CH268753A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH268753A
CH268753A CH268753DA CH268753A CH 268753 A CH268753 A CH 268753A CH 268753D A CH268753D A CH 268753DA CH 268753 A CH268753 A CH 268753A
Authority
CH
Switzerland
Prior art keywords
preparation
new
dye
monoazo dye
oxy
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH268753A publication Critical patent/CH268753A/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
    • C09B29/06—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 neuen     Monoazofarbstoffes.       Gegenstand der vorliegenden Erfindung  ist, ein Verfahren zur     Herstellung    eines neuen       Monoazofarbstoffes,    gemäss welchem     N-Äthyl-          N-ss-oxy-y-phenoxypropylaniliii,        diazotiertes          2,6-Diehlor-4-nitranilin    und ein     Sulfatisie-          rungsmittel    miteinander derart umgesetzt  werden,

   dass die     Oxygruppe    in die entspre  chende     Sehwefelsäureestergruppe    übergeführt  wird und der     Diazorest    in     4-Stellung    zum ter  tiären     Stiekstoffatom    eintritt.  



  Der neue Farbstoff ist ein grünlich  schwarzes Pulver, welches in warmem Wasser  unter Bildung einer orangefarbenen Lösung  löslich ist.  



  <I>Beispiel:</I>  20,7 Teile     2,6-Diehlor-4-nitranilin    werden  in eine Lösung von     Nitrosylsehwefelsäure    (er  halten durch Eintragen von 6,9 Teilen     trok-          kenem        Natriumnitrit    in 140 Teile     konz.     Schwefelsäure) eingetragen, und das Gemisch  wird während 2 Stunden gerührt. Es wird  hierauf in ein Gemisch von 400 Teilen Eis  und 100 Teilen Wasser eingetragen.

   Die so  erhaltene filtrierte     Diazolösung    wird allmäh  lich einer eisgekühlten Lösung von 37,3 Teilen  des     Natriumsalzes    des     N-Ät.hyl-N-fl'-oxy-y-          phenoxypropylanilinschwefelsäureesters    zuge-    setzt. Eis wird je nach Bedarf zugesetzt, um  die Temperatur zwischen 0 und 50 C zu halten,  und     10-n--#v        ässriges        Nat.riumhy        droxyd    in     sol-          ehem    Masse zugesetzt, dass das Gemisch ange  nähert neutral bleibt.

   Der abgeschiedene neue  Farbstoff wird     abfiltriert,    mit wenig Wasser  gewaschen, bei     30-400    C getrocknet und ge  mahlen. Der neue Farbstoff färbt     Cellulose-          acetat-Seide    in     orangebraunen    Tönen von  guter Lichtechtheit. Er besitzt eine sehr gute  Affinität zu     Celluloseaeetat-Seide    in stark ver  dünnten Färbebädern.



  Process for the preparation of a new monoazo dye. The present invention provides a process for the preparation of a new monoazo dye, according to which N-ethyl-N-ss-oxy-y-phenoxypropylaniliii, diazotized 2,6-diehlor-4-nitroaniline and a sulfating agent are reacted with one another in such a way that

   that the oxy group is converted into the corresponding sulfuric acid ester group and the diazo radical is in the 4-position to the tertiary nitrogen atom.



  The new dye is a greenish black powder which is soluble in warm water to form an orange solution.



  <I> Example: </I> 20.7 parts of 2,6-diehlor-4-nitraniline are introduced into a solution of nitrosylsulfuric acid (obtained by adding 6.9 parts of dry sodium nitrite to 140 parts of concentrated sulfuric acid) and the mixture is stirred for 2 hours. It is then added to a mixture of 400 parts of ice and 100 parts of water.

   The filtered diazo solution obtained in this way is gradually added to an ice-cold solution of 37.3 parts of the sodium salt of N-Ät.hyl-N-fl'-oxy-y-phenoxypropylaniline-sulfuric acid ester. Ice is added as required to keep the temperature between 0 and 50 C, and 10-n - # aqueous sodium hydroxide is added in such a mass that the mixture remains approximately neutral.

   The deposited new dye is filtered off, washed with a little water, dried at 30-400 ° C. and ground. The new dye dyes cellulose acetate silk in orange-brown shades with good lightfastness. It has a very good affinity for cellulose acetate silk in very dilute dye baths.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, dass N-Äthyl-lNT-fl-oxy-y-phenoxypropylanilin, diazotiertes 2,6 Dichlor-4-nitranilin und ein Sulfatierungsmittel miteinander derart umge setzt werden, dass die Oxygruppe in die ent sprechende Sehwefelsäureestergruppe überge führt wird und der Diazorest in 4-Stellung zum tertiären Stiekstoffatom eintritt.. PATENT CLAIM: Process for the preparation of a new monoazo dye, characterized in that N-ethyl-lNT-fl-oxy-y-phenoxypropylaniline, diazotized 2,6 dichloro-4-nitroaniline and a sulfating agent are reacted with one another in such a way that the oxy group is converted into the The corresponding sulfuric acid ester group is transferred and the diazo radical is in the 4-position to the tertiary nitrogen atom. Der neue Farbstoff ist ein grünlich schwarzes Pulver, welches in warmem Wasser unter Bildung einer orangefarbenen Lösung löslich ist. The new dye is a greenish black powder which is soluble in warm water to form an orange solution.
CH268753D 1945-02-16 1946-02-16 Process for the preparation of a new monoazo dye. CH268753A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB268753X 1945-02-16
CH251390T 1946-02-16

Publications (1)

Publication Number Publication Date
CH268753A true CH268753A (en) 1950-05-31

Family

ID=25729534

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268753D CH268753A (en) 1945-02-16 1946-02-16 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH268753A (en)

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