CH222467A - Process for the production of a nitrogen-containing condensation product. - Google Patents

Process for the production of a nitrogen-containing condensation product.

Info

Publication number
CH222467A
CH222467A CH222467DA CH222467A CH 222467 A CH222467 A CH 222467A CH 222467D A CH222467D A CH 222467DA CH 222467 A CH222467 A CH 222467A
Authority
CH
Switzerland
Prior art keywords
condensation product
nitrogen
production
containing condensation
sulfuric acid
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 CH222467A publication Critical patent/CH222467A/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
    • 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
    • C09B5/26Carbazoles of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Description

  

  Verfahren     zur    Herstellung eines     stickstoffhaltigen    Kondensationsproduktes.         Es    wurde     ,gefunden,        @dass    ein stickstoff  haltiges     Kondensationsprodukt    hergestellt  werden kann, wenn man auf     Di-(5'-acetyl-          amino-1'-anthTar,hinony'1-)        2,8-diaminoch@rysen     kondensierende Mittel einwirken lässt.  



  Das     stickstoffhaltige    Kondensationspro  dukt bildet ein schwarzbraunes Pulver, das  sich in     konzentrierter    Schwefelsäure mit  grüner Farbe löst und Baumwolle aus     gelb-          stichigroter        Küpe    in     kräftig    braunen Tönen  von vorzüglichen     Echtheiten    färbt.  



  Die Einwirkung kondensierender     Mittel,     die oxydierend wirken können, wie z. B.  Aluminiumchlorid, gegebenenfalls in Gegen  wart organischer Säurechloride und von       Verdünnungs-    oder Lösungsmitteln, kann bei  höherer oder     niederer    Temperatur erfolgen.  Als     Kondensationsmittel    besonders geeignet  sind Schwefelsäure und ihre Derivate, die  zweckmässig bei     niederer    Temperatur ange  wandt     werden.    Sehr wahrscheinlich werden  bei der Einwirkung     kondensierender    Mittel       Karbazolringe    ,gebildet.

      Das. neue stickstoffhaltige Kondensations  produkt kann durch ein- oder mehrmaliges       Kristallisieren        aus    organischen Lösungs  mitteln oder durch Behandlung mit oxydie  renden Mitteln, wie z. B.     Alkalinitritlasung     in     saurem    Medium,     Alkalihypochloritlösung     oder     Perboratlösung,    gereinigt werden.    <I>Beispiel:</I>  2 Teile     Di-(5'-acetylamino-1'-anthrachi-          nonyl-)2,8-diaminoehrysen    werden bei 0 bis  6   in 36 Teile 96     ,"/oixe    Schwefelsäure einge  tragen und 18 Stunden bei 0 bis 6   gerührt.

    Nun trägt man in     Eis    ein gibt etwa 0,6 Teile       Natriumnitrit    zu und rührt 6 Stunden kräf  tig. Die     Reaktion    ist nun     beendet    und der  in sehr ,guter Ausbeute erhaltene Farbstoff  kann     abfiltriert,        gewaschen    und getrocknet  werden.



  Process for the production of a nitrogen-containing condensation product. It has been found that a nitrogen-containing condensation product can be produced if a condensing agent is allowed to act on di- (5'-acetyl-amino-1'-anthTar, hinony'1-) 2,8-diamino-rysene.



  The nitrogen-containing condensation product forms a black-brown powder, which dissolves in concentrated sulfuric acid with a green color and dyes cotton from a yellow-tinged red vat in strong brown shades with excellent fastness properties.



  The action of condensing agents that can have an oxidizing effect, such as. B. aluminum chloride, optionally in the presence of organic acid chlorides and diluents or solvents, can be carried out at a higher or lower temperature. Sulfuric acid and its derivatives, which are expediently applied at low temperature, are particularly suitable as condensing agents. It is very likely that carbazole rings will be formed upon exposure to condensing agents.

      The. new nitrogen-containing condensation product can medium by one or more crystallization from organic solvents or by treatment with oxydie-generating agents, such as. B. Alkalinitritelasung in acidic medium, alkali hypochlorite solution or perborate solution are cleaned. <I> Example: </I> 2 parts of di (5'-acetylamino-1'-anthraquinoneyl) 2,8-diaminoehrysene are added to 36 parts of 96% sulfuric acid at 0 to 6 and 18 Stirred at 0 to 6 hours.

    Now it is put into ice, about 0.6 parts of sodium nitrite are added and the mixture is stirred vigorously for 6 hours. The reaction has now ended and the dye obtained in very good yield can be filtered off, washed and dried.

 

Claims (1)

<B>PATENTANSPRUCH</B> Verfahren, zur Herstellung eines stick stoffhaltigen Kondensationsproduktes, da durch .gekennzeichnet, dass man auf Di-(5'- acetylamino-l'-anth.raehinonyl-) 2,8-diamino- chry sen kondensierende Mittel einwirken lässt. <B> PATENT CLAIM </B> Process for the production of a nitrogen-containing condensation product, characterized by the fact that one condenses on di- (5'-acetylamino-l'-anth.raehinonyl-) 2,8-diamino-chrysene Means to act. Das stiekstoffhaltige Kondensationspro- dukt bildet ein schwarzbraunes Pulver, das sieh in konzentrierter Schwefelsiiure mit grüner Farbe löst und Baumwolle aus gelb- stichigroter Küpe in kräftig braunen Tönen von vorzüglichen Echtheiten färbt. The condensation product containing carbon forms a black-brown powder which dissolves in concentrated sulfuric acid with a green color and dyes cotton from a yellow-tinged red vat in strong brown tones with excellent fastness properties. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, -dass als kondeneierendes Mit tel hochprozentige Schwefelsäure verwendet wird. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that high-percentage sulfuric acid is used as the condensing agent.
CH222467D 1937-06-21 1937-06-21 Process for the production of a nitrogen-containing condensation product. CH222467A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH222467T 1937-06-21
CH218368T 1938-11-29

Publications (1)

Publication Number Publication Date
CH222467A true CH222467A (en) 1942-07-15

Family

ID=25726158

Family Applications (1)

Application Number Title Priority Date Filing Date
CH222467D CH222467A (en) 1937-06-21 1937-06-21 Process for the production of a nitrogen-containing condensation product.

Country Status (1)

Country Link
CH (1) CH222467A (en)

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