CH282260A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH282260A
CH282260A CH282260DA CH282260A CH 282260 A CH282260 A CH 282260A CH 282260D A CH282260D A CH 282260DA CH 282260 A CH282260 A CH 282260A
Authority
CH
Switzerland
Prior art keywords
dye
amino
violet color
parts
preparation
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 CH282260A publication Critical patent/CH282260A/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
    • 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     Monoazofarbatoffes.       Es wurde gefunden, dass man zu einem  wertvollen     Monoazofarbstoff    gelangt, wenn  man     diazotiertes        4-Nitro-6-n-butyryl-amino-2-          amino-l-oxybenzol    in alkalischem Medium mit.       2,8-Dioxy-naphthalin-6-sulfonsäure    vereinigt.  



  Der neue Farbstoff löst sich in verdünn  ter     Natriumearbonatlösung    mit     grünstichig     violetter, in konzentrierter Schwefelsäure mit  violetter Farbe und färbt Wolle nach dem       Nachchromierverfahren    in licht- und wasch  echten     grauollven    Tönen.  



  Die     Diazotierung    des     4-Nitro-6-n-butyryl-          amino-2-amino-l-oxvbenzols    kann nach übli  chen an sich bekannten Methoden, z. B. mit  Hilfe von Mineralsäure, insbesondere Salz  säure und     Natriumnitrit,    durchgeführt wer  den.  



  Die Kupplung     wird    in neutralem bis alkali  schem, vorzugsweise in alkalischem Medium,  z. B. in     alkalicarbonatalkalischem,        alkali-          hydroxydalkalischem    oder     erdalkalihydroxyd-          alkalischem    Medium, vorgenommen.  



  <I>Beispiel:</I>  23,9 Teile     4-Nitro-6-n-butyrylamino-2-          amino-l-oxybenzol    werden in 100 Teilen Was  ser aufgeschlämmt und nach Zugabe von 15       Teilen        30%iger        Salzsäure        und        Eis        bei    0     bis     10  mit 25     Volumteilen        4-n-Natriumnitrit-          lösung    in üblicher Weise     diazotiert.    Durch  Zusetzen von     Natriumcarbonat    wird das Ge  misch neutralisiert und hierauf die     Diazover-    

        bindung        abfiltriert.    Der erhaltene Filter-    kochen wird allmählich in eine mit Eis auf  0 bis 5  gekühlte Lösung von 27,5 Teilen     2,8-          dioxy        naphthalin-6-sulfonsaurem    Natrium, 50       Teilen        Wasser        und        7,5        Teilen        30%iger        Na-          triumhydroxydlösung    eingetragen,

   wobei man       gleichzeitig        weitere    6     Teile        30        %ige        Natrium-          hydroxydlösung    zusetzt. Unter langsamem An  steigenlassen der Temperatur auf Raumtem  peratur wird weitergerührt, bis die Farbstoff  bildung beendet. ist.

   Der     dureh    Zugeben  von     Natriumchlorid    vollständig abgeschiedene       Farbstoff        wird        abfiltriert,        mit        10%        iger        Na-          triumchloridlösung        gewaschen        und    getrocknet.



  Process for the production of a monoazo carbate. It has been found that a valuable monoazo dye is obtained when using diazotized 4-nitro-6-n-butyryl-amino-2-amino-1-oxybenzene in an alkaline medium. 2,8-Dioxy-naphthalene-6-sulfonic acid combined.



  The new dye dissolves in dilute sodium carbonate solution with a greenish violet color, in concentrated sulfuric acid with a violet color and dyes wool in light and washable shades of gray using the chromium plating process.



  The diazotization of the 4-nitro-6-n-butyryl-amino-2-amino-1-oxvbenzols can according to usual methods known per se, for. B. with the help of mineral acid, especially hydrochloric acid and sodium nitrite, carried out who the.



  The coupling is in neutral to alkaline Shem, preferably in an alkaline medium, eg. B. in alkali carbonate, alkaline hydroxydalkalischem or alkaline earth metal hydroxide medium, made.



  <I> Example: </I> 23.9 parts of 4-nitro-6-n-butyrylamino-2-amino-l-oxybenzene are slurried in 100 parts of water and, after the addition of 15 parts of 30% hydrochloric acid and ice, are added 0 to 10 with 25 parts by volume of 4N sodium nitrite solution diazotized in the usual way. By adding sodium carbonate, the mixture is neutralized and then the diazo

        Binding filtered off. The filter boil obtained is gradually introduced into a solution, cooled to 0 to 5 with ice, of 27.5 parts of 2,8-dioxynaphthalene-6-sulfonic acid sodium, 50 parts of water and 7.5 parts of 30% sodium hydroxide solution,

   at the same time a further 6 parts of 30% sodium hydroxide solution are added. While slowly allowing the temperature to rise to room temperature, stirring is continued until dye formation has ended. is.

   The dye, which has completely separated out by adding sodium chloride, is filtered off, washed with 10% strength sodium chloride solution and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Monoa.zo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 4-Nitro-6-n-butyrylamino-2-amino- 1-oxybenzol in alkalischem Medium mit 2,8-Di- oxynaphthalin-6-sulfonsäure vereinigt. PATENT CLAIM: A process for the production of a Monoa.zo- dye, characterized in that diazotized 4-nitro-6-n-butyrylamino-2-amino-1-oxybenzene in an alkaline medium with 2,8-dioxynaphthalene-6-sulfonic acid united. Der neue Farbstoff löst sich in verdünnter Natriumcarbonatlösung mit grünstichig violet ter, in konzentrierter Schwefelsäure mit violet ter Farbe und färbt Wolle nach dem Nach- chromierverfahren in licht- und waschechten grauoliven Tönen. UNTERANSPRUCH Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass man die Kupplung in Gegenwart von Alkalihydroxyden durch führt. The new dye dissolves in dilute sodium carbonate solution with a greenish violet color, in concentrated sulfuric acid with a violet color and dyes wool in light- and washfast gray-olive tones using the post-chroming process. SUB-CLAIM Process according to claim, characterized in that the coupling is carried out in the presence of alkali metal hydroxides.
CH282260D 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye. CH282260A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH282260T 1948-09-03
CH279910T 1948-09-03

Publications (1)

Publication Number Publication Date
CH282260A true CH282260A (en) 1952-04-15

Family

ID=25731955

Family Applications (1)

Application Number Title Priority Date Filing Date
CH282260D CH282260A (en) 1948-09-03 1948-09-03 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH282260A (en)

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