CH268754A - Process for the preparation of a new monoazo dye. - Google Patents

Process for the preparation of a new monoazo dye.

Info

Publication number
CH268754A
CH268754A CH268754DA CH268754A CH 268754 A CH268754 A CH 268754A CH 268754D A CH268754D A CH 268754DA CH 268754 A CH268754 A CH 268754A
Authority
CH
Switzerland
Prior art keywords
dye
new
monoazo dye
preparation
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 CH268754A publication Critical patent/CH268754A/en

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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     Monoazofarbatoffes.            CTegenstand    der vorliegenden     Erfindung     ist ein Verfahren zur     Herstellun-    eines neuen       Monoazofarbstoffes,    gemäss welchem     N-@tliyl-          N-ss-oxy-y        -phenolypropylaniliii,        diazotiertes          2,4-Dinitroanilin    und ein     Sulfatierungsniittel     miteinander derart zur Unisetzung gebracht  werden,

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



  Der nette Farbstoff ist ein schwarzes Pul  ver, welches in warmem Wasser unter Bil  dung einer     bläulichroten    Lösung und in     konz.     Schwefelsäure unter Bildung einer karmesin  roten Lösung     löslich    ist..         Beispiel:     18,3 Teile     2,4-Dinitroanilin        werden    unter  Rühren     allmählich    in eine Lösung von 6,9 Tei  len     Natriumnitrit    in 140 Teilen     konz.    Schwe  felsäure eingetragen. Das Rühren wird wäh  rend weiteren 1-2 Stunden fortgesetzt,  worauf die     erhaltene    Lösung allmählich in  400 Teile Eis und 100 Teile Wasser einge  tragen wird.

   Die so erhaltene Lösung der       Diazoverbindung    wird hierauf langsam einer  eisgekühlten Lösung von 37,3 Teilen des Na  triumsalzes des     N-:ithyl-N-ss-oxy-y-phenoxy-          propylanilin-schwefelsäureesters    in 400 Teilen  Wasser zugesetzt. Eis wird von Zeit zu Zeit    zugesetzt, uni die Temperatur bei     0-5o    C zu  halten, und     10-n-wässriges        Natriumhydroxyd     in     solehem    Masse zugesetzt, dass das     CTemisch          angenähert    neutral bleibt.

   Die so erhaltene  Suspension des netten     Monoazofarbstoffes    wird  während einiger Stunden gerührt und der       Farbstoff    hierauf     abfiltriert,    bei     30-400    C ge  trocknet, und gemahlen. Der neue Farbstoff  färbt     Cell.liloseacetat-Seide    in violetten Tönen  von guter Lichtechtheit, wenn er aus einem       Natriumehlorid    oder Natriumsulfat enthalten  den, neutralen,     schwaeli    sauren oder schwach       alkalisehen    Färbebad aufgetragen wird.



  Process for the production of a new monoazo carbate. The subject matter of the present invention is a process for the preparation of a new monoazo dye, according to which N- @ tliyl-N-ss-oxy-y -phenolypropylaniliii, diazotized 2,4-dinitroaniline and a sulfating agent are brought into reaction 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 occurs in the 4-position to the tertiary nitrogen atom.



  The nice dye is a black powder, which in warm water to form a bluish-red solution and in conc. Sulfuric acid is soluble with the formation of a crimson-red solution .. Example: 18.3 parts of 2,4-dinitroaniline are gradually concentrated in a solution of 6.9 parts of sodium nitrite in 140 parts with stirring. Sulfuric acid entered. Stirring is continued during a further 1-2 hours, after which the resulting solution is gradually added to 400 parts of ice and 100 parts of water.

   The resulting solution of the diazo compound is then slowly added to an ice-cooled solution of 37.3 parts of the sodium salt of N-: ithyl-N-ss-oxy-y-phenoxypropylaniline-sulfuric acid ester in 400 parts of water. Ice is added from time to time in order to keep the temperature at 0-5 ° C., and 10 N aqueous sodium hydroxide is added in such a mass that the C mixture remains approximately neutral.

   The resulting suspension of the nice monoazo dye is stirred for a few hours and the dye is then filtered off, dried at 30-400 ° C. and ground. The new dye dyes cellulose acetate silk in violet shades of good lightfastness when it is applied from a sodium chloride or sodium sulfate to the neutral, Schwaeli acidic or weakly alkaline dye bath.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazofarbstoffes, dadurch gekennzeichnet, . dass N-Äthyl-N-ss-oxy-y-phenoxypropylanilin, diazotiertes 2,4-Dinitroanilin und ein Sulfa- tierungsmittel miteinander derart. zur Um setzung gebracht werden, dass die Oxygruppe in die entspreehende Scliwefelsäureestergrlippe übergeführt. und der Diazorest in 4-.Stellung zum tertiären Stickstoffatom eintritt. PATENT CLAIM: Process for the production of a new monoazo dye, characterized in that. that N-ethyl-N-ss-oxy-y-phenoxypropylaniline, diazotized 2,4-dinitroaniline and a sulfating agent together in such a way. be brought to the implementation that the oxy group is converted into the corresponding sulphuric acid ester flu. and the diazo radical occurs in the 4-position to the tertiary nitrogen atom. Der neue Farbstoff ist ein schwarzes Pul ver, welches in warmem Wasser unter Bil dung einer bläulichroten Lösung und in konz. Schwefelsäure unter Bildung einer karmesin roten Lösung löslich ist.. The new dye is a black powder, which in warm water to form a bluish-red solution and in conc. Sulfuric acid is soluble to form a crimson-red solution.
CH268754D 1945-02-16 1946-02-16 Process for the preparation of a new monoazo dye. CH268754A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB268754X 1945-02-16
CH251390T 1946-02-16

Publications (1)

Publication Number Publication Date
CH268754A true CH268754A (en) 1950-05-31

Family

ID=25729535

Family Applications (1)

Application Number Title Priority Date Filing Date
CH268754D CH268754A (en) 1945-02-16 1946-02-16 Process for the preparation of a new monoazo dye.

Country Status (1)

Country Link
CH (1) CH268754A (en)

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