DE568567C - Process for the preparation of acidic wool dyes of the anthraquinone series - Google Patents

Process for the preparation of acidic wool dyes of the anthraquinone series

Info

Publication number
DE568567C
DE568567C DEI40713D DEI0040713D DE568567C DE 568567 C DE568567 C DE 568567C DE I40713 D DEI40713 D DE I40713D DE I0040713 D DEI0040713 D DE I0040713D DE 568567 C DE568567 C DE 568567C
Authority
DE
Germany
Prior art keywords
preparation
anthraquinone series
sulfonic acid
dyes
wool 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
DEI40713D
Other languages
German (de)
Inventor
Dr Erich Kronholz
Dr Konrad Stenger
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 DEI40713D priority Critical patent/DE568567C/en
Application granted granted Critical
Publication of DE568567C publication Critical patent/DE568567C/en
Expired legal-status Critical Current

Links

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated

Landscapes

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

Description

Verfahren zur Darstellung Ton sauren Wollfarbstoffen der Anthrachinonreihe Es wurde gefunden, daß man wertvolle blaugrüne Wollfarbstoffe erhält, wenn man I - Amino-.l-halogenanthrachinon-2-sulfonsäure mit 2Aminofluoren-7-sulfonsäure oder deren Derivaten zur Umsetzung bringt. Die-so erhältlichen neuen Farbstoffe liefern auf Wolle Färbungen von vorzüglichen Echtheitseigenschaften und blaugrünen Nuancen, wie sie bisher mit einheitlichen Farbstoffen dieser Reihe nicht zu erhalten waren. Abkömmlin"e des Fluorens sind noch nicht zu Farbstoffsynthesen in der Anthrachinonreihe verwendet worden, so daß der erzielte Effekt nicht vorauszusehen war.Process for the preparation of clay acidic wool dyes of the anthraquinone series It has been found that valuable blue-green wool dyes are obtained if I - Amino-.l-halogenanthraquinone-2-sulfonic acid with 2Aminofluorene-7-sulfonic acid or brings their derivatives to implementation. Deliver the new dyes available in this way dyeings with excellent fastness properties and blue-green nuances on wool, as they could not previously be obtained with uniform dyes of this series. Derivatives of fluorene are not yet linked to dye syntheses in the anthraquinone series had been used, so that the effect achieved could not be foreseen.

Die 2-:!£minofluoren-7-sulfonsäure ist erhältlich durch Sulfonierung von 2-Nitrofluoren zur 2-Nitrofluoren-7-sulfonsäure undanschließende, Reduktion der Nitrogruppe zur Aminogruppe. Beispiel 4.o Gewichtsteile r - Amino-4.-bromanthrachinon-2-sulfonsäure werden mit 3o Gewichtsteilen 2-aminofluoren-7-sulfonsaurem Natrium in 3oo Gewichtsteilen Wasser unter Zusatz von 16 Gewichtsteilen wasserfreiem Natriumcarbonat und r Teil Kupferchlorür etwa 4. Stunden unter Rückfluß zum Sieden erhitzt. Aus der blaugrünen Lösung wird der Farbstoff durch Zugabe von Natriumchlorid zur Ausscheidung gebracht, filtriert und durch wiederholte Aufnahme in Wasser, Lösen und Klären, gegebenenfalls unter Säurezusatz, gereinigt. Der getrocknete Farbstoff stellt ein dunkles, in Wasser lösliches Pulver dar. Er färbt Wolle aus saurem Bade in bläulichgrünen Tönen an, die eine hervorragende Lichtechtheit besitzen.The 2 -:! £ minofluorene-7-sulfonic acid can be obtained by sulfonating 2-nitrofluorene to 2-nitrofluorene-7-sulfonic acid and then reducing the nitro group to the amino group. Example 4.o parts by weight of r - amino-4-bromoanthraquinone-2-sulfonic acid with 3o by weight of 2-aminofluorene-7-sulphonate sodium in 3oo parts by weight of water with the addition of 1 6 parts by weight of anhydrous sodium carbonate and r part cuprous about 4 hours under Reflux heated to boiling. The dye is precipitated from the blue-green solution by adding sodium chloride, filtered and purified by repeated absorption in water, dissolving and clarifying, optionally with the addition of acid. The dried dye is a dark, water-soluble powder. It dyes wool from an acid bath in bluish-green shades, which have excellent lightfastness.

