CH257028A - Process for the production of a metallizable azo dye. - Google Patents

Process for the production of a metallizable azo dye.

Info

Publication number
CH257028A
CH257028A CH257028DA CH257028A CH 257028 A CH257028 A CH 257028A CH 257028D A CH257028D A CH 257028DA CH 257028 A CH257028 A CH 257028A
Authority
CH
Switzerland
Prior art keywords
production
azo dye
dye
metallizable azo
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 CH257028A publication Critical patent/CH257028A/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

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

Description

  

  Verfahren zur Herstellung eines     metallisierbaren        Azofarbstoffes:@@,            Gegenstand    vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     metallisier-          baren        Azofarbstoffes.    Das Verfahren ist da  durch gekennzeichnet, dass man     diazoherte          1-(3'-Amino-benzoyl)-4-oxy-benzol-5-carbon-          säure    mit 1- (2' - Chlor-     phenyl)    -     3-methyl-5-          pyrazolon-5'-sulfonsäure    vereinigt.

   Der neue  Farbstoff     stellt    ein gelbes Pulver dar und  färbt Wolle aus saurem Bade in reinen,       grünstichig    gelben, sehr gleichmässigen und  lichtechten Tönen, deren     Nassechtheit    durch       Nachchromieren    verbessert     wird,    ohne\ den  Farbton wesentlich zu verändern.

      <I>Beispiel:</I>  Eine Lösung von 51,4 Teilen     1-(3'-Amino-          benzoyl)-4-oxy-benzol    - 5 -     carbonsäure    (erhal  ten aus dem 1-     [3'-Nitrobenzoyl    ]     -4-oxyben-          zol-5-carbonsäuremethylester    nach     Limprich,          r1.    290, 170 [1896] durch alkalische Versei  fung der     Estergruppe    und Reduktion der Ni  trogruppe mit     Natriumsulfid    oder auch Ei  sen)

   in 50 Teilen     konzentrierter    Salzsäure  und 800 Teilen Wasser wird bei 5 bis 8  mit    14     Teilen        Natriumnitrit    in Form einer  33 %     igen    Lösung     diazotiert.    Man lässt die     Di-          azoverbindung    bei 5     bis    10  zu einer neutral  gestellten Lösung von 58 Teilen     1-(2'-Chlor-          phenyl)-    3     -methyl-5-pyrazolon-5'-sulfonsäure     in 150 Teilen Wasser, welcher noch 42 Teile       kristallisiertes        Natriumacetat    zugesetzt wer  den,

   unter Rühren einfliessen und isoliert den  Farbstoff nach einigen     Stunden    durch Zu  gabe von Kochsalz.



  Process for the production of a metallizable azo dye: @@, The subject of the present patent is a process for the production of a metallizable azo dye. The process is characterized in that diazo-tertiary 1- (3'-amino-benzoyl) -4-oxy-benzene-5-carboxylic acid is mixed with 1- (2 '- chlorophenyl) -3-methyl-5- pyrazolone-5'-sulfonic acid combined.

   The new dye is a yellow powder and dyes wool from an acid bath in pure, greenish yellow, very uniform and lightfast shades, the wet fastness of which is improved by re-chrome plating without significantly changing the color.

      <I> Example: </I> A solution of 51.4 parts of 1- (3'-amino-benzoyl) -4-oxy-benzene - 5 - carboxylic acid (obtained from the 1- [3'-nitrobenzoyl] - 4-oxybenzene-5-carboxylic acid methyl ester according to Limprich, r1. 290, 170 [1896] by alkaline saponification of the ester group and reduction of the nitro group with sodium sulfide or iron)

   in 50 parts of concentrated hydrochloric acid and 800 parts of water is diazotized at 5 to 8 with 14 parts of sodium nitrite in the form of a 33% solution. The diazo compound is left at 5 to 10 in a neutral solution of 58 parts of 1- (2'-chlorophenyl) -3-methyl-5-pyrazolone-5'-sulfonic acid in 150 parts of water, which is still 42 parts crystallized sodium acetate is added,

   Pour in with stirring and isolate the dye after a few hours by adding common salt.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Azof arbstoffes,dadurch gekennzeich net, dassmandi: PATENT CLAIM: Process for the production of a metallizable azo dye, characterized in that: azotiertel-(3'-Amino-benzoyl)- 4 - ogy - benzal - 5 - carbonssäure mit 1 - (T- Chlor- phenyl) - 3- methyl - 5-pyrazolon-5'-sul- fonsäure vereinigt. Der neue Farbstoff stellt ein gelbes Pulver dar und färbt Wolle aus saurem Bade in reinen, grünstichig gelben, sehr gleichmässigen und lichtechten Tönen. azo-quarter (3'-amino-benzoyl) - 4 - ogy - benzal - 5 - carboxylic acid combined with 1 - (T-chlorophenyl) - 3-methyl - 5-pyrazolone-5'-sulphonic acid. The new dye is a yellow powder and dyes wool from an acid bath in pure, greenish yellow, very even and lightfast shades. deren Nassechtheit durch Nachchromieren verbessert wird, ohne den Farbton wesentlich zu verändern. the wet fastness of which is improved by re-chrome plating without significantly changing the color.
CH257028D 1945-01-25 1945-01-25 Process for the production of a metallizable azo dye. CH257028A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH244050T 1945-01-25
CH257028T 1945-01-25

Publications (1)

Publication Number Publication Date
CH257028A true CH257028A (en) 1948-09-15

Family

ID=25728892

Family Applications (1)

Application Number Title Priority Date Filing Date
CH257028D CH257028A (en) 1945-01-25 1945-01-25 Process for the production of a metallizable azo dye.

Country Status (1)

Country Link
CH (1) CH257028A (en)

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