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CH217960A - Process for the preparation of a polyazo dye. - Google Patents

Process for the preparation of a polyazo dye.

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Publication number
CH217960A
CH217960A CH217960DA CH217960A CH 217960 A CH217960 A CH 217960A CH 217960D A CH217960D A CH 217960DA CH 217960 A CH217960 A CH 217960A
Authority
CH
Switzerland
Prior art keywords
amino
mole
moles
dye
chloride
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 CH217960A publication Critical patent/CH217960A/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 2     Mol        Cyanurchlorid    2     Mol    des       Monoazafarbstoffes,    welcher durch Vereini  gen     diazotierter        2-Aminonaphthalin-4,8-@disul-          fonsäure    mit     1-Methyl-4-methoxy-3-amino-          benzol,

      Behandeln mit     4-Nitrobenzoylchlorid     und Reduzieren der Nitrogruppe zur     Amino-          gruppe    erhalten wird, 2     Mol        4-Amino-4'-oxy-          azobenzol-3'-oarbonsäure        und    1     Mol        1,4-Di-          aminobenzol    (derart einwirken lässt,

   dass je  ein     Mol        Cyanurchlorid    mit den     Aminogrup-          pen    von einem     Mol    des     aminobenzoylierten          Monoazofarbstoffes    aus     diazotierter        2-Amino-          naphthalin-4,

  8-disulfonsäure    und     1-Methyl-          4-methoxy-3-aminobenzol    und von einem     Mol          4-Amino-4'-oxyazobenzol-3'-carbonsäure    und  beide     Mol        Cyanurchlorid    mit je einer     Amino-          gruppe    von 1     Mol        1,4-Diaminobenzol    reagie  ren. Der neue     Polyazofarbstoff    färbt Baum  wolle in schwach alkalischem Bade bei Ge  genwart von Kupfersulfat und weinsaurem  Natrium in waschechtem gelben Tone an.

      <I>Beispiel:</I>  45,1     Gewichtsteile    des     Monoazofarbstoffes     aus     diazotierter        2-Aminonaphthalin-4,8-disul-          fonsäure    und     1-Methyl-3-amino-4-methoxy-          benzol    werden in wässeriger Lösung unter  Zusatz von     Natriumacetat    mit 18,5 Teilen       p-Nitrobenzoylchlorid    behandelt und mit  42 Gewichtsteilen kristallisiertem Natrium  sulfid reduziert.

   Das Produkt wird als Na  triumsalz     abgeschieden    und in wässeriger  Lösung zu einer     Anschlämmung    von 18,4 Ge  wichtsteilen     Cyanurchlorid    in kaltem Wasser  gegeben. Die dabei entstehende Salzsäure       wird        ,durch    die entsprechende Menge Natrium  carbonat neutralisiert. Hernach werden  5,4 Gewichtsteile     1,4-Diaminobenzol,    die in       V#rasser    gelöst wurden, zugefügt und die  Temperatur auf 40' erhöht.

   Nach 2 Stunden  gibt man 27,8 Gewichtsteile     4-amino-4'-oxy-          azobenzol-3'-carbonsaures    Natrium zu und  hält die Temperatur während der gleichen  Zeit auf<B>80'.</B> Das     di-tertiäre    Kondensations  produkt ist nach dieser Zeit gebildet. Es wird           mittels        Natriumchlorid    abgeschieden und ge  trocknet.



  <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, on 2 moles of cyanuric chloride, 2 moles of the monoaza dye, which is obtained by combining diazotized 2-aminonaphthalene-4,8- @ disulfonic acid with 1-methyl-4-methoxy-3 -amino- benzene,

      Treating with 4-nitrobenzoyl chloride and reducing the nitro group to the amino group is obtained, 2 moles of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and 1 mole of 1,4-diaminobenzene (allows to act in such a way that

   that each one mole of cyanuric chloride with the amino groups of one mole of the aminobenzoylated monoazo dye from diazotized 2-amino-naphthalene-4,

  8-disulfonic acid and 1-methyl-4-methoxy-3-aminobenzene and one mole of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and both moles of cyanuric chloride each with one amino group of 1 mole of 1,4-diaminobenzene react. The new polyazo dye stains cotton in a weakly alkaline bath in the presence of copper sulphate and tartrate of sodium in a washable yellow shade.

