DE458710C - Process for the preparation of Kuepen dyes - Google Patents

Process for the preparation of Kuepen dyes

Info

Publication number
DE458710C
DE458710C DEI28753D DEI0028753D DE458710C DE 458710 C DE458710 C DE 458710C DE I28753 D DEI28753 D DE I28753D DE I0028753 D DEI0028753 D DE I0028753D DE 458710 C DE458710 C DE 458710C
Authority
DE
Germany
Prior art keywords
preparation
dyes
parts
dimethyl
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
DEI28753D
Other languages
German (de)
Inventor
Dr Karl Koeberle
Dr Max A Kunz
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
Priority to DEI28753D priority Critical patent/DE458710C/en
Application granted granted Critical
Publication of DE458710C publication Critical patent/DE458710C/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
    • C09B3/00Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/70Benzo-, naphtho-, and anthra-dianthrones
    • C09B3/74Preparation from starting materials already containing the benzo, naphtho-, or anthradianthrone nucleus

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

Description

Verfahren zur Darstellung von Küpenfarbstoffen. In dem Patent .I57 494 ist ein Verfahren zur Darstellung von Küpenfarbstoffen, die wahrscheinlich ms-Anthradianthrone sind, bechrieben, wonach man die nach dem Patent 456 583 erhältlichen Produkte mit Aluminiumchlorid oder Oxydationsmitteln behandelt. Ewurde nun gefunden, claß die gleichen Farbstoffe auch entstehen, wenn rnan 2 # 2'-Dimethyl-tns-napllthodianthron oder dessen Derivate bei An- oder Abwesenheit von I.ö-<ungsmitteln der Einwirkung alkalischer Mittel, z. B. --,#Tatriumcarbonat. Pottasche, Bariumoxvd. Ätzkali oder alkoholisches Kali, unterwirft. Dabei findet wahrscheinlich eine Abspaltung von 4 Wasserstoffatomen statt, die zum Ringsystem des ms Anthradianthrons führt und in folgendem Schema wiedergegeben ist: Die erhaltenen Farbstoffe sind identisch wit den in dem Patent 457 494 beschriebenen.Process for the preparation of vat dyes. In the patent .I57 494 is a process for the preparation of vat dyes, which are probably ms-Anthradianthrone, bechrieben, after treating the products obtainable according to the Patent 5 456 83 with aluminum chloride or oxidizing agents. It has now been found that the same dyes are also formed when 2 # 2'-dimethyl-tns-napllthodianthrone or its derivatives are exposed to alkaline agents in the presence or absence of solvents, e.g. B. -, # Sodium carbonate. Potash, barium oxide Caustic potash, or alcoholic potash, subjects. In the process, 4 hydrogen atoms are likely to be split off, which leads to the ring system of the ms anthradianthrone and is shown in the following scheme: The dyes obtained are identical to those described in the 457,494 patent.

Beispiel I.Example I.

