CH287560A - 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
CH287560A
CH287560A CH287560DA CH287560A CH 287560 A CH287560 A CH 287560A CH 287560D A CH287560D A CH 287560DA CH 287560 A CH287560 A CH 287560A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
pyrazolone
monoazo dye
chrome plating
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 CH287560A publication Critical patent/CH287560A/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     Pyrazolonreih'#       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       1-Phenyl-3-methyl-5-pyrazolon-3'    -     sulfonsäure-          amid    vereinigt.  



  Der neue Farbstoff bildet ein dunkelrot  braunes Pulver, das sich in heissem Wasser  mit rotbrauner, in konzentrierter Schwefel  säure mit gelbbrauner Farbe löst. Der Farb  stoff färbt. Wolle nach dem     Einbadchromie-          rungsverfahren    oder dem     Nachchromierver-          fahren    in echten     Orangetönen.     



  Die Kupplung des     auf    übliche Weise, z. B.  mit Hilfe von     Salzsäure    und     Natriumnitrit          diazotierten        4-Nitro-6-chlor-2-amino-l-oxyben-          zols    mit dem     Py        razolonsulfonsäureamid    kann  nach üblichen an sich bekannten Methoden er  folgen, z. B. in alkalischem, vorzugsweise  schwach alkalischem Medium.

      <I>Beispiel:</I>  25,3 Teile     1-Phenyl-3-methyl-5-pyrazolon-          3'-sulfonsäureamid    werden in 100 Teilen Was  ser und 8 Teilen     Natriumhydroxyd    gelöst und    bei 0  mit der auf übliche Weise hergestellten       Diazoverbindung    aus 18,85 Teilen     6-Chlor-4-          nitro-2-amino-l-oxybenzol    vereinigt. Die Kupp  lung setzt sofort. ein und ist nach kurzer Zeit  beendet.

   Nun gibt man pro 100 Raumteile der  so erhaltenen     Farbstoffsuspension    etwa 10  Teile     Natriumchlorid        z11,    rührt nochmals eine  Stunde, filtriert den Farbstoff ab, wäscht ihn       mit    5     %        iger        Natriumchloridlösung        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 combined with 1-phenyl- 3-methyl-5-pyrazolone-3 '- sulfonic acid amide 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. The dye stains. Wool after the single bath chrome plating process or the re-chrome plating process in real orange tones.



  The coupling of the in the usual way, for. B. with the help of hydrochloric acid and sodium nitrite diazotized 4-nitro-6-chloro-2-amino-1-oxyben- zols with the Py razolonsulfonsäureamid can follow conventional methods known per se, eg. B. in an alkaline, preferably weakly alkaline medium.

      <I> Example: </I> 25.3 parts of 1-phenyl-3-methyl-5-pyrazolone-3'-sulfonic acid amide are dissolved in 100 parts of water and 8 parts of sodium hydroxide and at 0 with the conventionally prepared diazo compound combined from 18.85 parts of 6-chloro-4-nitro-2-amino-1-oxybenzene. The clutch sets immediately. and ends after a short time.

   About 10 parts of sodium chloride 11 are then added per 100 parts by volume of the dye suspension thus obtained, the mixture is stirred for another hour, the dye 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'-sulfonsäureamid vereinigt. Der neue Farbstoff bildet ein dunkelrot braunes Pulver, das sich in heissem Wasser mit rotbrauner, in konzentrierter Schwefel säure 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 amide 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 Farb stoff färbt Wolle nach dem Einbadchromie- rungsverfahren oder dem Nachchromierver- fahren in echten Orangetönen. The dye dyes wool in real shades of orange using the single-bath chrome plating process or the post-chrome plating process.
CH287560D 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series. CH287560A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH287560A true CH287560A (en) 1952-12-15

Family

ID=4485841

Family Applications (1)

Application Number Title Priority Date Filing Date
CH287560D CH287560A (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) CH287560A (en)

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