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CH211837A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH211837A
CH211837A CH211837DA CH211837A CH 211837 A CH211837 A CH 211837A CH 211837D A CH211837D A CH 211837DA CH 211837 A CH211837 A CH 211837A
Authority
CH
Switzerland
Prior art keywords
methyl
azo dye
dye
preparation
diazo
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 CH211837A publication Critical patent/CH211837A/en

Links

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    Hauptpatent Nr. 208950.    Verfahren zur Herstellung eines     Azofarbstoffes.       Es     wurde        gefunden"dass    man einen neuen  wertvollen     Azofarbstoff    erhält, wenn man       5-Methyl-N-äthyloxäthylaminobenzol,    die       Diazoverbindung    des     1-Amino-2,4-dinitro-6-          brombenzols        und.        Maleinsäwreanhydrid        derart          aufeinander        einwirken    lässt,

   dass der     saure    Ma  leinsäureester des     5-Methyl-N-äthyloxäthyl-          aminobenzols    gebildet wird und der     Diazo-          rest    in     4-Stellung    zur     tertiären        Aminogruppe     eintritt.  



  Der so erhaltene Farbstoff bildet ein  dunkles Pulver, das sich in Form     eines          Alka.lisalzes    in Wasser mit     violetter    Farbe  löst und     Acetatkunstseide        ms    wässriger Lö  sung in     violetten    Tönen färbt.  



  <I>Beispiel:</I>  In die     Diazolösung,    die man aus 262 Tei  len     1-Amino-2,4-dinitro-6-brombenzol    her  stellt, trägt man 277 Teile des sauren     Malein-          säureesters    des 5-Methyl-N-äthyloxäthyl-         aminobenzols,    erhalten durch     Ümsetzung    von       Maleinsäureanhydrid    mit     5-Methyl-N-äthyl-          oxäthylaminobenzol,    der in Form einer     wäss-          rigen    Lösung eines     Ammoniumsalzes    vorliegt,  ein.

   Man führt die Kupplung     .durch    längeres       Rühren    zu Ende und kann auch allenfalls  neutralisierende     Mittel,    wie z. B. Natrium  acetat, zugeben. Der Farbstoff wird dann       abfiltriert    und etwas mit     Wasser    gewaschen.  Man     verrührt    ihn dann mit einer     Natrium-          chloridläsung    und     stellt    mit     Natriumcarbo-          nat    oder     mit        Ammoniak    auf den     Neutral-          Punkt.  



      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-N-ethyloxethylaminobenzene, the diazo compound of 1-amino-2,4-dinitro-6-bromobenzene and maleic acid anhydride are allowed to act on one another in such a way that

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



  The dye obtained in this way forms a dark powder which dissolves in the form of an alkali salt in water with a violet color and colors acetate silk in aqueous solution in violet tones.



  <I> Example: </I> 277 parts of the maleic acid ester of 5-methyl-N are added to the diazo solution, which is prepared from 262 parts of 1-amino-2,4-dinitro-6-bromobenzene -äthyloxäthyl- aminobenzols, obtained by converting maleic anhydride with 5-methyl-N-ethyl oxäthylaminobenzene, 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, add. The dye is then filtered off and washed a little with water. It is then mixed with a sodium chloride solution and adjusted to the neutral point with sodium carbonate or ammonia.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man 5 - Methyl - N - äthyloxäthylaminobenzol, .die Diazoverbindung des 1-Amino-2,4-,dimtro=6- brombenzols und Maleinsäureanhy: PATENT CLAIM: Process for the production of an azo dye, characterized in that 5 - methyl - N - äthyloxäthylaminobenzene, the diazo compound of 1-amino-2,4-, dimtro = 6-bromobenzene and maleic anhy: drid derart aufeinander einwirken lässt, dass ,der saure Maleinsäureester des 5 - Methyl - N - äthyl - oxäthylaminobenzols gebildet wird und der Diazorest in 4-Stellung zur tertiären Amino- gruppe eintritt. Der so erhaltene Farbstoff bildet ein dunhles Pulver, Drid can act on one another in such a way that the acidic maleic acid ester of 5 - methyl - N - ethyl - oxäthylaminobenzols is formed and the diazo radical enters the 4-position to the tertiary amino group. The dye thus obtained forms a dark powder, das sieh in Form eines 3lkalisalzes in Wasser mit violetter Farb löst und Acetatkunstseide aus wässriger Lö sung in violetten Tönen färbt. this dissolves in the form of a potassium salt in water with a violet color, and acetate artificial silk from aqueous solution colors it in violet tones.
CH211837D 1937-09-18 1937-09-18 Process for the preparation of an azo dye. CH211837A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH211837T 1937-09-18
CH208950T 1937-09-18

Publications (1)

Publication Number Publication Date
CH211837A true CH211837A (en) 1940-10-15

Family

ID=25724628

Family Applications (1)

Application Number Title Priority Date Filing Date
CH211837D CH211837A (en) 1937-09-18 1937-09-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH211837A (en)

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