CH208950A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH208950A
CH208950A CH208950DA CH208950A CH 208950 A CH208950 A CH 208950A CH 208950D A CH208950D A CH 208950DA CH 208950 A CH208950 A CH 208950A
Authority
CH
Switzerland
Prior art keywords
azo dye
dye
preparation
orange
aqueous solution
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 CH208950A publication Critical patent/CH208950A/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
    • C09B43/22Preparation 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 having the carboxylic group directly attached to an aromatic carbocyclic ring

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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.       Es wurde gefunden, dass man einen neuen,  wertvollen     Azofarbstoff    erhält, wenn man       Äthyloxyäthylarnirroberrzol,    die     Diazoverbin-          dung    des     4-Nitroamirroberrzols    und     Phthal-          säureanhydrid    derart aufeinander einwirken  lässt, dass der saure     Plrthalsäureester    des       Ätlryloxyäthylaminoberrzols    gebildet wird und  der     Diazorest    in     4-Stellung    zur tertiären       Aminogruppe    eintritt.

    



  Der so erhaltene     Farbstoff    bildet ein  dunkles Pulver, das sich in Form eines Alkali  salzes in Wasser mit oranger Farbe löst und       Acetatkunstseide    aus wässeriger Lösung in  rotorangen Tönen färbt.    <I>Beispiel:</I>  In die     Diazolösung,    die man aus 139 Tei  len     4-Nitr-oaminobenzol    herstellt, trägt     rnan     313 Teile des sauren     Phthalsäureesters    des       Ätlryloxyäthylaminobenzols,    erhalten durch       Umsetzung    von     Phthalsäurearrhydrid    mit       Äthyloxyäthylaminobenzol,

      der in Form einer    wässerigen Lösung eines     Arnmoniumsalzes     vorliegt, ein. Man führt die     Kupplung    durch  längeres Rühren zu Ende und kann auch  allenfalls neutralisierende Mittel, wie z. B.       Natriumacetat,    zugeben. Der Farbstoff wird  dann     abfiltriert    und etwas mit Wasser ge  waschen. Man verrührt ihn dann mit einer       Natriumchloridlösung    und stellt mit     Natrium-          carbonat    oder mit Ammoniak auf den Neutral  punkt.

   In trockenem Zustande bildet der       Farbstoff    ein dunkles Pulver, das sich in  reinem Wasser mit roter Farbe löst und       Acetatkunstseide    aus wässeriger Lösung, be  sonders in kurzer Flotte, in rotorangen Tönen  färbt.



  Process for the preparation of an azo dye. It has been found that a new, valuable azo dye is obtained if ethyloxyäthylarnirroberrzol, the diazo compound of 4-Nitroamirroberrzols and phthalic anhydride are allowed to act on each other in such a way that the acidic acid ester of Ätlryloxyäthylaminoberrzol is formed in the 4-Diazorest tertiary amino group enters.

    



  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 artificial silk from an aqueous solution in red-orange tones. <I> Example: </I> In the diazo solution, which is produced from 139 parts of 4-nitr-oaminobenzene, 313 parts of the acidic phthalic acid ester of ethyloxyethylaminobenzene, obtained by reacting phthalic anhydride with ethyloxyethylaminobenzene, are added,

      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 stirred with a sodium chloride solution and set to neutral with sodium carbonate or ammonia.

   When dry, the dye forms a dark powder that dissolves in pure water with a red color and dyes acetate artificial silk from aqueous solution, especially in a short liquor, in red-orange tones.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gekennzeichnet, dass man Äthyloxyäthylamirrobenzol die Diazover- bindung des 4-Nitroaminöbenzols und Phthal- säureanhydrid derart aufeinander einwirken lässt, dass der saure Phthalsäureester des Äthyloxyäthylaminobenzols gebildet wird und der Diazorest in 4-Stellung zur tertiären Amitiogruppe eintritt. PATENT CLAIM: Process for the production of a new azo dye, characterized in that ethyloxyethylamirrobenzene, the diazo compound of 4-nitroaminobenzene and phthalic anhydride, is allowed to act on one another in such a way that the acidic phthalic acid ester of the ethyloxyethylaminobenzene is formed in the 4-position to the tertiary amino group entry. Der so erhaltene Farbstoff bildet ein dunkles Pulver, das sich in Form eines AI- kalisalzes in Wasser mit oranger Farbe löst und Acetatkunstseide aus wässeriger Lösung in rotorangen Tönen färbt. The dye thus obtained forms a dark powder which, in the form of an alkali salt, dissolves in water with an orange color and dyes acetate rayon from aqueous solution in red-orange tones.
CH208950D 1937-09-18 1937-09-18 Process for the preparation of an azo dye. CH208950A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH208950A true CH208950A (en) 1940-03-15

Family

ID=4446304

Family Applications (1)

Application Number Title Priority Date Filing Date
CH208950D CH208950A (en) 1937-09-18 1937-09-18 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH208950A (en)

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