CH308457A - Process for the preparation of a metallizable disazo dye. - Google Patents

Process for the preparation of a metallizable disazo dye.

Info

Publication number
CH308457A
CH308457A CH308457DA CH308457A CH 308457 A CH308457 A CH 308457A CH 308457D A CH308457D A CH 308457DA CH 308457 A CH308457 A CH 308457A
Authority
CH
Switzerland
Prior art keywords
disazo dye
amino
acid
dependent
metallizable
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Sandoz
Original Assignee
Ag Sandoz
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 Sandoz filed Critical Ag Sandoz
Publication of CH308457A publication Critical patent/CH308457A/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
    • C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/24—Disazo or polyazo compounds
    • C09B45/28—Disazo or polyazo compounds containing copper
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/145—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with polycarboxylic acids

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

Description

  

  Verfahren zur Herstellung eines     metallisierbaren        Disazofarbstoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     metalli-          sierbaren        Disazofarbstoffes,    welches darin be  steht, dass man 2     Mol    der durch Kuppeln von       diazotiertem    2 -     Amino    -1-     carboxybenzol-    5     -sul-          fonsäureamid    mit     1-(4'-Amino)

  -phenyl-3-me-          thyl-5-pyrazolon    erhältlichen     Aminomonoazo-          verbindung    mit 1     Mol    eines     Fumarsäuredi-          halogenides    umsetzt.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile, und die Prozente sind in  Gewichtsprozenten angegeben.  



  <I>Beispiel:</I>  40,6 Teile :der durch Kuppeln von     diazo-          tiertem        2-Amino-1-        earboxybenzol    - 5-     sulfon-          säureamid    mit     1-(4'-Amino)-phenyl-3-methyl-          5-pyra.zolon    erhältlichen     Aminomonoazover-          bindung    werden in ungefähr 3000 Teilen  0,4     o/oiger        Natriumca.rbonatlösung    gelöst.

   In  die Lösung lässt man unter gutem Rühren bei       ungefähr    5  innerhalb von     4-5    Stunden so  viel einer 20     o/oigen        Lösung.    von     Fuma.rsäure-          dichlorid    in     1,2-Dichlorbenzol        zutropfen,    bis  der Ausgangsfarbstoff     vollständig,aeyliert    ist.  Hierauf wird der gebildete     Disazofarbstoff     bei erhöhter Temperatur durch Aassalzen ab  geschieden,     abfiltriert    und getrocknet.  



  Der neue,     metallisierbare        Disazofarbstoff     ist ein     orangefarbenes    Pulver,     welches    sich  in     konzentrierter    Schwefelsäure und in Was  ser mit. gelber Farbe löst und Baumwolle und  Fasern aus regenerierter, Zellulose in reinen  gelben Tönen färbt. Die Färbungen des neuen         Disazofarbstoffes    besitzen, besonders     wenn    sie  mit kupferabgebenden     Mitteln    behandelt wer  den, ausgezeichnete Licht-     und        Nassechtheits-          eigenschaften.  



  Process for the preparation of a metallizable disazo dye. The subject of the present patent is a process for the preparation of a metallizable disazo dye, which consists in the fact that 2 moles of the 2-amino -1-carboxybenzene-5-sulfonic acid amide by coupling of diazotized 2-amino-5-sulfonic acid amide with 1- (4'-amino )

  -phenyl-3-methyl-5-pyrazolone available aminomonoazo compound with 1 mol of a fumaric acid dihalide.



  In the example below, parts are parts by weight and percentages are percentages by weight.



  <I> Example: </I> 40.6 parts: the one obtained by coupling diazo- tated 2-amino-1-earboxybenzene - 5-sulfonic acid amide with 1- (4'-amino) -phenyl-3-methyl- 5-pyra.zolon available aminomonoazo compound are dissolved in approximately 3000 parts of 0.4% sodium carbonate solution.

   So much of a 20% solution is allowed into the solution within 4-5 hours while stirring well at about 5. Add dropwise of Fuma.rsäure- dichloride in 1,2-dichlorobenzene until the starting dye is completely aeylated. The disazo dye formed is then separated off by carrion salts at an elevated temperature, filtered off and dried.



  The new, metallizable disazo dye is an orange powder, which is in concentrated sulfuric acid and in water with. dissolves yellow color and dyes cotton and fibers from regenerated cellulose in pure yellow tones. The dyeings of the new disazo dye have excellent light and wet fastness properties, especially when treated with copper-releasing agents.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Disazofarbstoffes, dadurch gekenn zeichnet, dass man 2 Mol der durch Kuppeln von dia.zotiertem 2-Amino-l-carboxybenzol-5- sulfonsäureamid mit 1-(4'-Amino)-phenyl-3- methyl-5-pyrazolon erhältlichen Aminomono- azoverbindung mit 1 Mol eines Fumarsäure- dihalogenides umsetzt. Der neue, PATENT CLAIM: Process for the production of a metallizable disazo dye, characterized in that 2 mol of the 2-amino-1-carboxybenzene-5-sulfonic acid amide doped by coupling with 1- (4'-amino) -phenyl-3 - Reacts methyl-5-pyrazolone available amino monoazo compound with 1 mol of a fumaric acid dihalide. The new, metallisierbare Disazofarbstoff ist ein orangefarbenes Pulver, welches sich in konzentrierter Schwefelsäure und in Was ser mit gelber Farbe löst und Baumwolle und Fasern aus regenerierter Zellulose in reinen gelben Tönen färbt. Die Färbungen des neuen Disazofarbstoffes besitzen, besonders wenn sie mit kupferabgebenden Mitteln behandelt wer den, ausgezeichnete Licht- und. Nassechtheits- eigenschaften. UNTERANSPRÜCHE 1. metallizable disazo dye is an orange powder that dissolves in concentrated sulfuric acid and water with a yellow color and dyes cotton and fibers made from regenerated cellulose in pure yellow tones. The colorations of the new disazo dye have, especially when treated with copper-donating agents who the, excellent light and. Wet fastness properties. SUBCLAIMS 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Umset- zung in wässerigem Medium vornimmt. 2. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart eines säurebindenden Mittels vornimmt. 3. Verfahren nach Patentanspruch und Unteransprüchen 1 und 2, dadurch Bekenn zeichnet, dass man als Fumarsäure.dihalogenid Fumarsäuredichlorid wählt. 4. Process according to patent claim, characterized in that the conversion is carried out in an aqueous medium. 2. The method according to claim and dependent claim 1, characterized in that the reaction is carried out in the presence of an acid-binding agent. 3. The method according to claim and dependent claims 1 and 2, characterized in that Bekenn is selected as Fumarsäure.dihalogenid fumaric acid dichloride. 4th Verfahren nach Patentanspruch und Unteransprüchen 1 bis 3, dadurch gekenn zeichnet, dass man als säurebindendes Mittel Natriumcarbonat wählt. Process according to patent claim and dependent claims 1 to 3, characterized in that sodium carbonate is selected as the acid-binding agent.
CH308457D 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye. CH308457A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308457T 1952-04-30
CH304388T 1956-05-03

Publications (1)

Publication Number Publication Date
CH308457A true CH308457A (en) 1955-07-15

Family

ID=25734808

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308457D CH308457A (en) 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye.

Country Status (1)

Country Link
CH (1) CH308457A (en)

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