CH268444A - Process for the preparation of an anthraquinone dye. - Google Patents

Process for the preparation of an anthraquinone dye.

Info

Publication number
CH268444A
CH268444A CH268444DA CH268444A CH 268444 A CH268444 A CH 268444A CH 268444D A CH268444D A CH 268444DA CH 268444 A CH268444 A CH 268444A
Authority
CH
Switzerland
Prior art keywords
anthraquinone dye
preparation
dye
amino
parts
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 CH268444A publication Critical patent/CH268444A/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
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51—N-substituted amino-hydroxy anthraquinone
    • C09B1/516—N-acylated derivatives
    • C09B1/5165—N-acylated derivatives only amino and hydroxy groups

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 265846.    Verfahren zur Herstellung eines     Anthrachinonfarbstoffes.       Es wurde gefunden, dass ein wertvoller       Anthrachinonfarbstoff    hergestellt werden  kann, wenn man     1-Amino-5-oxyantlirachinon     derart mit einem     buturylierenden    Mittel be  handelt, dass die     Aminogruppe        buturyliert     wird.  



  Der neue Farbstoff bildet, gelbe Kristalle  und färbt nach geeigneter     Verpastung    Acetat  kunstseide in lichtechten gelben Tönen.  



  Als     buturylierende    Mittel können gemäss  vorliegendem Verfahren zum Beispiel reak  tionsfähige, funktionelle Derivate der Butter  säure, insbesondere das     Buttersäurechlorid,     verwendet werden.  



  Die Reaktion kann nach an sich bekannten  Methoden beispielsweise in einem indifferen  ten Medium, wie     Pyridin    oder andern ter  tiären Basen, Aceton,     Nitrobenzol,    Chlorbenzol  usw., oder     gewünschtenfalls    auch in einem  Überschuss des als Lösungs- bzw. Verteilungs  mittel wirkenden     Acylierungsmittels    vorge  nommen werden. Zweckmässig führt man die  Reaktion bei erhöhter Temperatur durch.  



  Da beim vorliegenden Ausgangsstoff die       Aminogruppe    ganz unvergleichlich viel leich-         ter        acyliert    wird als die     Hydroxylgruppe,    be  darf es bei üblichen     Acylierungsbedingungen     keinerlei besonderer Massnahmen, um die Re  aktion im angegebenen Sinne zu lenken.    <I>Beispiel:</I>  12 Teile     1-Amino-5-oxyanthracliinon    wer  den in 60 Teilen     Monochlorbenzol    und 6,6 Tei  len     Dimethylanilin    bei 1200 mit 6 Teilen     Bu-          t.urylchl.orid    versetzt und bei 1200 etwa eine  halbe Stunde verrührt. Man filtriert den  Farbstoff nach dem Erkalten ab.

   Zur bes  seren     Abscheidung    des Farbstoffes kann man  60 bis 100 Teile Methanol zufügen.



  Additional patent to main patent No. 265846. Process for the production of an anthraquinone dye. It has been found that a valuable anthraquinone dye can be produced by treating 1-amino-5-oxyantlirachinone with a buturylating agent in such a way that the amino group is buturylated.



  The new dye forms yellow crystals and, after suitable pasting, colors acetate rayon in lightfast yellow tones.



  As buturylating agents, for example, reactive, functional derivatives of butyric acid, in particular butyric acid chloride, can be used according to the present process.



  The reaction can be carried out by methods known per se, for example in an indifferent medium such as pyridine or other tertiary bases, acetone, nitrobenzene, chlorobenzene, etc., or, if desired, in an excess of the acylating agent acting as a solvent or dispersing agent . The reaction is expediently carried out at an elevated temperature.



  Since the amino group in the present starting material is acylated incomparably much more easily than the hydroxyl group, no special measures are required under customary acylation conditions in order to direct the reaction in the stated sense. <I> Example: </I> 12 parts of 1-amino-5-oxyanthracliinone are added to 60 parts of monochlorobenzene and 6.6 parts of dimethylaniline at 1200 with 6 parts of butylchloride and at 1200 about half Stirred for an hour. The dye is filtered off after cooling.

   For the better separation of the dye, 60 to 100 parts of methanol can be added.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Anthra- chinonfarbst,offes, dadurch gekennzeichnet, dass man 1-Amino-5-oxyanthrachinon derart mit einem buturylierenden Mittel behandelt, dass die Aminogruppe buturyliert wird. Der neue Farbstoff bildet feine gelbe Kri stalle und färbt nach geeigneter Verpastung Acetatkunstseide in kräftigen lichtechten gel ben Tönen. PATENT CLAIM: Process for the production of an anthraquinone dye, characterized in that 1-amino-5-oxyanthraquinone is treated with a buturylating agent in such a way that the amino group is buturylated. The new dye forms fine yellow crystals and, after suitable pasting, colors acetate artificial silk in strong, lightfast yellow tones.
CH268444D 1946-08-07 1946-08-07 Process for the preparation of an anthraquinone dye. CH268444A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH268444T 1946-08-07
CH265846T 1946-08-07

Publications (1)

Publication Number Publication Date
CH268444A true CH268444A (en) 1950-05-15

Family

ID=25730835

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268444D CH268444A (en) 1946-08-07 1946-08-07 Process for the preparation of an anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH268444A (en)

Similar Documents

Publication Publication Date Title
CH268444A (en) Process for the preparation of an anthraquinone dye.
CH268442A (en) Process for the preparation of an anthraquinone dye.
CH268443A (en) Process for the preparation of an anthraquinone dye.
CH271299A (en) Process for the preparation of an anthraquinone dye.
CH268445A (en) Process for the preparation of an anthraquinone dye.
CH302428A (en) Process for the production of a vat dye.
CH291735A (en) Process for the production of a vat dye.
CH274710A (en) Process for the production of a vat dye.
CH290510A (en) Process for the production of a vat dye.
CH274713A (en) Process for the production of a vat dye.
CH302429A (en) Process for the production of a vat dye.
CH291732A (en) Process for the production of a vat dye.
CH290508A (en) Process for the production of a vat dye.
CH290511A (en) Process for the production of a vat dye.
CH274714A (en) Process for the production of a vat dye.
CH302418A (en) Process for the production of a vat dye.
CH272571A (en) Process for the production of a vat dye.
CH302427A (en) Process for the production of a vat dye.
CH274712A (en) Process for the production of a vat dye.
CH291731A (en) Process for the production of a vat dye.
CH265846A (en) Process for the preparation of an anthraquinone dye.
CH251645A (en) Process for the production of a vat dye.
CH292691A (en) Process for the production of a vat dye.
CH286501A (en) Process for the production of a vat dye.
CH267314A (en) Process for the production of a vat dye.