CH274697A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH274697A
CH274697A CH274697DA CH274697A CH 274697 A CH274697 A CH 274697A CH 274697D A CH274697D A CH 274697DA CH 274697 A CH274697 A CH 274697A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
new
oxybenzene
preparation
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 CH274697A publication Critical patent/CH274697A/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 neuen     Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotierte        6-Nitro-2-amino-l-oxy-benzol-          4-sulfonsäure    mit     2-Acetylamino-4-methoxy-l-          oxybenzol    vereinigt.  



  Der neue Farbstoff stellt ein schwarzes  Pulver .dar, das sich in verdünnter     Natrium--          carbonatlösung    mit violetter, in konzentrierter  Schwefelsäure mit grüner Farbe löst und  Wolle aus essigsaurem Bade in blaugrauen  Tönen färbt, die durch     Nachchromieren    in ein  Braungrau von guten     Echtheitseigenschaften     übergehen.  



  Die Kupplung erfolgt beim vorliegenden  Verfahren mit Vorteil in alkalischem Medium,       gegebenenfalls    unter     Zusatz    neutraler oder  basischer Lösungsmittel, wie z. B. Äthanol,       Pyridin        usw.     



       Beispiel:     23,4 Teile     6-Nitro-2-amino-1-        oxybenzol-4-          sulfonsäure    werden in 1000 Teilen Wasser und  5 Teilen 30prozentiger Salzsäure suspendiert  und unter     Aussenkühlung    mit 25     Volumteilen          4n-Natritimnitritlösung    bei 5 bis 10      diazo-          tiert.    Die     Diazolösung    bzw.

       Suspension    wird    durch Eiszugabe auf 5      abgekühlt,    mit     Na-          triumcarbonat    neutralisiert und in eine auf  0" gekühlte     Lösung    aus 18,1 Teilen     1-Oxy-2-          acetylamino-4-methoxybenzol,    100 Teilen Was  ser, 4 Teilen     Natritunhydros-yd        und    20 Teilen       Pyridin    gegeben. Man rührt bei 0 bis 5 , bis  die     Diazoreaktion    verschwunden ist. Dann  wird der entstandene Farbstoff durch Hinzu  fügen von     Natriumehlorid    abgeschieden, ab  filtriert und getrocknet.



  Process for the preparation of a new monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 6-nitro-2-amino-1-oxy-benzene-4-sulfonic acid is combined with 2-acetylamino-4-methoxy-l-oxybenzene.



  The new dye is a black powder that dissolves in a dilute sodium carbonate solution with a violet color and in concentrated sulfuric acid with a green color and dyes wool from an acetic acid bath in blue-gray tones that change to a brown-gray with good fastness properties when chromium-plating.



  In the present process, the coupling is advantageously carried out in an alkaline medium, optionally with the addition of neutral or basic solvents, such as. B. ethanol, pyridine, etc.



       Example: 23.4 parts of 6-nitro-2-amino-1-oxybenzene-4-sulfonic acid are suspended in 1000 parts of water and 5 parts of 30 percent hydrochloric acid and diazotized at 5 to 10 with 25 parts by volume of 4N sodium nitrite solution with external cooling. The diazo solution or

       The suspension is cooled to 5 by adding ice, neutralized with sodium carbonate and poured into a solution, cooled to 0 ", of 18.1 parts of 1-oxy-2-acetylamino-4-methoxybenzene, 100 parts of water, 4 parts of sodium hydroxide and 20 Parts of pyridine are added, the mixture is stirred at 0 to 5 until the diazo reaction has disappeared, then the resulting dye is separated off by adding sodium chloride, filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, dass man diazotierte 6-Nitro-2-amino-l-oxy- benzol - 4 - sulfonsäure mit 2 - Acetylamino - 4- methoxy-l-oxybenzol vereinigt. PATENT CLAIM: Process for the production of a new monoazo dye, characterized in that diazotized 6-nitro-2-amino-1-oxybenzene - 4 - sulfonic acid is combined with 2 - acetylamino - 4-methoxy-1-oxybenzene. Der neue Farbstoff stellt ein schwarzes Pulver dar, das sich in verdünnter Natrium earbonatlösung mit violetter, in konzentrierter Schwefelsäure mit grüner Farbe löst und olle aus essigsaurem Bade in blaugrauen Tönen färbt, -die durch Nachchromieren in ein Braungrau von guten Echtheitseigenschaf ten übergehen. The new dye is a black powder that dissolves in dilute sodium carbonate solution with violet color, in concentrated sulfuric acid with green color and colors oil from acetic acid bath in blue-gray tones, -that change to a brownish-gray with good fastness properties after chromium plating.
CH274697D 1948-06-04 1948-06-04 Process for the preparation of a new monoazo dye. CH274697A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH274697T 1948-06-04
CH270542T 1949-03-23

Publications (1)

Publication Number Publication Date
CH274697A true CH274697A (en) 1951-04-15

Family

ID=25731218

Family Applications (1)

Application Number Title Priority Date Filing Date
CH274697D CH274697A (en) 1948-06-04 1948-06-04 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH274697A (en)

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