CH179326A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH179326A
CH179326A CH179326DA CH179326A CH 179326 A CH179326 A CH 179326A CH 179326D A CH179326D A CH 179326DA CH 179326 A CH179326 A CH 179326A
Authority
CH
Switzerland
Prior art keywords
preparation
dye
new
azo dye
naphthylamine
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH179326A publication Critical patent/CH179326A/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
    • C09B29/095—Amino naphthalenes
    • 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

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent<B>Nu. 175355.</B>    Verfahren zur Darstellung eines     Azofarbstoffes.       Es wurde gefunden,     dass    man einen neuen       Azofarbstoff    von wertvollen Eigenschaften  erhält durch Kupplung von     diazotiertem          0-Brom-2.4-dinitroanilin    mit     Igono-ss,y-dioxy-          propyl-a-naphthylamin,    erhalten durch Kon  densation von     a-Naphthylamin    mit,     a-Chlor-          ss,y-dioxypropan.     



  Der neue Farbstoff ist ein in Wasser un  lösliches dunkles Pulver, das in Aceton mit  blauer, und in konzentrierter Schwefelsäure  mit roter Farbe löslich ist     und    nach dem       übliehen    Verfahren     Acetatseide    in schönen  blauen Tönen anfärbt. Die Färbungen     ze-i-          .c'"en    gute     Echtheitseigensehaften    und sind  <B>en</B>  rein weiss     ätzbar.    Das neue Produkt ist auch  ein     -,utes    Färbemittel für Lacke.  



  n    <I>Beispiel:</I>  <B>131</B> Teile     6-Brom-2.        4-dinitro-anilin    wer  den in bekannter Weise mit einer     Nitrosyl-          schweff--#lsäure,    entsprechend<B>35</B> Teilen     Na-          triumnitrit        diazotiert.    Die     Diazoniumlösuno-          wird    filtriert und mit<B>108,5</B> Teilen     ss,y-Di-          oxypropyl-a-naphthylamin,    gelöst in<B>100</B> Tei  len konzentrierter Salzsäure und 4000 Teilen    Eiswasser, bei<B>0</B> bis<B>5 '</B> zur Kupplung ge  bracht.

   Nach einiger Zeit ist die     Farbstoff-          bildung    beendet; man kann sie durch<B>Ab-</B>  stumpfen der stark sauren Reaktion be  schleunigen. Der ausgeschiedene Farbstoff  wird in bekannter Weise     aufgearbeitet,        ver-          pastet,    oder,     naell    dem Trocknen bei mässig  hoher Temperatur, zu einem Färbepräparat  verarbeitet.



  Additional patent to the main patent <B> Nu. 175355. Process for the preparation of an azo dye. It has been found that a new azo dye with valuable properties is obtained by coupling diazotized 0-bromo-2,4-dinitroaniline with Igono-ss, y-dioxy-propyl-a-naphthylamine, obtained by condensation of a-naphthylamine with, a -Chlor- ss, y-dioxypropane.



  The new dye is a dark powder which is insoluble in water and which is soluble in acetone with a blue color and in concentrated sulfuric acid with a red color and dyes acetate silk in beautiful blue tones using the usual method. The dyeings ze-i- .c '"en good fastness properties and are <B> en </B> pure white etchable. The new product is also a -, utes colorant for lacquers.



  n <I> Example: </I> <B> 131 </B> parts 6-bromo-2. 4-dinitro-aniline is diazotized in a known manner with a nitrosylsulfuric acid, corresponding to 35 parts of sodium nitrite. The diazonium solution is filtered and mixed with 108.5 parts of ss, y-dioxypropyl-a-naphthylamine dissolved in 100 parts of concentrated hydrochloric acid and 4000 parts of ice water <B> 0 </B> to <B> 5 '</B> brought to the coupling.

   After a while, the formation of the dye has ended; it can be accelerated by <B> dulling </B> the strongly acidic reaction. The precipitated dye is worked up, pasted or, after drying at a moderately high temperature, processed into a dye preparation in a known manner.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man diazotiertes 6-Brom-2. 4-dinitro-aniliii mit Mono-fl,r-dioxypropyl-a-naphthylamin kuppelt. PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that diazotized 6-bromo-2. 4-dinitro-aniliii couples with mono-fl, r-dioxypropyl-a-naphthylamine. Der neue Farbstoff ist ein in Was- s -,er unlösliches dunkles Pulver, das in Aceton mit blauer und in konzentrierter Sehwefel- säure mit roter Farbe löslich ist und nach dem üblichen Verfahren Acetatseide in schö- neu, blauen Tönen anfärbt. Die Färbungen zeigen gute Echtheitseigenschaften und sind rein weiss ätzbar. Das neue Produkt ist auch ein gutes Färbemittel für Lacke. The new dye is a dark powder which is insoluble in water, which is soluble in acetone with blue and in concentrated sehulphuric acid with red and dyes acetate silk in beautiful blue tones using the usual method. The dyeings show good fastness properties and can be etched in pure white. The new product is also a good colorant for paints.
CH179326D 1934-04-07 1934-04-07 Process for the preparation of an azo dye. CH179326A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH179326T 1934-04-07
CH175355T 1934-04-07

Publications (1)

Publication Number Publication Date
CH179326A true CH179326A (en) 1935-08-31

Family

ID=25719672

Family Applications (1)

Application Number Title Priority Date Filing Date
CH179326D CH179326A (en) 1934-04-07 1934-04-07 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH179326A (en)

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