CH221172A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH221172A
CH221172A CH221172DA CH221172A CH 221172 A CH221172 A CH 221172A CH 221172D A CH221172D A CH 221172DA CH 221172 A CH221172 A CH 221172A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
sulfuric acid
azo
dye
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH221172A publication Critical patent/CH221172A/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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur     Herstellung    eines     Azofarbstoffes.       Gegenstand des     Hauptpatentes    ist ein  Verfahren zur     Herstellung    eines     Azofarb-          stoffes,    gemäss welchem man     4-Nitro-2-chlor-          1-aminobenzol        diazotiert    und mit dem sauren       Schwefelsäureester    des     3-(N-Athyl-phenyl-          a-mino-)butanols-(1)    kuppelt.  



  Es wurde nun gefunden, dass man eben  falls einen sehr wertvollen     Azofarbstaff     dann erhält, wenn man     2,6-Dichlor-1=amino-          4-nitrobenzo.1        diazotiert    und mit dem sauren       Schwefelsäureester    des     3-(N-Athyl-phenyl-          amino-)        butanols;    (1) kuppelt.  



       Beispiel:     Man bereitet     ,eine        Diazolösung,    indem  man bei 25 bis<B>30'</B> 20,7 Teile     2,6-Dichlor-          1-amino-4-nitrobenzo1    in durch Eintragen  von 7 Teilen     Natriumnitrit    in 130 Teilen       konzentrierter    Schwefelsäure bereitete     Nitro-          syIschwefelsäure    einrührt und die Masse  hierauf durch Eingiessen auf Eis stark ver  dünnt.

   Die filtrierte schwefelsaure Diazo-         lösung    läuft unter Rühren in eine kalte  Lösung von 27,3 Teilen des Schwefelsäure  esters von     3-(N-Äthyl-phenylamino)        butanal-          (1)    (erhalten durch Kondensation von       3-Chlorbuta.nol    mit     Athylanilin    und Über  führung der so erhaltenen Base durch nach  folgende Einwirkung von     Chlorsulfonsäure     in den     Sulfatoester).    Es wird zur Abstump  fung der Mineralsäure allmählich verdünnte       Natriumhydroxydlösung    eingetropft und die  Reaktion während der Kupplung auf     pn    5  bis 7 gehalten;

   ist diese beendet, wird  schwach alkalisch gestellt und     ausgesalzen.     Der Farbstoff wird unter     Zusatz    von Koch  salz abgeschieden; er färbt     Acetatseide    aus  neutralem, kochsalzhaltigem Bade     rötlieh-          orangebraun.  



  Process for the preparation of an azo dye. The subject of the main patent is a process for the production of an azo dye, according to which 4-nitro-2-chloro-1-aminobenzene is diazotized and treated with the acidic sulfuric acid ester of 3- (N-ethyl-phenyl-a-mino-) butanol- (1) couples.



  It has now been found that a very valuable azo color is also obtained if 2,6-dichloro-1 = amino-4-nitrobenzo.1 is diazotized and with the acidic sulfuric acid ester of 3- (N-ethyl-phenyl-amino -) butanols; (1) couples.



       Example: A diazo solution is prepared by adding, at 25 to 30 ', 20.7 parts of 2,6-dichloro-1-amino-4-nitrobenzo1 to concentrate by adding 7 parts of sodium nitrite in 130 parts Sulfuric acid, stirred in nitrosulfuric acid, and the mass is then strongly diluted by pouring it onto ice.

   The filtered sulfuric acid diazo solution runs while stirring into a cold solution of 27.3 parts of the sulfuric acid ester of 3- (N-ethyl-phenylamino) butanal- (1) (obtained by condensation of 3-chlorobuta.nol with ethylaniline and over management of the base thus obtained by following the action of chlorosulfonic acid in the sulfatoester). To blunt the mineral acid, dilute sodium hydroxide solution is gradually added dropwise and the reaction is kept at pn 5 to 7 during the coupling;

   when this is finished, it is made slightly alkaline and salted out. The dye is deposited with the addition of sodium chloride; he dyes acetate silk from neutral, saline baths reddish-orange-brown.

Claims (1)

PATENTANSPRÜCH: Verfahren zur Herstellung eines Azo- farbstoffes, dadurch gekennzeichnet, dass man 2,6-Dichlor-l-amino-4-nitrobenzol di- azotiert und mit dem sauren Schwefelsäure ester des 3-(N-Äthylphenylamino-) butanols- (1) kupelt. Der erhaltene Farbstoff färbt Acetat- leide aus nPUtralem, kochsalzhaltigem Bade rötliehorangebraun. PATENT CLAIM: Process for the production of an azo dye, characterized in that 2,6-dichloro-1-amino-4-nitrobenzene is diacotized and azo-azotized with the acid sulfuric acid ester of 3- (N-ethylphenylamino) butanol- (1 ) clutch. The dye obtained stains acetate from nPUtral, saline baths reddish-orange brown.
CH221172D 1939-05-03 1940-04-09 Process for the preparation of an azo dye. CH221172A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE221172X 1939-05-03
CH216418T 1940-04-09

Publications (1)

Publication Number Publication Date
CH221172A true CH221172A (en) 1942-05-15

Family

ID=25725858

Family Applications (1)

Application Number Title Priority Date Filing Date
CH221172D CH221172A (en) 1939-05-03 1940-04-09 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH221172A (en)

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