CH179327A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH179327A
CH179327A CH179327DA CH179327A CH 179327 A CH179327 A CH 179327A CH 179327D A CH179327D A CH 179327DA CH 179327 A CH179327 A CH 179327A
Authority
CH
Switzerland
Prior art keywords
preparation
new
dye
azo dye
violet
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 CH179327A publication Critical patent/CH179327A/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
    • 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
    • C09B29/0805—Amino benzenes free of acid groups
    • C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
    • C09B29/0813—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)

Description

  

      Zusatzpatent    zum     13auptpatent    Nr. 175365.         Verfahren    zur Darstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen       Azofarbstoff    von wertvollen Eigenschaften  erhält durch Kupplung von     diazotiertem          6-Chlor-'2)        .4-dinitroanilin    mit     3-ss,y-Dioxy-          pr        opylamino-4-methoxy-l-methylbenzol.     



  Der neue Farbstoff ist ein in Wasser  unlösliches dunkles Pulver, das in Aceton  mit blauvioletter und in     konzentrierter     Schwefelsäure mit scharlachroter Farbe lös  lich ist und nach dem üblichen Verfahren       Acetatseide    in schönen blauvioletten Tönen  anfärbt. Die Färbungen zeigen gute     Eeht-          heitseigensehaften        und    sind rein weiss     ätzbar.     Das neue Produkt ist auch ein gutes Färbe  mittel für Lacke.  



  <I>Beispiel:</I>       I0$    Teile     6-Chlor-2.        4-dinitroanilin    wer  den in bekannter Weise mit einer     Nitrosyl-          schwefelsäure,    entsprechend 3-5 Teilen Na  triumnitrit,     diazotiert.    Die     Diazoniumlösung     wird filtriert und mit 105,5 Teilen     3-ss,y-          Dioxypropylamino    - 4-     methoxy-1-        methylben-          zol,    gelöst in 500 Teilen Essigsäure 85%ig  und 3000 Teilen Eiswasser, bei 0 bis 5   zur    Kupplung gebracht.

   Nach einiger Zeit ist  die     Farbstoffbildung    beendet; man     kann    sie  durch Abstumpfender stark sauren Reaktion  beschleunigen. Der ausgeschiedene Farbstoff  wird in     bekannter    Weise aufgearbeitet,     ver-          pastet,    oder, nach dem Trocknen bei mässig  hoher Temperatur, zu einem Färbepräparat  verarbeitet.



      Additional patent to the 13th main patent No. 175365. 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 6-chloro-2) .4-dinitroaniline with 3-ss, γ-dioxypropylamino-4-methoxy-1-methylbenzene.



  The new dye is a dark powder which is insoluble in water and which is soluble in acetone with a blue-violet color and in concentrated sulfuric acid with a scarlet-red color and dyes acetate silk in beautiful blue-violet tones using the usual method. The colorations show good integrity properties and can be etched in pure white. The new product is also a good colorant for paints.



  <I> Example: </I> I0 $ parts 6-chloro-2. 4-dinitroaniline who diazotized in a known manner with a nitrosyl sulfuric acid, corresponding to 3-5 parts of sodium nitrite. The diazonium solution is filtered and coupled at 0-5 with 105.5 parts of 3-ss, γ-dioxypropylamino-4-methoxy-1-methylbenzene, dissolved in 500 parts of 85% acetic acid and 3000 parts of ice water.

   After a while, the dye formation is complete; it can be accelerated by dulling 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)

PATENTANSPRUCR: Verfahren zur Darstellung eines neuen Azofarbstoffes, dadurch .gekennzeichnet, dass man diazotiertes 6-Chlor-2.4-dinitroanilin mit 3-ss,y-Dioxypropylamino-4-methoxy-l- methylbenzol kuppelt. Der neue Farbstoff ist ein in Wasser unlösliches dunkles Pulver, das in Aceton mit blauvioletter und in kon zentrierter Schwefelsäure mit scharlachroter Farbe löslich ist und nach dem üblichen Ver fahren Acetatseide in schönen, blauvioletten Tönen anfärbt. PATENT CLAIM: Process for the preparation of a new azo dye, characterized in that diazotized 6-chloro-2,4-dinitroaniline is coupled with 3-ss, y-dioxypropylamino-4-methoxy-1-methylbenzene. The new dye is a dark powder which is insoluble in water and which is soluble in acetone with blue-violet and in concentrated sulfuric acid with scarlet-red color and dyes acetate silk in beautiful blue-violet tones using the usual method. Die Färbungen zeigen gute Echtheitseigenschaften und sind rein weiss ätzbar. Das neue Produkt ist auch ein gutes Färbemittel für Lacke. The dyeings show good fastness properties and can be etched in pure white. The new product is also a good colorant for paints.
CH179327D 1934-04-07 1934-04-07 Process for the preparation of an azo dye. CH179327A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH175355T 1934-04-07
CH179327T 1934-04-07

Publications (1)

Publication Number Publication Date
CH179327A true CH179327A (en) 1935-08-31

Family

ID=25719673

Family Applications (1)

Application Number Title Priority Date Filing Date
CH179327D CH179327A (en) 1934-04-07 1934-04-07 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH179327A (en)

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