CH220123A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH220123A
CH220123A CH220123DA CH220123A CH 220123 A CH220123 A CH 220123A CH 220123D A CH220123D A CH 220123DA CH 220123 A CH220123 A CH 220123A
Authority
CH
Switzerland
Prior art keywords
azo dye
preparation
amino
parts
dichloro
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 CH220123A publication Critical patent/CH220123A/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

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoifes.       Gegenstand des Hauptpatentes ist ein Ver  fahren zur Herstellung eines     Azofarbstoffes,     gemäss welchem man     2,6-Dichlor-l-amino-4-          nitrobenzol    dianotiert und mit     3-(3'-Chlor-          phenyl-amino-)butanol-(1)    kuppelt.  



  Es wurde nun gefunden, dass man eben  falls einen sehr     wertvollen        Azofarbstoff    dann  erhält, wenn man     2,6-Dichlor-l-amino-4-nitro-          benzol    dianotiert und mit     3-(N-Methyl-phenyl-          amino-)butanol-(1)    kuppelt.  



  <I>Beispiel:</I>  Man bereitet eine     Diazolösung,    indem man  bei<B>25-300</B> 20,7 Teile     2,6-Dichlor-l-amino-          4-nitrobenzol    in durch Eintragen von 7 Teilen       Natriumnitrit    in 130 Teile     konz.    Schwefelsäure  bereitete     Nitrosylschwefelsäure    einrührt und  die Masse hierauf durch Eingiessen auf Eis  stark verdünnt.

   Die filtrierte schwefelsaure       Diazolösung    läuft unter Rühren in eine kalte    Lösung von<B>17,9</B> Teilen     3-(N-Methyl-phenyl-          amino-)        butanol-(1)    (erhalten durch Konden  sation von     3-Chlorbutanol    mit     Methylanilin,          Kps    =127-130  ) in 12 Teile Salzsäure von  <B>231</B>     B6    und 800 Teile Wasser; man stumpft  zur Beendigung der     Kupplung    mit     Natrium-          acetat    ab.

   Der Farbstoff wird abgesaugt, nach  gewaschen und     getrocknet;    er färbt Acetat  seide sehr     lichtecht        orangebraun.  



  Process for the production of an azo dye. The main patent relates to a process for the production of an azo dye, according to which 2,6-dichloro-1-amino-4-nitrobenzene is dianotized and coupled with 3- (3'-chlorophenyl-amino) butanol- (1) .



  It has now been found that a very valuable azo dye is also obtained if 2,6-dichloro-1-amino-4-nitrobenzene is dianotated and 3- (N-methyl-phenyl-amino) butanol (1) couples.



  <I> Example: </I> A diazo solution is prepared by adding at <B> 25-300 </B> 20.7 parts of 2,6-dichloro-1-amino-4-nitrobenzene by adding 7 parts Sodium nitrite in 130 parts conc. Sulfuric acid, stirred in nitrosylsulfuric acid and the mass is then strongly diluted by pouring it onto ice.

   The filtered sulfuric acid diazo solution runs into a cold solution of 17.9 parts of 3- (N-methyl-phenyl-amino) butanol- (1) (obtained by condensation of 3-chlorobutanol) with stirring Methyl aniline, Kps = 127-130) in 12 parts of hydrochloric acid of <B> 231 </B> B6 and 800 parts of water; to end the coupling, it is blunted with sodium acetate.

   The dye is filtered off with suction, washed and dried; he dyes acetate silk very lightfast orange-brown.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 2,6- Dichlor-l-amino-4-nitro-benzol dianotiert und mit 3-(N-Methyl-phenylamino-)butanol-(1) kuppelt. Der erhaltene Farbstoff färbt Acetat seide sehr lichtecht in orangebraunen Tönen. PATENT CLAIM: Process for the production of an azo dye, characterized in that 2,6-dichloro-1-amino-4-nitro-benzene is dianotized and coupled with 3- (N-methyl-phenylamino-) butanol- (1). The dye obtained dyes acetate silk very lightfast in orange-brown tones.
CH220123D 1939-05-03 1940-04-09 Process for the preparation of an azo dye. CH220123A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE220123X 1939-05-03
CH216417T 1940-04-09

Publications (1)

Publication Number Publication Date
CH220123A true CH220123A (en) 1942-03-15

Family

ID=25725845

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220123D CH220123A (en) 1939-05-03 1940-04-09 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH220123A (en)

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