CH169946A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH169946A
CH169946A CH169946DA CH169946A CH 169946 A CH169946 A CH 169946A CH 169946D A CH169946D A CH 169946DA CH 169946 A CH169946 A CH 169946A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye
preparation
bluish
red
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 CH169946A publication Critical patent/CH169946A/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
    • 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)

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

Description

  

      Zusatzpatent    zum     Hauptpatent    Nr. 163895.    Verfahren zur Darstellung eines     Azofarbstoffes.       Im Hauptpatent ist ein Verfahren zur  Darstellung eines     Azofarbstoffes    beschrieben,  bei welchem     diazotiertes    2. 4 -     Dinitranilin          mit        Bis-(ss-ogäthyl)-m-toluidin    gekuppelt  wird.  



  Es     wurde    gefunden, dass man in  analoger Weise einen     Azofarbstoff    von wert  vollen Eigenschaften erhält,     wenn    man     di-          azotiertes        2-Chlor-4-nitranilin    in     stark        saurer     Lösung kuppelt     mit        Bis-(ss-ogäthyl)-anilin.     



  Der Farbstoff ist ein in Wasser unlös  liches,     dunkelbraunes    Pulver, das in Alkohol  mit     gelbstichig    roter, in     konz.    Schwefelsäure  mit     blaustichig    roter Farbe löslich ist und  nach dem üblichen Verfahren     Acetatseide     in schönen, blaustichig roten Tönen anfärbt.  Die Färbungen zeigen gute Echtheitseigen  schaften und sind rein weiss     ätzbar.    Das neue       Produkt    ist auch ein gutes     Färbemittel    für       Lacke.     



       Beispiel:     86 Teile     2-Chlor-4-nitranilin    werden in       bekannter        Weise        mit    35     Teilen    Natrium-         nitrit        und    240 Teilen     konz.    Schwefelsäure  in     verdünnter        Lösung        diazotiert.    Die     Di-          azoniumlösung        wird    nach dem Mären     mit     90,5 Teilen     Bis-(ss-ogäthyl)-anilin,

          mit    der  nötigen     Menge    Salzsäure gelöst, bei 0 bis 5    zur     Kupplung    gebracht. Nach     einiger    Zeit  ist die     Farbstoffbildung    beendet, die man  durch Abstumpfen der stark     sauren    Re  aktion beschleunigen kann. Das Endprodukt  wird auf     bekannte    Weise isoliert,     verpastet     oder, nach dem Trocknen bei mässig hoher       Temperatur,    zu einem Färbepräparat ver  arbeitet.

   Es ist ein in Wasser unlösliches,       dunkelbraunes    Pulver, das sich beispiels  weise in Alkohol mit     gelbstichig    roter, in       konz.    Schwefelsäure mit blaustichig roter       Farbe    löst.



      Additional patent to main patent no. 163895. Process for the preparation of an azo dye. The main patent describes a process for the preparation of an azo dye in which diazotized 2,4-dinitraniline is coupled with bis- (s-ogäthyl) -m-toluidine.



  It has been found that an azo dye with valuable properties is obtained in an analogous manner if diazotized 2-chloro-4-nitroaniline is coupled in a strongly acidic solution with bis- (ss-ogäthyl) aniline.



  The dye is a water-insoluble, dark brown powder, which in alcohol with yellowish red, in conc. Sulfuric acid is soluble with a bluish red color and dyes acetate silk in beautiful, bluish red 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.



       Example: 86 parts of 2-chloro-4-nitraniline are concentrated in a known manner with 35 parts of sodium nitrite and 240 parts. Sulfuric acid diazotized in dilute solution. The diazonium solution is mixed with 90.5 parts of bis (ss-ogäthyl) aniline,

          dissolved with the necessary amount of hydrochloric acid, brought to the coupling at 0 to 5. After some time, the dye formation is complete, which can be accelerated by dulling the strongly acidic reaction. The end product is isolated in a known manner, pasted or, after drying at a moderately high temperature, processed into a dye preparation.

   It is a water-insoluble, dark brown powder, which, for example, in alcohol with a yellowish red, in conc. Sulfuric acid with a bluish red color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man di- azotiertes 2-Chlor-4-nitranilin in stark saurer Lösung kuppelt mit Bis-(ss-ogäthyl)-anfin. Der Farbstoff ist ein in Wasser unlös- liches, dunkelbraunes Pulver, das in Alkohol mit gelbstichig roter, PATENT CLAIM: Process for the production of an azo dye, characterized in that diazotized 2-chloro-4-nitroaniline is coupled in a strongly acidic solution with bis- (ss-ogäthyl) amine. The dye is a dark brown powder which is insoluble in water and which turns yellowish-red, in konz. Schwefelsäure mit blaustichig Toter Farbe löslich ist und nach dem üblichen Verfahren Acetatseide in schönen, blaustichig roten Tönen anfärbt. Die Färbungen zeigen gute Echtheitseigen schaften und sind rein weiss ätzbar. Das neue Produkt ist auch ein gutes Färbemittel für Lacke. in conc. Sulfuric acid is soluble with a bluish dead color and dyes acetate silk in beautiful, bluish red 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.
CH169946D 1933-09-01 1933-09-01 Process for the preparation of an azo dye. CH169946A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH163895T 1933-09-01
CH169946T 1933-09-01

Publications (1)

Publication Number Publication Date
CH169946A true CH169946A (en) 1934-06-15

Family

ID=25717879

Family Applications (1)

Application Number Title Priority Date Filing Date
CH169946D CH169946A (en) 1933-09-01 1933-09-01 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH169946A (en)

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