DE617848C - Process for the production of metal-containing azo dyes - Google Patents

Process for the production of metal-containing azo dyes

Info

Publication number
DE617848C
DE617848C DEI49176D DEI0049176D DE617848C DE 617848 C DE617848 C DE 617848C DE I49176 D DEI49176 D DE I49176D DE I0049176 D DEI0049176 D DE I0049176D DE 617848 C DE617848 C DE 617848C
Authority
DE
Germany
Prior art keywords
metal
azo dyes
production
containing azo
chromium
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
DEI49176D
Other languages
German (de)
Inventor
Dr Hans Krzikalla
Dr Walter Limbacher
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 DEI49176D priority Critical patent/DE617848C/en
Application granted granted Critical
Publication of DE617848C publication Critical patent/DE617848C/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
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/02General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes
    • D06P1/10General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes containing metal

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Paper (AREA)

Description

Verfahren zur Herstellung von metallhaltigen Azofarbstoffen Gegenstand dies Hauptpatents 59o igo ist ein Verfahren. zur Herstellung von metall- haltigen Azofarbstofl:en durch Behandeln von Azofarbstoffen, die sich von 8-Oxychinalin oder seinen Derivaten ableiten, mit metall- abgebenden Mitteln. Es wurde nun gefunden, daß man zu den gleichen metallhaltigen Azofarbstoffen ge- langt, wenn man 8-Oxychinolin oder dessen Derivate, wie 8-Oxychmoliut-5-sulfonsäure, 2-MethyT-8-oxychinolin, 5-Chlor- oder 5-Me- thyl-8-oxychinoU:n, zunächst mit metallab- gebenden Mitteln behandelt und durch nach- trägliches Kuppeln mit Diazoverbindungen, die keine zur Metallkomplexhldung befähig- ten Gruppenenthalten, in AzofarbstofFe über- führt. Der Vorteil der neuen Arbeitsweise gegen- über bekannten Verfahren zur Herstellung metallhaltiger Azofarbstofle liegt insbeson- dere darin, daß man hier die Herstellung der Metallverbindung des 8-Oxydbinolins und seiner Derivate in großem Maßstabe durch- führen und diese sodann mixt beliebigen, nicht zur Metallkomplexbildung befähigten Diazo- verbindungen kuppeln kann. Es erübrigt sich also, in jedem einzelnen Fall zu ermitteln, welche Bedingungen für die Herstellung der Metallverbindung aus den fertigen Azofarb:-stoffen notwendig sind. Beisp i:el i Die komplexe Chromverbndung von 8-Oxychinolzn, die man durch kurzes Kochen einer salzsauren Lösung von 15,2 Teilen 8-Oxycliinolin mit einer Chromformiatlösung erhält, wird mit 17,3 .Teilen diazotierter i-Aminob:enzol-3=sulfons,äure in sod;a.alkali- scher Lösung gekuppelt. Nach beendeter Farbstoffbrldung wird aus.gesalzen und in der üblichen Weise aufgearbeitet. Die entstan- dene Chromverbindung des Farbstoffs besitzt die gleichen Eigenschaften. wie der nach dem Beispiel 1 der Patentschrift 59o 19o er- hältliche Farbstoff. An Stelle von Chromformiat können auch andere Chromsalze, wie Chromfluorid, -ace- tat oder -sulfat, verwendet werden. In ent- sprechender Weise kann man auch Farbstoffe, die andere Metalle, z. B. Eisen, enthalten, her- stellen, indem man eine salzsaure Lösung von 8-Oxychinolin mit der entsprechenden Menge Ferriaaetat kocht und nachträglich mit einer - Dinzoverbindung' kuppielt. Farb- stoffe dieser Art- sind besonders zum Färben von Leder geeigvert. B@elsplel 2 Die komplexe Chromverbindung von 8-Oxy- chinolin-5-sulfonsäure, die man durch kur- zes Kochen Kenner neutralen Lösung von 23,6 Teilen 8-Oxychinolin-5-sulfonsäure mit einer Chromformiatlösung erhält, . wird mit 13,8 Teilen diazoti:erten, I-Amino-q-nitrobenzol in essigsaurer Lösung gekuppelt. Sodann wird in der üblichen Weise aufgearbeitet. Der Farbstoff färbt Wolle wie der nach Beispiel 8 der Patentsichrift 59o igo erhältliche Farbstoff.Process for the production of metal-containing azo dyes The subject of this main patent 59o igo is a procedure. for the production of metal containing azo dyes by treating Azo dyes that differ from 8-oxychinaline or its derivatives, with metal donating funds. It has now been found that one can get to the the same metal-containing azo dyes is enough if you have 8-oxyquinoline or its Derivatives, such as 8-oxychmoliut-5-sulfonic acid, 2-MethyT-8-oxyquinoline, 5-chloro- or 5-Me- thyl-8-oxychinoU: n, initially with metal giving means and wearable coupling with diazo connections, which are not capable of metal complex insulation contained in azo dyes. leads. The advantage of the new way of working via known methods of manufacture metal-containing azo dyes is particularly which is that one is manufacturing here the metal compound of 8-oxydbinoline and of its derivatives on a large scale lead and this then mixes arbitrary, not capable of forming metal complexes Connections can couple. There is no need In other words, to determine in each individual case which conditions are necessary for the production of the metal compound from the finished azo dyes. Example i: el i The complex chromium compound of 8-Oxychinolzn, which can be obtained by briefly boiling a hydrochloric acid solution of 15.2 parts 8-oxycliinoline with a chromium formate solution receives, is diazotized with 17.3 parts i-aminob: enzene-3 = sulfonic, acid in soda; a.alkali shear solution coupled. After finished Dye formation is salted out and in the usual way worked up. The emerged has the chromium compound of the dye the same characteristics. like that after Example 1 of patent specification 59o 19o available dye. Instead of chromium formate can also other chromium salts, such as chromium fluoride, -ace- tat or sulfate. In ent- in a meaningful way one can also use dyes, the other metals, e.g. B. iron, contain, pose by making a hydrochloric acid solution of 8-oxyquinoline with the corresponding Amount of ferric acetate boils and afterwards with a "Dinzo connection". Color Fabrics of this kind are especially useful for dyeing suitable for leather. B @ elsplel 2 The complex chromium compound of 8-oxy- quinoline-5-sulfonic acid, which can be obtained by zes cooking connoisseur neutral solution of 23.6 Share 8-oxyquinoline-5-sulfonic acid with a Chromium formate solution is obtained,. becomes 13.8 Share diazoti: erten, I-amino-q-nitrobenzene in acetic acid solution coupled. Then will worked up in the usual way. The dye dyes wool like the dye obtainable according to Example 8 of the 59o igo patent.

