenzusatz        umkri-          stallisiert.  



  Process for the production of a pyrene derivative. It has been found that a pyrene derivative can be produced if 4-bromophthalic anhydride is allowed to act on 3-pyrenoline.



  The dye obtained is a red powder which, from trichlorobenzene in red needles with a melting point of 330 to 34 0 he will keep. These dissolve in concentrated sulfuric acid with a green color and dye cotton from a blue-green vat in blue, pungent-red, vertical shades.



  The action of the 4-bromophthalic anhydride on the 3-pyrenoline is advantageously carried out at a higher temperature in the presence or absence of inert solvents or diluents such as nitrobenzene or trichlorobenzene,

            And also advantageous in the presence of condensing agents. Suitable condensation agents are, for example, aluminum halides, such as. B. aluminum chloride, or ferric chloride. These condensation agents can be used in the presence of additives that lower the melting point, such as B. alkali halides (sodium or potassium chloride) can be used.

      <I> Example; </I> 15 parts of 3-pyrenoline, 40 parts of 4-bromophthalic acid anhydride and 80 parts of aluminum chloride are intimately mixed and kept at a temperature of 140 to 1.45 for 20 hours. After cooling down, the crushed reaction cake is poured into dilute hydrochloric acid to remove the aluminum chloride, then boiled.

         filtered off and washed out. The raw dye is cleaned by treating it with hot, diluted solo solution and then boiling it off with alcohol and recrystallized from trichlorobenzene with the addition of animal charcoal.

Claims (1)

PATENTANSPRUCH: Verfahren. zur Herstellung eines Pyren- derivates, dadurch gekennzeichnet, dass man auf 3-Pyrenolin 4-Bromphthalsäureanhydrid einwirken lässt. Der erhaltene Farbstoff stellt ein rotes Pulver dar, das aus Trichlorbenzol in roten Nadeln vom Schmelzunkt 330 bis 340 er halten wird. Diese lösen sich in konzentrier ter Schwefelsäure mit grüner Farbe und färben Baumwolle aus blaugrüner Küpe in blauätichig-roten, sehr echten 'Tönen. PATENT CLAIM: Process. for the production of a pyrene derivative, characterized in that 4-bromophthalic anhydride is allowed to act on 3-pyrenoline. The dye obtained is a red powder that is made of trichlorobenzene in red needles with a melting point of 330 to 340 he will keep. These dissolve in concentrated sulfuric acid with a green color and dye cotton from a blue-green vat in blue-red, very real shades. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man in Gegen wart von Verdünnungs,- sowie von Konden sationsmitteln arbeitet. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that one works in the presence of diluents and condensation agents.
CH195556D 1936-04-29 1936-04-29 Process for the preparation of a pyrene derivative. CH195556A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH195556T 1936-04-29
CH192154T 1936-04-29

Publications (1)

Publication Number Publication Date
CH195556A true CH195556A (en) 1938-01-31

Family

ID=25722243

Family Applications (1)

Application Number Title Priority Date Filing Date
CH195556D CH195556A (en) 1936-04-29 1936-04-29 Process for the preparation of a pyrene derivative.

Country Status (1)

Country Link
CH (1) CH195556A (en)

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