CH203619A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH203619A
CH203619A CH203619DA CH203619A CH 203619 A CH203619 A CH 203619A CH 203619D A CH203619D A CH 203619DA CH 203619 A CH203619 A CH 203619A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
good fastness
dye
nitro
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH203619A publication Critical patent/CH203619A/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
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid
    • 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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Vorliegendes Patent bezieht sich auf ein  Verfahren zur Herstellung     eines        Azofarb-          stoffes,    dadurch gekennzeichnet,     da,ss    man       diazotiertes        1-Nitro-2-amino-4-succinylamino-          benzol    mit     2-(4'-Methoxyphenylamino)-8-          oxynaphthalin-6-sulfonsäure    kuppelt.  



  Der so erhaltene Farbstoff ist ein leicht  wasserlösliches,     dunkles    Pulver und färbt  Wolle in tiefen Brauntönen von guter  Wasch- und Bügelechtheit und sehr guter  Schweiss- und     Seewasserechtheit.       <I>Beispiel:</I>  25,3 Teile 1-     Nitro    - 2 -     amino    - 4 -     succinyl-          aminobenzol,    das durch Erhitzen von     2.4-          Diamino-l-nitrobenzol    mit Bernsteinsäure  anhydrid auf 130 bis 140' C mit sehr guter  Ausbeute erhalten wird, werden unter Zu  satz von     Natriumcarbonat    gelöst.

   Man gibt  die nötige Menge     Natriumnitrit    hinzu und       lä.sst    die Lösung in ein Gemisch von Eis und       fiberschüssiger    Salzsäure laufen. Nach kur  zem Rühren lässt man die nötigenfalls fil-         trierte        Diazolösung        in    eine mit überschüssi  gem     Natriumearbonat    versetzte Lösung von  36     Teilen    2 -     (4'-        3#lethoxyphenylamino)    - 8  oxynaphthalin-6-sulfonsäure laufen. Die  Kupplung ist nach kurzer Zeit beendet.

   Man  neutralisiert und scheidet den Farbstoff  durch Zugabe von     galiumchlorid    oder Koch  salz ab.



  Process for the preparation of an azo dye. The present patent relates to a process for the production of an azo dye, characterized in that diazotized 1-nitro-2-amino-4-succinylamino-benzene is mixed with 2- (4'-methoxyphenylamino) -8-oxynaphthalene-6 -sulfonic acid couples.



  The dye obtained in this way is a readily water-soluble, dark powder and dyes wool in deep brown shades of good fastness to washing and ironing and very good fastness to sweat and seawater. <I> Example: </I> 25.3 parts 1-nitro-2-amino-4-succinyl-aminobenzene, which is obtained by heating 2.4-diamino-1-nitrobenzene with succinic acid to 130 to 140 ° C with very good Yield is obtained, are dissolved with the addition of sodium carbonate.

   The required amount of sodium nitrite is added and the solution is allowed to run into a mixture of ice and excess hydrochloric acid. After brief stirring, the diazo solution, filtered if necessary, is poured into a solution of 36 parts of 2 - (4'- 3 # lethoxyphenylamino) - 8 oxynaphthalene-6-sulfonic acid to which excess sodium carbonate has been added. The coupling ends after a short time.

   It is neutralized and the dye is separated off by adding galium chloride or sodium chloride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man diazotiertes 1-Nitro-2-amino-4-succinyl- aminobenzol mit 2-(4'-Methoxyphenylamino)- 8-oxy-naphthalin-6-sulfonsäure kuppelt. Der so erhaltene Farbstoff ist ein leicht wasserlösliches, dunkles Pulver und färbt Wolle in tiefen Brauntönen von guter Wasch- und Bügelechtheit und sehr guter Schweiss- und Seewasserechtheit. PATENT CLAIM: A process for the production of an azo dye, characterized in that diazotized 1-nitro-2-amino-4-succinyl-aminobenzene is coupled with 2- (4'-methoxyphenylamino) -8-oxy-naphthalene-6-sulfonic acid. The dye obtained in this way is a readily water-soluble, dark powder and dyes wool in deep brown shades of good fastness to washing and ironing and very good fastness to sweat and seawater.
CH203619D 1936-11-26 1937-11-22 Process for the preparation of an azo dye. CH203619A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE203619X 1936-11-26
CH201000T 1938-11-15

Publications (1)

Publication Number Publication Date
CH203619A true CH203619A (en) 1939-03-15

Family

ID=25723642

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203619D CH203619A (en) 1936-11-26 1937-11-22 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH203619A (en)

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