CH211831A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH211831A
CH211831A CH211831DA CH211831A CH 211831 A CH211831 A CH 211831A CH 211831D A CH211831D A CH 211831DA CH 211831 A CH211831 A CH 211831A
Authority
CH
Switzerland
Prior art keywords
methoxy
methyl
azo dye
red
dye
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 CH211831A publication Critical patent/CH211831A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/18Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/20Preparation 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
    • C09B43/202Aliphatic, cycloaliphatic, araliphatic carboxylic acids

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

Description

  

      Zusatzpatent    zum     Hiuptpatent    Nr. 208950.    Verfahren zur Herstellung eines     Azofarbstoffes.            Es    wurde gefunden, dass man einen neuen  wertvollen     Azofarbstoff    erhält, wenn man       5-Methyl    - 2-     methoxy-    N-     äthylox5,thylamino-          benzol,

      die     Dia.zoverbindung    des     1-Amino-4-          nitrobenzol-2-methyleulfons    und     Maleinsäure-          anIlydrid    aufeinander     derart    einwirken     lässt,     dass der saure     Maleinsäureester    des     5-Methyl-          2-methoxy-N-äthyloxäthylaminoben:zols    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 rotblauer Farbe  löst und     Aeetatkunstseide    aus     wässriger    Lö  sung in rotblauen Tönen färbt.

      <I>Beispiel:</I>    In die     Diazolösung,    die man     aus    216 Tei  len 1-     Amino    - 4     -nitrobenzol    - 2 -     methylsulfon          herstellt,    trägt man 307 Teile     des    sauren       Maleinsäureesters    des 5-Methyl-2-methoxy-         N-äthyloxäthylaminobenzols,

      erhalten durch       Umsetzung    von     Maleinsäureanhydrid        mit          5-Methyl    - 2 -     methoxy    - N -     äthyloxäthylamino-          benzol,    der in Form einer     wässrigen    Lösung  eines     Ammoniumsalzes    vorliegt, ein. Man  führt .die Kupplung durch längeres Rühren  zu Ende und     kann    auch allenfalls     neutral          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     Natriumearbonat    oder       mit    Ammoniak auf den     Neutralpunkt.  



      Additional patent to main patent no. 208950. Process for the production of an azo dye. It has been found that a new valuable azo dye is obtained if 5-methyl-2-methoxy-N-äthylox5, thylaminobenzene,

      the dia.zo compound of 1-amino-4-nitrobenzene-2-methyleulfons and maleic anilydride can act on each other in such a way that the acidic maleic ester of 5-methyl-2-methoxy-N-ethyloxäthylaminoben: zols is formed and the diazo radical in 4-position to the tertiary amino group occurs.



  The dye thus obtained forms a dark powder which dissolves in the form of an alkali salt in water with a red-blue color and dyes acetate artificial silk from an aqueous solution in red-blue shades.

      <I> Example: </I> 307 parts of the acidic maleic acid ester of 5-methyl-2-methoxy-N- are added to the diazo solution, which is produced from 216 parts of 1- amino-4-nitrobenzene-2- äthyloxäthylaminobenzols,

      obtained by reacting maleic anhydride with 5-methyl-2-methoxy-N-äthyloxäthylamino- benzene, which is in the form of an aqueous solution of an ammonium salt. The coupling is completed by prolonged stirring and, if necessary, neutralizing agents, such as. 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 adjusted to neutral with sodium carbonate or ammonia.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 5-Methyl - 2 - methoxy - N - äthyloxäthylamino- benzol, PATENT CLAIM: Process for the production of an azo dye, characterized in that 5-methyl - 2 - methoxy - N - äthyloxäthylaminobenzene, die Diazoverbindung des 1-Amino-4- nitrobenzol-2-methylsulfons und Maleinsäure- anhydrid derart aufeinander einwirken lässt, the diazo compound of 1-amino-4-nitrobenzene-2-methylsulfone and maleic anhydride can act on one another in such a way that dass der saure Maleinsäureester des 5-Me- thyl-2-methoxy-N-äthyloxäthyla.minobenzols gebildet wird und der Diazorest in 4-Stel- lung zur tertiären Aminogruppe eintritt. Der so erhaltene Farbstoff bildet ein dunkles Pulver, das sich in Form eines Alkalisalzes in Wasser mit rotblauer Farbe löst und Aeet#ttkunstseide aus wässriger Lö sung in rotblauen Tönen färbt. that the acidic maleic acid ester of 5-methyl-2-methoxy-N-äthyloxäthyla.minobenzols is formed and the diazo radical is in the 4-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 a red-blue color and dyes artificial silk from an aqueous solution in red-blue tones.
CH211831D 1937-09-18 1937-09-18 Process for the preparation of an azo dye. CH211831A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211831T 1937-09-18
CH208950T 1937-09-18

Publications (1)

Publication Number Publication Date
CH211831A true CH211831A (en) 1940-10-15

Family

ID=25724622

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211831D CH211831A (en) 1937-09-18 1937-09-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH211831A (en)

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