CH97366A - Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. - Google Patents

Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate.

Info

Publication number
CH97366A
CH97366A CH97366DA CH97366A CH 97366 A CH97366 A CH 97366A CH 97366D A CH97366D A CH 97366DA CH 97366 A CH97366 A CH 97366A
Authority
CH
Switzerland
Prior art keywords
dye
condensation product
brown
cold
preparation
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 CH97366A publication Critical patent/CH97366A/en

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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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • C09B1/46Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound
    • C09B1/467Dyes with acylated amino groups the acyl groups being residues of cyanuric acid or an analogous heterocyclic compound attached to two or more anthraquinone rings

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

Description

  

  Verfahren zur Darstellung eines als     Farbstoff    und     Farbstoffzwischenprodukt     verwendbaren     Kondensationsproduktes    der     Anthrachinonreihe.       Es     -wurde    gefunden, dass man ein neues,  als Farbstoff und     Farbstoffzwischenprodukt          verwendbares    Kondensationsprodukt der     An-          thrachinonreilie    erhält, wenn man     Cyanur-          chlorid    und     1.5-Diaminoanthrachinon    mit  einander umsetzt, und zwar unter Anwendung  von über einem Molekül des letzteren auf je  ein Molekül des ersteren.

           Beispiel:       72 Teile     1.5-Diaminoanthrachinon,   <B>18</B>       'feile        Cyanurchlorid    werden in     Nitrotoluol     <B>. f</B> 190 bis 195   erwärmt, etwa eine Stunde.

         #    au  bei dieser Temperatur gehalten und dann       w        ährend        L        etwa        12        Stunden        bis        z        11        m        Sieden     des     Nitrotoluols    erhitzt.

   Nach Abkühlen der  Reaktionsmasse wird filtriert, das zurück  bleibende     Kondensationsprodukt    mit     Nitro-          tohzol,    sowie Alkohol     gej;-a        sclieri    und wenn  nötig noch einer Reinigung unterzogen.

    Trocken stellt es ein rotbraunes Pulver dar,  ist unlöslich in Wasser, wenig löslich in kal  tem und heissen- Alkohol, desgleichen in kal  tem Chlorbenzol, mässig löslich in heissem         Chlorbenzol    und kaltem     Nitrobenzol    und  mit     braunroter        Farbe.        Seine    Lösung in kal  ter konzentrierter Schwefelsäure ist     braun;          beim        -\Terküpen        desselben    wird eine braune       Lösung    erhalten, aus der Baumwolle sich in  rotbraunen Tönen     anfärben        li@.sst.  



  Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. It has been found that a new condensation product of the anthrachinone line which can be used as a dye and dye intermediate is obtained if cyanuric chloride and 1,5-diaminoanthraquinone are reacted with one another using more than one molecule of the latter for one molecule each the former.

           Example: 72 parts of 1,5-diaminoanthraquinone, <B> 18 </B> 'file cyanuric chloride are in nitrotoluene <B>. f 190 to 195 heated, about an hour.

         # is kept at this temperature and then heated for about 12 hours to about 11 m boiling of the nitrotoluene.

   After the reaction mass has cooled, it is filtered, the remaining condensation product with nitro-tohzol and alcohol gej; -a sclieri and, if necessary, subjected to purification.

    When dry, it is a red-brown powder, is insoluble in water, slightly soluble in cold and hot alcohol, also in cold chlorobenzene, moderately soluble in hot chlorobenzene and cold nitrobenzene and has a brownish-red color. Its solution in cold concentrated sulfuric acid is brown; with the vat of the same a brown solution is obtained, from which cotton can be dyed in red-brown tones.

 

Claims (1)

<B>PATENTANSPRUCH:</B> -\Terfahren zur Darstellung eines als r'arb- stoff und Farbstoffzwischenprodukt ver- ivendbaren Kondensationsproduktes der Ai- thrachinonreihe, darin bestehend, dass man Cyanurchlorid und 1. 5-Diaininoanthraclii- non miteinander umsetzt, und zwar unter A.n-,vendung von über einem Molekül des letz teren auf, je ein Molekül des ersteren. PATENT CLAIM: A process for the preparation of a condensation product of the aithrachinone series which can be used as a dye and intermediate dye, consisting in reacting cyanuric chloride and 1,5-diaininoanthraclionon with one another, and while using over one molecule of the latter, one molecule of the former. Das neue Kondensationsprodukt stellt ein rot braunes Pulver dar, ist unlöslich in Wasser, wenig löslich in kaltem und heissem Alkohol, desgleichen in kaltem Chlorbenzol, mässig löslich in heissem Chlorbenzol und kaltem Nitrobenzol, und ziemlich gut löslich in sie ziemlich gut löslich in siedendem Nitrobenzol elendem Nitrobenzol mit braunroter rarl1P. Seine Lösung in halten konzentrierter Schwe felsäure ist braun, beim Verhüpen desselben wird eine braune Lösung erhalten, aus der I3a,izM-\, The new condensation product is a red-brown powder, is insoluble in water, sparingly soluble in cold and hot alcohol, likewise in cold chlorobenzene, moderately soluble in hot chlorobenzene and cold nitrobenzene, and fairly soluble in them, fairly soluble in boiling nitrobenzene miserable Nitrobenzene with brownish red rarl1P. Its solution in concentrated sulfuric acid is brown; if it is prevented, a brown solution is obtained from which I3a, izM- \, #7olle sich in rotbraunen Tönen anfar- b,n lasst. # 7olle be colored in red-brown tones, n let.
CH97366D 1921-05-30 1921-05-30 Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate. CH97366A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH97366T 1921-05-30
CH97059T 1921-05-30

Publications (1)

Publication Number Publication Date
CH97366A true CH97366A (en) 1923-02-01

Family

ID=25705189

Family Applications (1)

Application Number Title Priority Date Filing Date
CH97366D CH97366A (en) 1921-05-30 1921-05-30 Process for the preparation of a condensation product of the anthraquinone series which can be used as dye and dye intermediate.

Country Status (1)

Country Link
CH (1) CH97366A (en)

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