DE523626C - Process for the preparation of brown Kuepen dyes of the anthraquinone series - Google Patents

Process for the preparation of brown Kuepen dyes of the anthraquinone series

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Publication number
DE523626C
DE523626C DE1930523626D DE523626DD DE523626C DE 523626 C DE523626 C DE 523626C DE 1930523626 D DE1930523626 D DE 1930523626D DE 523626D D DE523626D D DE 523626DD DE 523626 C DE523626 C DE 523626C
Authority
DE
Germany
Prior art keywords
brown
anthraquinone series
preparation
elimination
carboxylic acid
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DE1930523626D
Other languages
German (de)
Inventor
Dr Werner Zerweck
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
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
Application granted granted Critical
Publication of DE523626C publication Critical patent/DE523626C/en
Expired legal-status Critical Current

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Description

Verfahren zur Darstellung brauner Küpenfarbstoffe der Anthrachinonreihe In dem Hauptpatent ist ein Verfahren zur Herstellung brauner Küpenfarbstoffe der Anthrachinonreihe beschrieben, welches darin besteht, daß man Aminoantbracene mit i-Chloranthrachinon-2-carbonsäure zu den entsprechenden Acridonen kondensiert.Process for the preparation of brown vat dyes of the anthraquinone series In the main patent, a method for producing brown vat dyes is the Anthraquinone series described, which consists in the fact that one Aminoantbracene with i-Chloranthraquinone-2-carboxylic acid condensed to the corresponding acridones.

Es wurde nun gefunden, daß man zu den gleichen Produkten gelangt, wenn man in diesem Verfahren an Stelle der i-Chloranthrachinon-2-carbonsäure i-Nitroanthrachinon-2-carbonsäure als Ausgangsmaterial verwendet. .Man kann in diesem Falle in gleicher Weise tvie im Hauptpatent beschrieben die Kondensation entweder in einer Stufe direkt bis zum entsprechenden Acridon durchführen oder auch zunächst die entsprechende Anthracyli-aminoanthrachinon-2-carbonsäure herstellen und diese dann unter Wasserabspaltung oder gegebenenfalls nach vorheriger Überführung in das entsprechende Chlorid unter Chlorwasserstoffabspaltung in das Acridon überführen. Die vorliegende Abänderung der Methode des Hauptpatentes -bietet den Vorteil, daß die Kondensation eine wesentlich kürzere Zeit beansprucht.It has now been found that one arrives at the same products if in this process i-nitroanthraquinone-2-carboxylic acid instead of i-chloroanthraquinone-2-carboxylic acid used as starting material. In this case, you can tvie in the main patent described the condensation either in one stage directly up to carry out the corresponding acridon or first the corresponding anthracylaminoanthraquinone-2-carboxylic acid produce and then with elimination of water or, if necessary, after previous Conversion into the corresponding chloride with elimination of hydrogen chloride in the Transfer Acridon. The present modification of the method of the main patent offers the advantage that the condensation takes a much shorter time.

Beispiel 6 Teile i-1Titroanthrachinon-2-carbonsäure werden mit 3,9 Teilen ß-Anthramin in 84 Teilen Nitrobenzol unter Zusatz von 2,¢ Teilen Borsäure % Stunde auf ungefähr 2oo° erhitzt. Nach Erkalten wird der in guter Ausbeute gebildete Acridonfarbstoff abfiltriert, mit Nitrobenzol und Sprit gewaschen und getrocknet. Er ist identisch mit dem im Beispiel i des Hauptpatents beschriebenen Produkt.Example 6 parts of i-1-Titroanthraquinone-2-carboxylic acid are 3.9 Parts of ß-anthramine in 84 parts of nitrobenzene with the addition of 2. [parts of boric acid Heated to about 2oo ° for% hour. After cooling, that is formed in good yield Acridone dye was filtered off, washed with nitrobenzene and fuel and dried. It is identical to the product described in example i of the main patent.

Claims (2)

PATENTANSPRÜCHE: i. Abänderung des Verfahrens des Hauptpatentes 517846 zur Herstellung brauner Küpenfarbstoffe der Anthrachinonreihe, dadurch gekennzeichnet, daß man Aminoanthracene mit i-Nitroanthrachinon-2-carbonsäure kondensiert und die erhaltenen Anthracyl-i-aminoanthrachinOn-2-carbonsäuren durch Einwirkung von sauren Kondensationsmitteln unter Wasserabspaltung bzw. gegebenenfalls nach vorheriger überführung in das entsprechende Säurechlorid unter Chlorwasserstoffabspaltung in Acridone überführt. PATENT CLAIMS: i. Modification of the procedure of the main patent 517846 for the production of brown vat dyes of the anthraquinone series, characterized in that that aminoanthracenes are condensed with i-nitroanthraquinone-2-carboxylic acid and the obtained anthracyl-i-aminoanthraquinOn-2-carboxylic acids by the action of acidic Condensation agents with elimination of water or, if necessary, after prior conversion into the corresponding acid chloride with elimination of hydrogen chloride in Acridone transferred. 2. Ausführungsform des Verfahrens nach Anspruch i, dadurch gekennzeichnet, daß man die beiden Phasen der Reaktion in einem einzigen Arbeitsgang durchführt.2. Embodiment of the method according to claim i, characterized in that that one carries out the two phases of the reaction in a single operation.
DE1930523626D 1930-03-25 1930-03-25 Process for the preparation of brown Kuepen dyes of the anthraquinone series Expired DE523626C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE523626T 1930-03-25

Publications (1)

Publication Number Publication Date
DE523626C true DE523626C (en) 1931-04-25

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Family Applications (1)

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DE1930523626D Expired DE523626C (en) 1930-03-25 1930-03-25 Process for the preparation of brown Kuepen dyes of the anthraquinone series

Country Status (1)

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DE (1) DE523626C (en)

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