Claims (1)

PATGNTANSI'RUCII: Abänderung des Verfahrens zur Her: stellung von metallhalägen Azofarbstof- fen nach Patent 59o I9o, dadurch gekenn- zeichnet, daß Metallkomplexverbindungen des 8-Oxychiniolins oder seiner Derivate mit Diazoverbindungen, die keine zur Me- talllcomplexhildung befähigten Gruppen enthalten, gekuppelt werden.
PATGNTANSI'RUCII: Modification of the procedure for producing: position of metal halves azo dye fen according to patent 59o 19o, thereby identifying draws that metal complex compounds of 8-oxyquinioline or its derivatives with diazo compounds that do not have any talllcomplexing-capable groups included, be coupled.
DEI49176D 1934-03-08 1934-03-08 Process for the production of metal-containing azo dyes Expired DE617848C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI49176D DE617848C (en) 1934-03-08 1934-03-08 Process for the production of metal-containing azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI49176D DE617848C (en) 1934-03-08 1934-03-08 Process for the production of metal-containing azo dyes

Publications (1)

Publication Number Publication Date
DE617848C true DE617848C (en) 1935-08-27

Family

ID=7192494

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI49176D Expired DE617848C (en) 1934-03-08 1934-03-08 Process for the production of metal-containing azo dyes

Country Status (1)

Country Link
DE (1) DE617848C (en)

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