CH265730A - Process for the preparation of an anthraquinone dye. - Google Patents

Process for the preparation of an anthraquinone dye.

Info

Publication number
CH265730A
CH265730A CH265730DA CH265730A CH 265730 A CH265730 A CH 265730A CH 265730D A CH265730D A CH 265730DA CH 265730 A CH265730 A CH 265730A
Authority
CH
Switzerland
Prior art keywords
anthraquinone dye
preparation
dye
amino
ethanolamine
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 CH265730A publication Critical patent/CH265730A/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
    • C09B1/22—Dyes with unsubstituted amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 255967.    Verfahren zur Herstellung eines     Anthrachinonfarbatoffes.       Es wurde gefunden, dass ein wertvoller       Anthraehinonfarbstoff    hergestellt werden  kann, wenn     inan        1-Amino-4-nitroanthrachi-          non        ?-aldeliyd    mit einem     überschuss    von     Ätha-          nolamin    zum entsprechenden     Azomethin    um  setzt.  



  Der neue Farbstoff ist ein dunkles Pulver,  das sich in organischen Lösungsmitteln mit.  blauer Farbe löst und     Acetatkunstseide    nach  dem     Umlösen    aus etwa 65%iger Schwefel  säure und dein üblichen Vermahlen mit     Di-          spergiermitteln    in blauen Tönen färbt.  



  Zur Umsetzung kann gemäss vorliegendem  Verfahren zweckmässig eine solche Menge       Äthanolamin        verwendet    werden, dass der  Überschuss als     Lösungs-    oder Verteilungsmit  tel wirkt. Die Umsetzung erfolgt zweckmässig  bei erhöhter Temperatur.

   Gleichzeitig mit der  Überführung der     Aldehydgruppe    in das ent  sprechende     Azomethin    erfolgt hierbei der  Austausch der Nitrogruppe gegen eine     Oxy-          äthylamingruppe.       <I>Beispiel:</I>  10 Teile     1-Amino-4-nitroanthrachinon-2-          aldehyd    werden in 60 Teilen     Äthanolamin     eine     Viertelstunde    auf etwa 750 erwärmt. Man  fällt mit 120 Teilen Alkohol, filtriert und er  hält beim Trocknen ein dunkles Pulver, wel  ches     1-Amino-4-ss-oxyäthylaminoanthrachinon-          2-oxyäthylazomethin    darstellt.



  <B> Additional patent </B> to main patent no. 255967. Process for the production of an anthraquinone dye. It has been found that a valuable anthraquinone dye can be produced if 1-amino-4-nitroanthraquinone? -Aldeliyd with an excess of ethanolamine reacts to form the corresponding azomethine.



  The new dye is a dark powder that dissolves in organic solvents. blue color dissolves and acetate artificial silk after dissolving from about 65% sulfuric acid and your usual grinding with dispersants dyes in blue tones.



  According to the present process, it is expedient to use such an amount of ethanolamine for the reaction that the excess acts as a solvent or distribution agent. The reaction is conveniently carried out at an elevated temperature.

   Simultaneously with the conversion of the aldehyde group into the corresponding azomethine, the nitro group is exchanged for an oxyethylamine group. <I> Example: </I> 10 parts of 1-amino-4-nitroanthraquinone-2-aldehyde in 60 parts of ethanolamine are heated to around 750 for a quarter of an hour. It is precipitated with 120 parts of alcohol, filtered and it keeps a dark powder on drying, wel Ches 1-amino-4-ss-oxyäthylaminoanthraquinone-2-oxyäthylazomethin is.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Anthra- ehinonfarbstoffes, dadurch gekennzeichnet, dass man 1-Amino-4-nitroanthrachinon-2-alde- hyd mit einem Überschuss von Äthanolamin zum entsprechenden Azomethin umsetzt. Der neue Farbstoff ist ein dunkles Pulver, das sich in organischen Lösungsmitteln mit blauer Farbe löst und Acetatkunstseide nach dem Umlösen aus etwa 65%iger Schwefel säure und dem üblichen Vermahlen mit Di- spergiermitteln in blauen Tönen färbt. PATENT CLAIM Process for the production of an anthraquinone dye, characterized in that 1-amino-4-nitroanthraquinone-2-aldehyde is reacted with an excess of ethanolamine to give the corresponding azomethine. The new dye is a dark powder that dissolves in organic solvents with a blue color and, after dissolving from about 65% sulfuric acid and conventionally grinding with dispersants, dyes acetate silk in blue tones.
CH265730D 1947-04-23 1947-04-23 Process for the preparation of an anthraquinone dye. CH265730A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH265730T 1947-04-23
CH255967T 1947-04-23

Publications (1)

Publication Number Publication Date
CH265730A true CH265730A (en) 1949-12-15

Family

ID=25729942

Family Applications (1)

Application Number Title Priority Date Filing Date
CH265730D CH265730A (en) 1947-04-23 1947-04-23 Process for the preparation of an anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH265730A (en)

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