CH292301A - Process for the preparation of a monoazo dye of the pyrazolone series. - Google Patents

Process for the preparation of a monoazo dye of the pyrazolone series.

Info

Publication number
CH292301A
CH292301A CH292301DA CH292301A CH 292301 A CH292301 A CH 292301A CH 292301D A CH292301D A CH 292301DA CH 292301 A CH292301 A CH 292301A
Authority
CH
Switzerland
Prior art keywords
preparation
pyrazolone
dye
monoazo dye
pyrazolone series
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 CH292301A publication Critical patent/CH292301A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F23—COMBUSTION APPARATUS; COMBUSTION PROCESSES
    • F23C—METHODS OR APPARATUS FOR COMBUSTION USING FLUID FUEL OR SOLID FUEL SUSPENDED IN  A CARRIER GAS OR AIR 
    • F23C1/00—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air
    • F23C1/02—Combustion apparatus specially adapted for combustion of two or more kinds of fuel simultaneously or alternately, at least one kind of fuel being either a fluid fuel or a solid fuel suspended in a carrier gas or air lump and liquid fuel

Landscapes

  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Mechanical Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Verfahren        zur        Herstellung        eines        Monoazofarbstoffes    der     Pyrazolonreihe.       Es wurde gefunden, dass man zu einem  neuen, wertvollen,     sulfonsäuregruppenfreien          Monoazofarbstoff    gelangt, wenn man     diazo-          tiertes        4-Nitro-6-ehlor-2-amino-l-oxybenzol    mit  7     -Phenyl-3-methyl-5-pyrazolon-3'-sulfonsäure          N-phenylamid        vereinigt.     



  Der neue Farbstoff bildet ein dunkelrot  braunes Pulver, das sich in heissem Wasser mit  rotbrauner, in konzentrierter Schwefelsäure  mit gelbbrauner Farbe löst. Der Farbstoff  färbt Wolle nach dem     Einbadchromieriuigs-          verfahren    in echten     Orangetönen.     



  Die Kupplung des auf übliche Weise, z. B.  mit Hilfe von Salzsäure und     Natriumnitrit,          diazotierten        4-1%Titro-6-chlor-2-amino-l-oxyben-          zols    mit dem     Pyrazolonsulfonsäureamid    kann  nach üblichen, an sich bekannten Methoden  erfolgen, z. B. in alkalischem, vorzugsweise  schwach alkalischem Mittel.  



       Beispiel:     32,9 Teile     1-Phenyl-3-methyl-5-pyrazolon-          3'-sulfonsäure-N-phenylamid    werden in 100  Teilen Wasser und 8 Teilen     i\atriumhydroxyd       gelöst     und    bei 0  mit der auf übliche Weise  hergestellten     Diazoverbindung    aus 18,85 Tei  len     6-Chlor-4-nitro-2-amino-l-oxybenzol    ver  einigt. Die Kupplung setzt sofort ein und ist  nach kurzer Zeit beendet.

   Nun gibt man pro  100 Raumteile der so erhaltenen Farbstoff  suspension etwa 10 Teile     Natriumchlorid    zu,  rührt nochmals eine Stunde, filtriert den       Farbstoff        ab,        wäscht        ihn        mit    5     %        iger        N        atr        ium-          ehloridlösung    nach und trocknet ihn.



      Process for the preparation of a monoazo dye of the pyrazolone series. It has been found that a new, valuable, sulfonic acid group-free monoazo dye is obtained if diazotized 4-nitro-6-chloro-2-amino-1-oxybenzene is used with 7-phenyl-3-methyl-5-pyrazolone-3 '-sulfonic acid N-phenylamide combined.



  The new dye forms a dark red-brown powder that dissolves in hot water with red-brown color, and in concentrated sulfuric acid with yellow-brown color. The dye dyes wool in real orange tones using the single-bath chroming process.



  The coupling of the in the usual way, for. B. with the help of hydrochloric acid and sodium nitrite, diazotized 4-1% titro-6-chloro-2-amino-1-oxyben- zols with the pyrazolonsulfonic acid amide can be carried out by conventional methods known per se, eg. B. in alkaline, preferably weakly alkaline agent.



       Example: 32.9 parts of 1-phenyl-3-methyl-5-pyrazolone-3'-sulfonic acid-N-phenylamide are dissolved in 100 parts of water and 8 parts of i \ atrium hydroxide and, at 0, with the conventionally prepared diazo compound from 18 , 85 parts of 6-chloro-4-nitro-2-amino-1-oxybenzene united. The clutch starts immediately and ends after a short time.

   About 10 parts of sodium chloride are then added per 100 parts by volume of the dyestuff suspension thus obtained, the mixture is stirred for another hour, the dyestuff is filtered off, washed with 5% sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes der Pyrazolonreihe, dadurch ge kennzeichnet, dass man diazotiertes 4-Nitro-6- chlor-2-amino-l-oxybenzol mit 1-Phenyl-3-me- thyl-5-pyrazolon-3'-sulfonsäure-N-phenylamid vereinigt. Der neue Farbstoff bildet ein dunkelrot- braunes Pulver, das sich in heissem Wasser mit rotbrauner, in konzentrierter Schwefelsäure mit gelbbrauner Farbe löst. Claim: Process for the preparation of a monoazo dye of the pyrazolone series, characterized in that diazotized 4-nitro-6-chloro-2-amino-1-oxybenzene is mixed with 1-phenyl-3-methyl-5-pyrazolone-3 '-sulfonic acid-N-phenylamide combined. The new dye forms a dark red-brown powder that dissolves in hot water with a red-brown color, and in concentrated sulfuric acid with a yellow-brown color. Der Farbstoff färbt Wolle nach dem Einbadchromierun.gs- verfahr en in echten Orangetönen. The dye dyes wool in real shades of orange using the single-bath chrome-plating process.
CH292301D 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series. CH292301A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH287560T 1949-12-20
CH292301T 1949-12-20

Publications (1)

Publication Number Publication Date
CH292301A true CH292301A (en) 1953-07-31

Family

ID=25732716

Family Applications (1)

Application Number Title Priority Date Filing Date
CH292301D CH292301A (en) 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series.

Country Status (1)

Country Link
CH (1) CH292301A (en)

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