CH203059A - Process for the preparation of a dye of the anthraquinone series. - Google Patents

Process for the preparation of a dye of the anthraquinone series.

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Publication number
CH203059A
CH203059A CH203059DA CH203059A CH 203059 A CH203059 A CH 203059A CH 203059D A CH203059D A CH 203059DA CH 203059 A CH203059 A CH 203059A
Authority
CH
Switzerland
Prior art keywords
dye
mole
anthraquinone series
preparation
olive
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 CH203059A publication Critical patent/CH203059A/en

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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

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

Description

       

  <B>Zusatzpatent</B> zum     Hauptpatent    Nr. 199465.    Es wurde gefunden,     @daB        ein    Farbstoff -der       Anthrachinonreihe        hergestellt    werden     kann,          wenn,

      man 1     Mol        1-Methylamiuo-4        halogen-          anthraehinon    auf 1     Mol        3-Aminopyren    ein  wirken lässt und in     das    erhaltene Produkt  durch     Behandlung    mit einem     sulfonierenden          Mittel        eine        Sulfonsäuregruppe    einführt.  



  Der     erhaltene    Farbstoff bildet ein     elive-          grünes    Pulver, das sich in     konzentrierter          ,Schwefelsäure    mit blauer Farbe löst     und        tie-          rische    Faser,     wie    z. B. Wolle,     aus    saurem  Bade in     kräftigen,    sehr echten     oli"vegTünen     Tönen färbt.  



  Die     Umsetzung    wird     zweckmässig    in     wäs-          seriger    oder alkoholisch     wässervger    Lösung  unter     Zusatz        säurebindender        Mittel,        wie    Na  triumbikarbonat oder Natronlauge, und eines       Katalysators,    wie Kupferbronze oder eines       Kupfersalzes,        unter    Erwärmen vorgenommen.

      <I>Beispiel:</I>  <B>7,6</B> Teile     -1-Methylamino-4-bromanthra-          chinan,    5,6 Teile     3-Aminopyren,        hergestellt     durch     Mononitrieren    und     Reduzieren    von         Pyren,    4,6     Teile        entwässertes        Natriumacetat     und 1 Teil     Kupferacetat    werden     in    100 Tei  len     Amylalkohol    während<B>10</B> Stunden bei  einer Temperatur von 140 bis<B>150'</B>     gerührt.     Nach .dem Erkalten wird     filtriert,

      mit Alko  hol     ausgewaschen        und    der     Rückstand    zur  Entfernung von     Kupferverbindungen    mit  verdünnter     Salosäure        ausgekocht.    Das Um  setzungsprodukt bildet nach dem Auskochen  mit Alkohol ein     dunkelgefärbtes,    schwarz  grünes Pulver.

       Eis        wird    mit 60 Teilen       Sohwefeleäuremo@nohydrat    16     Stunden        bei    50       bis    5,5       gerühmt,        hierauf    in     Eias        eingetragen,     filtriert     und        ausgewaschen.    Der     Filterrück-          stand    wird dann     in.        verdünnter        ;

  Sadalösuug          gelöst,    von     Verunreinigungen        filtriert    und       das        Filtrat    mit     Kochsalz    versetzt,     wobei:        sich     der     Farbstoff        abscheidet.        Hierauf        wird    wie  der     filtriert,        ausgewaschen    und getrocknet.



  <B> Additional patent </B> to main patent no. 199465. It has been found that a dye of the anthraquinone series can be produced if,

      1 mole of 1-methylamino-4 halogenanthraehinone is allowed to act on 1 mole of 3-aminopyrene and a sulfonic acid group is introduced into the product obtained by treatment with a sulfonating agent.



  The dye obtained forms an elive-green powder which dissolves in concentrated sulfuric acid with a blue color and produces animal fibers, e.g. B. Wool, from an acid bath, dyes in strong, very real olive green tones.



  The reaction is expediently carried out in an aqueous or alcoholic aqueous solution with the addition of acid-binding agents, such as sodium bicarbonate or sodium hydroxide solution, and a catalyst, such as copper bronze or a copper salt, with heating.

      Example: 7.6 parts -1-methylamino-4-bromoanthraquinane, 5.6 parts 3-aminopyrene, produced by mononitrating and reducing pyrene, 4.6 Parts of dehydrated sodium acetate and 1 part of copper acetate are stirred in 100 parts of amyl alcohol for <B> 10 </B> hours at a temperature of 140 to <B> 150 '</B>. After cooling down, it is filtered,

      Washed out with alcohol and boiled the residue with dilute salic acid to remove copper compounds. The reaction product forms a dark-colored, black-green powder after boiling with alcohol.

       Ice is boiled with 60 parts of Sohwefeleäuremo @ nohydrat for 16 hours at 50 to 5.5, then introduced into Eias, filtered and washed out. The filter residue is then diluted in;

  Dissolved Sadalösuug, filtered from impurities and the filtrate is mixed with common salt, whereby: the dye separates. It is then filtered, washed and dried like that.


    

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Farb- stoffes der Anthrachinonreihe, -dadurch ge- kenn.zeächnet"dass man 1 Mol 1-Methylamino- 4-halogenanthrachinon auf 1 Mol 3-Amino- pyren einwirken läss und in das erhaltene Produkt durch PATENT CLAIM: Process for the production of a dye of the anthraquinone series, characterized by the fact that 1 mole of 1-methylamino-4-haloanthraquinone is allowed to act on 1 mole of 3-aminopyrene and permeates into the product obtained Behandlung mit einem sul- fonierenden Mittel eine Sulfonsäuregruppe einführt. Der erhaltene Farbstoff bildet ein oliv- grünes Pulvier, das sich in konzentrierter Schwefelsäure mit blauer Farbe löst und tie- rische Faser, wie z. B. Treatment with a sulphonizing agent introduces a sulphonic acid group. The dye obtained forms an olive-green powder which dissolves in concentrated sulfuric acid with a blue color and produces animal fibers, such as. B. Wolle, aus saurem Bade in kräftigen, sehr echten olivegrünen Tönen f=ärbt. Wool, from an acid bath, dyes in strong, very genuine olive-green tones.
CH203059D 1937-05-11 1937-05-11 Process for the preparation of a dye of the anthraquinone series. CH203059A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH203059T 1937-05-11
CH199465T 1937-05-11

Publications (1)

Publication Number Publication Date
CH203059A true CH203059A (en) 1939-02-15

Family

ID=25723311

Family Applications (1)

Application Number Title Priority Date Filing Date
CH203059D CH203059A (en) 1937-05-11 1937-05-11 Process for the preparation of a dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH203059A (en)

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