DE531014C - Process for the preparation of Kuepen dyes - Google Patents

Process for the preparation of Kuepen dyes

Info

Publication number
DE531014C
DE531014C DE1930531014D DE531014DD DE531014C DE 531014 C DE531014 C DE 531014C DE 1930531014 D DE1930531014 D DE 1930531014D DE 531014D D DE531014D D DE 531014DD DE 531014 C DE531014 C DE 531014C
Authority
DE
Germany
Prior art keywords
preparation
acid
dyes
weight
kuepen dyes
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
DE1930531014D
Other languages
German (de)
Inventor
Dr Heinrich Greune
Dr Gerhard Langbein
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 DE531014C publication Critical patent/DE531014C/en
Expired legal-status Critical Current

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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
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/62Cyclic imides or amidines of peri-dicarboxylic acids of the anthracene, benzanthrene, or perylene series

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Darstellung von Küpenfarbstoffen Das Hauptpatent 503 404 betrifft ein Verfahren zur Darstellung von neuen Küpenfarbstoffen, bei welchem eine Benzanthronperidicarbonsäure oder das Anhydrid einer solchen Säure mit einer aromatischen o-Diaminoverbindung kondensiert wird.Process for the preparation of vat dyes The main patent 503 404 relates to a method for the preparation of new vat dyes, in which a benzanthrone peridicarboxylic acid or the anhydride of such an acid with a aromatic o-diamino compound is condensed.

Es wurde nun gefunden, daß sich Benzanthronperidicarbonsäuren oder deren Anhydride auch mit aromatischen o-Nitroaminoverbindungen kondensieren lassen. Die so erhaltenen Kondensationsprodukte können reduziert werden und lassen sich zu den nach dem Verfahren des Hauptpatents 503 404 erhältlichen Farbstoffen kondensieren. In manchen Fällen tritt die Kondensation bereits bei der Reduktion ein.It has now been found that benzanthrone peridicarboxylic acids or their anhydrides can also be condensed with aromatic o-nitroamino compounds. The condensation products obtained in this way can be reduced and can be condensed into the dyes obtainable by the process of main patent 503 404. In some cases, condensation occurs as early as the reduction.

Die Reduktion kann sowohl in saurer Lösung wie auch in alkalischer Lösung durchgeführt werden.The reduction can take place in an acidic solution as well as in an alkaline one Solution to be carried out.

Beispiel 6 Gewichtsteile Benzanthronperidcarbonsäureanhydrid, 3 Gewichtsteile o-Nitranilin, 5o Gewichtsteile Nitrobenzol, 5 Gewichtsteile Eisessig, i Gewichtsteil Natriumacetat werden mehrere Stunden zum Sieden erhitzt. Nach dem Erkalten saugt man ab, wäscht mit heißem Sprit und kocht zur Entfernung überschüssiger Benzanthronperidicarbonsäure mit verdünntem Alkali aus.Example 6 parts by weight of benzanthron peridecarboxylic acid anhydride, 3 parts by weight o-Nitraniline, 50 parts by weight of nitrobenzene, 5 parts by weight of glacial acetic acid, 1 part by weight Sodium acetate is heated to the boil for several hours. Sucks after cooling it is washed off, washed with hot fuel and boiled to remove excess benzanthrone peridicarboxylic acid with diluted alkali.

Man erhält ein gelbes Pulver, das aus Nitrobenzol umkristallisiert den F.348 bis 349° zeigt. Die Lösungsfarbe in konzentrierter Schwefelsäure ist rot. Der Körper gibt eine gelbrote Küpe, aus der beim Ausblasen ein gelbes Produkt ausfällt. Erhitzt man dieses Produkt in Eisessig zum Sieden, dann erhält man einen Farbstoff, der mit dem nach Beispiel i des Hauptpatents erhältlichen Farbstoff identisch ist.A yellow powder is obtained which recrystallizes from nitrobenzene shows the F.348 to 349 °. The solution color in concentrated sulfuric acid is red. The body gives a yellow-red vat from which a yellow product precipitates when blown out. If you heat this product to the boil in glacial acetic acid, you get a dye, which is identical to the dye obtainable according to Example i of the main patent.

Erhitzt man den Körper in Eisessig mit etwas Zinnchlorür und setzt dann Natriumacetat zu, so erhält man den Farbstoff in einer Operation.You heat the body in glacial acetic acid with a little tin chloride and set then add sodium acetate to obtain the dye in one operation.

Claims (1)

PATENTANSPRUCH: Abänderung des Verfahrens zur Darstellung von Küpenfarbstoffen nach Patent 503 404, dadurch gekennzeichnet, daß Benzanthronperidicarbonsäuren oder deren Anhydride mit aromatischen o-Nitroaminoverbindungen kondensiert und die so erhaltenen Kondensationsprodukte reduziert werden. PATENT CLAIM: Modification of the process for the preparation of vat dyes according to Patent 503 404, characterized in that benzanthrone peridicarboxylic acids or their anhydrides are condensed with aromatic o-nitroamino compounds and the condensation products thus obtained are reduced.
DE1930531014D 1930-02-08 1930-02-08 Process for the preparation of Kuepen dyes Expired DE531014C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE531014T 1930-02-08

Publications (1)

Publication Number Publication Date
DE531014C true DE531014C (en) 1931-08-03

Family

ID=6554751

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1930531014D Expired DE531014C (en) 1930-02-08 1930-02-08 Process for the preparation of Kuepen dyes

Country Status (1)

Country Link
DE (1) DE531014C (en)

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