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CH217963A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

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Publication number
CH217963A
CH217963A CH217963DA CH217963A CH 217963 A CH217963 A CH 217963A CH 217963D A CH217963D A CH 217963DA CH 217963 A CH217963 A CH 217963A
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CH
Switzerland
Prior art keywords
dye
weight
parts
mole
methyl
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 CH217963A publication Critical patent/CH217963A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 215147.    Verfahren zur Herstellung eines     Polyazofarbstoffes.       Es wurde gefunden, dass man einen  neuen     Polyazofarbstoff    erhalten kann, wenn  man auf 1     Mol        Cyanurchlorid    1     Mol    des       Monoazofarbstoffes,    der erhalten wird durch  Reduzieren der Nitrogruppe zur     Aminogruppe     in dem Produkt, das selbst erhalten wird  durch Einwirkenlassen von     4-Nitrobenzoyl-          chlorid    auf das zum     Aminoazofarbstoff    redu  zierte Kupplungsprodukt aus     2-Nitro-5-:

  diazo-          benzol-l-carbonsäure    und     2'-Chlorphenyl-8-          methyl-5-pyrazolon-4'-sulfonsäure,    1     Mol        4'-          (4"-        Aminobenzoylamino)    - 5' -     methoxy    - 2'       methyl-4-oxy-8-carboxy-1,1'-azobenzol-5-sul-          fonsäure    und 1     Mol    Anilin, einwirken lässt.  Der neue     Polyazofarbstoff    färbt Baumwolle  in schwach alkalischem Bade bei Gegenwart  von Kupfersulfat und weinsaurem Natrium  in waschechten gelben Tönen an.  



  <I>Beispiel:</I>  45,2 Gewichtsteile des reduzierten     Mono-          azofarbstoffes    aus     diazotierter        2-Nitro-5-          aminobenzol    - 1 -     carbonsäure    und 2'- Chlor-         phenyl-    8     -methyl    - 5     -pyrazolon-4'-sulf        onsäure     werden als     Natriumsalz    in 800 Gewichts  teilen Wasser unter Zusatz von 18,5 Gewichts  teilen     Natriumacetat    gelöst.

   Diese Lösung  wird bei 60       mit    18,5 Gewichtsteilen     4-Nitro-          benzoylchlorid,    die mit 5     Gewichtsteilen    Ace  ton versetzt wurden, behandelt. Man redu  ziert das     Nitrobenzoylprodukt    mit 42 Ge  wichtsteilen kristallisiertem     Natriumsulfid,     die in 70 Gewichtsteilen Wasser gelöst wur  den, bei<B>65-70'</B> zum     Aminobenzoylprodukt.     57,

  1 Gewichtsteile des     abgeschiedenen        Re-          duktionsproduktes    werden als neutrale Lö  sung in 500     Gewichtsteilen    Wasser zu einer       Anschlämmung    von 18,4     Gewichtsteilen          Cyanurchlorid    in 500 Gewichtsteilen kalten  Wasser gegeben. Die bei der Kondensation  entstehende     .Salzsäure    wird durch die entspre  chende Menge     Natriumcarbonat    neutralisiert.

    Hernach werden 50 Gewichtsteile des     Mono-          azofarbstoffes        4'-(4"-Aminobenzoylamino)-5'-          methoxy-2'-methyl-4-oxy-8-carboxy-1,1'-        azo-          benzol-5-sulfonsäure,    die als     Natriumsalz    in      500 Gewichtsteilen Wasser gelöst wurden,  zum     Monokondensationsprodukt    gegeben. Die  Temperatur wird dabei auf 40   erhöht. Die  bei der Kondensation entstehende Salzsäure  wird mit     Natriumcarbonat    neutralisiert.

   Nach  2 Stunden     gibt    man 9,3 Gewichtsteile Anilin  zu und hält die Temperatur während der  gleichen     Zeit    auf<B>80'.</B> Das tertiäre Konden  sationsprodukt ist nach dieser Zeit gebildet.  Es wird mit.     Natriumchlorid        abgesehieden     und getrocknet.



