CH283989A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH283989A
CH283989A CH283989DA CH283989A CH 283989 A CH283989 A CH 283989A CH 283989D A CH283989D A CH 283989DA CH 283989 A CH283989 A CH 283989A
Authority
CH
Switzerland
Prior art keywords
dye
preparation
violet color
monoazo dye
parts
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 CH283989A publication Critical patent/CH283989A/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

  

  <B>Verfahren zur Herstellung</B>     eines        Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotierten        4-Nitro-2-amino-l-oxyphenyl-          (6)    -     carbaminsäureäthylester    in alkalischem  Medium mit 2,8 -     Dioxynaphthalin    - 6 -     sulfon-          säure    vereinigt.  



       Dei#    neue Farbstoff stellt ein     sch-#varzbran-          nes    Pulver dar, das sich in verdünnter     Na-          triumearbonatlösung    mit blaustichig violetter,  in konzentrierter Schwefelsäure und in Was  ser mit     rotstichig    violetter Farbe löst und  Wolle nach dem     Nachehromierverfahren    in  licht- und waschechten oliven Tönen färbt.  



  Die     Diazotierung    des     4-Nitro-2-amino-l-          oxyphenyl-(6)-carbaminsäureäthylesters    kann  nach üblichen Methoden, zum Beispiel mit  Hilfe von Mineralsäure, insbesondere Salz  säure und     Natriumnitrit,    durchgeführt wer  den.  



  Die Kupplung wird in alkalischem, bei  spielsweise     alkalicarbonat,    oder     alkalihydro-          xydalkalischem    Medium vorgenommen.  



       Beispiel:          2-1,1    Teile     4-Nitro-2-amino-l-oxyphenyl-(6)-          carbaininsäui-eäthylester    werden in 100 Teilen  Wasser     aufgeschlämmt    und nach Zugabe von  20 Teilen 30prozentiger Salzsäure und Eis bei  5 bis 10  mit.

   25     Volumteilen    4n-Natriumnitrit-         lösung    in üblicher Weise     diazotiert.    Die Sus  pension der     Diazoverbindung    wird durch Zu  gabe von     Natriumcarbonat    neutralisiert, mit       25        %        (bezogen        auf        das        Volumen)        Natrium-          chlorid    versetzt und hierauf filtriert.

   Der er  haltene Filterkuchen wird in eine auf etwa  5  abgekühlte Lösung von 27,5 Teilen     2,8-di-          oxynaphthalin-6-sulfonsaurem    Natrium und  10 Teilen     Natriumchlorid    in 55 Raumteilen       2n-Natriumhydroxy        dlösung    eingetragen. Man  rührt bei 10 bis 15  bis die Kupplung beendet  ist und filtriert den Farbstoff ab. Der  mit. 20prozentiger N     atriumchloridlösung    gewa  schene Filterkuchen wird getrocknet.



  <B> Process for the production </B> of a monoazo dye. It has been found that a valuable monoazo dye is obtained if diazotized 4-nitro-2-amino-1-oxyphenyl- (6) -carbamic acid ethyl ester is combined with 2,8-dioxynaphthalene-6-sulfonic acid in an alkaline medium.



       The new dye is a black-burned powder that dissolves in a dilute sodium carbonate solution with a bluish violet, in concentrated sulfuric acid and in water with a reddish violet color, and wool in lightfast and washfast olive tones using the remodeling process colors.



  The diazotization of the 4-nitro-2-amino-l-oxyphenyl- (6) -carbamic acid ethyl ester can be carried out by conventional methods, for example with the aid of mineral acid, especially hydrochloric acid and sodium nitrite.



  The coupling is carried out in an alkaline medium, for example alkali carbonate or alkali hydroxide.



       Example: 2-1.1 parts of 4-nitro-2-amino-l-oxyphenyl (6) - carbaininsäui-ethyl ester are slurried in 100 parts of water and after adding 20 parts of 30 percent hydrochloric acid and ice at 5 to 10 with.

