CH218368A - 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
CH218368A
CH218368A CH218368DA CH218368A CH 218368 A CH218368 A CH 218368A CH 218368D A CH218368D A CH 218368DA CH 218368 A CH218368 A CH 218368A
Authority
CH
Switzerland
Prior art keywords
condensation product
nitrogen
production
sulfuric acid
containing condensation
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 CH218368A publication Critical patent/CH218368A/en

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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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes 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
    • C09B5/26—Carbazoles of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

  Verfahren     zur#Herstellung    eines     stickstoffhaltigen    Kondensationsproduktes.    Es wurde gefunden, dass ein Stickstoff  haltiges Kondensationsprodukt hergestellt  werden kann, wenn man auf     Di-(5'-benzoyl-          amino-1'-anthrachinonyl-)2,8-diaminochrysen     kondensierende Mittel einwirken lässt. Be  zifferung des     Chrysens     
EMI0001.0006     
    Das so in sehr guter Ausbeute erhält  liche stickstoffhaltige Kondensationsprodukt  bildet ein braunes Pulver, das sich in kon  zentrierter Schwefelsäure mit grüner Farbe  löst und pflanzliche Faser, wie zum Beispiel  Baumwolle, aus rotgelber     Küpe    in kräftigen,  reinen gelbbraunen Tönen färbt.

   Die erziel  ten Färbungen sind sehr gut wasch-,     chlor-          sowie        beuchecht    und weisen insbesondere  auch eine vorzügliche Lichtechtheit auf.    Die     Einwirkung    kondensierender Mittel,  die oxydierend wirken können, wie zum Bei  spiel Aluminiumchlorid, gegebenenfalls in  Gegenwart organischer Säurechloride und  von     Verdünnungs-    oder Lösungsmitteln, kann  bei höherer oder niederer Temperatur erfol  gen. Als Kondensationsmittel besonders ge  eignet sind Schwefelsäure und ihre Derivate,  die zweckmässig bei niederer     Temperatur    an  gewandt werden.

   Sehr wahrscheinlich werden  bei der Einwirkung kondensierender Mittel       Karbazolringe        gebildet.     



  Das neue stickstoffhaltige Kondensations  produkt kann durch ein- oder mehrmaliges  Kristallisieren aus organischen Lösungsmit  teln oder durch Behandlung mit oxydieren  den Mitteln, wie zum Beispiel     Alkalinitrit-          lösung    in saurem     Medium,        Alkalihypochlorit-          lösung    oder     Perboratlösung,    gereinigt wer  den. Hierbei wird die schon an der Luft er  folgende Oxydation allfällig entstandener       wasserstoffreicherer    Zwischenprodukte zu  Ende geführt.

        <I>Beispiel:</I>  46 Teile     Di-(5'-benzoylamino-1'-anthra-          ehinonyl-)2,8-.diaminoehrysen    werden bei  einer Temperatur von<B>0-6'</B> in 442 Teile  96 %     ige    Schwefelsäure eingetragen und 21       Stunden    bei<B>0-5'</B> gerührt. Hierauf wird in  Fis, dem 9 Teile     Natriumnitrit    zugefügt  worden sind, eingetragen und 21 Stunden  kräftig gerührt. Dann wird filtriert, mit  'Wasser     ausgewaschen    und getrocknet.



  Process for # production of a nitrogen-containing condensation product. It has been found that a nitrogen-containing condensation product can be produced if di- (5'-benzoylamino-1'-anthraquinonyl) 2,8-diaminochrysenic condensing agents are allowed to act. Numbering of chrysene
EMI0001.0006
    The nitrogenous condensation product obtained in this way in very good yield forms a brown powder, which dissolves in concentrated sulfuric acid with a green color and dyes vegetable fibers, such as cotton, from a red-yellow vat in strong, pure yellow-brown tones.

   The dyeings achieved are very good wash, chlorine and beech fast and, in particular, have excellent lightfastness. The action of condensing agents, which can have an oxidizing effect, such as, for example, aluminum chloride, optionally in the presence of organic acid chlorides and diluents or solvents, can take place at higher or lower temperatures. Sulfuric acid and its derivatives are particularly suitable as condensing agents be used at low temperature.

   Carbazole rings are very likely to be formed upon exposure to condensing agents.



  The new nitrogen-containing condensation product can be purified by crystallizing it once or several times from organic solvents or by treating it with oxidizing agents, such as alkali metal nitrite solution in an acidic medium, alkali metal hypochlorite solution or perborate solution. In this case, the subsequent oxidation in the air of any hydrogen-rich intermediate products that may have arisen is brought to the end.

        <I> Example: </I> 46 parts of di- (5'-benzoylamino-1'-anthraquinonyl-) 2,8-.diaminoehrysen are at a temperature of <B> 0-6 '</B> in Added 442 parts of 96% sulfuric acid and stirred for 21 hours at <B> 0-5 '</B>. It is then introduced into Fis to which 9 parts of sodium nitrite have been added and stirred vigorously for 21 hours. It is then filtered, washed out with water and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines stick stoffhaltigen Kondensationsproduktes, da durch gekennzeichnet, dass man auf Di- (s5'-benzoylarnino- l'-anthraehinonyl-)2,8-di- aminoehrvsen kondensierende Mittel ein- wirken lässt. PATENT CLAIM: A process for the production of a nitrogen-containing condensation product, characterized in that di- (s5'-benzoylamino- l'-anthraquinonyl-) 2,8-di-amino acid condensing agents are allowed to act. Das so in sehr guter Ausbeute erhä1t- liehe stickstoffhaltige Kondensationsprodukt bildet ein braunes Pulver, das sich in kon zentrierter Schwefelsäure mit grüner Farbe löst und pflanzliche Faser, wie zum Beispiel Baumwolle, aus rotgelber Küpe in kräftigen, reinen gelbbraunen Tönen färbt. Die erziel ten Färbungen sind sehr gut wasch-, chlor- sowie beuchecht und weisen insbesondere auch eine vorzügliche Lichtechtheit auf. The nitrogenous condensation product obtained in this way in very good yield forms a brown powder which dissolves in concentrated sulfuric acid with a green color and dyes vegetable fibers, such as cotton, from a red-yellow vat in strong, pure yellow-brown tones. The dyeings achieved are very good wash, chlorine and beech fast and, in particular, have excellent lightfastness. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass als kondensierendes Mit tel hochprozentige Schwefelsäure verwendet wird. SUBClaim: Method according to claim, characterized in that high percentage sulfuric acid is used as the condensing agent.
CH218368D 1938-11-29 1937-06-21 Process for the production of a nitrogen-containing condensation product. CH218368A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH218368T 1938-11-29

Publications (1)

Publication Number Publication Date
CH218368A true CH218368A (en) 1941-12-15

Family

ID=4450584

Family Applications (1)

Application Number Title Priority Date Filing Date
CH218368D CH218368A (en) 1938-11-29 1937-06-21 Process for the production of a nitrogen-containing condensation product.

Country Status (1)

Country Link
CH (1) CH218368A (en)

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