CH220647A - 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
CH220647A
CH220647A CH220647DA CH220647A CH 220647 A CH220647 A CH 220647A CH 220647D A CH220647D A CH 220647DA CH 220647 A CH220647 A CH 220647A
Authority
CH
Switzerland
Prior art keywords
mol
product
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 CH220647A publication Critical patent/CH220647A/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

Description

  

  <B>Zusatzpatent</B> 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     AcylieTungspro-          duktes    aus 1     Mol        p-Nitrobenzoylchlorid    und  1     Mol    des     Umsetzungsproduktes    aus 1     Mol          4,4'-Diaminodiph@enyl,3-isulfonsäureund    1     Mol          1-Amino-4-bromanthrachinon-        2-sulfonsäure,     1.

       Mol        4-Amino-4'-ogy-1,1'-azobenzol-3'-car-          bonsäure,    und 1     Mol        Anilin    aufeinander ein  wirken 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 Kupfer  sulfat und     wein@sanrem    Natrium in wasch  und     lichtechten    grünen Tönen färbt.  



  <I>Beispiel:</I>       5,6,4        Gewichtsteile    des Umsetzungspro  duktes aus 1     Mol        4,4'-Diaminodiphenyl-3-          sulfonsä.ure    und 1     Mol        1-Amino-4-brom-          a.nthrachinon-2-sulfonsäure    werden als     Di-          natrium-sa.lz    im 2000     Gewichtsteilen    Wasser    unter Zusatz von 8,4     Gewichtsteilen    Natrium  bicarbonat     gelöst.        Diese    Lösung wird bei zirka  60       mit    118,

  5     Gewichtsteilen        para-Nitro-          benzoylchlorid,    die mit 10 Gewichtsteilen       Aceton        versetzt    wurden, behandelt. Man       reduziert        das    entstandene     Nitrobenzoylp@ro-          dukt    mit 42     'Gewichtsteilen        kristallisiertem          Natriumsulfid,    die in 100     Gewichtsteilen     Wasser .gelöst wurden,     bei,60-70      zum ent  sprechenden     Aminobenzoylprodukt.        68;

  3,    Ge  wichtsteile des abgeschiedenen     Reduktions-          produktes        werden    als neutrale     Lösung    in  1000     Gewiehtsteilen    Wasser zu einer An  schlämmung von     1,8,5        Gewichtsteilen        Cyanur-          chloried    in 500     Gewichtsteilen        kaltem        Wasser     gegeben.

   Man hält die     Temperatur    1     ,Stunde     bei<B>10-15'.</B> Die bei der     Kondensation    ent  stehende     Salzsäure    wird     durch    die entspre  chende Menge     Natriumcarbonat    neutrali  siert.     Hernach    werden 25,7 Gewichtsteile       4-Amino-4'-ogy-1,1'-azobenzol-3'-cafrbonsäure     in 1000     Gewichtsteilen    warmem     Wasser    ge  löst, zum     Monokondensationsprodukt    gegeben.      Die Temperatur wird dabei auf 40' erhöht.  Nach 48 Stunden gibt man 18 Gewichtsteile  Anilin zu und hält die Temperatur während  der gleichen Zeit auf 80  .

   Das tertiäre Kon  densationsprodukt ist nach dieser Zeit ge  bildet.     Es    wird mit     Natriumchlorid    ab  geschieden und getrocknet.



  <B> Additional patent </B> to main patent no. 217241. Process for the production of a new azo dye. It was found that a new azo dye is obtained if 1 mole of cyanuric chloride, 1 mole of the product,

      this is obtained by reducing the acylation product from 1 mole of p-nitrobenzoyl chloride and 1 mole of the reaction product from 1 mole of 4,4'-diaminodiphenyl, 3-isulfonic acid and 1 mole of 1-amino-4-bromoanthraquinone-2-sulfonic acid, 1 .

