CH213191A - Process for the production of a vat dye of the anthraquinone series. - Google Patents

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

Info

Publication number
CH213191A
CH213191A CH213191DA CH213191A CH 213191 A CH213191 A CH 213191A CH 213191D A CH213191D A CH 213191DA CH 213191 A CH213191 A CH 213191A
Authority
CH
Switzerland
Prior art keywords
production
dye
vat dye
anthraquinone series
vat
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH213191A publication Critical patent/CH213191A/en

Links

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
    • 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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/32—1.3 azoles of the anthracene series

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     Küpenfarbstoffes    der     Anthraehinonreihe.            Gegenstand    des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Darstellung eines       Küpenfarbstoffes    der     Anthrachinonreihe,     welches dadurch gekennzeichnet ist, dass man  1 .     4-Diamino-2-anthrachinonyl-2'    .     3'-anthra-          ehinonthiazol    mit einem     m-co-Trifluormethyl-          benzoylha.logenid    umsetzt.  



  <I>Beispiel:</I>  20 Gewichtsteile     1.4-Diamino-2-anthra-          chinonyl-2'    .     3'-anthrachinonthiazol    der fol  genden Formel  
EMI0001.0014     
    (erhältlich z. B. nach Beispiel 11 der deut  schen Patentschrift Nr.

   623028) werden mit    18 Gewichtsteilen     m-co-Trifluormethylbenzoyl-          fluorid    in<B>300</B> Gewichtsteilen     Nitrobenzol        im     Laufe von 4 Stunden auf     190-200'    C er  hitzt und     bei.    dieser Temperatur gehalten, bis  kein     Fluorwasserstoff    mehr entweicht und  kein Ausgangsstoff mehr nachweisbar     ist.          3ian    saugt     dann    den in Form blauroter Na  deln sich abscheidenden Farbstoff warm ab,  wäscht     nitrobenzolfrei    und     trocknet.    Die  Ausbeute ist vorzüglich.  



  Der so erhaltene Farbstoff hat folgende  Zusammensetzung  
EMI0001.0027     
      Er bildet metallisch glänzende     blaurote    Na  deln, löst sich in     konzentrierter    Schwefelsäure  mit olivgrüner Farbe und färbt aus violetter       güpe    die pflanzliche Faser     in    klaren, kräf  tigen,     grünstichig        blauen    Tönen von     aus-          gezeichneten        Echtheitseigenschaften,    insbe  sondere     von,        hervorragender    Chlor- und Licht  echtheit.  



  Denselben Farbstoff erhält man, wenn  man an Stelle des     m-w-Trifluormethylben-          zoylfluorids    das     m-cu-Trifluormethylbenzoyl-          chlorid    oder     -bromid    verwendet.



  Process for the production of a vat dye of the anthraehinone series. The subject of the present additional patent is a process for the preparation of a vat dye of the anthraquinone series, which is characterized in that 1. 4-diamino-2-anthraquinonyl-2 '. 3'-anthra- ehinonthiazole with an m-co-trifluoromethylbenzoylha.logenid implemented.



  <I> Example: </I> 20 parts by weight of 1,4-diamino-2-anthraquinonyl-2 '. 3'-anthraquinonthiazole of the following formula
EMI0001.0014
    (available, for example, according to Example 11 of German Patent No.

   623028) are heated with 18 parts by weight of m-co-trifluoromethylbenzoyl fluoride in <B> 300 </B> parts by weight of nitrobenzene to 190-200 ° C over the course of 4 hours and at. this temperature is maintained until no more hydrogen fluoride escapes and no more starting material can be detected. 3ian then sucks off the dye, which separates out in the form of blue-red needles, warm, washes nitrobenzene-free and dries. The yield is excellent.



  The dye thus obtained has the following composition
EMI0001.0027
      It forms metallic shimmering blue-red needles, dissolves in concentrated sulfuric acid with an olive-green color and dyes the plant fibers from a violet güpe in clear, strong, greenish blue tones with excellent fastness properties, especially excellent chlorine and light fastness.



  The same dye is obtained if the m-cu-trifluoromethylbenzoyl chloride or bromide is used instead of the m-w-trifluoromethylbenzoyl fluoride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes, dadurch gekennzeichnet., daB man 1 . 4-Diamino-2-anthrachinonyl-2' . PATENT CLAIM: Process for the production of a vat dye, characterized in that 1. 4-diamino-2-anthraquinonyl-2 '. 3 -anthra- chinonthiazol mit einem m-uo-Triflnormethyl- benzoylhalogenid umsetzt. Der neue Farbstoff stellt metallisch glän zende blaurote Nadeln dar, löst sich in kon zentrierter Schwefelsäure mit olivgrüner Farbe und färbt aus violetter Küpe die pflanzliche Faser in klaren, kräftigen, grün stichig blauen Tönen von ausgezeichneten Echtheitseigenschaften, insbesondere von her vorragender Chlor- und Lichtechtheit. 3 -anthraquinonthiazole is reacted with an m-uo-triflnormethylbenzoyl halide. The new dye is metallic, shiny blue-red needles, dissolves in concentrated sulfuric acid with an olive-green color and dyes the vegetable fibers from a violet vat in clear, strong, green-tinged blue shades with excellent fastness properties, especially excellent chlorine and light fastness.
CH213191D 1938-02-09 1939-01-19 Process for the production of a vat dye of the anthraquinone series. CH213191A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE213191X 1938-02-09
CH200682T 1939-01-19

Publications (1)

Publication Number Publication Date
CH213191A true CH213191A (en) 1941-01-15

Family

ID=25723595

Family Applications (1)

Application Number Title Priority Date Filing Date
CH213191D CH213191A (en) 1938-02-09 1939-01-19 Process for the production of a vat dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH213191A (en)

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