CH211830A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH211830A
CH211830A CH211830DA CH211830A CH 211830 A CH211830 A CH 211830A CH 211830D A CH211830D A CH 211830DA CH 211830 A CH211830 A CH 211830A
Authority
CH
Switzerland
Prior art keywords
methoxy
azo dye
dye
preparation
methyl
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH211830A publication Critical patent/CH211830A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/20—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with monocarboxylic acids, carbamic acid esters or halides, mono- isocyanates or haloformic acid esters
    • C09B43/202—Aliphatic, cycloaliphatic, araliphatic carboxylic acids

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr.<B>208950.</B>    Verfahren zur Herstellung eines     Azofarbstoffes       Es wurde gefunden, dass man einen neuen  wertvollen     Azofarbstoff    erhält, wenn man       5-Methyl-2-methoxy-N-meihyloxäthylamino-          benzol,    die     Diazoverbindung    des     1-Amino-6-          methoxy    - 3 -     nitrobenzols    und     Maleinsäure-          anhydrid    derart     aufeinander    einwirken lässt,

    dass der saure     Maleinsäure.ester    des     5-Methyl-          2-methoxy-N-methyloxäthylaminobenzols    ge  bildet wird und der     Diazorest    in     4-Stellung     zur tertiären     Aminogruppe    eintritt.  



  Der so erhaltene Farbstoff bildet     ein     dunkles Pulver, das sich in Form eines       Alkalisalzes    in Wasser mit oranger Farbe  löst und     Acetatkunstseide    aus wässriger Lö  sung in orangen Tönen färbt.  



  <I>Beispiel:</I>  In die     Diazolösung,    die man aus 168 Tei  len     1-Amino-6-methoxy-3-nitrobenzol    her  stellt, trägt man 293 Teile     des    sauren     Malein-          säureesters    des 5-Methyl-2-methoxy-N-me-         thyloxäthylaminobenzols,        erhalten    durch  Umsetzung von     Maleinsäureanhydrid    mit  5 -     Methyl-2-methoxy-N-methyloxäthylamino-          benzol,    .der in Form einer     wässrigen    Lösung       eines        Ammoniumsalzes        vorliegt,

      ein. Man  führt die Kupplung durch längeres Rühren  zu Ende und kann auch allenfalls neutrali  sierende     Mittel,    wie z. B.     Natriumacetat,    zu  geben. Der     Farbstoff    wird dann     abfiltriert     und etwas mit Wasser     gewaschen.    Man ver  rührt ihn dann mit einer     Natriumchlorid-          lösung    und     stellt    mit     Natriumcarbonat    oder  mit Ammoniak auf den     Neutralpunkt.  



      Additional patent to main patent no. 208950. Process for the preparation of an azo dye It has been found that a new valuable azo dye is obtained if 5-methyl-2-methoxy-N-meihyloxäthylaminobenzene, the diazo compound of Allows 1-amino-6-methoxy - 3 - nitrobenzene and maleic anhydride to act on one another

    that the acidic maleic acid ester of 5-methyl-2-methoxy-N-methyloxäthylaminobenzols is formed and the diazo radical occurs in the 4-position to the tertiary amino group.



  The dye obtained in this way forms a dark powder which, in the form of an alkali salt, dissolves in water with an orange color and dyes acetate rayon from an aqueous solution in orange tones.



  <I> Example: </I> 293 parts of the acidic maleic acid ester of 5-methyl-2-methoxy are added to the diazo solution, which is prepared from 168 parts of 1-amino-6-methoxy-3-nitrobenzene -N-methyloxäthylaminobenzene, obtained by reacting maleic anhydride with 5-methyl-2-methoxy-N-methyloxäthylaminobenzene, which is in the form of an aqueous solution of an ammonium salt,

      one. The coupling is completed by prolonged stirring and, if necessary, neutralizing agents such. B. sodium acetate to give. The dye is then filtered off and washed a little with water. It is then stirred with a sodium chloride solution and set to neutral with sodium carbonate or ammonia.

Claims (1)

PATENTANSPRÜCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 5 - DZethyl-2-methoxy-N-methyloxäthylamino- benzol, die Diazoverbindung .des 1-Amino-6- methoxy-3-nitrobenzols und Maleinsäure- anhydrid derart aufeinander einwirken lässt, dass der : PATENT CLAIM: A process for the production of an azo dye, characterized in that 5 - DZethyl-2-methoxy-N-methyloxäthylaminobenzene, the diazo compound .des 1-amino-6-methoxy-3-nitrobenzene and maleic anhydride in such a way on one another allows the: saure Maleinsäureester des 5-Methyl- 2-m,thogy-N-methyloxäthyla.minobenzols ge bildet wird und der Diazorest in -1-Stellung zur tertiären Aminogruppe eintritt. Der so erhaltene Farbstoff bildet ein dunkles Pulver, das .sich in Form eines Alkalisalzes in Wasser mit oranger Farbe löst und Acetatkun stseide aus wässriger Lö sung in orangen Tönen färbt. acidic maleic acid ester of 5-methyl-2-m, thogy-N-methyloxäthyla.minobenzols is formed and the diazo radical is in the -1 position to the tertiary amino group. The dye thus obtained forms a dark powder which dissolves in the form of an alkali salt in water with an orange color and dyes acetate synthetic silk from an aqueous solution in orange tones.
CH211830D 1937-09-18 1937-09-18 Process for the preparation of an azo dye. CH211830A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211830T 1937-09-18
CH208950T 1937-09-18

Publications (1)

Publication Number Publication Date
CH211830A true CH211830A (en) 1940-10-15

Family

ID=25724621

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211830D CH211830A (en) 1937-09-18 1937-09-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH211830A (en)

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