CH207510A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH207510A
CH207510A CH207510DA CH207510A CH 207510 A CH207510 A CH 207510A CH 207510D A CH207510D A CH 207510DA CH 207510 A CH207510 A CH 207510A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
dye
preparation
bath
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH207510A publication Critical patent/CH207510A/en

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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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone

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

Description

  

  Verfahren zur     Herstellung    eines     Monoazo-Farbstoffes.       Vorliegende Erfindung bezieht sich auf  ein Verfahren zur Herstellung eines     Monoazo-          Farbstoffes.     



  Gemäss diesem Verfahren wird dianotier  tes     N-(3-Aminobenzoyl-N-dodecylanilin    der  Formel  
EMI0001.0006     
    mit     1-(2':5'-Dichlor-4'-sulfophenyl)3-methyl-          5-pyrazolon    gekuppelt.  



  Der neue     Farbstoff    ist ein     rötlich-gelbes     Pulver, welches sich in heissem Wasser und  in konzentrierter Schwefelsäure zu gelblich  gefärbten Lösungen löst. Er färbt Wolle in       einem        Bad,        das        2%        Ammoniumacetat        ent-          hält,    oder in einem sauren Bad in grünlich  gelben Tönen mit vorzüglicher Wasch-,  Walk- und Lichtechtheit.  



  <I>Beispiel:</I>  Ein Gemisch von 38 Teilen     N-(3-Amino-          benzoyl-N-dodeeylanilin,    Schmelzpunkt 63      C),       500 Teilen Wasser und 25 Teilen 36      /oiger     Salzsäure wird auf 80 o C erhitzt und dann  unter Umrühren auf<B>15'</B>     .C    gekühlt. Die  Base wird dann durch Zusatz von 6,9 Tei  len     Natriumnitrit    dianotiert, wobei die     Diazo-          verbindung    in Lösung erhalten wird.

   Die       Diazolösung    wird dann, nach eventuell not  wendiger Filtration, auf<B>50</B> C gekühlt und  einer gleich gekühlten Lösung von 32,3 Tei  len     1-(2':5'-Dichlor-4'-sulfophenyl)        3-metbyl-          5-pyrazolon    in 400 Teilen Wasser zugesetzt,  die genügend Natriumkarbonat enthält, da  mit das Reaktionsgemisch alkalisch bleibt  (Prüfung mit Lackmus). Ist die Kupplung  vollständig, so wird der Farbstoff durch     Zu-          satz        von    5     %        Natriumchlorid        (Volumge-          wicht)    isoliert, filtriert und getrocknet.



  Process for the preparation of a monoazo dye. The present invention relates to a method of making a monoazo dye.



  According to this process, dianotized N- (3-aminobenzoyl-N-dodecylaniline of the formula
EMI0001.0006
    coupled with 1- (2 ': 5'-dichloro-4'-sulfophenyl) 3-methyl-5-pyrazolone.



  The new dye is a reddish-yellow powder that dissolves in hot water and concentrated sulfuric acid to form yellowish-colored solutions. It dyes wool in a bath that contains 2% ammonium acetate or in an acidic bath in greenish yellow tones with excellent wash, milled and lightfastness.



  <I> Example: </I> A mixture of 38 parts of N- (3-aminobenzoyl-N-dodecylaniline, melting point 63 ° C.), 500 parts of water and 25 parts of 36% hydrochloric acid is heated to 80 ° C. and then Chilled to <B> 15 '</B> .C while stirring. The base is then dianotized by adding 6.9 parts of sodium nitrite, the diazo compound being obtained in solution.

   The diazo solution is then, after any necessary filtration, cooled to <B> 50 </B> C and an equally cooled solution of 32.3 parts 1- (2 ': 5'-dichloro-4'-sulfophenyl) 3 -metbyl- 5-pyrazolone in 400 parts of water, which contains enough sodium carbonate, since the reaction mixture remains alkaline (test with litmus). When the coupling is complete, the dye is isolated by adding 5% sodium chloride (weight by volume), filtered and dried.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Monoazo-Farbstoffes, dadurch gekennzeichnet, dass man dianotiertes N-(3-Aminobenzoyl-N- dodecylanilin mit 1-(2':5'-Dichlor-4'-sulfo- phenyl)3-methyl-5-pyrazolon kuppelt. Der neue Farbstoff ist ein rötlich-gelbes Pulver, welches sich in heissem Wasser und in konzentrierter Schwefelsäure zu gelblich gefärbten Lösungen löst. PATENT CLAIM: Process for the production of a new monoazo dye, characterized in that dianotated N- (3-aminobenzoyl-N-dodecylaniline with 1- (2 ': 5'-dichloro-4'-sulfophenyl) 3-methyl- The new dye is a reddish-yellow powder which dissolves in hot water and in concentrated sulfuric acid to give yellowish-colored solutions. Er färbt Wolle in einem Bad, das 2% Ammoniumacetat ent- hält, oder in einem sauren Bad in grünlich gelben Tönen mit vorzüglicher Wasch-, Walk- und Lichtechtheit. It dyes wool in a bath that contains 2% ammonium acetate or in an acidic bath in greenish yellow tones with excellent wash, milled and lightfastness.
CH207510D 1937-05-26 1938-05-05 Process for the preparation of a monoazo dye. CH207510A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB207510X 1937-05-26

Publications (1)

Publication Number Publication Date
CH207510A true CH207510A (en) 1939-11-15

Family

ID=10151039

Family Applications (1)

Application Number Title Priority Date Filing Date
CH207510D CH207510A (en) 1937-05-26 1938-05-05 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH207510A (en)

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