CH289588A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

Info

Publication number
CH289588A
CH289588A CH289588DA CH289588A CH 289588 A CH289588 A CH 289588A CH 289588D A CH289588D A CH 289588DA CH 289588 A CH289588 A CH 289588A
Authority
CH
Switzerland
Prior art keywords
amino
dye
mole
copper
complex compound
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 CH289588A publication Critical patent/CH289588A/en

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
    • C09B45/24Disazo or polyazo compounds
    • C09B45/28Disazo or polyazo compounds containing copper

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 284077.    Verfahren zur     Herstellung        eines        Polyazofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein. Verfahren zur     Herstellung    eines     Polyazo-          farbstoffes,    welches dadurch gekennzeichnet  ist, dass man die durch     Diazotieren    von 1     Mol     2 -     Aminonaphthalin    - 6,8 -     disulfonsäure    und  Kuppeln mit 1     Mol        1=Amino-3-methylbenzol     erhältliche Zwischenverbindung dianotiert,

    mit 1     Mol        1-Amino-2-methoxy-5-methylbenzol     kuppelt, den so gewonnenen     Amino-disazo-          farbstoff    dianotiert, mit 1     Mol    der     Kupfer-          kompl.exverbindung    des     Monoazofarbstoffes     der     Zusammensetzling     
EMI0001.0022     
         kuppelt    und die nunmehr vorliegende Mono  kupferkomplexverbindung durch     entmethylie-          rende        Kupferung    in die     Dikupferkomplex-          verbindung    

  überführt.  



       Beispiel:     30,3 Teile     2-Aminonaphthalin-6,8-disulfon-          säure    werden dianotiert und in essigsaurer  Lösung mit 10,7 Teilen     1-Amino-3-methylben-          zol    gekuppelt. Der     Aminoazofarbstoff    wird  erneut dianotiert und die     Diazo-azoverbindung     in essigsaurer Lösung mit 13,7 Teilen     1-Amino-           -methoxy-5-methylbenzol    gekuppelt.

   Nach  dem     Weiterdiazotieren    kuppelt man die     Diazo-          disazoverbindung    in 50      lo        iger    wässriger Pyri-         dinlösung    mit der     KupferkompleXve@1Cndt@@     aus 46,8 Teilen des     Monoazofarbs'@rofe'-        @r     Zusammensetzung  
EMI0001.0047     
    Der so erhaltene     Tetrakisazofarbstoff    wird  isoliert und während 24 Stunden in     ammo-          niakalischer    Lösung mit 25 Teilen Kupfersul  fat am     Rückflusskühler    gekocht.  



  Nach der üblichen Aufarbeitung erhält  man ein dunkles Pulver, welches sich in Was  ser mit oliver, in konzentrierter Schwefelsäure  mit violetter Farbe löst und Baumwolle und  Fasern aus regenerierter     Cellulose    in     braun-          stichigen        Khakitönen    färbt. Die Färbungen  eignen sich zur Nachbehandlung mit Salzen  des zweiwertigen Kupfers, besonders in Ge  genwart von     Imino-    oder     Aminogruppen    ent  haltenden polymeren Substanzen, wie sie z. B.  in den Schweizer Patentschriften     Nrn.    253709,  61048, 263481 und 263482 beschrieben sind,  wobei ihre     Nassechtheiten    verbessert werden.



  <B> Additional patent </B> to main patent no. 284077. Process for the production of a polyazo dye. The present patent is a. Process for the preparation of a polyazo dye which is characterized in that the intermediate compound obtainable by diazotizing 1 mol of 2-aminonaphthalene-6,8-disulfonic acid and coupling with 1 mol of 1 = amino-3-methylbenzene is dianotized,

    with 1 mol of 1-amino-2-methoxy-5-methylbenzene, the amino-disazo dye obtained in this way is dianotated, and the composition is coupled with 1 mol of the copper-compl.ex compound of the monoazo dye
EMI0001.0022
         couples and the now existing mono copper complex compound by demethylating copper plating into the dicopper complex compound

  convicted.



