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CH209973A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH209973A
CH209973A CH209973DA CH209973A CH 209973 A CH209973 A CH 209973A CH 209973D A CH209973D A CH 209973DA CH 209973 A CH209973 A CH 209973A
Authority
CH
Switzerland
Prior art keywords
dye
azo dye
carboxylic acid
preparation
acid group
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 CH209973A publication Critical patent/CH209973A/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
    • 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

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarb'stoffes.       Es wurde gefunden,     dass    man einen     Azo-          farbstoff    erhält, wenn man den Farbstoff aus       diazotiertem        1-Aminobenzol-4-p-oxyäthyläther     und     1-Phenyl-3-methyl-5-pyrazolon    derart mit       Maleinsäureanhydrid    behandelt,

       dass    die     Oxy-          gruppe    des Farbstoffes mit einer     Carbonsäure-          gruppe    der     Maleinsäure    verestert wird und  die andere     Carbonsäuregruppe    zur Salzbil  dung frei bleibt.  



  Der so erhaltene Farbstoff bildet ein  gelbes Pulver, das in Form eines     Alkali-          salzes    in Wasser löslich ist und das aus       wässriger    Lösung     Aoetatkunstseide    in gelben  Tönen färbt.  



  <I>Beispiel:</I>  <B>5</B> Teile des Farbstoffes, den man durch  Vereinigen der     Diazoverbindung    des     1-Amino-          benzol-4-p-oxyäthyläthers    mit     1-Phenyl-3-          methyl-5-pyrazolon    erhält, werden in etwa  <B>5</B> Teilen geschmolzenes     Maleinsäureanhydrid     eingetragen. Man rührt nun die Masse bei  einer Temperatur von etwa<B>80-90</B>     11    so lange,  bis eine klare Schmelze entsteht. Durch Auf  nahme in Wasser und Neutralisieren mit    einem Alkali, z.

   B.     Ammoniumhydroxyd    oder       Natriumearbonat    erhält man eine tief gelbe  Lösung des neuen     Parbstoffes.    Durch Ver  setzen mit einem Salz, zum Beispiel mit       Natriumehlorid,    fällt der Farbstoff aus. Er  wird     abfiltriert    und getrocknet.



  Process for the production of an azo dye. It has been found that an azo dye is obtained if the dye from diazotized 1-aminobenzene-4-p-oxyethyl ether and 1-phenyl-3-methyl-5-pyrazolone is treated with maleic anhydride in such a way that

       that the oxy group of the dye is esterified with a carboxylic acid group of maleic acid and the other carboxylic acid group remains free for salt formation.



  The dye thus obtained forms a yellow powder which is soluble in water in the form of an alkali salt and which, from aqueous solution, dyes acetate silk in yellow tones.



  <I> Example: </I> <B> 5 </B> parts of the dye that can be obtained by combining the diazo compound of 1-amino-benzene-4-p-oxyethyl ether with 1-phenyl-3-methyl-5- pyrazolone is obtained, about <B> 5 </B> parts of molten maleic anhydride are introduced. The mass is then stirred at a temperature of about 80-90 11 until a clear melt is formed. By taking up in water and neutralizing with an alkali, e.g.

   B. ammonium hydroxide or sodium carbonate gives a deep yellow solution of the new paraffin. The dye is precipitated by adding a salt, for example sodium chloride. It is filtered off and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azofarb- stoffes, dadurch gekennzeichnet, dass man den Farbstoff aus diazotiertem 1-Aminobenzol- 4-p-oxyäthyläther und 1-Phenyl-3-methyl-5- pyrazolon derart mit Maleinsäureanhydrid be handelt, PATENT CLAIM: Process for the production of an azo dye, characterized in that the dye from diazotized 1-aminobenzene-4-p-oxyethyl ether and 1-phenyl-3-methyl-5-pyrazolone is treated with maleic anhydride in such a way that dass die Oxygruppe des Farbstoffes mit einer Carbonsäuregruppe der Maleinsäure verestert wird und die andere Carbonsäure- gruppe zur Salzbildung frei bleibt. Der so erhaltene Farbstoff bildet ein gelbes Pulver, das in Form eines Alkalisalzes in Wasser löslich ist und das aus wässriger Lösung Ace- tatkunstseide in gelben Tönen färbt. that the oxy group of the dye is esterified with a carboxylic acid group of maleic acid and the other carboxylic acid group remains free for salt formation. The dye thus obtained forms a yellow powder which is soluble in water in the form of an alkali salt and which, from aqueous solution, dyes acetate silk in yellow tones.
CH209973D 1938-09-22 1938-09-22 Process for the preparation of an azo dye. CH209973A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH209973T 1938-09-22

Publications (1)

Publication Number Publication Date
CH209973A true CH209973A (en) 1940-05-31

Family

ID=4446743

Family Applications (1)

Application Number Title Priority Date Filing Date
CH209973D CH209973A (en) 1938-09-22 1938-09-22 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH209973A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3158596A (en) * 1957-09-27 1964-11-24 Ciba Ltd Water-soluble organic dyestuffs

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3158596A (en) * 1957-09-27 1964-11-24 Ciba Ltd Water-soluble organic dyestuffs

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