CH293000A - Process for the production of a copper-containing trisazo dye. - Google Patents

Process for the production of a copper-containing trisazo dye.

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Publication number
CH293000A
CH293000A CH293000DA CH293000A CH 293000 A CH293000 A CH 293000A CH 293000D A CH293000D A CH 293000DA CH 293000 A CH293000 A CH 293000A
Authority
CH
Switzerland
Prior art keywords
copper
dye
trisazo dye
production
mole
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 CH293000A publication Critical patent/CH293000A/en

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Description

  

  Verfahren     zur    Herstellung eines     kupferhaltigen        Trisazofarbstoffes.            Cleg@enstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines kupfer  haltigen     Trisazofarbstoffes,welches        darin    be  steht, dass man 1     Mol        tetrazotiertes        3,3'-Di-          methoxy-4,4'-diamino-1,1'-diplieny1    zuerst mit  1     Mol        1-Oxynaphthalin-3,6,

  8-trisulfonsäure          uer    hernach mit 1     Mol    der Kupferkomplex  verbindung des     Monoazofarbstoffes    der Zu  sammensetzung  
EMI0001.0016     
    kuppelt und den erhaltenen     Trisazofarbstoff          entmethylierend        kupfert.     



  Die Kupplungsreaktionen werden vorzugs  weise in alkalischem Medium ausgeführt, die       zweite    zur Beschleunigung mit.     Vorteil    in       G        lerenwart    einer tertiären organischen Base  wie     Py        ridin    oder     Chinolin;    auch das rohe       Pyriditibasengemisch    leistet hierbei wertvolle  Dienste.  



  Die     Kupferung    des gebildeten     Trisazofarb-          stoffes    erfolgt. nach verschiedenen, aus der  Literatur bekannten Methoden, beispielsweise  durch Erhitzen in schwach alkalischem Me  dium mit.     Kupfertetramminhydroxyd    in     An-          oder    Abwesenheit organischer Basen, oder in  der Schmelze von     Alkalisalzen        niedrigmole-          Imlarer        aliphatiseher        Monocarbonsäuren    mit.  Kupfersalzen.

      <I>Beispiel:</I>    Die     Tetrazoverbindung    aus 24,4 Teilen     3,3'-          Dimethoxy-4,4'-diamino-1,1'-diphenyl    wird in  üblicher Weise     natriumcarbonatalkalisch    mit.  38,4 Teilen     1-Oxynaphthalin-3,6,8-trisulfon-          säure    zur Zwischenverbindung gekuppelt.

   Die  Zwischenverbindung trägt man in eine Lösung  von 49,5 Teilen der     Kupferkomplexverbindung     des     Monoazofarbstoffes    der Zusammensetzung  
EMI0001.0047     
         500        Teilen        Pyridin        und        50        Teilen        25%igem     wässerigem Ammoniak in 500 Teilen Wasser  ein.

   Nach Beendigung der Kupplung wird der       Trisazofarbstoff    isoliert und in der     Natrium-          acetat-Sehmelze    mit Kupfersulfat     entmethy-          lierend        gekupfert.     



  Die     Kupferkomplexverbindung    des neuen  Farbstoffes stellt getrocknet ein     dunkles    Pul  ver dar, das sich in Wasser mit blauer, in  konzentrierter Schwefelsäure     mit    blaugrüner  Farbe löst und Baumwolle in echten blau  grauen Tönen färbt.



  Process for the production of a copper-containing trisazo dye. The origin of the present patent is a process for the preparation of a copper-containing trisazo dye, which consists in that 1 mol of tetrazotized 3,3'-dimethoxy-4,4'-diamino-1,1'-diplieny1 is first added 1 mole of 1-oxynaphthalene-3,6,

  8-trisulfonic acid then with 1 mole of the copper complex compound of the monoazo dye of the composition
EMI0001.0016
    couples and demethylating copper the obtained trisazo dye.



  The coupling reactions are preferably carried out in an alkaline medium, the second with for acceleration. Advantage in terms of a tertiary organic base such as pyridine or quinoline; The crude pyriditibase mixture also provides valuable services here.



