DE410011C - Process for the preparation of sulfur-containing dyes from the dibenzanthrone series - Google Patents

Process for the preparation of sulfur-containing dyes from the dibenzanthrone series

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Publication number
DE410011C
DE410011C DEF53851D DEF0053851D DE410011C DE 410011 C DE410011 C DE 410011C DE F53851 D DEF53851 D DE F53851D DE F0053851 D DEF0053851 D DE F0053851D DE 410011 C DE410011 C DE 410011C
Authority
DE
Germany
Prior art keywords
preparation
sulfur
containing dyes
series
dibenzanthrone
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
DEF53851D
Other languages
German (de)
Inventor
Dr Karl Schirmacher
Dr Karl Zahn
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Priority to DEF53851D priority Critical patent/DE410011C/en
Application granted granted Critical
Publication of DE410011C publication Critical patent/DE410011C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/22—Dibenzanthrones; Isodibenzanthrones
    • C09B3/30—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus

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

Description

Verfahren zur Darstellung schwefelhaltiger Küpenfarbstoffe der Dibenzanthronreibe. Behandelt man Aminobenzanthrone mit Chlorschwefel und die so entstehenden Reaktionsprodukte darauf mit Alkalien, gegebenenfalls unter Zusatz von Reduktionsmitteln. so erhält man Aminobenzanthroninercaptane, aus denen sich weiter durch AlkvIierung Aminobenzanthronthioäther herstellen lassen.Process for the preparation of sulphurous vat dyes from dibenzanthrone graters. If aminobenzanthrones are treated with chlorosulfur and the resulting reaction products then with alkalis, optionally with the addition of reducing agents. so receives one aminobenzanthronine captans, from which aminobenzanthron thioether is further formed by alkification can be produced.

Diese Aminothioäther sind leicht diazotierbar und der Diazorest gegen Halogen bzw. gegen Wasserstoff austauschbar.These amino thioethers are easily diazotized and the diazo radical against Halogen or exchangeable for hydrogen.

Es wurde nun gefunden, daß man aus den ,#o erhältlichen Thioäthern oder Halogenthio-'11liern (- wirkung < ler Benzanthrone durch Ein 1-on schmelzenden Alkalien neue schwefelhaltige Küperifarbstoffe erhält, welche neben großer Verwandtschaft zur Faser besondere Echtheiten aufweisen. Überraschenderweise bleiben bei dem Schmelzprozeß die Alkylthio--,vas in keiner ",rtippen als solche bestehen, \Veise erwartet werden konnte. B e i s p i e 1 c : i. io Teile BZ-2-MethVlthiobenzanthron (dargestellt durch Entamidieren des Bz-2--Metllvltliio - Bz - i - aininobenzanthrons vom Schmelzpunkt :2oo bis :2o:2') werden bei 140 bis i5o'> unter Rühren in ein geschmolzenes Gemisch von 6o Teilen Ätzkali und 2o Tei-Icil Alkohol eingetragen. Man steigert allinählich die Temperatur auf i8o0 und erhitzt so lange, bis keine Zunahme der Farbstoffbildung mehr zu beobachten ist. Die Schmelze wird mit Wasser ausgekocht, heiß angesaugt und gewaschen. Der erhaltene Farbstoff stellt eine blauschwarze Paste dar, die sich in alkalischem Hydrosulfit zu einer dunkelblauen Küpe löst, mit welcher auf Baum-,volle räftige - ünlichblaue Färbungen von guter k 1 r zn t' Echtheit erzielt werden.It has now been found that thioethers available from, # o or Halogenthio-'11liern (-. Effective <ler benzanthrones by a one-on-melting alkalis new sulfur Küperifarbstoffe receives which have special next great affinity to the fiber fastness Surprisingly stay with the melting process, the alkylthio -, vas "in no rtippen as such exist, \ Veise could be expected B ice p y 1 c: i io parts BZ-2-MethVlthiobenzanthron (represented by Entamidieren of Bz-2 - Metllvltliio.. - Bz - i - ainobenzanthrons with a melting point: 2oo to: 2o: 2 ') are introduced into a molten mixture of 60 parts of caustic potash and 2o parts of alcohol at 140 to 15o'> with stirring heated until no further increase in the formation of dyestuff can be observed. The melt is boiled with water, sucked in hot and washed. The dyestuff obtained is a blue-black paste, which is dissolves in an alkaline hydrosulfite to a dark blue vat with which to pruning full räftige - ünlichblaue dyeings of good k 1 r t zn 'fastness are obtained.

2. In eine Schmelze aus 5oTeilen Ätzkali und 3o Teilen Alkohol trägt man bei 13o bis i 4o' 6 Teile Bz-2-Methvlthio-Bz-i-chlorhenzanihron (erhältlich aus Bz-2-1#lethvlthio-Bz-i-aininobenzanthron vom Schmelzpunkt 200 bis :202' nach bekannten Methoden durch Diazotieren und Umsetzen mit Salzsäure und Kupferchlorür) ein und hält etwa Ih Stunde auf dieser Temperatur. Die Aufarbeitung cr S ele chieht wie in Beispiel i angegeben. Der so gewonnene Farbstoff liefert gleichfalls 271 Z, eine blaue Küpe, und die daraus erhaltenen Färbungen sind denen des im vorigen Beispiel beschriebenen Farbstoffes ähnlich.2. In a melt of 50 parts of caustic potash and 3o parts of alcohol, 130 to 14o ' 6 parts of Bz-2-Methvlthio-Bz-i-chlorhenzanihrone (obtainable from Bz-2-1 # lethvlthio-Bz-i-aininobenzanthron from Melting point 200 to 202 'according to known methods by diazotizing and reacting with hydrochloric acid and copper chloride) and keeps at this temperature for about 1 hour. The work-up is carried out as indicated in Example i. The dye obtained in this way also gives 271 Z, a blue vat, and the colorations obtained therefrom are similar to those of the dye described in the previous example.

Claims (1)

PATENT-ANSPRUCH: Verfahren zur Darstellung schwefelhaltiger Küpenfarbstoffe der Dibenzanthronreihe, darin bestehend, daß man Thioäther oder Halogenthioäther der Benzanthronreihe mit Alkalien in der Hitze behandelt.PATENT CLAIM: Process for the preparation of sulphurous vat dyes the dibenzanthrone series, consisting in the fact that one thioether or halogen thioether of the benzanthrone series treated with alkalis in the heat.
DEF53851D 1923-04-04 1923-04-04 Process for the preparation of sulfur-containing dyes from the dibenzanthrone series Expired DE410011C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF53851D DE410011C (en) 1923-04-04 1923-04-04 Process for the preparation of sulfur-containing dyes from the dibenzanthrone series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF53851D DE410011C (en) 1923-04-04 1923-04-04 Process for the preparation of sulfur-containing dyes from the dibenzanthrone series

Publications (1)

Publication Number Publication Date
DE410011C true DE410011C (en) 1925-02-18

Family

ID=7106647

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF53851D Expired DE410011C (en) 1923-04-04 1923-04-04 Process for the preparation of sulfur-containing dyes from the dibenzanthrone series

Country Status (1)

Country Link
DE (1) DE410011C (en)

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