       Mole of 4-amino-4'-ogy-1,1'-azobenzene-3'-carboxylic acid, and 1 mole of aniline can interact. The new dye represents a dark one. Powder that dissolves in water with a green color and dyes cotton in a weakly alkaline bath in the presence of copper sulfate and viticultura sodium in washable and lightfast green tones.



  <I> Example: </I> 5.6.4 parts by weight of the reaction product from 1 mol of 4,4'-diaminodiphenyl-3-sulfonic acid and 1 mol of 1-amino-4-bromo-a.nthraquinone-2- Sulfonic acid are dissolved as disodium salt in 2000 parts by weight of water with the addition of 8.4 parts by weight of sodium bicarbonate. This solution is at about 60 with 118,

  5 parts by weight of para-nitrobenzoyl chloride to which 10 parts by weight of acetone were added. The resulting nitrobenzoyl product is reduced with 42 parts by weight of crystallized sodium sulfide, which were dissolved in 100 parts by weight of water, at .60-70 to the corresponding aminobenzoyl product. 68;

  3 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 1.8.5 parts by weight of cyanuric chloride in 500 parts by weight of cold water.

   The temperature is maintained at 10-15 'for 1. hour. The hydrochloric acid formed during the condensation is neutralized by the appropriate amount of sodium carbonate. Thereafter, 25.7 parts by weight of 4-amino-4'-ogy-1,1'-azobenzene-3'-cafrboxylic acid dissolved in 1000 parts by weight of warm water, added to the monocondensation product. The temperature is increased to 40 '. After 48 hours, 18 parts by weight of aniline are added and the temperature is maintained at 80 for the same time.

   The tertiary condensation product is formed after this time. It is separated off with sodium chloride and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung Ii.nes neuen Azofa.rb.stoffes, dadurch gekennzeichnet, dass man 1 Hol Cyanurchlorid, 1 Mol des Pro duktes, das erhalten wird durch Reduzieren des Aoylierungsproduktes aus 1 Mol p-Nitro- benzoylehlorid und I --Hol des Umsetzunbs- produktes aus 1 Mol 4, PATENT CLAIM: A process for the production of Ii.nes new Azofa.rb.stoffes, characterized in that 1 hol of cyanuric chloride, 1 mol of the product obtained by reducing the aoylation product from 1 mol of p-nitrobenzoylechloride and I -hol of the reaction product from 1 mol of 4, 4'-Diaminodiphenyl-3- sulfonsäure und 1 Mol 1- Amino-4-brom- anthrae .liinon-2-sulfonsäure, 1 Mol 4-Amino- 4'-oxy-1,1'-azobenzol-3'-carbonsäure,und 1 Mol Anilin aufeinander einwirken lässt. 4'-diaminodiphenyl-3-sulfonic acid and 1 mol of 1-amino-4-bromanthrae .liinon-2-sulfonic acid, 1 mol of 4-amino-4'-oxy-1,1'-azobenzene-3'-carboxylic acid, and let 1 mole of aniline act on each other. Der neue Farbstoff stellt ein dunkles Pulver dar, das sich in Wasser mit grüner Farbe löst und Baumwolle in sch-,vaeh alkalischem Bade in Gegenwart von Kupfersulfat und wein saurem Natrium in wasch- und lichtechten grünen Tönen färbt. The new dye is a dark powder that dissolves in water with a green color and colors cotton in a very alkaline bath in the presence of copper sulfate and acidic sodium in washable and lightfast green tones.
CH220647D 1940-07-09 1940-07-09 Process for the production of a new azo dye. CH220647A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH220647T 1940-07-09
CH217241T 1940-07-09

Publications (1)

Publication Number Publication Date
CH220647A true CH220647A (en) 1942-04-15

Family

ID=25725990

Family Applications (1)

Application Number Title Priority Date Filing Date
CH220647D CH220647A (en) 1940-07-09 1940-07-09 Process for the production of a new azo dye.

Country Status (1)

Country Link
CH (1) CH220647A (en)

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