CH199188A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH199188A
CH199188A CH199188DA CH199188A CH 199188 A CH199188 A CH 199188A CH 199188D A CH199188D A CH 199188DA CH 199188 A CH199188 A CH 199188A
Authority
CH
Switzerland
Prior art keywords
dye
parts
azo dye
preparation
nitro
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH199188A publication Critical patent/CH199188A/en

Links

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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/08—Preparation of azo dyes from other azo compounds by reduction
    • 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
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24—Disazo or polyazo compounds
    • C09B45/28—Disazo or polyazo compounds containing copper

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden,     @dass    man einen  neuen,     metallhaltigen        Azofarbstoff    erhält,  wenn man     auf,den    Farbstoff, der erhältlich  ist durch Kuppelnder     1-Diazo-4-sulfobenzol-          2-earbon6äure    mit 1 - (4' -     Nitro)    -     phenyl    - 3     -          methyl    - 5 -     pyrazolon,    nacheinander Kupfer  abgebende Mittel und solche     Reduktionsmit-          tel,

      die auf     Nitrogruppen    derart einwirken,  dass     zwei        Nitrogruppen    zu     einer        Stickstoff-          Stickstoffbrücke    vereinigt werden, einwirken  lässt. Solche     Reduktionsmittel    sind zum Bei  spiel Traubenzucker oder wasserlösliche Sul  fide.  



  Der neue Farbstoff bildet ein gelbes Pul  ver und färbt Baumwolle oder     Vieko@sekunsst-          seide    in echten     rötlich-gelben    Tönen an.  



  <I>Beispiel:</I>  21,7 Teile     Sulfonanthranilsäure            (NH2    :     COOH    :     S03H    =1 : 2 : 4)    werden     wie    üblich     diazotiert.    Die     Diazo-          lösung    gibt man in eine Lösung von 22 Tei-         len    des 1-     (4'-Nitro)-phenyl-    3     -methyl-5-pyr-          azolon,    30 Teilen     Natriumearbonat    und etwa  200 Teilen Wasser.

   Nach beendigter Kupp  lung wird der Farbstoff     ausgesalzen    und     ab-          genutscht.     



  Man löst den Farbstoff in 500 Teilen  Wasser und 20 Teilen Natronlauge von  <B>36'</B>     B6,        erwärmt    auf     etwa   <B>50'</B> und gibt eine       Lösung    von 25 Teilen Traubenzucker in 200  Teilen Wasser zu. Man hält die Tempera  tur bei etwa<B>60'</B> noch 2 Stunden, lässt erkal  ten, salzt aus und isoliert den Farbstoff.  



  Der abgeschiedene Farbstoff wird mit  Wasser und etwas Ammoniak angerührt und  mit einer     Kupferoxydammoniaklösung    aus  30 Teilen kristallisiertem Kupfersulfat in  den Kupferkomplex übergeführt. Der aus  gefallene Farbstoff wird vollends     ausgesal-          zen,        genutscht    und wie üblich getrocknet.



  Process for the preparation of an azo dye. It has been found that a new, metal-containing azo dye is obtained when one uses the dye which is obtainable by coupling 1-diazo-4-sulfobenzene-2-earbonic acid with 1 - (4 '- nitro) - phenyl - 3 - methyl - 5 - pyrazolone, successively copper releasing agents and such reducing agents,

      which act on nitro groups in such a way that two nitro groups are combined to form a nitrogen-nitrogen bridge. Such reducing agents are, for example, dextrose or water-soluble sulphides.



  The new dye forms a yellow powder and dyes cotton or Vieko @ sekunsst silk in real reddish-yellow tones.



  <I> Example: </I> 21.7 parts of sulfonanthranilic acid (NH2: COOH: S03H = 1: 2: 4) are diazotized as usual. The diazo solution is added to a solution of 22 parts of 1- (4'-nitro) -phenyl-3-methyl-5-pyrazolone, 30 parts of sodium carbonate and about 200 parts of water.

   After the coupling is complete, the dye is salted out and suction filtered.



  The dye is dissolved in 500 parts of water and 20 parts of sodium hydroxide solution of <B> 36 '</B> B6, heated to about <B> 50' </B> and a solution of 25 parts of grape sugar in 200 parts of water is added. The temperature is held at around <B> 60 '</B> for another 2 hours, left to cool, salted out and the dye isolated.



  The deposited dye is mixed with water and a little ammonia and converted into the copper complex with a copper oxide ammonia solution of 30 parts of crystallized copper sulfate. The color that has precipitated out is completely salted out, suction filtered and dried as usual.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man auf den Farbstoff, der erhältlich ist durch Kup peln der 1-Diazo-4-sulfobenzol-2-earbonsäure mit 1-(4'-Nitro)-phenyl-3-methyl-5-pyrazo- lon, nacheinander Kupfer abgebende Mittel und solche Reduktionsmittel, die auf Nitro gruppen derart einwirken, dass zwei Nitro- gruppen zu einer vereinigt werden, einwirken lässt. PATENT CLAIM: Process for the production of an azo dye, characterized in that the dye, which is obtainable by coupling 1-diazo-4-sulfobenzene-2-carboxylic acid with 1- (4'-nitro) -phenyl-3 -methyl-5-pyrazolone, successively copper-releasing agents and reducing agents which act on nitro groups in such a way that two nitro groups are combined into one, can act. Der neue Farbstoff bildet ein gelbes Pul ver und färbt Baumwolle oder Viskosekunst- seide in echten rötlich-gelben Tönen an. The new dye forms a yellow powder and dyes cotton or viscose artificial silk in real reddish-yellow tones.
CH199188D 1937-05-22 1937-05-22 Process for the preparation of an azo dye. CH199188A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH199188T 1937-05-22

Publications (1)

Publication Number Publication Date
CH199188A true CH199188A (en) 1938-08-15

Family

ID=4441697

Family Applications (1)

Application Number Title Priority Date Filing Date
CH199188D CH199188A (en) 1937-05-22 1937-05-22 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH199188A (en)

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