CH257029A - Process for the production of a metallizable azo dye. - Google Patents

Process for the production of a metallizable azo dye.

Info

Publication number
CH257029A
CH257029A CH257029DA CH257029A CH 257029 A CH257029 A CH 257029A CH 257029D A CH257029D A CH 257029DA CH 257029 A CH257029 A CH 257029A
Authority
CH
Switzerland
Prior art keywords
production
azo dye
metallizable azo
dye
parts
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R 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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH257029A publication Critical patent/CH257029A/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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/16—Naphthol-sulfonic acids
    • 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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14—Monoazo compounds
    • C09B45/16—Monoazo compounds containing chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Herstellung eines     metallisierbaren        Azofarbatoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     metallisier-          baren        Azofarbstoffes.    Das Verfahren ist da  durch gekennzeichnet, dass man     diazotierte          l.-(3'-Amino-4'-chlor-benzoyl)-4-ogy-benzol-5..          earbonsäure    mit 1-     (3'-Sulfamido-phenyl)    - 3     -          methyl-5-pyrazolon    vereinigt.

   Der neue Farb  stoff     stellt    ein lehmgelbes Pulver dar und  färbt Wolle nach dem     Einba@dchromierverfah-          ren    in     rotstichig    gelben lichtechten Tönen von  sehr .guter Gleichmässigkeit.  



       Beispiel:     Eine Lösung von 29,3 Teilen     1-(3'-Amino-          4'-ahlor-benzoyl)    - 4 -     ogy-benzol-5-mrbonsäure     (erhalten nach     Limprich,    A. 290, 170 [1896]  aus     4-Chlor-3-nitro-benzoylchlorid    und     Sali-          eylsäuremethylester,        Verseifung    des Konden  sationsproduktes in     sodaalkalischem    Medium  und Reduktion.

   der     Nitrogruppe    mit Eisen und  Salzsäure) in 25 Teilen     konz.    Salzsäure und  400 Teilen     .Wasser    wird bei 5 bis 8  mit  7 Teilen     Natriumnitrit    in Form einer 33 %     igen     Lösung     diazotiert.    Die mit     Natriumbikarbonat     auf schwach kongosaure     Reaktion    abge-    stumpfte     Diazoverbindung    lässt man bei 0 bis  3  in eine Lösung von 26,6 Teilen     1-(3'-Sulf-          amido    -     phenyl)

      - 3 -     methyl    - 5 -     pyrazolon        und     22 Teile wasserfreier Soda in 300     Teilen     Wasser unter Rühren einfliessen und     isoliert;     den ausgefallenen Farbstoff nach     einigen     Stunden durch Filtrieren. Danach wird der  Farbstoff in Wasser aasgeschlämmt, mit Salz  säure auf kongoblaue Reaktion     ausgesäuert,     filtriert, mit Wasser ausgewaschen, mit der  für die Neutralisation der     Carbogylgruppe     berechneten Menge Ammoniak     verrührt    und  zur Trockne verdampft.



      Process for the production of a metallizable azo carbate. The subject of the present patent is a process for the production of a metallizable azo dye. The process is characterized in that diazotized 1- (3'-amino-4'-chlorobenzoyl) -4-ogy-benzene-5 .. carboxylic acid with 1- (3'-sulfamido-phenyl) -3 - methyl-5-pyrazolone combined.

   The new dye is a clay-yellow powder and colors wool using the chrome-plating process in reddish yellow, lightfast shades of very good uniformity.



