CH257114A - Process for the production of a vat dye. - Google Patents

Process for the production of a vat dye.

Info

Publication number
CH257114A
CH257114A CH257114DA CH257114A CH 257114 A CH257114 A CH 257114A CH 257114D A CH257114D A CH 257114DA CH 257114 A CH257114 A CH 257114A
Authority
CH
Switzerland
Prior art keywords
production
vat dye
dye
vat
amino
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH257114A publication Critical patent/CH257114A/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
    • C09B1/48Anthrimides

Description

  

      Verfahren    zur Herstellung. eines     Küpenfarbstoffes.       Es wurde gefunden, dass ein wertoller       Küpenfarbstoff    hergestellt werden kann,  wenn man ein     Mol        2,7-Dihalogenan.thrachi-          non    mit 2 Mal     1-A.mino-5-benzoylamino-          anIbrachinon    umsetzt.  



  Der     neue    Farbstoff löst sich in konzen  trierter Schwefelsäure mit blaugrauer Farbe  und färbt     p'fla.nzliche    Fasern aus braunroter       Küpe    in kräftigen bordeauxroten Tönen von  guter Echtheit.  



  Die dem vorliegenden Verfahren als     Aus-          ,;angsstoffe    dienenden     Dihalogenanthra:chi-          none    können als Halogenatome beispiels-    weise Chlor oder Brom enthalten. Es kom  men     somit        a)ls        Ausgangsstoffe    beispielsweise       2,7-Dichloranthrachinon    und     2,7-Dibrom-          anthraehinon    in - Betracht.

   Die Umsetzung  kann     beispielsweise    in hochsiedenden indif  ferenten     Lösungs.mittel'n,    wie Nitrobenzol  oder Naphthalin,     durchgeführt    werden, wo  bei zur Umsetzung zweckmässig säurebindende  Mittel,     beisp:ieIsweise    Alk     aliearbona.te,    sowie  katalytisch wirkende     Mittel,        beispielsweise     Kupfer und     Kupferverbindungen,        insbeson-          dere        Kuferacetat,    zugesetzt werden können.  



       Gegenüber    der bekannten     Verbindung    der  Formel  
EMI0001.0035     
    die bisher als Zwischenprodukt zur Verwen  dung gelangte, aber, wie     festgestellt    wurde,  sich auch als     Küpenfarbstoff    zum Färben  von pflanzlichen Fasern, wie Baumwolle,  Leinen, Kunstseide und Zellwolle aus     rege-          nerierter        Cellulose        :eignet,    besitzt das neue  2,7 - Derivat den überraschenden     Vorteil,     wesentlich stärkere Drucke auf Baumwolle  und ähnliche Fasern zu liefern.

   Mischungen       des    neuen     2,7-Derivats        mit;    dem     bekannten            2,6-Isomeren    behalten diesen     Vorteil,    sofern  sie nicht wesentlich mehr als die Hälfte an       2,6-Derivat    enthalten.  



  <I>Beispiel:</I>  27 Gewichtsteile     2,7-Dichloranthrachinon,     69     Gewichtsteile        1-Amino-5-benzoylamino-          anthrachinon,    60     Gewichtsteile        wasserfreies          Natriumcarbonat,    2     Gewichtsteile        Kupfer-          acetat    und<B>150</B>     Crewicht$teifb        Nitrpbenzol         werden während 36     Stunden    zum Sieden er  hitzt.

   Nach dem     Abkühlen    auf Raumtempe  ratur     wird    der gebildete Farbstoff     abfil-          triert,    mit Nitrobenzol, Alkohol und Wässer       gewaschen    und     getroeknet.  



      Method of manufacture. of a vat dye. It has been found that a valuable vat dye can be produced if one mole of 2,7-dihalogenan.thrachinone is reacted with 2 times 1-amino-5-benzoylaminoanibrachinone.



  The new dye dissolves in concentrated sulfuric acid with a blue-gray color and dyes flaky fibers from a brown-red vat in strong, burgundy shades of good fastness.



  The dihaloanthraquinones used as starting materials for the present process can contain, for example, chlorine or bromine as halogen atoms. Thus, a) As starting materials, for example 2,7-dichloroanthraquinone and 2,7-dibromanthraehinone come into consideration.

   The reaction can, for example, be carried out in high-boiling indifferent solvents, such as nitrobenzene or naphthalene, where acid-binding agents, for example alkali carbonates, and catalytically active agents, for example copper and copper compounds, in particular whose buyer acetate can be added.



       Compared to the known compound of the formula
EMI0001.0035
    which was previously used as an intermediate product, but, as has been found, is also suitable as a vat dye for dyeing vegetable fibers such as cotton, linen, rayon and rayon made from regenerated cellulose: the new 2,7 - derivative has the surprising advantage of providing much stronger prints on cotton and similar fibers.

   Mixtures of the new 2,7-derivative with; the known 2,6-isomers retain this advantage, provided they do not contain significantly more than half of the 2,6-derivative.



  <I> Example: </I> 27 parts by weight of 2,7-dichloroanthraquinone, 69 parts by weight of 1-amino-5-benzoylamino-anthraquinone, 60 parts by weight of anhydrous sodium carbonate, 2 parts by weight of copper acetate and <B> 150 </B> crew not $ Some of the nitrobenzene are heated to the boil for 36 hours.

   After cooling to room temperature, the dye formed is filtered off, washed with nitrobenzene, alcohol and water and dried.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Küpen- farbstoffes., dadurch gekennzeichnet, dass man ein Mol 2,7-Dihalogenanthrachinon mit 2 Mol 1-Amino-5-benzoylaminaanthrachinon umsetzt. Claim: Process for the production of a vat dye., Characterized in that one mole of 2,7-dihalogenanthraquinone is reacted with 2 moles of 1-amino-5-benzoylaminaanthraquinone. Der neue Farbstoff löst sich in konzen trierter Schwefelsäure mit blaugrauer Farbe und färbt pflanzliche Fasern aus braunroter güpe in, kräftigen bordeauxroten Tönen von guter Echtheit. The new dye dissolves in concentrated sulfuric acid with a blue-gray color and dyes vegetable fibers from brown-red güpe in strong burgundy shades of good fastness.
CH257114D 1947-07-17 1947-07-17 Process for the production of a vat dye. CH257114A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH257114T 1947-07-17

Publications (1)

Publication Number Publication Date
CH257114A true CH257114A (en) 1948-09-30

Family

ID=4472021

Family Applications (1)

Application Number Title Priority Date Filing Date
CH257114D CH257114A (en) 1947-07-17 1947-07-17 Process for the production of a vat dye.

Country Status (1)

Country Link
CH (1) CH257114A (en)

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