CH292299A - 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
CH292299A
CH292299A CH292299DA CH292299A CH 292299 A CH292299 A CH 292299A CH 292299D A CH292299D A CH 292299DA CH 292299 A CH292299 A CH 292299A
Authority
CH
Switzerland
Prior art keywords
preparation
dye
monoazo dye
pyrazolone series
red
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 CH292299A publication Critical patent/CH292299A/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
    • 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

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  • 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,     da.ss    man zu einem       denen,    wertvollen,     sulfonsäuregruppenfreien          Monoazofarbstoff    gelangt, wenn man diano  tiertes     4-Nitro-6-ehlor-2-amino-1-oxybenzol    mit       1-Plieny        1-3-methyl-5-pyrazolon    -     3'-sulfonsäure-          N-/i-oxyäthylamid        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-          stoi'f    färbt Wolle nach dem     Einbadchromie-          i-nn-sverfahren    in echten     Orangetönen.     



  Die Kupplung des auf übliche Weise, z.     B.     mit Hilfe von Salzsäure und     Natriumnitrit,     dianotierten     4-Nitro-6-elilox=2-amino-l-oxvben-          zols    mit. dem     Pvrazolonsnlfonsäureamid    kann       naeli        übliehen,        @an    sich bekannten Methoden  erfolgen, z.     B.    in alkalischem. vorzugsweise  schwach alkalischem Mittel.

           Beispiel:     29,7 Teile     1-Plienyl-3-methyl-5-pyrazolon-          3'-sulfonsäui-e-N-fl-oxyätliylamid    werden in  100 Teilen Wasser und 8 Teilen Natrium-         hydroxyd    gelöst und bei 0  mit der auf übliche  Weise hergestellten     Diazoverbindung    aus  18,85 Teilen     6-Chlor-4-nitro-2-amino-l-oxyben-          zol    vereinigt. Die Kupplung setzt sofort ein  und ist nach kurzer Zeit beendet.

   Nun gibt  man pro 100 Raumteile der so erhaltenen       Farbstoffsuspension    etwa 10 Teile     Natrium-          ehlorid    zu, rührt nochmals eine Stunde, fil  triert den Farbstoff ab, wäscht ihn mit  5     %        iger        Natritimchloridlösung        nach        Lind        trock-          net    ihn.



  Process for the preparation of a monoazo dye of the pyrazolone series. It has been found that a valuable, sulfonic acid group-free monoazo dye is obtained if diano-tated 4-nitro-6-chloro-2-amino-1-oxybenzene is used with 1-Plieny 1-3-methyl-5-pyrazolone - 3'-sulfonic acid N- / i-oxyäthylamid 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 color stoi'f dyes wool in real orange tones using the single-bath chrome-i-nn-s process.



  The coupling of the in the usual way, for. B. with the help of hydrochloric acid and sodium nitrite, dianotized 4-nitro-6-elilox = 2-amino-1-oxvben- zols with. the Pvrazolonsnlfonsäureamid can naeli naeli, @ methods known per se, z. B. in alkaline. preferably weakly alkaline agent.

           Example: 29.7 parts of 1-plienyl-3-methyl-5-pyrazolone-3'-sulfonsäui-eN-fl-oxyätliylamid 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 starts immediately and ends after a short time.

   About 10 parts of sodium chloride 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, it is washed with 5% sodium chloride solution and then dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoazo- farbstoffes der Pyrazolonreihe, dadurch ge kennzeichnet, dass man dianotiertes 4-Nitro-6- chlor-2-amino-l-oxybenzol mit 1-Phenyl-3-me thyl-5-pyra.zolon-3'-sufonsäure-N-ss-oxyäthyl- amid vereinigt. Der neue Farbstoff bildet ein d-Lmkelrot- braunes Pulver, das sich in heissem Wasser mit rotbrauner, in konzentrierter Schwefel säure mit gelbbrauner Farbe löst. PATENT CLAIM: Process for the preparation of a monoazo dye of the pyrazolone series, characterized in that dianotated 4-nitro-6-chloro-2-amino-1-oxybenzene is mixed with 1-phenyl-3-methyl-5-pyra.zolon- 3'-sulfonic acid-N-ss-oxyethyl amide combined. The new dye forms a d-milk 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 in echten Orangetönen. The dye dyes wool in real shades of orange using the one-bath chrome plating process.
CH292299D 1949-12-20 1949-12-20 Process for the preparation of a monoazo dye of the pyrazolone series. CH292299A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH292299T 1949-12-20
CH287560T 1949-12-20

Publications (1)

Publication Number Publication Date
CH292299A true CH292299A (en) 1953-07-31

Family

ID=25732714

Family Applications (1)

Application Number Title Priority Date Filing Date
CH292299D CH292299A (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) CH292299A (en)

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