CH220652A - Process for the production of a new azo dye. - Google Patents

Process for the production of a new azo dye.

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Publication number
CH220652A
CH220652A CH220652DA CH220652A CH 220652 A CH220652 A CH 220652A CH 220652D A CH220652D A CH 220652DA CH 220652 A CH220652 A CH 220652A
Authority
CH
Switzerland
Prior art keywords
amino
mol
weight
parts
production
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 CH220652A publication Critical patent/CH220652A/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
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 217241.    Verfahren zur Herstellung eines neuen     Azofarbstoffes.       Es wurde gefunden, dass man einen neuen       Azofarbstoff    erhält, wenn man 1     Mol        Cyanur-          chlorid,    1     Mol    des     Produktes,    das erhalten  wird durch Reduzieren des     Kondensations-          produktes    aus 1     Mol        1-Amino-4-(4'-amino-3'-          sulfo)

  -anilidoanthrachinon-2-sulfonsäure    und  1     Mol        p-Nitrobenzoylchlorid,    1     Mol        4-Amino-          2-methyl-4'-ogy-1,1'-azobenzol-3'-carbonsäure     und 1     Mol        1-Amino-4-ogybenzol-3--carbon-          säure    aufeinander einwirken lässt.

   Der neue       Farbstoff        stellt    ein dunkles Pulver dar, :das  sich in Wasser mit grüner Farbe löst und  Baumwolle in schwach alkalischem Bade in  Gegenwart von     Kupfersulfat    und wein  saurem Natrium in wasch-     und        lichteehten     grünen Tönen färbt.  



  <I>Beispiel:</I>  48,9 Gewichtsteile     1-Amino-4-(4'-amino-          3'-sulfo)        -anilido-        anthrachinon-        2-sulfonsäure     werden     als        Dinatriumsalz    in 500     Gewichts-          teilen    Wasser     unter    Zusatz von 8,4 Gewichts  teilen     Natriumbicarbona.t    gelöst. Diese Lö-         sung    wird bei ca. 60   mit 1.8,5 Gewichts  teilen     4-Nitrobenzoylchlorid,    die mit 10 Ge  wichtsteilen Aceton versetzt wurden, behan  delt.

   Man reduziert das     entstandene        Nitro-          benzoylprodukt    mit 42     Gewichtsteilen    kri  stallisiertem     Natriumsulfid,    die in 10'0 Ge  wichtsteilen Wasser :gelöst     wurden,    bei 60       bis   <B>70'</B> zum     entsprechenden        Aminobenzoyl-          produkt.    60;

  8 Gewichtsteile des abgeschiede  nen     Reduktionsproduktes        werden    als neutrale       Lösung    in 1000     Gewiehtsteilen    Wasser zu  einer     Anschlämmung    von 18,5     Gewichtstei-          len        Cyanurohlorid    in 500 Gewichtsteilen kal  tem     Wasser    .gegeben. Man hält die Tempera  tur 1 .Stunde bei 10-15  . Die beider Kon  densation entstehende     Salzsäure    wird durch  die entsprechende Menge     Natriumcarbonat     neutralisiert.

   Hernach werden 27,1 Gewichts  teile     4-Amino-2-methyl-4'-ogy-1,1'-azobenzol-          3'-carbonsäurs    in 1000     Gewichtsteilen    war  mem     Wasser    gelöst, zum     Monokondensations-          pro,dukt    gegeben. Die Temperatur wird dabei  auf 40   erhöht. Nach 24 Stunden gibt man      15     Gewichtsteile        1-Amino-4-oxybenzol-3-car-          bonsäure    zu und hält die Temperatur wäh  rend der Bleiehen Zeit auf<B>80'.</B> Das tertiäre       Kondensationsprodukt    ist nach dieser Zeit  gebildet.

   Es wird mit     Natriumehlorid    ab  geschieden     und        betroeknet.  