       Example: 30.3 parts of 2-aminonaphthalene-6,8-disulphonic acid are dianotized and coupled with 10.7 parts of 1-amino-3-methylbenzene in acetic acid solution. The aminoazo dye is dianotized again and the diazo-azo compound is coupled in acetic acid solution with 13.7 parts of 1-amino-methoxy-5-methylbenzene.

   After further diazotization, the diazo-disazo compound is coupled in 50 lo aqueous pyridine solution with the copper complex from 46.8 parts of the monoazo color '@ rofe'- @r composition
EMI0001.0047
    The tetrakisazo dye obtained in this way is isolated and refluxed for 24 hours in an ammoniacal solution with 25 parts of copper sulfate.



  After the usual work-up, a dark powder is obtained which dissolves in water with an olive color, in concentrated sulfuric acid with a violet color and dyes cotton and fibers made from regenerated cellulose in brownish khaki tones. The dyeings are suitable for aftertreatment with salts of divalent copper, especially in the presence of imino or amino groups ent containing polymeric substances, as they are, for. B. in the Swiss Patent Nos. 253709, 61048, 263481 and 263482 are described, their wet fastnesses are improved.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Polyazo- farbstoffes, dadurch gekennzeichnet, dass man die durch Diazotieren von 1 Mol 2-Amino- naphthalin-6,8-disulfonsäure und Kuppeln mit 1 Mol 1-Amino-3-methylbenzol erhältliche Zwischenverbindung diazotiert, mit 1 Mol 1- Amino-2-methoxy-5-met.hylbenzol kuppelt, Claim: A process for the preparation of a polyazo dye, characterized in that the intermediate compound obtainable by diazotizing 1 mole of 2-amino-naphthalene-6,8-disulfonic acid and coupling with 1 mole of 1-amino-3-methylbenzene is diazotized with 1 Mole of 1- amino-2-methoxy-5-methylbenzene couples, den so gewonnenen Amino-disazofarbstoff diazo- tiert, mit 1 Mol der Kupferkomplexverbin- dung des Monoazofarbstoffes der Zusammen setzung EMI0002.0014 kuppelt und die nunmehr vorliegende Mono kupferkomplexv erbindung durch entmethylie- rende Kupferung in die Dikupferkomplexver- bindung überführt. the amino disazo dye obtained in this way is diazoated with 1 mol of the copper complex compound of the monoazo dye of the composition EMI0002.0014 coupled and the mono-copper complex compound that is now present is converted into the dicopper complex compound by demethylating copper plating. Der neue Farbstoff ist. ein dunkles Pulver, welehes sich in Wasser mit oliver, in konzen trierter Schwefelsäure mit violetter Farbe löst und Baumwolle und Fasern aus regenerierter Cellulose in braunstichigen Khakitönen färbt. Die Färbungen eignen sich zur Naehbehand- lung mit Salzen des zweiwertigen Kupfers, wobei ihre Nassechtheiten verbessert werden. The new dye is. a dark powder that dissolves in water with olive, in concentrated sulfuric acid with violet color and dyes cotton and fibers made of regenerated cellulose in brownish khaki tones. The dyeings are suitable for subsequent treatment with salts of divalent copper, whereby their wet fastness properties are improved.
CH289588D 1952-06-26 1952-06-26 Process for the preparation of a polyazo dye. CH289588A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH284077T 1952-06-26
CH289588T 1952-06-26

Publications (1)

Publication Number Publication Date
CH289588A true CH289588A (en) 1953-03-15

Family

ID=25732380

Family Applications (1)

Application Number Title Priority Date Filing Date
CH289588D CH289588A (en) 1952-06-26 1952-06-26 Process for the preparation of a polyazo dye.

Country Status (1)

Country Link
CH (1) CH289588A (en)

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