       Example: A solution of 29.3 parts of 1- (3'-amino-4'-ahlorobenzoyl) -4-ogy-benzene-5-mrboxylic acid (obtained according to Limprich, A. 290, 170 [1896] from 4- Chlor-3-nitro-benzoyl chloride and methyl saline, saponification of the condensation product in a soda-alkaline medium and reduction.

   the nitro group with iron and hydrochloric acid) in 25 parts of conc. Hydrochloric acid and 400 parts .Water is diazotized at 5 to 8 with 7 parts of sodium nitrite in the form of a 33% solution. The diazo compound, which has been blunted to a weakly Congo-acidic reaction with sodium bicarbonate, is left at 0 to 3 in a solution of 26.6 parts of 1- (3'-sulfamido-phenyl)

      - 3 - methyl - 5 - pyrazolone and 22 parts of anhydrous soda in 300 parts of water are poured in with stirring and isolated; the precipitated dye after a few hours by filtration. Then the dye is slurried in water, acidified with hydrochloric acid for a Congo blue reaction, filtered, washed out with water, stirred with the amount of ammonia calculated for the neutralization of the carbogyl group and evaporated to dryness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Azofarbstoffes, dadurch gekenn zeichnet, dass man diazotierte 1-(3'-Amin.o-4'- chlor-benzoyl)-4-ogy-benzol-5-earbonsäure mit 1-(3'-Sulfamido-phenyl) PATENT CLAIM: Process for the preparation of a metallizable azo dye, characterized in that diazotized 1- (3'-amin.o-4'-chlorobenzoyl) -4-ogy-benzene-5-carboxylic acid is mixed with 1- (3 '-Sulfamido-phenyl) - 3 - methyl-5-pyrazo- lon vereinigt. Der neue Farbstoff stellt ein lehmgelbes Pulver dar und färbt Wolle nach dem Einbadchromierverfahren in rotstichig gelben lichtechten Tönen von sehr guter Gleichmässigkeit. - 3 - methyl-5-pyrazolone combined. The new dye is a clay-yellow powder and dyes wool in reddish yellow, light-fast shades with very good uniformity using the single-bath chrome plating process.
CH257029D 1945-01-25 1945-01-25 Process for the production of a metallizable azo dye. CH257029A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH244050T 1945-01-25
CH257029T 1945-01-25

Publications (1)

Publication Number Publication Date
CH257029A true CH257029A (en) 1948-09-15

Family

ID=25728893

Family Applications (1)

Application Number Title Priority Date Filing Date
CH257029D CH257029A (en) 1945-01-25 1945-01-25 Process for the production of a metallizable azo dye.

Country Status (1)

Country Link
CH (1) CH257029A (en)

Similar Documents

Publication Publication Date Title
CH286500A (en) Process for the preparation of a monoazo dye.
CH238453A (en) Process for the preparation of a copper-compatible polyazo dye.
CH257029A (en) Process for the production of a metallizable azo dye.
CH257027A (en) Process for the production of a metallizable azo dye.
CH253881A (en) Process for the preparation of an azo dye of the pyrazolone series.
CH299600A (en) Process for the preparation of a chromable monoazo dye.
CH276720A (en) Process for the preparation of an azo dye.
CH292294A (en) Process for the preparation of a copper-containing disazo dye.
CH299603A (en) Process for the preparation of a chromable monoazo dye.
CH261368A (en) Process for the preparation of a monoazo dye.
CH265725A (en) Process for the preparation of a copper-compatible polyazo dye.
CH257030A (en) Process for the production of a metallizable azo dye.
CH268397A (en) Process for the preparation of an azo dye.
CH296260A (en) Process for the preparation of a monoazo dye.
CH275801A (en) Process for the preparation of a metallizable monoazo dye.
CH280730A (en) Process for the preparation of an azo dye derivative.
CH307858A (en) Process for the preparation of a monoazo dye.
CH268402A (en) Process for the preparation of an azo dye.
CH283989A (en) Process for the preparation of a monoazo dye.
CH292298A (en) Process for the preparation of a monoazo dye of the pyrazolone series.
CH267271A (en) Process for the preparation of an azo dye.
CH211491A (en) Process for the preparation of a related disazo dye.
CH282256A (en) Process for the preparation of a monoazo dye.
CH257031A (en) Process for the production of a metallizable azo dye.
CH299601A (en) Process for the preparation of a chromable monoazo dye.