CH312517A - Process for the preparation of a monoazo dye. - Google Patents

Process for the preparation of a monoazo dye.

Info

Publication number
CH312517A
CH312517A CH312517DA CH312517A CH 312517 A CH312517 A CH 312517A CH 312517D A CH312517D A CH 312517DA CH 312517 A CH312517 A CH 312517A
Authority
CH
Switzerland
Prior art keywords
monoazo dye
benzoylamino
amino
parts
preparation
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 CH312517A publication Critical patent/CH312517A/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position

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

Description

  

  Verfahren zur Herstellung eines     Monoazofarbstoffes.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     Monoazo-          farbstoffes.    Das Verfahren ist dadurch ge  kennzeichnet, dass man     diazotierte        5-[4'-(4"-          Amino-benzoyla.mino)        -benzoylamino]        -2-oxy-          henzol-l-earbonsäure    mit     2-(4'-Amino-3'-me-          thyl-benzoy-lamino)        -5-oxy-naphthalin-7-sulfon-          säure    kuppelt.  



  Der erhaltene neue     Monoazofarbstoff    stellt  ein scharlachrotes Pulver dar, färbt     Cellulose-          fasern    in     gelbstichig    roten Tönen und kann  auf der Faser     diazotiert    und mit     unsulfierten          Azokomponenten    gekuppelt werden.  



       Beispiel:     39,1 Teile     5-[4'-(4"-Amino-benzoylamino)-          henzoylamino]        2-oxy-benzol-1-carbonsäure,    dar-    gestellt aus     4'-Amino-benzoyl-5-ammö-2        y-          benzol-l-carbonsäure    durch Kondensation mit       4-Nitro-benzoylchlorid    und Reduzieren mit       Natriumsulfid,    werden als     Natriumsalz    in 600       Teilen.    Wasser bei     Raumtemperatur        suspen-          diert,

          mit        5,5        Teilen        Natronlauge        100%        und     7,6 Teilen     Natriumnitrit    versetzt und auf eine  Mischung von 68 Teilen Salzsäure     konz.    und  68 Teilen Wasser getropft.

   Nach beendeter       Diazotierung    kuppelt man bei 20-25  mit  einer wässerigen Lösung von 37,2 Teilen  2 -     (4'-        Amino    -     3'-        methyl-benzoylamino)    -     5-oxy-          naphthalin-7-sulfonsäure    in Gegenwart von 15  Teilen     Natriumbicarbonat.    Am andern Tag  wird der     Monoazofarbstoff    bei     70     durch Zu  gabe von 280 Teilen Kochsalz und 9,6 Teilen       Natronlauge        100%        abgeschieden,        abfiltriert     und getrocknet.

      Der Farbstoff der Formel  
EMI0001.0057     
    stellt ein scharlachrotes Pulver dar, das sich  in Wasser mit     gelbstichig    roter und in     konz.     Schwefelsäure mit blauroter Farbe löst. Der  Farbstoff färbt     Cellulosefasern    in reinen  roten Tönen und gibt auf der Faser     diazotiert     und mit     2-Oxy-naphthalin        entwickelt    schar  lachrote, reine Färbungen, die eine hervor-    ragende Wasserechtheit aufweisen und sich  rein weiss ätzen lassen.



  Process for the preparation of a monoazo dye. The present patent relates to a process for the preparation of a monoazo dye. The process is characterized in that diazotized 5- [4 '- (4 "- Amino-benzoyla.mino) -benzoylamino] -2-oxy- henzene-1-carboxylic acid with 2- (4'-amino-3' -methyl-benzoy-lamino) -5-oxy-naphthalene-7-sulfonic acid couples.



  The new monoazo dye obtained is a scarlet powder, dyes cellulose fibers in yellowish red shades and can be diazotized on the fiber and coupled with unsulfated azo components.



       Example: 39.1 parts of 5- [4 '- (4 "-amino-benzoylamino) - henzoylamino] 2-oxy-benzene-1-carboxylic acid, prepared from 4'-amino-benzoyl-5-ammo-2 y - Benzene-1-carboxylic acid by condensation with 4-nitro-benzoyl chloride and reduction with sodium sulfide, are suspended as the sodium salt in 600 parts. Water at room temperature,

          5.5 parts of 100% sodium hydroxide solution and 7.6 parts of sodium nitrite are added and concentrated to a mixture of 68 parts of hydrochloric acid. and 68 parts of water were added dropwise.

   When the diazotization is complete, coupling is carried out at 20-25 with an aqueous solution of 37.2 parts of 2- (4'-amino-3'-methyl-benzoylamino) -5-oxynaphthalene-7-sulfonic acid in the presence of 15 parts of sodium bicarbonate. The next day, the monoazo dye is deposited at 70 by adding 280 parts of sodium chloride and 9.6 parts of 100% sodium hydroxide solution, filtered off and dried.

      The dye of the formula
EMI0001.0057
    is a scarlet red powder that turns yellowish red in water and in conc. Sulfuric acid dissolves with a blue-red color. The dye dyes cellulose fibers in pure red tones and, when diazotized and developed with 2-oxynaphthalene, gives sharp, lunar red, pure dyeings that have excellent waterfastness and can be etched in pure white.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Mono- azofarbstoffes, dadurch gekennzeichnet, dass man diazotierte 5- [4'-(4"-Amino-benzoylamino)- , benzoylamino]-2-oxy-benzol-l-carbonsäure mit 2 - (4'-Amino-3' - metbyl -benzoylamino )- 5 - oxy - naphthalin-7-sulfonsäure kuppelt. Der erhaltene neue Monoazofarbstoff stellt ein scharlachrotes Pulver dar, färbt. PATENT CLAIM: Process for the production of a monoazo dye, characterized in that diazotized 5- [4 '- (4 "-amino-benzoylamino) -, benzoylamino] -2-oxy-benzene-1-carboxylic acid with 2 - (4' -Amino-3 '- metbyl -benzoylamino) - 5 - oxy - naphthalene-7-sulfonic acid couples.The resulting new monoazo dye is a scarlet powder, colors. Celhilose- fasern in gelbstichig roten Tönen und kann auf der Faser diazotiert und mit unsulfierten Azokomponenten gekuppelt werden. Celhilose fibers in yellowish red tones and can be diazotized on the fiber and coupled with unsulfated azo components.
CH312517D 1952-10-17 1952-10-17 Process for the preparation of a monoazo dye. CH312517A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH312517T 1952-10-17
CH310249T 1952-10-17

Publications (1)

Publication Number Publication Date
CH312517A true CH312517A (en) 1955-12-31

Family

ID=25735654

Family Applications (1)

Application Number Title Priority Date Filing Date
CH312517D CH312517A (en) 1952-10-17 1952-10-17 Process for the preparation of a monoazo dye.

Country Status (1)

Country Link
CH (1) CH312517A (en)

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