An Stelle von 2 Aminofluoren-7-sulfonsäure kann man z. B. Chlor-2-aminofluoren-7-sulfOnsäure verwenden, die man durch Chlorieren von 2-Nitrofluoren-7-sulfonsäure und nachherige Reduktion erhalten kann.Instead of 2 aminofluorene-7-sulfonic acid you can, for. B. chloro-2-aminofluorene-7-sulfonic acid use, which can be obtained by chlorinating 2-nitrofluorene-7-sulfonic acid and afterwards Reduction can get.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von blaugrünen Wollfarbstoffen der Anthrachinonreihe, dadurch gekennzeichnet, daß man I Amino - 4. - halogenanthrachinon-2-sulfonsäure mit 2 - Aminofluoren-7-sulfonsäure oder deren Derivaten zur Umsetzung bringt.PATENT CLAIM: Process for the representation of blue-green wool dyes the anthraquinone series, characterized in that I amino - 4. - halogenanthraquinone-2-sulfonic acid with 2 - aminofluorene-7-sulfonic acid or its derivatives to react.
DEI40713D 1931-02-17 1931-02-17 Process for the preparation of acidic wool dyes of the anthraquinone series Expired DE568567C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI40713D DE568567C (en) 1931-02-17 1931-02-17 Process for the preparation of acidic wool dyes of the anthraquinone series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI40713D DE568567C (en) 1931-02-17 1931-02-17 Process for the preparation of acidic wool dyes of the anthraquinone series

Publications (1)

Publication Number Publication Date
DE568567C true DE568567C (en) 1933-01-20

Family

ID=7190377

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI40713D Expired DE568567C (en) 1931-02-17 1931-02-17 Process for the preparation of acidic wool dyes of the anthraquinone series

Country Status (1)

Country Link
DE (1) DE568567C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2499431A (en) * 1946-12-12 1950-03-07 Gen Aniline & Film Corp Anthraquinone acid dyestuffs
US2564654A (en) * 1947-12-17 1951-08-14 Gen Aniline & Film Corp Fluorenonylamino anthraquinone acid dyestuffs

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2499431A (en) * 1946-12-12 1950-03-07 Gen Aniline & Film Corp Anthraquinone acid dyestuffs
US2564654A (en) * 1947-12-17 1951-08-14 Gen Aniline & Film Corp Fluorenonylamino anthraquinone acid dyestuffs

Similar Documents

Publication Publication Date Title
DE568567C (en) Process for the preparation of acidic wool dyes of the anthraquinone series
DE587530C (en) Process for the preparation of acidic dyes of the anthraquinone series
DE415534C (en) Process for the preparation of polymethine dyes
DE484273C (en) Process for the preparation of Kuepen dyes
DE748824C (en) Process for the production of acidic wool dyes
DE700757C (en) en
DE557127C (en) Process for the preparation of a stable, water-soluble sulfuric acid ester of the leuco compound of 4, 6-dichloro-6'-methoxy-bis-thionaphthene-indigo
DE639731C (en) Process for the preparation of a real Kuepen dye
DE503405C (en) Process for the production of wool dyes of the anthraquinone series
DE679293C (en) Process for the preparation of nitro dyes
DE2440206C2 (en) Process for the production of acidic nitro dyes and their use for dyeing leather
DE514518C (en) Process for the preparation of Kuepen dyes of the anthraquinone series
DE514974C (en) Process for the preparation of Kuepen dyes of the pyrenequinone series
DE472488C (en) Process for the preparation of lightfast yellow monoazo dyes
AT103711B (en) Process for the preparation of acidic wool dyes of the anthraquinone series.
DE554586C (en) Process for the preparation of acidic wool dyes
DE352982C (en) Process for the preparation of hydroquinone
DE655487C (en) Process for the production of sulfur dyes
DE542086C (en) Process for the preparation of Kuepen dyes
DE586515C (en) Process for the preparation of derivatives of aminoanthraquinones
DE575582C (en) Process to improve the color of green earth
DE542540C (en) Process for the preparation of a stable, water-soluble yellow sulfuric acid ester
DE474036C (en) Process for the preparation of solid, permanent, water-soluble decoctions of dyes
DE507345C (en) Process for the preparation of N-dihydro-1íñ2íñ2'íñ1'-anthraquinonazine dyes
AT149664B (en) Process for the production of acidic dyes of the naphthophenosafranin series.