Ein Teil 2 # 2'-Dimeth3-1-ms-naphthodianthron wird bei I Io bis I2o° in eine Schmelze von 5 Teilen Atzkali und 5 Teilen Alkohol eingetragen. Man erwärmt auf I7o bis I75°, hält weitere 6 Stunden bei dieser Temperatur und nimmt die Schmelze mit Wasser auf. Nachdem der gebildete Farbstoff durch Einblasen von Luft ausgefällt ist, saugt man ab. Das erhaltene braune Reaktionsprodukt kann durch Behandeln mit Hypochlorit gereinigt werden. Der F-äl'bstöff löst sich in konzentrierter Schwefelsäure mit violetter Farbe. Er färbt Bäutinwolle aus'-blauvioletter Küpe in licht- und chlorechten goldgelben Tönen an. Beispiel e. Man trägt einen Teil 2 - 2'-Dimethyl-msnaphthodianthron bei 2ro° in eine Schmelze von ro Teilen Ätzkali ein, hält weitere 2 Stunden bei 22o bis 23o° und arbeitet, wie in Beispiel z angegeben, auf. Der erhaltene Farbstoff ist mit dem dort beschriebenen identisch. Beispiel 3. z Teil .4 - 4'-Dichlor-2 - 2'-dimethyl-msnaphthodianthron wird in to Teilen Nitrobenzol während q. Stunden unter Rühren mit to Teilen Pottasche gekocht. Nach dem Erkalten wird abgesaugt und der erhaltene Farbstoff durch Aufkochen mit Wasser vom Kaliumcarbonat getrennt. Er bildet ein braungelbes Pulver, das sich mit violetter Farbe in konzentrierter Schwefelsäure löst und auf Baumwolle aus braunvioletter Küpe orangegelbe Färbungen liefert.A part of 2 # 2'-Dimeth3-1-ms-naphthodianthron is introduced into a melt of 5 parts of caustic potash and 5 parts of alcohol at 110 to 120 °. The mixture is warmed to 170-175 °, held at this temperature for a further 6 hours and the melt is taken up in water. After the dye formed has precipitated by blowing in air, it is filtered off with suction. The brown reaction product obtained can be purified by treating with hypochlorite. The fuel dissolves in concentrated sulfuric acid with a purple color. He dyes cotton wool from a blue-violet vat in light and chlorine-proof golden-yellow tones. Example e. One part of 2-2'-dimethyl-msnaphthodianthrone is introduced at 20 ° in a melt of 80 parts of caustic potash, held for a further 2 hours at 220 to 230 ° and worked on as indicated in Example z. The dye obtained is identical to that described there. Example 3. z part .4-4'-dichloro-2-2'-dimethyl-msnaphthodianthrone is used in to parts of nitrobenzene during q. Cooked for hours while stirring with to parts of potash. After cooling, it is filtered off with suction and the dye obtained is separated from the potassium carbonate by boiling with water. It forms a brownish-yellow powder that dissolves in concentrated sulfuric acid with a violet color and produces orange-yellow colorations on cotton from a brownish-violet vat.

Beispiel q.Example q.

2 - 2'-Dimethyl-ms-naphthodianthron wird in ro Teilen Nitrobenzol unter Rühren während ¢ Stunden mit q. Teilen Bariumoxyd gekocht. Man saugt ab und befreit den gebildeten Farbstoff durch Aufkochen mit verdünnter Salzsäure vom beigemengten Bariumoxyd. Er ist mit dem nach Beispiel r erhaltenen Produkt identisch.2-2'-Dimethyl-ms-naphthodianthrone is nitrobenzene in ro parts with stirring for ¢ hours with q. Share boiled barium oxide. One sucks off and frees the dye formed from the admixed by boiling with dilute hydrochloric acid Barium oxide. It is identical to the product obtained according to Example r.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Küpenfarbstoffen, dadurch gekennzeichnet, daB man 2 - 2'-Dimethyl-ms-naphthodianthron oder dessen Derivate bei An- oder Abwesenheit von Lösungsmitteln mit alkalischen Mitteln behandelt.PATENT CLAIM: Process for the representation of vat dyes, thereby characterized that 2-2'-dimethyl-ms-naphthodianthrone or its derivatives treated with alkaline agents in the presence or absence of solvents.
DEI28753D 1926-08-10 1926-08-10 Process for the preparation of Kuepen dyes Expired DE458710C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI28753D DE458710C (en) 1926-08-10 1926-08-10 Process for the preparation of Kuepen dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI28753D DE458710C (en) 1926-08-10 1926-08-10 Process for the preparation of Kuepen dyes

Publications (1)

Publication Number Publication Date
DE458710C true DE458710C (en) 1928-04-19

Family

ID=7187128

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI28753D Expired DE458710C (en) 1926-08-10 1926-08-10 Process for the preparation of Kuepen dyes

Country Status (1)

Country Link
DE (1) DE458710C (en)

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