CH302027A - Process for the preparation of a trisazo dye. - Google Patents

Process for the preparation of a trisazo dye.

Info

Publication number
CH302027A
CH302027A CH302027DA CH302027A CH 302027 A CH302027 A CH 302027A CH 302027D A CH302027D A CH 302027DA CH 302027 A CH302027 A CH 302027A
Authority
CH
Switzerland
Prior art keywords
dye
sulfonic acid
parts
oxy
diazotized
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH302027A publication Critical patent/CH302027A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/48—Preparation from other complex metal compounds of azo dyes

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 296341.    Verfahren     zur    Herstellung     eines        Trisazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Trisazofarbstoff    gelangt, wenn man       1,3-Dioxybenzol    mit     diazotierter        2-Amino-l-          oxybenzol-4-sulfonsäure    vereinigt, den Mono  azofarbstoff mit kupferabgebenden Mitteln be  handelt und die erhaltene komplexe Kupfer  verbindung mit     diazotierter        4-(4"-Aminoben-          zoylamino)

      -     2-methyl-5-methoxy-4'-oxy-3'-carb-          oxy-1,1'-azobenzol-5'-sulfonsäure    kuppelt.  



  Der neue Farbstoff bildet ein dunkles Pul  ver, das sich in Wasser mit gelbbrauner Farbe  löst. und Baumwolle in gelbbraunen Tönen  färbt.  



       Beispiel:     50 Teile     4-(4"-Aminobenzoylamino)-2-me-          thyl    - 5 -     methoxy-4'-        oxy-3'-carboxy-1,1'-azoben-          zol-5'-sulfonsäure,    welche in üblicher Weise  durch Kondensation von     4-Amino-2-methyl-5-          m        ethoxy-        4'-        oxy    -     3'-        carboxy        -1,

  1'-azobenzol-5'-          sulfonsäure    mit     4-Nitrobenzoylchlorid    und Re  duktion der Nitrogruppe zur     Aminogruppe     erhalten wurde, werden als     Natriumsalz    in  <B>1000</B> Teilen Wasser suspendiert, mit 7 Teilen       Natriumnitrit    versetzt und durch Zugabe von  Eis auf 10  gekühlt. Alsdann gibt man unter       gutem        Rühren        50        Teile        30        %        ige        Salzsäure     hinzu und rührt einige Zeit bei 10 bis 15 .  



  33 Teile des     Monoazofarbstoffes    aus     diazo-          tierter        2-Amino-l-oxybenzol-4-sulfonsäure    und         Resorcin    werden in 500 Teilen Wasser gelöst  und mit 15 Teilen kristallisiertem     Natriumace-          tat    versetzt. Bei 60 bis 70  werden 27 Teile  kristallisiertes Kupfersulfat, gelöst in 100 Tei  len Wasser zugeführt. Nach einiger Zeit     wird     der     gekupferte        Monoazofarbstoff        ausgesalzen     und filtriert.

   Dieser wird     zusammen    mit 50  Teilen wasserfreiem     Natriumcarbonat    in 400  Teilen Wasser gelöst und die Lösung in Sus  pension der     Diazoverbindung    eingestürzt.  Nach beendeter Kupplung wird der Farbstoff       ausgesalzen,    filtriert und getrocknet.



  Additional patent to main patent no. 296341. Process for the production of a trisazo dye. It has been found that a valuable trisazo dye is obtained if 1,3-dioxybenzene is combined with diazotized 2-amino-l-oxybenzene-4-sulfonic acid, the mono azo dye is treated with copper-donating agents and the complex copper compound obtained is diazotized 4- (4 "-aminobenzoylamino)

      - 2-methyl-5-methoxy-4'-oxy-3'-carbo-oxy-1,1'-azobenzene-5'-sulfonic acid couples.



  The new dye forms a dark powder that dissolves in water with a yellow-brown color. and dyes cotton in yellow-brown tones.



       Example: 50 parts of 4- (4 "-Aminobenzoylamino) -2-methyl - 5 - methoxy-4'-oxy-3'-carboxy-1,1'-azobenzene-5'-sulfonic acid, which is commonly used Way by condensation of 4-amino-2-methyl-5- m ethoxy- 4'- oxy - 3'-carboxy -1,

  1'-azobenzene-5'-sulfonic acid was obtained with 4-nitrobenzoyl chloride and reduction of the nitro group to the amino group, are suspended as the sodium salt in 1000 parts of water, 7 parts of sodium nitrite are added and ice is added 10 chilled. Then 50 parts of 30% hydrochloric acid are added with thorough stirring and the mixture is stirred at 10 to 15 for some time.



  33 parts of the monoazo dye from diazo-tated 2-amino-1-oxybenzene-4-sulfonic acid and resorcinol are dissolved in 500 parts of water and mixed with 15 parts of crystallized sodium acetate. At 60 to 70, 27 parts of crystallized copper sulfate dissolved in 100 parts of water are added. After a while the coppered monoazo dye is salted out and filtered.

   This is dissolved together with 50 parts of anhydrous sodium carbonate in 400 parts of water and the solution collapsed in the suspension of the diazo compound. After coupling has ended, the dye is salted out, filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Trisazo- farbstoffes, dadurch gekennzeichnet, dass man 1,3-Dioxybenzol mit diazotierter 2-Amino-l- oxybenzol-4-sulfonsäure vereinigt, den Mono- azofarbstoff mit kupferabgebenden Mitteln be handelt und die erhaltene komplexe Kupfer verbindung mit diazotierter 4-(4"-Aminoben- zoylamino) - 2-methy l-5-methoxy-4'-oxy-3'-carb- oxy-1, PATENT CLAIM: Process for the production of a trisazo dye, characterized in that 1,3-dioxybenzene is combined with diazotized 2-amino-l-oxybenzene-4-sulfonic acid, the monoazo dye is treated with copper-releasing agents and the complex copper compound obtained with diazotized 4- (4 "-aminoben- zoylamino) - 2-methy l-5-methoxy-4'-oxy-3'-carbo-oxy-1, 1'-azobenzol-5'-sulfonsäure kuppelt. Der neue Farbstoff bildet ein dunkles Pul ver, das sich in Wasser mit gelbbrauner Farbe löst und Baumwolle in gelbbraunen Tönen färbt. 1'-azobenzene-5'-sulfonic acid couples. The new dye forms a dark powder that dissolves in water with a yellow-brown color and dyes cotton in yellow-brown tones.
CH302027D 1950-10-11 1950-10-11 Process for the preparation of a trisazo dye. CH302027A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH302027T 1950-10-11
CH296341T 1950-10-11

Publications (1)

Publication Number Publication Date
CH302027A true CH302027A (en) 1954-09-30

Family

ID=25733683

Family Applications (1)

Application Number Title Priority Date Filing Date
CH302027D CH302027A (en) 1950-10-11 1950-10-11 Process for the preparation of a trisazo dye.

Country Status (1)

Country Link
CH (1) CH302027A (en)

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