CH308459A - Process for the preparation of a metallizable disazo dye. - Google Patents

Process for the preparation of a metallizable disazo dye.

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Publication number
CH308459A
CH308459A CH308459DA CH308459A CH 308459 A CH308459 A CH 308459A CH 308459D A CH308459D A CH 308459DA CH 308459 A CH308459 A CH 308459A
Authority
CH
Switzerland
Prior art keywords
acid
amino
disazo dye
mol
dependent
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 CH308459A publication Critical patent/CH308459A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 304388.    verfahren     zur        Herstellung    eines     metallisierbaren        Disazofarbatoffes.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines     metalli-          sierbaren        Disazofarbstoffes,    welches darin be  steht,     da.ss    man 1     Mol    der durch Kuppeln von       diazotierter        2-Amino-l-carboxybenzol-5-sulfon-          säure    mit     1-(4'-Amino)

  -phenyl-3-methyl-5-          pyrazolon    hergestellten     Aminomonoazoverbin-          dung    und 1     Mol    der aus     diazotierter        2-Amino-          benzol-l-carbonsäure    und     1-(4'-Amino)-phe-          nyl-3-methyl-5-pyrazolon    gewonnenen     Amino-          monoazoverbindung    mit 1     Mol    eines     Ftimar-          sätiredihalogenides    umsetzt.

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



  <I>Beispiel:</I>  21 Teile (=0,05     Mol)    der durch Kuppeln  von     diazotierter        2-Amino-l-carboxybenzol-          5-sulfonsätire    mit     1-(4'-Amino)-phenyl-3-          methyl-5-pyrazolon    hergestellten     Aminomono-          azov        erbindung    und 17 Teile (=0,05     Mol)    der  aus     diazotierter        2-Aminobenzol-l-earbonsäure     und 1-     (4'-Amino)

          -phenyl-3-methyl-5-pyrazolon     gewonnenen     Aminomonoazoverbindung    wer  den in 3500 Teilen Wasser unter Zusatz von       Lithiumearbonat    gelöst. Zur alkalisch reagie  renden Lösung lässt man unter sehr gutem  Rühren bei 8     bis    10  so viel einer 20     o/oigen     Lösung von     Fumarsäuredichlorid    in Benzol       zutropfen,    bis sich darin keine freie     Amino-          gruppe    mehr nachweisen lässt.

   Hierauf wird  der gebildete     Disazofarbstoff    nach den übli-         chen    Methoden     abgeschieden,        abfiltriert    und  getrocknet.  



  Der neue,     metallisierbare        Disazofarbstoff     ist ein     orangebraunes    Pulver, welches sich in  Wasser und in konzentrierter Schwefelsäure  mit gelber Farbe löst und Baumwolle und Fa  sern aus     regenerierter        Zellulose    in "reinen gel  ben Tönen färbt. Die Färbungen des neuen       Disazofarbstoffes    sind, besonders wenn sie mit  kupferabgebenden Mitteln nachbehandelt  werden, hervorragend licht- und ausgezeichnet       nassecht.  



  <B> Additional patent </B> to main patent no. 304388. Process for the production of a metallizable disazo carbate. The subject of the present patent is a process for the preparation of a metallizable disazo dye, which consists in that 1 mol of the 2-amino-1-carboxybenzene-5-sulfonic acid which has been diazotized by coupling with 1- (4 ' -Amino)

  -phenyl-3-methyl-5-pyrazolone aminomonoazo compound prepared from diazotized 2-aminobenzene-1-carboxylic acid and 1- (4'-amino) phenyl-3-methyl-5-pyrazolone The amino monoazo compound obtained is reacted with 1 mol of a Ftimar sätiredihalogenides.

   In the following example, the parts are parts by weight and the percentages are given in percentages by weight.



