DE515230C - Process for the preparation of water-insoluble azo dyes - Google Patents

Process for the preparation of water-insoluble azo dyes

Info

Publication number
DE515230C
DE515230C DEI35451D DEI0035451D DE515230C DE 515230 C DE515230 C DE 515230C DE I35451 D DEI35451 D DE I35451D DE I0035451 D DEI0035451 D DE I0035451D DE 515230 C DE515230 C DE 515230C
Authority
DE
Germany
Prior art keywords
water
preparation
azo dyes
insoluble azo
bordeaux
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
DEI35451D
Other languages
German (de)
Inventor
Dr Rudolf Heil
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 DEI35451D priority Critical patent/DE515230C/en
Application granted granted Critical
Publication of DE515230C publication Critical patent/DE515230C/en
Expired legal-status Critical Current

Links

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
    • C09B29/00Monoazo dyes prepared by diazotising and coupling
    • C09B29/10Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/18Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
    • C09B29/20Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series

Description

Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen Es wurde gefunden, dafa man zu wertvollen, wasserunlöslichen Azofarbstoffen gelangt, wenn man 2-Amino-N-alliylpyrazolanthrone der allgemeinen Formel R -Alkyl oder Aralkylj mit den Aryliden der 2 # 3-Oxynaphthoesäure kuppelt. ' Die 2-Amino-N-alkylpyrazolanthrone, welche bisher zur Herstellung von Eisfarben noch nicht herangezogen wurden, ergeben dunkle braune Bordeauxnüancen, die zur Erzeugung von turkey chocolate Färbungen wertvoll sind. Gegenüber den bekannten Kombinationen aus P-Amino.anthrachinonen mit 2 # 3-Oxynaphthoesäurearyliden zeigen die vorliegenden Farbstoffe eine bessere Superoxydechtheit. Beispiel Gut ausgekochtes und getrocknetes Baumwollgarn wird in einer Lösung, welche 4,5 g z # 3-Oxynaphthoyl-.l-chlor-2-,anisidin, ; ccm Natronlauge 34.° B6 und 8 ccm Türkischrotöl im Liter enthält, imprägniert, gründlich abgewunden und in einer mit Natriumbicarbon.at neutralisierten Diazolösung, welche 2,65 g 2-Amino-N-äthylpyrazolanthron im Liter enthält, entwickelt, gespült und kochend geseift.Process for the preparation of water-insoluble azo dyes It has been found that valuable, water-insoluble azo dyes are obtained if 2-amino-N-alliylpyrazole anthrones of the general formula are used R -alkyl or aralkylj couples with the arylides of 2 # 3-oxynaphthoic acid. 'The 2-amino-N-alkylpyrazole anthrones, which have not yet been used for the production of ice colors, result in dark brown shades of Bordeaux, which are valuable for the production of turkey chocolate colors. Compared to the known combinations of P-amino.anthraquinones with 2 # 3-oxynaphthoic acid arylides, the present dyes show better superoxide fastness. Example Well-boiled and dried cotton yarn is in a solution containing 4.5 gz # 3-oxynaphthoyl-.l-chloro-2-, anisidine,; ccm sodium hydroxide solution 34 ° B6 and 8 ccm Turkish red oil per liter, impregnated, thoroughly wound and developed, rinsed and soaped at the boil in a diazo solution neutralized with sodium bicarbonate, which contains 2.65 g 2-amino-N-ethylpyrazolanthrone per liter .

Man erhält eine dunkle Bordeauxfärbung von guter Superoxydechtheit.A dark Bordeaux dyeing of good superoxide fastness is obtained.

In der gleichen Weise entsteht mit 2 # 3-Oxynaphthoyl-anilin ein dunkles Bordeaux 2 # 3-Oxynaphthoyl-2-toluidin ein tiefes bräunliches Bordeaux 2 # 3-Oxynaphthoyl-2-phenetidin ein dunkles bräunliches Bordeaux 2 . 3-Oxynaphthoyl-2-anisidin ein bräunliches Bordeaux 2. 3-Oxynaphthoyl-3-chloranilin ein tiefes bräunliches Bordeaux 2 # 3-Oxynaphthoyl-z-naphthylamin ein dunkles Bordeaux 2 # 3-Oxynaphthoyl-2-naphthylamin ein dunkles braunes Bordeaux 2 . 3-Oxynaphthoylaminohydrochinondimethvläther ein tiefes Bordeaux blit anderen 2 # 3-Oxynaphthoesäurearyli,- den und anderen 2-Aini,n.o-N-alkylpyrazolan- thronen kann das Verfahren in der gleichen Weise ausgeführt werden.In the same way, with 2 # 3-oxynaphthoyl-aniline a dark bordeaux 2 # 3-oxynaphthoyl-2-toluidine a deep brownish bordeaux 2 # 3-oxynaphthoyl-2-phenetidine a dark brownish bordeaux 2. 3-Oxynaphthoyl-2-anisidine a brownish Bordeaux 2. 3-Oxynaphthoyl-3-chloroaniline a deep brownish Bordeaux 2 # 3-Oxynaphthoyl-z-naphthylamine a dark Bordeaux 2 # 3-Oxynaphthoyl-2-naphthylamine a dark brown Bordeaux 2. 3-Oxynaphthoylaminohydroquinondimethvlether a deep Bordeaux with other 2 # 3-oxynaphthoic acid aryli, - den and other 2-Aini, no-N-alkylpyrazolan- thrones, the procedure can be carried out in the same way.

Claims (1)

- PATRNTANSPRUCIi:
Verfahren zur Darstellung von wasserunlöslichen Azofarbstoffen, darin bestehend, daß man Diazoverbindungen von 2-Amino-N-alkylpyrazolanthronen der allgemeinen Formel worin IZ eine Alkyl- oder Aralkylgruppe bedeutet, mit den Aryliden der 2 # 3-Oxynaphthoesäure für sich oder auf einer Grundlage kuppelt.
- PATRNTANSPRUCIi:
Process for the preparation of water-insoluble azo dyes, consisting in that one diazo compounds of 2-amino-N-alkylpyrazole anthrones of the general formula wherein IZ is an alkyl or aralkyl group, couples with the arylides of 2 # 3-oxynaphthoic acid alone or on a basis.
DEI35451D 1928-09-09 1928-09-09 Process for the preparation of water-insoluble azo dyes Expired DE515230C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI35451D DE515230C (en) 1928-09-09 1928-09-09 Process for the preparation of water-insoluble azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI35451D DE515230C (en) 1928-09-09 1928-09-09 Process for the preparation of water-insoluble azo dyes

Publications (1)

Publication Number Publication Date
DE515230C true DE515230C (en) 1931-01-02

Family

ID=7188991

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI35451D Expired DE515230C (en) 1928-09-09 1928-09-09 Process for the preparation of water-insoluble azo dyes

Country Status (1)

Country Link
DE (1) DE515230C (en)

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