      <I> Example: </I> 45.1 parts by weight of the monoazo dye from diazotized 2-aminonaphthalene-4,8-disulphonic acid and 1-methyl-3-amino-4-methoxy-benzene are in aqueous solution with the addition of sodium acetate Treated with 18.5 parts of p-nitrobenzoyl chloride and reduced with 42 parts by weight of crystallized sodium sulfide.

   The product is deposited as the sodium salt and added in aqueous solution to a suspension of 18.4 parts by weight of cyanuric chloride in cold water. The resulting hydrochloric acid is neutralized by the appropriate amount of sodium carbonate. Then 5.4 parts by weight of 1,4-diaminobenzene, which have been dissolved in water, are added and the temperature is increased to 40 '.

   After 2 hours, 27.8 parts by weight of 4-amino-4'-oxyazobenzene-3'-carboxylic acid sodium are added and the temperature is kept at 80 for the same time. The di-tertiary condensation product is formed after this time. It is precipitated by means of sodium chloride and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Polyazofarbstoffes, dadurch gekennzeichnet, da.ss man auf 2 Mol Cy anurchlorid 2 Mol des Monoazofarbstoffes, welcher durch Vereini gen diazotierter 2-Aminonaphthalin-4,8-disul- fonsäure mit 1-Methyl-4-methoxy-3-amino- benzol, PATENT CLAIM: A process for the preparation of a new polyazo dye, characterized in that 2 moles of anuric chloride are added to 2 moles of the monoazo dye, which is obtained by combining diazotized 2-aminonaphthalene-4,8-disulphonic acid with 1-methyl-4-methoxy -3-aminobenzene, Behandeln mit 4-Nitrobenzoylchlorid und Reduzieren der Nitrogruppe zur Amino- gruppe erhalten wird, 2 Mol 4-Amino-4'-ogy- azobenzol-3'-carbonsäure und 1 Mol 1,4-Di- aminobenzol derart einwirken lässt, Treating with 4-nitrobenzoyl chloride and reducing the nitro group to the amino group is obtained, 2 moles of 4-amino-4'-ogyazobenzene-3'-carboxylic acid and 1 mole of 1,4-diaminobenzene can act in such a way that dass je ein Mol Cyanurchlorid mit den Aminogrup- pen von einem Mol des aminobenzoylierten Monoazofarbstoffes aus diazotierter 2-Amino- naphthalin-4, that each one mole of cyanuric chloride with the amino groups of one mole of the aminobenzoylated monoazo dye from diazotized 2-amino-naphthalene-4, 8#disulfonsäure und 1-Methyl- 4-methoxy-3-aminobenzol und von einem Mol 4-Amino-4'-oxyazobenzol-3'-carbonsäure und beide Mol Cyanurchlorid mit je einer Amino- gruppe von 1 Mol 1,4-Diaminobenzol reagie ren. Der neue Polyazofarbstoff färbt Baum wolle in schwach alkalischem Bade bei Ge genwart von Kupfersulfat und weinsaurem Natrium in waschechtem gelben Tone an. 8 # disulfonic acid and 1-methyl-4-methoxy-3-aminobenzene and of one mole of 4-amino-4'-oxyazobenzene-3'-carboxylic acid and both moles of cyanuric chloride each with one amino group of 1 mole of 1,4-diaminobenzene react. The new polyazo dye stains cotton in a weakly alkaline bath in the presence of copper sulphate and tartrate of sodium in a washable yellow shade.
CH217960D 1939-07-12 1939-07-12 Process for the preparation of a polyazo dye. CH217960A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217960T 1939-07-12
CH215147T 1939-07-12

Publications (1)

Publication Number Publication Date
CH217960A true CH217960A (en) 1941-11-15

Family

ID=25725683

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217960D CH217960A (en) 1939-07-12 1939-07-12 Process for the preparation of a polyazo dye.

Country Status (1)

Country Link
CH (1) CH217960A (en)

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