CH201961A - Process for the preparation of a vat dye of the 4,5,9,10-dibenzopyrene-3,8-quinone series. - Google Patents

Process for the preparation of a vat dye of the 4,5,9,10-dibenzopyrene-3,8-quinone series.

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Publication number
CH201961A
CH201961A CH201961DA CH201961A CH 201961 A CH201961 A CH 201961A CH 201961D A CH201961D A CH 201961DA CH 201961 A CH201961 A CH 201961A
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CH
Switzerland
Prior art keywords
dibenzopyrene
preparation
quinone
vat dye
quinone series
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH201961A publication Critical patent/CH201961A/en

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Description

  

  Verfahren zur Herstellung eines     Küpenfarbstoffes    der     4,6,9,10-Dibenzopyren-,          3,8-chinonreihe.       Es wurde gefunden, dass man einen wert  vollen     güpenfarbstoff    erhält, wenn man 5',       6'-Phthaloyl-2-oxy-4,    5,     9,10-dib        enzopyren-3,        8-          uhinon    mit einem     methylierenden    Mittel be  handelt.  



  Die als     Ausgangsstoff    dienende     Ogyver-          bindung    kann nach dem Verfahren des  Schweizer Patentes     Nr.200067    hergestellt  werden. Als     methylierendes    Mittel kommen  z. B.     Dimethylsulfat    und die     Methylester    der  Schwefelsäure und von     Sulfonsäuren    in Be  tracht.  



  Der neue     güpenfarbstoff    liefert auf Baum  wolle Färbungen und Drucke in leuchtend  orangen Tönen von guten Echtheitseigen  schaften.  



  <I>Beispiel:</I>  10 Teile     5',6'-Phthaloyl-2-ogy-4,5,9,10-          dibenzopyren-3,8-chinon    werden mit 20 Teilen       Dimethylsulfat    innig vermengt. Das Ge  menge wird im Verlaufe von 2 Stunden an  teilsweise in ein siedendes Gemisch von 250    Teilen     Trichlorbenzol    und 15 Teilen Kalium  carbonat eingetragen. Man hält das Gemisch  einige Stunden lang im Sieden, bis kein  unveränderter     Ausgangsstoff    mehr nachweis  bar ist. Dann lässt man erkalten, filtriert ab  und befreit den Rückstand in der üblichen  Weise vom anhaftenden Lösungsmittel.

   Der  so erhaltene     Methyläther    kann durch Um  kristallisieren aus Nitrobenzol gereinigt wer  den, aus dem er in Form langer, orangefarbiger,  in Schwefelsäure karminrot löslicher Nadeln  erhalten wird. Er färbt aus karminroter     güpe     Baumwolle in leuchtend orangen Tönen von  vorzüglichen Echtheitseigenschaften.  



  Dieselbe Verbindung wird erhalten, wenn  man an Stelle von     Dimethylsulfat        p-Toluol-          sulfonsätire-methylester    verwendet.



  Process for the preparation of a vat dye of the 4,6,9,10-dibenzopyrene, 3,8-quinone series. It has been found that a valuable high-quality dye is obtained if 5 ', 6'-phthaloyl-2-oxy-4, 5, 9,10-dib enzopyrene-3, 8-uhinone is treated with a methylating agent.



  The Ogy compound used as the starting material can be produced according to the process of Swiss Patent No. 200067. As a methylating agent such. B. Dimethyl sulfate and the methyl esters of sulfuric acid and sulfonic acids in Be tracht.



  The new güpen dye provides dyeings and prints on cotton in bright orange tones with good fastness properties.



  <I> Example: </I> 10 parts of 5 ', 6'-phthaloyl-2-ogy-4,5,9,10-dibenzopyrene-3,8-quinone are intimately mixed with 20 parts of dimethyl sulfate. The Ge amount is entered in the course of 2 hours in part in a boiling mixture of 250 parts of trichlorobenzene and 15 parts of potassium carbonate. The mixture is kept boiling for a few hours until no more unchanged starting material can be detected. The mixture is then allowed to cool, filtered off and the residue is freed from adhering solvent in the usual way.

   The methyl ether obtained in this way can be purified by recrystallizing from nitrobenzene, from which it is obtained in the form of long, orange-colored needles soluble in carmine red in sulfuric acid. It dyes carmine-red güpe cotton in bright orange tones with excellent fastness properties.



  The same compound is obtained if p-toluenesulfonate methyl ester is used instead of dimethyl sulfate.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen güpenfarbstoffes der 4,5,9,10-Dibenzopyren- 3,8-chinonreihe, dadurch gekennzeichnet, dass man 5',6'-Yhthaloyl-2-ogy-4,5,9,10-dibenzo- pyren-3,8-chinon mit einem methylierenden Mittel behandelt. Er bildet eine karminrote Küpe und liefert auf Baumwolle Färbungen und Drucke in leuchtend orangen Tönen von guten Echt heitseigenschaften. PATENT CLAIM: Process for the production of a new quality dye of the 4,5,9,10-dibenzopyrene-3,8-quinone series, characterized in that 5 ', 6'-yhthaloyl-2-ogy-4,5,9,10- treated dibenzopyrene-3,8-quinone with a methylating agent. It forms a carmine-red vat and provides dyeings and prints on cotton in bright orange tones with good fastness properties.
CH201961D 1936-09-30 1937-07-17 Process for the preparation of a vat dye of the 4,5,9,10-dibenzopyrene-3,8-quinone series. CH201961A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE201961X 1936-09-30

Publications (1)

Publication Number Publication Date
CH201961A true CH201961A (en) 1938-12-31

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ID=5768943

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201961D CH201961A (en) 1936-09-30 1937-07-17 Process for the preparation of a vat dye of the 4,5,9,10-dibenzopyrene-3,8-quinone series.

Country Status (1)

Country Link
CH (1) CH201961A (en)

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