CH289590A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

Info

Publication number
CH289590A
CH289590A CH289590DA CH289590A CH 289590 A CH289590 A CH 289590A CH 289590D A CH289590D A CH 289590DA CH 289590 A CH289590 A CH 289590A
Authority
CH
Switzerland
Prior art keywords
mole
dye
copper
complex compound
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Ag Sandoz filed Critical Ag Sandoz
Publication of CH289590A publication Critical patent/CH289590A/en

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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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/50Tetrazo dyes
    • C09B35/58Tetrazo dyes of the type

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 284077.    Verfahren zur     Herstellung    eines     Polyazofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     Poly        azo-          farbstoffes,    welches dadurch gekennzeichnet  ist, dass man die durch     Tetrazotieren    von  1     Mol        1-Ainino-4-(4'-aminobenzoyl)

  -aminoben-          zol    und     Kuppeln@mit    1     Mol        1-Oxybenzol-2-car-          bonsänre    erhältliche Zwischenverbindung mit  1     Mol        1-Amino-2-methoxy-5-N-acetylamino-          benzol    kuppelt, die erhaltene Zwischenverbin  dung dianotiert, die     Diazo-disazoverbindung     mit.

   1     Mol.    der     Ktipferkomplexverbindung    des       \lonoazofarbstoffes    der Zusammensetzung  
EMI0001.0021     
         kuppelt    und die nunmehr vorliegende     Mono-          knpferkomplexverbindung    durch     entmethylie-          rende        Kupferung    in die     Dikupferkomplexver-          bindung    überführt.

           Beispiel:       Die     Tetrazoverbindung    ans 22,7 Teilen     1-          Aniino-4-(4'-aminobenzoyl)-aminobenzol    wird  in üblicher Weise zuerst in     sodaalkalischer     Lösung mit 13,8 Teilen     1-Oxybenzol-2-earbon-          säure    und anschliessend in essigsaurer Lösung  mit 18 Teilen     1-Amino-2-methoxy-5-N-acetyl-          aminobenzol    gekuppelt.

   Die     Zwischenverbin-          clung    wird dianotiert und die     Diazo-disazover-          bindung    in 50 %     iger        wässriger        Pyridinlösung       mit der in üblicher Weise hergestellten     Kup-          ferkomplexverbindung    aus 46,8 Teilen des       Monoazofarbstoffes    der Zusammensetzun--  
EMI0001.0049     
    gekuppelt.

   Der gebildete neue     Tetrakisazo-          farbstoff    wird vom     Pyridin    getrennt, durch       Umlösen    gereinigt und nach einer der be  kannten Methoden mit 25 Teilen Kupfersulfat       entmethylierend        gekupfert.     



  Der neue Farbstoff ist ein dunkles Pulver,  das sieh in Wasser khakifarben, in konzen  trierter Schwefelsäure     rotstichig    braun löst  und Baumwolle und Fasern aus regenerierter       Celhllose    in lichtechten     gelbstichigen        Khaki-          tönen    färbt, die durch Nachbehandeln mit.  Salzen des zweiwertigen Kupfers, besonders  in Gegenwart von     Imino-    oder     Aminogruppen     enthaltenden polymeren Substanzen, wie sie  z. B. in den Schweizer Patentschriften Num  mern 253709, 261048, 263481 und 263482 be  schrieben sind, in ihren     Echtheiten    verbessert  werden.



  <B> Additional patent </B> to main patent no. 284077. Process for the production of a polyazo dye. The subject of the present patent is a process for the preparation of a poly azo dye, which is characterized in that the tetrazotization of 1 mole of 1-amino-4- (4'-aminobenzoyl)

  -aminoben- zol and coupling @ with 1 mole of 1-oxybenzene-2-car- bononate, the intermediate compound obtainable with 1 mole of 1-amino-2-methoxy-5-N-acetylamino- benzene couples, the intermediate compound obtained dianotates, the diazo- disazo connection with.

