CH282256A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH282256A
CH282256A CH282256DA CH282256A CH 282256 A CH282256 A CH 282256A CH 282256D A CH282256D A CH 282256DA CH 282256 A CH282256 A CH 282256A
Authority
CH
Switzerland
Prior art keywords
dye
red
brown
chrome plating
monoazo dye
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 CH282256A publication Critical patent/CH282256A/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
    • 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
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbatoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        4-Nitro-6-acetylamino-2-          amino-l-oxybenzol    in alkalischem Medium mit  l     -Phenyl-3-methyl-5-pyrazolon-3'-        sulfonsäure-          amid    vereinigt.  



  Der neue Farbstoff löst sieh in verdünn  ter     Natriumcarbonatlösung    mit rotbrauner, in  konzentrierter Schwefelsäure mit gelber Farbe  und färbt Wolle aus saurem Bade in rotbrau  nen Tönen, die durch     Nachchromieren    in ein  licht- und     wasehechtes        braunstichiges    Orange  übergeführt werden. Der Farbstoff eignet sich  auch vorzüglich zum Färben nach dem     Ein-          badehromierungsverfahren.     



  Die     Diazotierung    des     4-Nitro-6-acetylamino-          2-amino-l-oxybenzols    kann nach üblichen an  sieh bekannten Methoden, z. B. mit Hilfe von       Mineralsäure,        insbesondere        Salzsäure    und Na  triumnitrit,     durehgeführt    werden.  



  Die Kupplung wird in alkalischem, beispiels  weise     alkaliearbonat-    oder     alkalihydroxyd-          alkalischem    Medium, vorgenommen.         Beispiel:     21,1 Teile     1-Nitro-6-acetylamino-2-amino-l-          oxybenzol    werden in 100 Teilen Wasser     auf-          geselilämmt    und nach Zugabe von 20 Teilen       309/oiger    Salzsäure und Eis bei 5 bis 10  mit    25     Volumteilen        4n-Natriumnitritlösting    in Üb  licher Weise     diazotiert.    Die Suspension der       Diazoverbindung    wird 

  durch Zugabe von     Na-          triumearbonat    neutralisiert und hierauf fil  triert. Der erhaltene Filterkuchen wird in eine  durch Eiszugabe auf 0  abgekühlte Lösung von  26,5 Teilen     1-Phenyl-3-methyl-5-pyrazolon-3'-          sulfonsäureamid    in 80 Teilen Wasser und 26  Teilen     30ohiger        Natriumhydroxydlösung    ein  getragen. Nach beendeter Kupplung wird der  Farbstoff     abfiltriert    und mit 5     o/oiger        Na-          triumehloridlösung    gewaschen.



  Process for the production of a monoazo carbate. It has been found that a valuable monoazo dye is obtained if diazotized 4-nitro-6-acetylamino-2-amino-1-oxybenzene is mixed with 1-phenyl-3-methyl-5-pyrazolone-3'-sulfonic acid in an alkaline medium - amide united.



  The new dye dissolves in a dilute sodium carbonate solution with red-brown, in concentrated sulfuric acid with a yellow color and dyes wool from an acid bath in red-brown tones, which are converted into a light- and washer-fast brownish orange by subsequent chrome plating. The dye is also eminently suitable for dyeing according to the single contouring process.



  The diazotization of the 4-nitro-6-acetylamino-2-amino-1-oxybenzene can be carried out by conventional methods known per se, e.g. B. with the help of mineral acid, especially hydrochloric acid and Na trium nitrite, are durehführung.



  The coupling is carried out in an alkaline medium, for example alkali carbonate or alkali hydroxide. Example: 21.1 parts of 1-nitro-6-acetylamino-2-amino-l-oxybenzene are suspended in 100 parts of water and, after the addition of 20 parts of 309% hydrochloric acid and ice, at 5 to 10 with 25 parts by volume of 4N- Sodium nitrite dissolving diazotized in the usual way. The suspension of the diazo compound is

  neutralized by adding sodium carbonate and then filtered. The filter cake obtained is introduced into a solution, cooled to 0 by the addition of ice, of 26.5 parts of 1-phenyl-3-methyl-5-pyrazolone-3'-sulfonic acid amide in 80 parts of water and 26 parts of 30% sodium hydroxide solution. After the coupling has ended, the dye is filtered off and washed with 5% sodium chloride solution.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 4 -Nitro - 6-acetylamino-2-amino-l- oxvbenzol in alkalischem Medium mit 1-Phe- nyl - 3 - methyl - 5-pyrazolon-3'-sulfonsäureamid vereinigt. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that diazotized 4-nitro-6-acetylamino-2-amino-l-oxvbenzene is mixed with 1-phenyl-3-methyl-5-pyrazolone-3 in an alkaline medium '-sulfonic acid amide combined. Der neue Farbstoff löst sich in verdünnter Natriumcarbonatlösung mit rotbrauner, in konzentrierter Schwefelsäure mit gelber Farbe und färbt Wolle aus saurem Bade in rotbrau nen Tönen, die durch Nachchromieren in ein licht- und waschechtes braunstichiges Orange übergeführt werden. Der Farbstoff eignet sich auch vorzüglich zum Färben nach dem Ein- badchromierungsverfahren. The new dye dissolves in a dilute sodium carbonate solution with red-brown, in concentrated sulfuric acid with a yellow color and dyes wool from an acid bath in red-brown shades, which are converted into a lightfast and washable brownish orange by subsequent chrome plating. The dye is also eminently suitable for dyeing by the single chrome plating process.
CH282256D 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye. CH282256A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH282256T 1948-09-03
CH279910T 1948-09-03

Publications (1)

Publication Number Publication Date
CH282256A true CH282256A (en) 1952-04-15

Family

ID=25731951

Family Applications (1)

Application Number Title Priority Date Filing Date
CH282256D CH282256A (en) 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH282256A (en)

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