CH169945A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH169945A
CH169945A CH169945DA CH169945A CH 169945 A CH169945 A CH 169945A CH 169945D A CH169945D A CH 169945DA CH 169945 A CH169945 A CH 169945A
Authority
CH
Switzerland
Prior art keywords
bis
azo dye
dye
preparation
pure
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 CH169945A publication Critical patent/CH169945A/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
    • 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)
    • 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

  

      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-oxäthyl)-m-toluidin    gekuppelt     wird.     



  Es wurde gefunden, dass man in  analoger Weise einen     Azofarbstoff    von wert  vollen Eigenschaften erhält, wenn man     di-          azotiertes        2.4-Dinitranilin    in stark saurer  Lösung kuppelt mit     2-Bis-(ss-oxäthyl)-amino-          4-chlor-l-methoxybenzol    vom Siedepunkt 217  bis 225  /15 mm.  



  Der Farbstoff ist ein in Wasser unlös  liches, dunkles Pulver, das in Alkohol mit       karminer,    in     konz.    Schwefelsäure mit blau.       roter    Farbe löslich ist und nach dem übli  chen     Verfahren        Acetatseide    in reinen, rot  stichig     violetten    Tönen anfärbt. Die Fär  bungen zeigen gute Echtheitseigenschaften       und        sind    rein weiss     ätzbar.    Das neue       Produkt    ist auch ein gutes     Färbemittel    für       Lecke.     



       Beispiel:     91,5 Teile     2.4-Dinitranilin    werden in       bekannter    Weise mit einer Nitrosylschwefel-    säure,     entsprechend    35 Teilen     Natriumnitrit,          diazotiert.    Die     Diazoniumlösung        wird    auf  Eis ausgetragen, filtriert und mit<B>133</B> Tei  len     2-Bis-(ss-oxäthyl)-amino-4-chlor-l-meth-          oxybenzol,    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 Reaktion beschleunigen kann.  Das Endprodukt wird auf     bekannte    Weise  isoliert,     verpastet    oder, nach dem Trocknen  bei mässig hoher     Temperatur,    zu einem  Färbepräparat verarbeitet. Es ist ein in  Wasser unlösliches, dunkles     Pulver,    das sich  beispielsweise in Alkohol     mit        karminer,     in     konz.    Schwefelsäure mit blauroter 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 2nd 4-Dinitraniline is coupled with bis (ss-oxäthyl) -m-toluidine.



  It has been found that an azo dye of valuable properties is obtained in an analogous manner if diazotized 2,4-dinitraniline is coupled in a strongly acidic solution with 2-bis- (s-oxethyl) -amino-4-chloro-1-methoxybenzene from the boiling point 217 to 225/15 mm.



  The dye is a dark powder which is insoluble in water and which is mixed in alcohol with carmine, in conc. Sulfuric acid with blue. red color is soluble and dyes acetate silk in pure, red-tinged purple tones using the usual process. The dyeings show good fastness properties and can be etched in pure white. The new product is also a good stain for leaks.



       Example: 91.5 parts of 2,4-dinitraniline are diazotized in a known manner with a nitrosylsulfuric acid, corresponding to 35 parts of sodium nitrite. The diazonium solution is poured onto ice, filtered and with 133 parts of 2-bis- (ss-oxethyl) -amino-4-chloro-1-methoxybenzene, dissolved with the necessary amount of hydrochloric acid 0 to 5 brought to the clutch.

    After some time, the formation of the dye is over, 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 coloring preparation. It is a dark powder which is insoluble in water and which can be mixed with carmine in alcohol, in conc. Sulfuric acid dissolves with a blue-red color.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man di- azotiertes 2.4-Dinitranilin in stark saurer Lösung kuppelt mit 2-Bis-(ss-oxäthyl)-amino- 4-chlor-l-methoxybenzol vom Siedepunkt 217 bis 225 /15 mm. PATENT CLAIM: Process for the production of an azo dye, characterized in that diazotized 2,4-dinitraniline is coupled in a strongly acidic solution with 2-bis- (s-oxethyl) -amino-4-chloro-1-methoxybenzene with a boiling point of 217 bis 225/15 mm. Der Farbstoff ist ein in Wasser unlös liches, dunkles Pulver, das in Alkohol mit karminer, in konz. Schwefelsäure mit blau roter Farbe löslich ist und nach dem übli chen Verfahren Acetatseide in reinen, rot- stichig violetten Tönen anfärbt. Die Fär bungen zeigen gute Echtheitseigenschaften und sind rein weiss ätzbar. Das neue Produkt ist auch ein gutes Färbemittel für Lacke. The dye is a dark powder which is insoluble in water and which is mixed in alcohol with carmine, in conc. Sulfuric acid is soluble in a blue-red color and dyes acetate silk in pure, reddish-purple tones using the usual process. The dyeings show good fastness properties and can be etched in pure white. The new product is also a good colorant for paints.
CH169945D 1933-09-01 1933-09-01 Process for the preparation of an azo dye. CH169945A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH163895T 1933-09-01
CH169945T 1933-09-01

Publications (1)

Publication Number Publication Date
CH169945A true CH169945A (en) 1934-06-15

Family

ID=25717878

Family Applications (1)

Application Number Title Priority Date Filing Date
CH169945D CH169945A (en) 1933-09-01 1933-09-01 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH169945A (en)

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