  The coppering of the trisazo dye formed takes place. by various methods known from the literature, for example by heating in a weakly alkaline medium with. Copper tetrammine hydroxide in the presence or absence of organic bases, or in the melt of alkali salts with low molar Imlarer aliphatic monocarboxylic acids. Copper salts.

      <I> Example: </I> The tetrazo compound from 24.4 parts of 3,3'-dimethoxy-4,4'-diamino-1,1'-diphenyl becomes alkaline with sodium carbonate in the usual way. 38.4 parts of 1-oxynaphthalene-3,6,8-trisulfonic acid coupled to the intermediate compound.

   The intermediate compound is carried into a solution of 49.5 parts of the copper complex compound of the monoazo dye of the composition
EMI0001.0047
         500 parts of pyridine and 50 parts of 25% aqueous ammonia in 500 parts of water.

   After the coupling has ended, the trisazo dye is isolated and demethylated with copper sulfate in sodium acetate clay.



  When dried, the copper complex compound of the new dye is a dark powder that dissolves in water with blue, in concentrated sulfuric acid with a blue-green color and dyes cotton in real blue-gray tones.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines kupfer haltigen Trisazofarbstoffes, dadurch gekenn zeichnet, dass man 1 Mol tetrazotiertes 3,3'-Di- Inethoxy-4,4'-diamino-1,1'-diphenyl zuerst mit. PATENT CLAIM: Process for the production of a copper-containing trisazo dye, characterized in that 1 mol of tetrazotized 3,3'-di-inethoxy-4,4'-diamino-1,1'-diphenyl is first added. 1 Mol 1-0x",-naphthalin-3,6,8-trisulfonsäure und hernaeh mit 1 Mol der Kupferkomplex verbindung des Monoazofarbstoffes der Zu sammensetzung EMI0002.0007 kuppelt und den erhaltenen Trisazofarbstoff entmethylierend kupfert. Die Kupferkomplexv erbindung des neuen Farbstoffes stellt getrocknet ein dunkles Pul ver dar, das sich in Wasser mit. blauer. 1 mole 1-0x ", - naphthalene-3,6,8-trisulfonic acid and hernaeh with 1 mole of the copper complex compound of the monoazo dye of the composition EMI0002.0007 couples and demethylating copper the obtained trisazo dye. When dried, the copper complex compound of the new dye is a dark powder that dissolves in water. bluer. in konzentrierter Schwefelsäure mit blaugrüner Farbe löst und Baumwolle in echten blau grauen Tönen färbt. UNTERA'NSPRL-CHE 1. Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplun gen in alkalischem Medium ausführt. . Verfahren gemäss Patentanspruch und LTnteransprueh 1, dadurch gekennzeichnet, dass man die zweite Kupplungsreaktion in Gegenwart einer organischen tertiären Base ausführt. 3. dissolves in concentrated sulfuric acid with a blue-green color and dyes cotton in real blue-gray tones. UNTERA'NSPRL-CHE 1. Method according to claim, characterized in that the couplings are carried out in an alkaline medium. . Process according to patent claim and sub-claim 1, characterized in that the second coupling reaction is carried out in the presence of an organic tertiary base. 3. Verfahren gemäss Patentansprueh und L:nteransprueh 2, dadurch gekennzeichnet, dass man als organische tertiäre Base Pyridin wählt. Process according to patent claim 2, characterized in that pyridine is chosen as the organic tertiary base.
CH293000D 1950-12-07 1950-12-07 Process for the production of a copper-containing trisazo dye. CH293000A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH293000T 1950-12-07
CH289688T 1950-12-07

Publications (1)

Publication Number Publication Date
CH293000A true CH293000A (en) 1953-08-31

Family

ID=25732903

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293000D CH293000A (en) 1950-12-07 1950-12-07 Process for the production of a copper-containing trisazo dye.

Country Status (1)

Country Link
CH (1) CH293000A (en)

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