CH309440A - Process for the preparation of a water-soluble and licensing azophthalocyanine dye. - Google Patents

Process for the preparation of a water-soluble and licensing azophthalocyanine dye.

Info

Publication number
CH309440A
CH309440A CH309440DA CH309440A CH 309440 A CH309440 A CH 309440A CH 309440D A CH309440D A CH 309440DA CH 309440 A CH309440 A CH 309440A
Authority
CH
Switzerland
Prior art keywords
dye
water
azophthalocyanine
soluble
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Durand Huguenin
Original Assignee
Durand & Huguenin Ag
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 Durand & Huguenin Ag filed Critical Durand & Huguenin Ag
Publication of CH309440A publication Critical patent/CH309440A/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
    • 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

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

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 307327.    Verfahren zur Herstellung eines wasserlöslichen und     beizenziehenden          Azophthalocyaninfarbstoffes.       Die vorliegende Erfindung betrifft ein  Verfahren zur Herstellung eines wasserlösli  chen und     beizenziehenden        Azophthalocyanin-          farbstoffes,    welches dadurch gekennzeichnet.

    ist, dass man 1     Mol        Kupferphthalocyanin-          4,4',4",4"'    -     tetrasulfoclilorid    mit 4     Mol        3-          Amino-4'-ox@--1,1'-azobenzol-5'-carbonsäure    in       Gegenwart    einer Mineralsäure neutralisieren  den Substanz zur Umsetzung bringt. Im übri  gen gelten die im Hauptpatent erwähnten       Ausführungen    hinsichtlich der vorzugsweisen  Durchführung des erfindungsgemässen Ver  fahrens.  



  Das     naehstehende    Beispiel erläutert das  neue Verfahren. Die angegebenen Teile bedeu  ten Gewichtsteile.  



  <I>Beispiel:</I>       48,.5    Teile     (1/.o        Mol)        Iiupferphthalocyanin-          4,4',4",4"'    -     tetrasulfochlorid,    erhalten     durh     Einwirkung von     Chlorsulfonsäure    auf     Kup-          ferphthalocy        anin-4,4',4";

  4"'-tetrasulfonsällre,     werden mit 250 Teilen     zerlzleinertem    Eis gut  vermischt. und unter Rühren eine Lösung von  55,8 Teilen (2/1o     Mol)    des     Natriumsalzes    der  3     Amino    -4' -     oxy        -1,1.'-azobenzol-5'-carbonsäure     in 300 Teilen Wasser und 35 Teilen Natrium  <B>i</B>     aeetat        raseh        zugegeben        und        bei        20-25         C     während etwa 60 Stunden rühren gelassen.

    Das Reaktionsprodukt wird mit verdünnter       Salzsäure    schwach sauer gestellt, die ausgefal  lene     Farbstoffsäure    abgetrennt, in Wasser    und Soda heiss gelöst und durch     Aussalzen     mit     Natriumchlorid    das     Natriiunsalz    isoliert.  



  Der erhaltene Farbstoff stellt ein dunkel  graues Pulver dar, das sich in Wasser mit  grüner und in     konz.    Schwefelsäure mit  schmutzig gelber Farbe löst.  



  Der neue Farbstoff     eignet    sich zum Fär  ben von Baumwolle, Viskose, Wolle und Na  turseide. Durch     Metallsalznachbehandlung     werden die     Nasseehtheiten    zum Teil erheblich  verbessert. Im Chromdruck auf Baumwolle  wird ein lebhaftes Grün von sehr guten     Nass-          echtheiten    und vorzüglicher Lichtechtheit er  halten.



      Additional patent to main patent no. 307327. Process for the preparation of a water-soluble and co-licensing azophthalocyanine dye. The present invention relates to a process for the production of a water-soluble and licensing azophthalocyanine dye, which is characterized by this.

    is that 1 mole of copper phthalocyanine-4,4 ', 4 ", 4"' - tetrasulfoclilorid with 4 moles of 3-amino-4'-ox @ - 1,1'-azobenzene-5'-carboxylic acid in the presence of a mineral acid neutralize the substance to implement. In addition, the statements mentioned in the main patent with regard to the preferred implementation of the inventive method apply.



  The example below explains the new procedure. The specified parts mean parts by weight.



  <I> Example: </I> 48.5 parts (1 / .o mol) copper phthalocyanine-4,4 ', 4 ", 4"' - tetrasulfochloride, obtained by the action of chlorosulfonic acid on copper phthalocyanine-4, 4 ', 4 ";

  4 "'- tetrasulfonsällre, are mixed well with 250 parts of crushed ice. And a solution of 55.8 parts (2/10 mol) of the sodium salt of the 3 amino -4' - oxy -1,1 .'- azobenzene- 5'-carboxylic acid in 300 parts of water and 35 parts of sodium acetate are added and the mixture is left to stir at 20-25 ° C. for about 60 hours.

    The reaction product is made slightly acidic with dilute hydrochloric acid, the precipitated dye acid is separated off, dissolved in hot water and soda and the sodium salt is isolated by salting out with sodium chloride.



  The dye obtained is a dark gray powder that differs in water with green and in conc. Sulfuric acid dissolves with dirty yellow paint.



  The new dye is suitable for dyeing cotton, viscose, wool and natural silk. After treatment with metal salts, the wetness can be improved considerably. In the chrome print on cotton, a lively green with very good wet fastness and excellent light fastness is obtained.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines wasser löslichen und beizenziehenden Azophthalo- cyaninfarbstoffes, dadurch gekennzeichnet, dass man 1. Mol Kupferphthalocyanin-4,4', 4",4"'-tetrasulfochlorid mit 4 Mol 3-Amino-4'- oxy-1,1'-azobenzol-5'-carbonsäure in Gegen wart einer Mineralsäure neutralisierenden Substanz zur Umsetzung bringt. PATENT CLAIM A process for the preparation of a water-soluble azophthalocyanine dye which is associated with it, characterized in that 1. mol of copper phthalocyanine-4,4 ', 4 ", 4"' - tetrasulfochloride with 4 mol of 3-amino-4'-oxy-1, 1'-azobenzene-5'-carboxylic acid in the presence of a mineral acid neutralizing substance to implement. Der neue, so erhaltene Farbstoff stellt ein dunkelgraues Pulver dar, das sich in Wasser mit grüner und in konz. Schwefelsäure mit schmutzig gelber Färbe löst und im Chrom druck auf Baumwolle lebhafte grüne Farbtöne von sehr guter Nassechtheit und vorzüglicher Lichteehtheit liefert. The new dye obtained in this way is a dark gray powder that differs in water with green and in conc. Sulfuric acid dissolves with a dirty yellow dye and, in the chrome print on cotton, delivers lively green shades of very good wet fastness and excellent lightfastness.
CH309440D 1952-07-31 1952-07-31 Process for the preparation of a water-soluble and licensing azophthalocyanine dye. CH309440A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309440T 1952-07-31
CH307327T 1955-05-31

Publications (1)

Publication Number Publication Date
CH309440A true CH309440A (en) 1955-08-31

Family

ID=25735266

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309440D CH309440A (en) 1952-07-31 1952-07-31 Process for the preparation of a water-soluble and licensing azophthalocyanine dye.

Country Status (1)

Country Link
CH (1) CH309440A (en)

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