      Additional patent to main patent No. 217241. Process for the production of a new azo dye. It has been found that a new azo dye is obtained if 1 mole of cyanuric chloride, 1 mole of the product obtained by reducing the condensation product from 1 mole of 1-amino-4- (4'-amino-3 ' - sulfo)

  -anilidoanthraquinone-2-sulfonic acid and 1 mole of p-nitrobenzoyl chloride, 1 mole of 4-amino-2-methyl-4'-ogy-1,1'-azobenzene-3'-carboxylic acid and 1 mole of 1-amino-4-ogybenzene- 3 - carboxylic acid can act on each other.

   The new dye is a dark powder that dissolves in water with a green color and colors cotton in a weakly alkaline bath in the presence of copper sulphate and acidic sodium in washable and light green tones.



  <I> Example: </I> 48.9 parts by weight of 1-amino-4- (4'-amino-3'-sulfo) -anilido-anthraquinone-2-sulfonic acid are used as the disodium salt in 500 parts by weight of water with the addition of 8.4 parts by weight of sodium bicarbonate dissolved. This solution is treated at approx. 60 with 1.8.5 parts by weight of 4-nitrobenzoyl chloride to which 10 parts by weight of acetone have been added.

   The resulting nitrobenzoyl product is reduced with 42 parts by weight of crystallized sodium sulfide, which were dissolved in 10 0 parts by weight of water, at 60 to 70 to the corresponding aminobenzoyl product. 60;

  8 parts by weight of the separated reduction product are added as a neutral solution in 1000 parts by weight of water to a suspension of 18.5 parts by weight of cyanuric chloride in 500 parts by weight of cold water. The temperature is kept at 10-15 for 1 hour. The hydrochloric acid formed during the condensation is neutralized with the appropriate amount of sodium carbonate.

   Thereafter, 27.1 parts by weight of 4-amino-2-methyl-4'-ogy-1,1'-azobenzene-3'-carboxylic acid dissolved in 1000 parts by weight of water were added to the monocondensation product. The temperature is increased to 40. After 24 hours, 15 parts by weight of 1-amino-4-oxybenzene-3-carboxylic acid are added and the temperature is maintained at 80 'during the lead time. The tertiary condensation product is formed after this time.

   It is separated and aroused with sodium chloride.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Azofarbstoffes, dadurch gel;ennzeicbiiet, dal3 man 1 Mol Cyanurchlorid, 1 Nlol des Produk tes, das erhalten wird durch Reduzieren des Kondensationsproduktes aus 1 Hol 1-Aniino- 4-(4'-amino-3'-sulfo)-anilidoanthrachinon-2- suIfonsäure und 1 Mol p-Nitrobenzoylehlorid, 1. PATENT CLAIM: Process for the production of a new azo dye, thereby gel; ennzeicbiiet, that 1 mol of cyanuric chloride, 1 mol of the product obtained by reducing the condensation product from 1 ha of 1-aniino-4- (4'-amino-3 ' -sulfo) -anilidoanthraquinone-2-sulfonic acid and 1 mole of p-nitrobenzoylechloride, 1. Mol 4-Amino-?-inethyl-4'-oxy-1,1'-azoben- zol-3'-ca.rbonsäure und 1 Mol 1-Amino-4-oxy- ben7ol-3-earbonsäure aufeinander einwirken lässt. Mol of 4-amino -? - inethyl-4'-oxy-1,1'-azoben-zene-3'-carboxylic acid and 1 mol of 1-amino-4-oxyben7ol-3-carboxylic acid can act on one another. Der neue Farbstoff stellt ein dunkles Pulver dar, das sich in Wasser mit grüner Farbe löst und Baumwolle in schwach alka lischem Bade in Gegenwart von Kupfersulfat lind @@einsaurem. Natrium in wasch- und lichtechten grünen Tönen färbt. The new dye is a dark powder that dissolves in water with a green color and cotton in a weakly alkaline bath in the presence of copper sulphate lind @@ einaurem. Sodium colors in washable and lightfast green tones.
CH220652D 1940-07-09 1940-07-09 Process for the production of a new azo dye. CH220652A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217241T 1940-07-09
CH220652T 1940-07-09

Publications (1)

Publication Number Publication Date
CH220652A true CH220652A (en) 1942-04-15

Family

ID=25725995

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220652D CH220652A (en) 1940-07-09 1940-07-09 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH220652A (en)

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