DE611814C - Process for the production of azo dyes - Google Patents

Process for the production of azo dyes

Info

Publication number
DE611814C
DE611814C DEI47740D DEI0047740D DE611814C DE 611814 C DE611814 C DE 611814C DE I47740 D DEI47740 D DE I47740D DE I0047740 D DEI0047740 D DE I0047740D DE 611814 C DE611814 C DE 611814C
Authority
DE
Germany
Prior art keywords
radical
production
azo dyes
dyes
weight
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
DEI47740D
Other languages
German (de)
Inventor
Dr Gerhard Schrader
Dr Hugo Schweitzer
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 DEI47740D priority Critical patent/DE611814C/en
Application granted granted Critical
Publication of DE611814C publication Critical patent/DE611814C/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Description

Verfahren zur Herstellung von Azofarbstoffen Gegenstand des Hauptpatents 593 632 ist ein Verfahren zur Herstellung von Azofarbstoffen. Es besteht darin, daß man Diazoverbindungen von Sulfonsättren von Aminothiazolen bzw. ihren Substitutionsprodukten mit solchen Acetessigsäureamiden, in denen ein Wasserstoffatom der Amidgruppe durch den Benzothiazolrest ersetzt ist, kuppelt.Process for the production of azo dyes, the subject of the main patent 593 632 is a process for the preparation of azo dyes. It is, that one diazo compounds of sulfonic saturates of aminothiazoles or their substitution products with such acetoacetamides in which one hydrogen atom of the amide group is through the benzothiazole residue is replaced, couples.

Es wurde nun gefunden, daß man an Stelle der in dem Hauptpatent genannten Kupplungskomponenten auch solche Acetessigsäureamide verwenden kann, in denen ein Wasserstoffatom der Amidgruppe durch einen Thiazolrest ersetzt ist, der keinen Arylenrest oder einen anderen Arylenrest als den Benzorest ankondensiert enthält.It has now been found that instead of those mentioned in the main patent Coupling components can also use acetoacetamides in which a Hydrogen atom of the amide group is replaced by a thiazole radical which is not an arylene radical or contains an arylene radical other than the benzo radical fused on.

Die so erhältlichen Farbstoffe haben neben guter Klarheit des Farbtons und guter Lichtechtheit vor den bekannten Farbstoffen aus Dehydrothiotoluidinsulfonsäuren und Acetessigsäurearyliden den großen technischen Vorzug, daß sie neutral reinweiß ätzbar und außerdem avivierecht sind. Beispiel 44,4 Gewichtsteile dehydrothiotoluidinsulfonsaures Natrium werden mit 6,9 Gewichtsteilen Natriumnitrit bei Gegenwart von 35 Gewichtsteilen roher Salzsäure @diazotiert. Diese Diazoverbindung läßt man in eine mit 2o Gewichtsteilen kristallisiertem Natritimacetat versetzte wäßrige Suspension von 19,8 Gewichtsteilen 2-Acetoacetylamino-q.-methylthiazol von der Zusammensetzung einlaufen. Ist die Kupplung beendet, filtriert man den Farbstoff ab und arbeitet ihn auf. Er färbt Baumwolle grünstichiggelb: Die Färbung ist gut lichtecht und läßt sich neutral reinweiß ätzen.The dyes obtainable in this way have, in addition to good color clarity and good lightfastness against the known dyes from dehydrothiotoluidinsulfonic acids and acetoacetic acid arylides, the great technical advantage that they can be etched in a neutral, pure white and are also avivier-proof. EXAMPLE 44.4 parts by weight of sodium dehydrothiotoluidinsulfonic acid are diazotized with 6.9 parts by weight of sodium nitrite in the presence of 35 parts by weight of crude hydrochloric acid. This diazo compound is left in an aqueous suspension of 19.8 parts by weight of 2-acetoacetylamino-q-methylthiazole of the composition to which 20 parts by weight of crystallized sodium acetate are added come in. When the coupling has ended, the dye is filtered off and worked up. It dyes cotton greenish yellow: the dye is lightfast and can be etched in a neutral, pure white.

Verwendet man an Stelle des 2-Acetoacetylamino-q.-methylthiazols das 2-Acetoacetylamino-q.-phenylthiazol oder den 2-Acetoacetylaminothiazol-4.-carbonsäureäthylester, so erhält man gelbe Farbstoffe von ähnlichen Eigenschaften.If the 2-acetoacetylamino-q.-methylthiazole is used instead of the 2-acetoacetylamino-q.-phenylthiazole or the 2-acetoacetylaminothiazole-4th-carboxylic acid ethyl ester, this gives yellow dyes with similar properties.

Claims (1)

PATENTANSPRUCH: Abänderung des Verfahrens zur Herstellung von Azofarbstoffen nach Patent 593 632, darin bestehend, daß man die Diazoverbindungen von Sulfonsäuren von Aminothiazolen bzw. ihren Substitutionsprodukten hier mit Acetessigsäureamiden kuppelt, in denen ein Wasserstoffatom der Amidgruppe durch einen Thiazolrest ersetzt ist, der keimen Arylenrest oder einen anderen Arylenrest als den Benzorest ankondensiert enthält.PATENT CLAIM: Modification of the process for the production of azo dyes according to patent 593,632, which consists in using the diazo compounds of sulfonic acids of aminothiazoles or their substitution products here with acetoacetic acid amides couples, in which one hydrogen atom of the amide group is replaced by a thiazole radical is, the germinal arylene radical or another arylene radical than the benzo radical condenses on contains.
DEI47740D 1933-08-12 1933-08-12 Process for the production of azo dyes Expired DE611814C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI47740D DE611814C (en) 1933-08-12 1933-08-12 Process for the production of azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI47740D DE611814C (en) 1933-08-12 1933-08-12 Process for the production of azo dyes

Publications (1)

Publication Number Publication Date
DE611814C true DE611814C (en) 1935-04-06

Family

ID=7192072

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI47740D Expired DE611814C (en) 1933-08-12 1933-08-12 Process for the production of azo dyes

Country Status (1)

Country Link
DE (1) DE611814C (en)

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