CH249782A - Process for the preparation of an azo dye. - Google Patents

Process for the preparation of an azo dye.

Info

Publication number
CH249782A
CH249782A CH249782DA CH249782A CH 249782 A CH249782 A CH 249782A CH 249782D A CH249782D A CH 249782DA CH 249782 A CH249782 A CH 249782A
Authority
CH
Switzerland
Prior art keywords
preparation
dye
azo dye
blue
sulfonic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH249782A publication Critical patent/CH249782A/en

Links

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
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid
    • 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
    • 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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
    • C09B31/053—Amino naphthalenes
    • C09B31/057—Amino naphthalenes containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Azofarbstoffes.       Es wurde gefunden, dass man zu einem  neuen     Azofarbsto.ff    gelangt, wenn man den       diazotierten        Monoazofarbs.toff    der Formel  
EMI0001.0005     
    mit     1-N-Phenyl    - (2" -     methyl    - 4' -     phenoxy)-          aminonap.htlialin-8-sulfons-äure    kuppelt.  



  Der neue Farbstoff     bildet    ein blaues Pul  ver, das Wolle aus schwach     saurem    Bade  in echten, blauen Tönen färbt.  



  <I>Beispiel:</I>  Die durch     Diazotieren    von 18,6 Teilen  Anilin     erhaltene        Diazoverbindung    wird mit  45 Teilen     1-Aminonaphthalin-7-sulfonsäure     gekuppelt. Der     Aminoazofarbstoff    wird     wie     üblich in die     Diazoverbindung        übergeführt.     Diese     wird    mit 800 Teilen kaltem Methyl  alkohol fein     verrieben    und     unterhalb    0  C  mit der Lösung von 90 Teilen     1-N-Phenyl-          (2"-methyl-4'-phenoxy)

          -aminonaphthalin-8-          sulfonsä.ure    in 1500 Teilen Methylalkohol  vermischt. Nach einigen Stunden wird der    gebildete     Farbstoff        isoliert,    in     verdünnter          Natriumcarbonatlösung    gelöst und in der  Wärme mit     Natriumchlaridlösung    gefällt,  abgesaugt und mit verdünnter Natrium  chloridlösung gewaschen. Der getrocknete  Farbstoff ist ein blaues Pulver, das sich in  Wasser mit blauer Farbe löst und Wolle     aus          essieaurem    Bade blau färbt.



  Process for the preparation of an azo dye. It has been found that a new azo dye can be obtained if one uses the diazotized monoazo dye of the formula
EMI0001.0005
    with 1-N-phenyl - (2 "- methyl - 4 '- phenoxy) - aminonap.htlialin-8-sulfonic acid.



  The new dye forms a blue powder that dyes wool from a weakly acidic bath in real, blue tones.



  <I> Example: </I> The diazo compound obtained by diazotizing 18.6 parts of aniline is coupled with 45 parts of 1-aminonaphthalene-7-sulfonic acid. The aminoazo dye is converted into the diazo compound as usual. This is finely triturated with 800 parts of cold methyl alcohol and below 0 C with the solution of 90 parts of 1-N-phenyl- (2 "-methyl-4'-phenoxy)

          -aminonaphthalene-8-sulfonic acid mixed in 1500 parts of methyl alcohol. After a few hours, the dye formed is isolated, dissolved in dilute sodium carbonate solution and precipitated with sodium chloride solution while warm, filtered off with suction and washed with dilute sodium chloride solution. The dried dye is a blue powder that dissolves in water with a blue color and dyes wool from natural bath blue.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines AzoIarb- sto.ffes, dadurch gekennzeichnet, dass der diazotierte Monoazofarbstoff der Formel EMI0001.0038 mit 1-N-Phenyl - (2" - methyl - 4' - phenoxy)- aminonaphthalin - 8 - sulfonsäure gekuppelt wird. . Der neue Farbstoff bildet ein blaues Pul ver, das Wolle aus schwach saurem Bade in echten, blauen Tönen färbt. PATENT CLAIM: Process for the production of an AzoIarb- sto.ffes, characterized in that the diazotized monoazo dye of the formula EMI0001.0038 is coupled with 1-N-phenyl - (2 "- methyl - 4 '- phenoxy) - aminonaphthalene - 8 - sulfonic acid.. The new dye forms a blue powder that dyes wool from weakly acidic baths in real, blue tones.
CH249782D 1945-07-12 1945-07-12 Process for the preparation of an azo dye. CH249782A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH249782T 1945-07-12
CH244603T 1946-06-07

Publications (1)

Publication Number Publication Date
CH249782A true CH249782A (en) 1947-07-15

Family

ID=25728968

Family Applications (1)

Application Number Title Priority Date Filing Date
CH249782D CH249782A (en) 1945-07-12 1945-07-12 Process for the preparation of an azo dye.

Country Status (1)

Country Link
CH (1) CH249782A (en)

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