CH215833A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH215833A
CH215833A CH215833DA CH215833A CH 215833 A CH215833 A CH 215833A CH 215833D A CH215833D A CH 215833DA CH 215833 A CH215833 A CH 215833A
Authority
CH
Switzerland
Prior art keywords
sep
azo dye
preparation
dye
acid
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 CH215833A publication Critical patent/CH215833A/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

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen,  wertvollen     Azofarbstoff    erhält, wenn man     di-          azotiertes        4-Nitro-2.    6 -     dichlor-l-        aminobenzol     mit     ss-N-Äthyl-N-3-methylphenylaminopro-          pionsäure        -,P'-        ogyäthylester    entsprechend der  Formel  
EMI0001.0012     
    kuppelt.

    Der neue     Azofarbstoff    eignet sich beson  ders zum Färben von     Celluloseestern    und       -äthern,    wobei man klare rotbraune Töne von  ausgezeichneter Lichtechtheit erhält. Der Farb  stoff lässt sich mit Hilfe geeigneter     Dispergier-          mittel    so fein in Wasser verteilen, dass man  kolloidale Lösungen erhält, die sich     nicht    von  echten Lösungen unterscheiden.

   Solche Lösun  gen besitzen ein     vorzügliches    Durchfärbever-    mögen für dichtgeschlagenes     Acetatseiden-          gewebe    und stark     gezwirntes        Acetatseidengarn.     <I>Beispiel:

  </I>  Die     Diazoverbindung    aus 209 Teilen     1-          Amino    - 2 . 6 -     dichlor    - 4 -     nitrobenzol        wird    bei  0--5 o C langsam in die mit Wasser auf     etwa     5000 Teile verdünnte Lösung von 265 Teilen       ss    - N -Äthyl - N - 3 -     methylphenylaminopropion-          säure-P'-ogyäthylester    in 110     Teilen    35      /oiger          Salzsäure    eingegossen. Die Kupplung ist sehr  rasch beendet.

   Man versetzt mit so viel Na  triumacetat oder     verdünnter    Natronlauge, dass  das     pH    der Lösung 5     beträgt,    saugt ab, wäscht  gut aus, trocknet bei 50 o C und     vermahlt     mit der gleichen Menge eines     Dispergiermittels.     



  Der     Farbstoff    bildet ein dunkelbraunes  Pulver und     liefert    aus     Glaubersalz    oder Chlor  ammonium enthaltenden     wässrigen    Bädern  kräftige     rotbraune    Färbungen auf     Acetatseide,     die gut     durchgefärbt    und lichtecht sind.



  Process for the preparation of an azo dye. It has been found that a new, valuable azo dye is obtained when diazotized 4-nitro-2. 6 - dichloro-l-aminobenzene with ss-N-ethyl-N-3-methylphenylaminopropionic acid -, P'-ogyäthylester according to the formula
EMI0001.0012
    clutch.

    The new azo dye is particularly suitable for dyeing cellulose esters and ethers, giving clear red-brown shades of excellent lightfastness. With the help of a suitable dispersing agent, 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 and heavily twisted acetate silk yarn. <I> example:

  </I> The diazo compound from 209 parts 1- amino - 2. 6 - dichloro - 4 - nitrobenzene is slowly added to the solution of 265 parts of ss - N - ethyl - N - 3 - methylphenylaminopropionic acid P'-ogyäthylester in 110 parts diluted with water to about 5000 parts 35% hydrochloric acid poured in. The coupling is completed very quickly.

   Sufficient sodium acetate or dilute sodium hydroxide solution is added so that the pH of the solution is 5, and the product is filtered off with suction, washed thoroughly, dried at 50 ° C. and ground with the same amount of a dispersant.



  The dye forms a dark brown powder and, from aqueous baths containing Glauber's salt or chlorine ammonium, produces strong red-brown colorations on acetate silk that are well colored and lightfast.

Claims (1)

EMI0002.0001 PATENTANSPRUCH: <tb> Verfahren <SEP> zur <SEP> Herstellung <SEP> eines <SEP> Azofarb stoffes, <SEP> dadurch <SEP> gekennzeichnet, <SEP> da13 <SEP> man <SEP> di azotiertes <SEP> 4-Nitro-2.6-dichlor-l-aminobenzol <tb> mit <SEP> @-N-Äthyl-N-3-methyIphenylaminopru pionsäure-#i'-oxyäthylester <SEP> kuppelt. Der neue Farbstoff färbt Celluloseester und -äther aus wärrigem Bad in rotbraunen Tönen. EMI0002.0001 PATENT CLAIM: <tb> Process <SEP> for the <SEP> production <SEP> of a <SEP> azo dye, <SEP> characterized by <SEP>, <SEP> da13 <SEP> man <SEP> di azoized <SEP> 4-nitro -2.6-dichloro-1-aminobenzene <tb> with <SEP> @ -N-Ethyl-N-3-methyIphenylaminopropionic acid- # i'-oxyäthylester <SEP> couples. The new dye colors cellulose esters and ethers from a warm bath in red-brown shades.
CH215833D 1938-07-28 1939-06-27 Process for the preparation of an azo dye. CH215833A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE215833X 1938-07-28
CH212647T 1940-11-25

Publications (1)

Publication Number Publication Date
CH215833A true CH215833A (en) 1941-07-15

Family

ID=25725298

Family Applications (1)

Application Number Title Priority Date Filing Date
CH215833D CH215833A (en) 1938-07-28 1939-06-27 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH215833A (en)

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