   25 parts by volume of 4N sodium nitrite solution diazotized in the usual way. The suspension of the diazo compound is neutralized by adding sodium carbonate, adding 25% (based on the volume) sodium chloride and then filtering.

   The filter cake obtained is introduced into a solution, cooled to about 5, of 27.5 parts of 2,8-di-oxynaphthalene-6-sulfonic acid sodium and 10 parts of sodium chloride in 55 parts by volume of 2N sodium hydroxide solution. The mixture is stirred at 10-15 until the coupling has ended and the dye is filtered off. The one with. Filter cake washed with 20 percent sodium chloride solution is dried.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Monoa.zo- farbstoffes, dadurch gekennzeichnet, dass man diazotierten 4-Nitro-2-amino-l-oxyphenyl- (6) - carbaminsäureäthylester in alkalischem Me dium mit 2,8-Dioxynaphthalin-6-sulfonsäure vereinigt. PATENT CLAIM Process for the production of a Monoa.zo- dye, characterized in that diazotized 4-nitro-2-amino-1-oxyphenyl- (6) -carbamic acid ethyl ester is combined with 2,8-dioxynaphthalene-6-sulfonic acid in an alkaline medium. Der neue Farbstoff stellt ein schwarzbrau nes Pulver dar, das sich in verdünnter Nä- triumcarbonatlösung mit blaustichig violetter, in konzentrierter Schwefelsäure und in Was ser mit rotstiehig violetter Farbe löst und Wolle nach dem Nachchromierverfahren in licht- und waschechten oliven Tönen färbt. The new dye is a black-brown powder that dissolves in a dilute sodium carbonate solution with a bluish violet color, in concentrated sulfuric acid and in water with a reddish violet color and colors wool in light- and washfast olive tones using the chromium-plating process.
CH283989D 1948-09-03 1949-06-29 Process for the preparation of a monoazo dye. CH283989A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH279910T 1948-09-03
CH283989T 1949-06-29

Publications (1)

Publication Number Publication Date
CH283989A true CH283989A (en) 1952-06-30

Family

ID=25731959

Family Applications (1)

Application Number Title Priority Date Filing Date
CH283989D CH283989A (en) 1948-09-03 1949-06-29 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH283989A (en)

Similar Documents

Publication Publication Date Title
CH286500A (en) Process for the preparation of a monoazo dye.
CH283989A (en) Process for the preparation of a monoazo dye.
CH251583A (en) Process for the preparation of an azo dye.
CH283990A (en) Process for the preparation of a monoazo dye.
CH282258A (en) Process for the preparation of a monoazo dye.
CH282261A (en) Process for the preparation of a monoazo dye.
CH279910A (en) Process for the preparation of a monoazo dye.
CH211927A (en) Process for the preparation of an azo dye.
CH268397A (en) Process for the preparation of an azo dye.
CH282256A (en) Process for the preparation of a monoazo dye.
CH282263A (en) Process for the preparation of a monoazo dye.
CH282260A (en) Process for the preparation of a monoazo dye.
CH282259A (en) Process for the preparation of a monoazo dye.
CH302384A (en) Process for the preparation of a monoazo dye.
CH308402A (en) Process for the preparation of a monoazo dye.
CH296531A (en) Process for the preparation of a monoazo dye.
CH268395A (en) Process for the preparation of an azo dye.
CH283991A (en) Process for the preparation of a monoazo dye.
CH259718A (en) Process for the preparation of a monoazo dye.
CH296528A (en) Process for the preparation of a monoazo dye.
CH291815A (en) Process for the preparation of a new monoazo dye.
CH259725A (en) Process for the preparation of a disazo dye.
CH296530A (en) Process for the preparation of a monoazo dye.
CH296533A (en) Process for the preparation of a monoazo dye.
CH266022A (en) Process for the preparation of a monoazo dye.