   1 mole of the pickle complex compound of the lonoazo dye of the composition
EMI0001.0021
         coupled and the monocopper complex compound now present is converted into the dicopper complex compound by demethylating copper plating.

           Example: The tetrazo compound of 22.7 parts of 1-amino-4- (4'-aminobenzoyl) -aminobenzene is mixed in the usual way, first in a soda-alkaline solution with 13.8 parts of 1-oxybenzene-2-earbonic acid and then in acetic acid solution coupled with 18 parts of 1-amino-2-methoxy-5-N-acetyl-aminobenzene.

   The intermediate compound is dianotized and the diazo-disazo compound in 50% aqueous pyridine solution with the conventionally prepared copper complex compound from 46.8 parts of the monoazo dye of the composition
EMI0001.0049
    coupled.

   The new tetrakisazo dye formed is separated from the pyridine, purified by dissolving and demethylating coppered with 25 parts of copper sulfate using one of the known methods.



  The new dye is a dark powder that looks khaki colored in water, dissolves reddish brown in concentrated sulfuric acid and dyes cotton and fibers from regenerated cellosis in lightfast, yellowish khaki tones, which after treatment with Salts of divalent copper, especially in the presence of imino or amino group-containing polymeric substances, such as those used, for. B. in the Swiss Patent Numbers numbers 253709, 261048, 263481 and 263482 be written are improved in their fastness properties.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Polyazo- farbstoffes, dadurch gekennzeichnet, dass man die durch Tetrazotieren von 1 Mol 1-Amino- 4-(4'-aminobenzoyl)-aminoben7ol und Kup- peln mit 1 Mol 1-Oxybenzol-2-earbonsäure er hältliche Zwisehenv erbindung mit 1 Mol 1- Amino-\'-methoxy-5-N-acetylaminobenzol kup pelt, PATENT CLAIM: Process for the production of a polyazo dye, characterized in that the tetrazotization of 1 mole of 1-amino-4- (4'-aminobenzoyl) -aminoben7ol and coupling with 1 mole of 1-oxybenzene-2-carboxylic acid er Available interconnection with 1 mole of 1- amino- \ '- methoxy-5-N-acetylaminobenzene coupled, die erhaltene Zwischenverbindung diazo- tiert, die Diazo-disazoverbindung mit 1 Mol der Kupferkomplexverbindung des Monoazo- farbstoffes der Zusammensetzung EMI0002.0017 kuppelt und die nunmehr vorliegende Mono kupferkomplexverbindung durch entmethylie- rende Kupfereng in die Dikupferkomplexver- bindung überführt. the intermediate compound obtained is diazotized, the diazo-disazo compound with 1 mol of the copper complex compound of the monoazo dye of the composition EMI0002.0017 couples and the mono-copper complex compound now present is converted into the dicopper complex compound by demethylating copper tightly. Der neue Farbstoff ist ein dunkles Pulver, das sich in Wasser khakifarben, in konzen trierter Schwefelsäure rotstiehig braun löst und Baumwolle und Fasern aus regenerierter Cellulose in liehteehten gelbstiehigen Khaki- tönen färbt, die durch Naehbehandeln mit Salzen des zweiwertigen Kupfers in ihren Echtheiten verbessert werden. The new dye is a dark powder that dissolves in khaki color in water, reddish brown in concentrated sulfuric acid and dyes cotton and fibers made from regenerated cellulose in yellowish khaki tones, the fastness of which is improved by treatment with salts of divalent copper.
CH289590D 1952-06-26 1952-06-26 Process for the preparation of a polyazo dye. CH289590A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH284077T 1952-06-26
CH289590T 1952-06-26

Publications (1)

Publication Number Publication Date
CH289590A true CH289590A (en) 1953-03-15

Family

ID=25732382

Family Applications (1)

Application Number Title Priority Date Filing Date
CH289590D CH289590A (en) 1952-06-26 1952-06-26 Process for the preparation of a polyazo dye.

Country Status (1)

Country Link
CH (1) CH289590A (en)

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