CH215831A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH215831A
CH215831A CH215831DA CH215831A CH 215831 A CH215831 A CH 215831A CH 215831D A CH215831D A CH 215831DA CH 215831 A CH215831 A CH 215831A
Authority
CH
Switzerland
Prior art keywords
sep
azo dye
preparation
dye
brown
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 CH215831A publication Critical patent/CH215831A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • 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
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

  

      Verfabren    zur Herstellung eines     Azofarbstoffes.       Gegenstand des Hauptpatentes ist ein Ver  fahren zur Herstellung eines neuen     Azofarb-          stoffes,    bei dem man     diazotiertes        4-Nitro-l-          aminobenzol    mit     f-N-13Iethyl-N-phenylamino-          propionsäure-,i'-oxyäthylester    kuppelt.  



  Es wurde nun gefunden, dass man einen  neuen, ebenfalls wertvollen     Azofarbstoff    erhält,  wenn man     diazotiertes        4-Nitro-2.6-dichlor-l-          aminobenzol    mit     t3-N-Methyl-N-phenylamino-          propionsäure-R'-oxyäthylester    entsprechend der       Formel     
EMI0001.0017  
   kuppelt.  Der neue     Azofarbstoff    eignet sich beson  ders zum Färben von     Celluloseestern    und       -äthern,    wobei man klare gelbbraune Töne  von ausgezeichneter Lichtechtheit erhält.

   Der  Farbstoff lässt sich mit Hilfe geeigneter       Dispergiermittel    so fein in Wasser verteilen,  dass man kolloidale Lösungen erhält, die sich  nicht von echten Lösungen unterscheiden.    Solche Lösungen besitzen ein vorzügliches       Durchfärbevermögen    für dichtgeschlagenes       Acetatseidengewebe    und stark gezwirntes     2s          Acetatseidengarn.       <I>Beispiel:

  </I>  Die     Diazoverbindung    aus 207 Teilen       1-Amino-2.6-dichlor-4-nitrobenzol    wird bei  0-5   C langsam in     die    mit Wasser auf     etwa     5000 Teile verdünnte Lösung von 234 Teilen       P-N-Methyl-N-phenylaminopropionsäure-@'-          oxyäthylester    in 125 Teilen     Schwefelsäure     eingegossen. Die     Kupplung    ist nach einigen  Stunden beendet.

   Man versetzt mit soviel       Natriumacetat    oder     verdünnter    Natronlauge,  dass das     pA    der     Lösung    5 beträgt, saugt ab,  wäscht gut aus, trocknet bei 50   C und ver  mahlt,     verwalzt    oder verknetet mit der gleichen  Menge eines     Dispergiermittels.     



  Der Farbstoff bildet     ein    braunes Pulver  und     liefert    aus     Glaubersalz    oder Chlorammo  nium enthaltenden     wässrigen    Bädern kräftige      gelbbraune Färbungen auf     Acetatseide,    die  gut durchgefärbt und lichtecht sind.



      Procedure for the production of an azo dye. The main patent relates to a process for the production of a new azo dye, in which diazotized 4-nitro-l-aminobenzene is coupled with f-N-13-ethyl-N-phenylamino-propionic acid, i'-oxyethyl ester.



  It has now been found that a new, likewise valuable azo dye is obtained if diazotized 4-nitro-2,6-dichloro-1-aminobenzene with t3-N-methyl-N-phenylamino-propionic acid-R'-oxyethyl ester according to the formula
EMI0001.0017
   clutch. The new azo dye is particularly suitable for dyeing cellulose esters and ethers, giving clear yellow-brown shades of excellent lightfastness.

   With the help of suitable dispersants, the dye can be distributed so finely in water that colloidal solutions are obtained that do not differ from real solutions. Such solutions have excellent through-dyeing properties for tightly twisted acetate silk fabrics and heavily twisted 2s acetate silk yarns. <I> example:

  </I> The diazo compound from 207 parts of 1-amino-2,6-dichloro-4-nitrobenzene is slowly added at 0-5 C to the solution of 234 parts of PN-methyl-N-phenylaminopropionic acid, diluted with water to about 5000 parts. - Poured oxyäthylester in 125 parts of sulfuric acid. The coupling is complete after a few hours.

   Sodium acetate or dilute sodium hydroxide solution is added in an amount such that the pA of the solution is 5, filtered off with suction, washed thoroughly, dried at 50 ° C. and ground, rolled or kneaded with the same amount of a dispersing agent.



  The dye forms a brown powder and, from aqueous baths containing Glauber's salt or chlorammonium, provides strong yellow-brown colorations on acetate silk that are well colored and lightfast.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man diazotiertes 4-Nitro-2.6-dichlor-l-aminobenzol EMI0002.0007 mit <SEP> i3-N-DTetliS#1-N-plienylaminopropionsäure P'-oxyäthylester <SEP> kuppelt. <tb> Der <SEP> neue <SEP> Farbstoff <SEP> färbt <SEP> Celluloseester <tb> und <SEP> -äther <SEP> aus <SEP> wäL')i-igem <SEP> Bade <SEP> in <SEP> gelbbraunen <tb> Tönen. PATENT CLAIM Process for the production of an azo dye, characterized in that diazotized 4-nitro-2,6-dichloro-l-aminobenzene EMI0002.0007 with <SEP> i3-N-DTetliS # 1-N-plienylaminopropionic acid P'-oxyethyl ester <SEP> coupled. <tb> The <SEP> new <SEP> dye <SEP> colors <SEP> cellulose esters <tb> and <SEP> -ether <SEP> from <SEP> wäL ') i-igem <SEP> bath <SEP> in <SEP> yellow-brown <tb> tones.
CH215831D 1938-07-28 1939-06-27 Process for the preparation of an azo dye. CH215831A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE215831X 1938-07-28
CH212647T 1940-11-25

Publications (1)

Publication Number Publication Date
CH215831A true CH215831A (en) 1941-07-15

Family

ID=25725296

Family Applications (1)

Application Number Title Priority Date Filing Date
CH215831D CH215831A (en) 1938-07-28 1939-06-27 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH215831A (en)

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