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CH296541A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH296541A
CH296541A CH296541DA CH296541A CH 296541 A CH296541 A CH 296541A CH 296541D A CH296541D A CH 296541DA CH 296541 A CH296541 A CH 296541A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
preparation
dye
parts
oxynaphthalene
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 CH296541A publication Critical patent/CH296541A/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
    • C09B29/02—Monoazo dyes prepared by diazotising and coupling from diazotised o-amino-hydroxy compounds
    • 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

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.       Es wurde gefunden, dass man zu einem       wertvollen        Monoazofarbstoff    gelangt, wenn       nian    dianotiertes     2-Amino-4,2'-dichlor-1,1'-di-          phenyläther    mit     1-(4'-Tertiärbutylbenzoyl-          @imino)-8-oxynaphthalin-3,6-disulfonsä.ui@e    ver  einigt..  



  Der neue     Farbstoff    stellt ein dunkles Pul  ver dar, (las sich in Wasser mit roter Farbe  löst und Wolle aus essigsaurem Bade in rei  nen     blaustichig    roten Tönen von hervorragen  der     Nasseelitlieit    färbt.  



  Die dem vorliegenden Verfahren als Aus  gangsstoff dienende 1-     (4'-Tertiärbuty@ben-          zoyiamino)-8-oxynaphthalin-3,6-disulfonsäure     kann beispielsweise erhalten werden, indem  man 1-     Amino    - 8 -     oxynaphthalin    - 3,6 -     disulfon-          säure    an der     Aminogruppe    mit. einem     p-Ter-          tiärbutylbenzoesäurehalogenid        acyliert.     



  Die Kupplung kann nach an sieh bekann  ten Methoden in alkalischem, z. B. in     natrium-          earbonathaltigem    Medium, erfolgen.    <I>Beispiel:</I>  Man dianotiert 25,4 Teile     2-Amino-4,2'-di-          elilor-1,1'-diphenyläther    mit 25 Teilen     30o/oiger       Salzsäure und 7 Teilen     Natriumnitrit    in 200  Teilen Wasser bei 0 bis 5  in üblicher Weise.

    Die von Verunreinigungen     abfiltrierte        Diazo-          lösung    wird bei 0 bis 5  in dünnem Strahl zu  einer gut gerührten Lösung aus 47,9 Teilen       1-(4'-Tertiärbittylbenzoylamino)-8-oxynaph-          thalin-3,6-disulfonsäure    und 50 Teilen     Na-          triumearbonat    in 500 Teilen Wasser zugege  ben. Nach dem Verschwinden der     Diazoreak-          tion    wird die     Parbstoffsuspension        noch    kurze  Zeit erwärmt, und der Farbstoff wird dann       abfiltriert.  



  Process for the preparation of a monoazo dye. It has been found that a valuable monoazo dye is obtained if dianotated 2-amino-4,2'-dichloro-1,1'-diphenyl ether with 1- (4'-tert-butylbenzoyl- @imino) -8-oxynaphthalene -3,6-disulfonsä.ui @ e united ..



  The new dye is a dark powder (it dissolves in water with a red color, and wool from an acetic acid bath dyes in pure blue-tinged red shades of excellent wet elite.



  The 1- (4'-tert-buty @ benzoyiamino) -8-oxynaphthalene-3,6-disulfonic acid used as starting material for the present process can be obtained, for example, by adding 1-amino-8-oxynaphthalene-3,6-disulfone - acid on the amino group with. acylated to a p-tertiary butylbenzoic acid halide.



  The coupling can according to known methods in alkaline, z. B. in sodium earbonate medium. <I> Example: </I> 25.4 parts of 2-amino-4,2'-dililor-1,1'-diphenyl ether are added with 25 parts of 30% hydrochloric acid and 7 parts of sodium nitrite in 200 parts of water 0 to 5 in the usual way.

    The diazo solution filtered off from impurities is at 0 to 5 in a thin stream to a well-stirred solution of 47.9 parts of 1- (4'-tertiary bittylbenzoylamino) -8-oxynaphthalene-3,6-disulfonic acid and 50 parts of Na- trium carbonate in 500 parts of water added. After the diazo reaction has disappeared, the pigment suspension is heated for a short time and the dye is then filtered off.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Monoazo- farbstoffes, dadurch gekennzeichnet, dass man dianotiertes 2-Amino-4,2'-dichlor-1,1'-diphe- nyläther mit 1-(4'-Tertiärbutylbenzoylamino)= 8-oxynaphthalin-3,6-disulfonsäure vereinigt. Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser mit roter Farbe löst und Wolle aus essigsaurem Bade in reinen blaustichig roten Tönen von hervorragender Nassechtheit färbt. PATENT CLAIM Process for the production of a monoazo dye, characterized in that dianotated 2-amino-4,2'-dichloro-1,1'-diphenyl ether with 1- (4'-tert-butylbenzoylamino) = 8-oxynaphthalene-3, 6-disulfonic acid combined. The new dye is a dark powder that dissolves in water with a red color and dyes wool from an acetic acid bath in pure bluish red shades with excellent wet fastness.
CH296541D 1950-11-09 1950-11-09 Process for the preparation of a monoazo dye. CH296541A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH296541T 1950-11-09
CH293115T 1951-10-16

Publications (1)

Publication Number Publication Date
CH296541A true CH296541A (en) 1954-02-15

Family

ID=25733332

Family Applications (1)

Application Number Title Priority Date Filing Date
CH296541D CH296541A (en) 1950-11-09 1950-11-09 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH296541A (en)

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