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CH209263A - Process for the production of a new dye of the anthraquinone series. - Google Patents

Process for the production of a new dye of the anthraquinone series.

Info

Publication number
CH209263A
CH209263A CH209263DA CH209263A CH 209263 A CH209263 A CH 209263A CH 209263D A CH209263D A CH 209263DA CH 209263 A CH209263 A CH 209263A
Authority
CH
Switzerland
Prior art keywords
benzidine
new dye
mol
amino
sulfonic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH209263A publication Critical patent/CH209263A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • C09B1/343Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 178548.    Verfahren zur Herstellung eines neuen     Farbstoffes    der     Anthrachinonreihe.       Es wurde gefunden, dass man einen neuen  Farbstoff der     Anthrachinonreihe    erhält,  wenn man auf 1     Mol        Cyanurchlorid    2     Mol     des Kondensationsproduktes aus     1-Amino-4-          bromanthrachinon-2-sulfonsäure    und derjeni  gen     Benzidinmonosulfonsäure,    die erhalten  wird durch     Sulfieren    des     Benzidins,

      und  1     Mol        p-Aminoacetanilid    derart einwirken  lässt, dass zwei Halogenatome des     Cyanur-          ehlorids    mit je einem Wasserstoffatom der       Aminogruppe    des     Benzidinsulfonsäurerestes     des Kondensationsproduktes und ein Ha  logenatom mit einem Wasserstoffatom der       Aminogruppe    des     p-Aminoacetanilids    rea  gieren.  



  Der neue Farbstoff bildet ein dunkles  Pulver, das sich in Wasser mit blauer Farbe  löst und     Viskosekun@stseid-e    oder Baumwolle  in reinen     grünstichig-blauen    Tönen von sehr  guter Dichtechtheit färbt.    <I>Beispiel:</I>  Zu einer feinen Suspension von 18,5 Tei  len     Cyanurchlorid    in 800 Teilen Wasser wer-    den bei 5   118 Teile des Kondensations  produktes aus     1-Amino-4-bromanthrachinon-          2-sulfonsäure    und     Benzidinsulfonsäure    in  2000 Teilen Wasser zugegeben. Man rührt  4 bis 5 Stunden bei 10 bis 15   und erhöht  dann die Temperatur allmählich auf 85 bis  40'.

   Durch     Zutropfen    einer 10%igen     Na-          triumcarbonatlösung    hält man die Reaktion  stets neutral.     Wenn    die Kondensation be  endet ist, gibt man 20 Teile     p-Aminoacet-          anilid    dazu und erhitzt unter gutem Rühren  noch 1     @Stunde    auf 9,0     bis   <B>95'.</B> Dann stellt  man die Reaktionsmasse mit     Natriumcarbo-          nat    alkalisch und salzt den gebildeten Farb  stoff     aus.  



  <B> Additional patent </B> to main patent no. 178548. Process for the production of a new dye from the anthraquinone series. It has been found that a new dye of the anthraquinone series is obtained if, for 1 mole of cyanuric chloride, 2 moles of the condensation product of 1-amino-4-bromoanthraquinone-2-sulfonic acid and the benzidine monosulfonic acid obtained by sulfating the benzidine,

      and 1 mole of p-aminoacetanilide is allowed to act in such a way that two halogen atoms of the cyanuric chloride react with one hydrogen atom of the amino group of the benzidine sulfonic acid residue of the condensation product and one halogen atom with one hydrogen atom of the amino group of the p-aminoacetanilide.



  The new dye forms a dark powder which dissolves in water with a blue color and dyes viscose silk or cotton in pure greenish-blue shades with very good impermeability. <I> Example: </I> A fine suspension of 18.5 parts of cyanuric chloride in 800 parts of water is converted into 118 parts of the condensation product of 1-amino-4-bromoanthraquinone-2-sulfonic acid and benzidine sulfonic acid in 2000 Parts of water are added. The mixture is stirred for 4 to 5 hours at 10 to 15 and then the temperature is gradually increased to 85 to 40 '.

   The reaction is always kept neutral by adding a 10% strength sodium carbonate solution. When the condensation is over, 20 parts of p-aminoacetanilide are added and the mixture is heated to 9.0 to 95 'for 1 hour with thorough stirring. The reaction mixture is then made up with sodium carbonate alkaline and salt out the dye formed.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Farbstoffes der Anthrachinonreihe, dadurch gekennzeichnet, dass man auf 1 Mol Cyanur- chlorid 2 Mol des Kondensationsproduktes aus 1-Amino-4-bromanthrachinon-2-sulfon- säure und derjenigen Benzidinmonosulfon- säure, die erhalten wird durch Sulfieren des Benzidins, PATENT CLAIM: Process for the preparation of a new dye of the anthraquinone series, characterized in that 2 mol of the condensation product of 1-amino-4-bromoanthraquinone-2-sulfonic acid and that benzidine monosulfonic acid which is obtained by are added to 1 mol of cyanuric chloride Sulfating the benzidine, und 1 Mol p-Aminoacetanilid der- art einwirken lässt, dass zwei Halog-enatonie des Cyanurchlorids mit je einem Wasser- stoffatom der Aminogruppe des Benzidin- sulfonsäurerestes des Kondensationsproduk- tes und ein Halowenatom mit einem Wasser stoffatom der Aminogruppe des p-Amino- <RTI and 1 mol of p-aminoacetanilide can act in such a way that two halo enatonies of the cyanuric chloride each with a hydrogen atom of the amino group of the benzidine sulfonic acid residue of the condensation product and a halo atom with a hydrogen atom of the amino group of the p-amino < RTI ID="0002.0015"> acetanilids reagieren. Der neue Farbstoff bildet ein dunkles Pulver, das sich in Wasser mit blauer Farbe löst und Viskosekunstseide oder Baumwolle in reinen griinstieliig-.blau@en Tönen von sehr guter Lichteelitheit färbt. ID = "0002.0015"> acetanilids react. The new dye forms a dark powder which dissolves in water with a blue color and dyes viscose rayon or cotton in pure green tones with very good lightness.
CH209263D 1938-02-19 1938-02-19 Process for the production of a new dye of the anthraquinone series. CH209263A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH178548T 1938-02-19
CH209263T 1938-02-19

Publications (1)

Publication Number Publication Date
CH209263A true CH209263A (en) 1940-03-31

Family

ID=25720179

Family Applications (1)

Application Number Title Priority Date Filing Date
CH209263D CH209263A (en) 1938-02-19 1938-02-19 Process for the production of a new dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH209263A (en)

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