  <B> Additional patent </B> to main patent No. 215147. Process for the production of a polyazo dye. It has been found that a new polyazo dye can be obtained if, for 1 mole of cyanuric chloride, 1 mole of the monoazo dye, which is obtained by reducing the nitro group to the amino group in the product, which is obtained by allowing 4-nitrobenzoyl chloride to act on the itself Coupling product from 2-nitro-5- reduced to the aminoazo dye:

  diazo-benzene-1-carboxylic acid and 2'-chlorophenyl-8-methyl-5-pyrazolone-4'-sulfonic acid, 1 mole of 4'- (4 "- aminobenzoylamino) - 5 '- methoxy - 2' methyl-4-oxy -8-carboxy-1,1'-azobenzene-5-sulphonic acid and 1 mole of aniline to act. The new polyazo dye stains cotton in a weakly alkaline bath in the presence of copper sulphate and tartrate of sodium in washfast yellow tones.



  <I> Example: </I> 45.2 parts by weight of the reduced monoazo dye from diazotized 2-nitro-5-aminobenzene-1-carboxylic acid and 2'-chlorophenyl-8-methyl-5-pyrazolone-4'- sulfonic acid are dissolved as the sodium salt in 800 parts by weight of water with the addition of 18.5 parts by weight of sodium acetate.

   This solution is treated at 60 with 18.5 parts by weight of 4-nitrobenzoyl chloride to which 5 parts by weight of acetone have been added. The nitrobenzoyl product is reduced with 42 parts by weight of crystallized sodium sulfide, which were dissolved in 70 parts by weight of water, at 65-70 'to the aminobenzoyl product. 57,

  1 part by weight of the separated reduction product is added as a neutral solution in 500 parts by weight of water to a suspension of 18.4 parts by weight of cyanuric chloride in 500 parts by weight of cold water. The hydrochloric acid formed during the condensation is neutralized by the appropriate amount of sodium carbonate.

    Thereafter, 50 parts by weight of the monoazo dye 4 '- (4 "-Aminobenzoylamino) -5'-methoxy-2'-methyl-4-oxy-8-carboxy-1,1'-azobenzene-5-sulfonic acid, the were dissolved as the sodium salt in 500 parts by weight of water, added to the monocondensation product, while the temperature is increased to 40. The hydrochloric acid formed during the condensation is neutralized with sodium carbonate.

   After 2 hours, 9.3 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 will be with. Separated sodium chloride and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Polyazofarbstoffes, dadurch gekennzeichnet, dass man auf 1 Mol Cyanurchlorid 1 Mol des Monoazofarbstoffes, der erhalten wird durch _Reduzieren der Nitrogruppe zur Aminogruppe in dem Produkt, Claim: A process for the preparation of a new polyazo dye, characterized in that 1 mol of the monoazo dye, which is obtained by reducing the nitro group to the amino group in the product, is added to 1 mole of cyanuric chloride, das selbst erhalten wird durch Einwirkenlassen von 4-Nitrobenzoyl- chlorid auf das zum Aminoazofarbstoff redu zierte Kupplungsprodukt aus 2-Nitro-5-diazo- 1>enzol-l-carborisäure und 2'-Chlorphenyl-3- methyl-5-pyrazolon-4'-sulfonsäure, 1 Mol 4'- (4"- Aminobenzoylamino) - 5' - methogy - 2' methyl-4-ogy-3-carbogy-1, which itself is obtained by allowing 4-nitrobenzoyl chloride to act on the coupling product, reduced to the aminoazo dye, of 2-nitro-5-diazo-1> enzene-1-carboric acid and 2'-chlorophenyl-3-methyl-5-pyrazolone-4 '-sulfonic acid, 1 mole of 4'- (4 "- aminobenzoylamino) - 5' - methogy - 2 'methyl-4-ogy-3-carbogy-1, 1'-azobenzol-5-sul- fonsäure und 1 Mol Anilin, einwirken lässt. Der neue Polyazofarbstoff färbt Baumwolle in schwach alkalischem Bade bei Gegenwart von Kupfersulfat und weinsauren Natrium in waschechten gelben Tönen an. 1'-azobenzene-5-sulphonic acid and 1 mol of aniline, can act. The new polyazo dye dyes cotton in a weakly alkaline bath in the presence of copper sulfate and tartrate of sodium in washfast yellow tones.
CH217963D 1939-07-12 1940-06-14 Process for the preparation of a polyazo dye. CH217963A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215147T 1939-07-12
CH217963T 1940-06-14

Publications (1)

Publication Number Publication Date
CH217963A true CH217963A (en) 1941-11-15

Family

ID=25725686

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217963D CH217963A (en) 1939-07-12 1940-06-14 Process for the preparation of a polyazo dye.

Country Status (1)

Country Link
CH (1) CH217963A (en)

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