  <I> Example: </I> 21 parts (= 0.05 mol) of the compound obtained by coupling diazotized 2-amino-1-carboxybenzene-5-sulfonic acid with 1- (4'-amino) -phenyl-3-methyl- 5-pyrazolon produced aminomonoazov compound and 17 parts (= 0.05 mol) of diazotized 2-aminobenzene-1-carboxylic acid and 1- (4'-amino)

          -phenyl-3-methyl-5-pyrazolone obtained aminomonoazo compound who dissolved in 3500 parts of water with the addition of lithium carbonate. To the alkaline reacting solution, enough of a 20% solution of fumaric acid dichloride in benzene is added dropwise with very good stirring at 8 to 10, until no free amino group can be detected any more.

   The disazo dye formed is then deposited, filtered off and dried using the customary methods.



  The new, metallizable disazo dye is an orange-brown powder, which dissolves in water and concentrated sulfuric acid with a yellow color and dyes cotton and fibers from regenerated cellulose in "pure yellow shades. The colors of the new disazo dye are, especially when they emit copper Agents are post-treated, excellent lightfast and excellent wetfast.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines metalli- sierbaren Disazofarbstoffes, dadurch gekenn zeichnet, dass man 1 Mol der durch Kuppeln von diazotierter 2-Amino-l-carboxybenzol-5- sulfonsäure mit 1-(4'-Amino) PATENT CLAIM: Process for the preparation of a metallizable disazo dye, characterized in that 1 mol of the 2-amino-1-carboxybenzene-5-sulfonic acid obtained by coupling with 1- (4'-amino) -phenyl-3-me- thyl-5-pyrazolon hergestellten Aminomonoazo- verbindung und 1 Mol der aus di- azotierter 2-Aminobenzol-l-carbonsäure und 1-(4'-Amino)-phenyl-3-methyl-5-pyrazolon ge wonnenen Aminomonoazoverbindung mit 1 Mol eines Fumarsäuredihalogenides um setzt. -phenyl-3-methyl-5-pyrazolone aminomonoazo compound and 1 mol of the diazoated 2-aminobenzene-1-carboxylic acid and 1- (4'-amino) -phenyl-3-methyl-5-pyrazolone ge won aminomonoazo compound with 1 mol of a fumaric acid dihalide sets. Der neue, metallisierbare Disazofarbstoff ist ein orangebraunes Pulver, welches sich in Wasser und in konzentrierter Schwefelsäure mit gelber Farbe löst und Baumwolle und Fasern. aus regenerierter Zellulose in reinen gelben Tönen färbt. Die Färbungen des neuen Disazofarbstoffes sind, besonders wenn sie mit kupferabgebenden Mitteln nachbehandelt werden, hervorragend licht- und ausgezeieh- net nassecht. UNTERANSPRÜCHE: 1. The new, metallizable disazo dye is an orange-brown powder, which dissolves in water and in concentrated sulfuric acid with a yellow color and cotton and fibers. from regenerated cellulose colors in pure yellow tones. The colorations of the new disazo dye, especially when they are treated with copper-releasing agents, are extremely lightfast and extremely waterfast. SUBCLAIMS: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Umset zung in wässrigem 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 gekenn zeichnet, dass man als Fumarsäuredihalogenid Fumarsäuredichlorid wählt. 4. Verfahren nach Patentanspruch und Unteransprüchen 1 bis 3, dadurch gekenn zeichnet, dass man als säurebindendes Mittel Lithiumcarbonat wählt. Method according to claim, characterized in that the implementation 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 fumaric acid dichloride is selected as the fumaric acid dihalide. 4. The method according to claim and dependent claims 1 to 3, characterized in that lithium carbonate is selected as the acid-binding agent.
CH308459D 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye. CH308459A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH308459T 1952-04-30
CH304388T 1956-05-03

Publications (1)

Publication Number Publication Date
CH308459A true CH308459A (en) 1955-07-15

Family

ID=25734810

Family Applications (1)

Application Number Title Priority Date Filing Date
CH308459D CH308459A (en) 1952-04-30 1952-04-30 Process for the preparation of a metallizable disazo dye.

Country Status (1)

Country Link
CH (1) CH308459A (en)

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