CH269706A - Process for the preparation of an anthraquinone dye. - Google Patents

Process for the preparation of an anthraquinone dye.

Info

Publication number
CH269706A
CH269706A CH269706DA CH269706A CH 269706 A CH269706 A CH 269706A CH 269706D A CH269706D A CH 269706DA CH 269706 A CH269706 A CH 269706A
Authority
CH
Switzerland
Prior art keywords
preparation
parts
anthraquinone dye
benzylcyclohexylamine
sodium
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Imperial Ch Industries
Original Assignee
Ici Ltd
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 Ici Ltd filed Critical Ici Ltd
Publication of CH269706A publication Critical patent/CH269706A/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
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/30—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated
    • C09B1/306—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated only sulfonated in a substituent

Landscapes

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

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent     Nr.263982.       <B>Verfahren zur Herstellung eines</B>     Anthrachinonfarbstoffes.       Die vorliegende Erfindung betrifft ein  neues Verfahren zur Herstellung von     1,4-Bis-          (2-benzylcy        clohexylamino)        -anthrachinondisul-          fonsäure,    welches dadurch gekennzeichnet ist,  dass 1     Mol        Leukochinizarin    mit 2     Mol        2-Ben-          zylcyclohexylamin    -     monosulfonsäure    konden  siert wird.  



  Die     2-Benzylcyclohexylamin-monosulfon-          säure    kann in Form eines Salzes, z. B. des       Natriumsalzes,    verwendet werden.  



  <I>Beispiel:</I>  15 Teile     Natrittm-2-benzylcyclohexylamin-          monosulfonat,    20 Teile einer     3o/oigen        wässrigen          Ätznatronlösung    und 4 Teile     Leukochinizarin     werden zusammen während 20 Stunden bei  <B>950</B> C gerührt. Die so erhaltene     Leukoverbin-          dung    wird hierauf     abfiltriert    und mit Wasser  gewaschen.

   Hernach wird die     Leukoverbin-          dung    kräftig mit verdünnter     Ätznatronlösung     verrührt, wobei gleichzeitig 1,5 Teile     Natrium-          m-nitrobenzolsttlfonat    zugesetzt wird. Es wird  so lange gerührt, bis die Farbe der Suspension  von grün nach blau umgeschlagen hat. Es  wird Salz zugesetzt und der ausgefallene Farb-         stoff    hernach     abfiltriert    und mit. einer     1o/oigen          wässrigen    Kochsalzlösung gewaschen.

   Der so  erhaltene Farbstoff; welcher Wolle aus einem       Ammoniumacetat    enthaltenden Färbebade in  hellblauen Tönen färbt, dürfte mit dem im  Schweizer Patent Nr. 243338 beschriebenen  Farbstoff identisch sein.  



  Das     Natrium-2-benzylcyclohexylamin-mono-          sulfonat    kann in der folgenden Weise erzeugt  werden: 6 Teile     23o/oiges        Oleum    werden einer  Lösung von 4 Teilen     2-Benzylcyclohexylamin     in 8 Teilen     100o/oiger    Schwefelsäure zugesetzt.  Das Reaktionsgemisch wird dann in ein     Eis-          Wasser-Gemisch    gegossen und die dadurch  ausgefällte     Sulfonsäure        abfiltriert    und mit  verdünnter Natronlauge neutralisiert. Die so  erhaltene neutrale Lösung wird zur Trockne  eingedampft.



  <B> Additional patent </B> to main patent number 263982. <B> Process for the production of </B> an anthraquinone dye. The present invention relates to a new process for the preparation of 1,4-bis- (2-benzylcyclohexylamino) -anthraquinone disulfonic acid, which is characterized in that 1 mole of leucoquinizarine is condensed with 2 moles of 2-benzylcyclohexylamine - monosulfonic acid.



  The 2-benzylcyclohexylamine monosulfonic acid can be in the form of a salt, for. B. the sodium salt can be used.



  <I> Example: </I> 15 parts of sodium 2-benzylcyclohexylamine monosulfonate, 20 parts of a 3% aqueous caustic soda solution and 4 parts of leucoquinizarin are stirred together at 950 ° C. for 20 hours. The leuco compound thus obtained is then filtered off and washed with water.

   The leuco compound is then vigorously stirred with dilute caustic soda solution, 1.5 parts of sodium m-nitrobenzenesulfonate being added at the same time. It is stirred until the color of the suspension has changed from green to blue. Salt is added and the precipitated dye is then filtered off and mixed with. a 10 / o aqueous sodium chloride solution washed.

   The dye thus obtained; which dyes wool from a dyebath containing ammonium acetate in light blue tones should be identical to the dye described in Swiss Patent No. 243338.



  The sodium 2-benzylcyclohexylamine monosulfonate can be produced in the following way: 6 parts 23% oleum are added to a solution of 4 parts 2-benzylcyclohexylamine in 8 parts 100% sulfuric acid. The reaction mixture is then poured into an ice-water mixture and the sulfonic acid precipitated thereby is filtered off and neutralized with dilute sodium hydroxide solution. The neutral solution thus obtained is evaporated to dryness.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 1,4-Bis- (2-benzylcyclohexylamino) -anthrachinondisul- fonsäure, dadurch gekennzeichnet, dass 1 Mol Leukocltinizarin mit 2 Mol 2-Benzyleyelohexyl- t amin -moiio.suilionsäure kondensiert wird. PATENT CLAIM: Process for the preparation of 1,4-bis- (2-benzylcyclohexylamino) -anthraquinone disulfonic acid, characterized in that 1 mol of leukocltinizarine is condensed with 2 mol of 2-benzyleyelohexyl-t amine -moiio.suilionic acid.
CH269706D 1946-03-18 1947-03-17 Process for the preparation of an anthraquinone dye. CH269706A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB269706X 1946-03-18
CH263982T 1948-10-20

Publications (1)

Publication Number Publication Date
CH269706A true CH269706A (en) 1950-07-15

Family

ID=25730711

Family Applications (1)

Application Number Title Priority Date Filing Date
CH269706D CH269706A (en) 1946-03-18 1947-03-17 Process for the preparation of an anthraquinone dye.

Country Status (1)

Country Link
CH (1) CH269706A (en)

Similar Documents

Publication Publication Date Title
CH217978A (en) Process for the preparation of a new anthraquinone dye.
CH269706A (en) Process for the preparation of an anthraquinone dye.
DE568034C (en) Process for the production of condensation products
CH193252A (en) Process for the production of an acidic wool dye.
CH270162A (en) Process for the preparation of an anthraquinone dye.
CH296528A (en) Process for the preparation of a monoazo dye.
CH184016A (en) Process for the production of a new anthraquinone dye.
CH157666A (en) Process for the production of a condensation product.
CH296531A (en) Process for the preparation of a monoazo dye.
CH309441A (en) Process for the preparation of a water-soluble and licensing azophthalocyanine dye.
CH259323A (en) Process for the production of a copper-containing azo dye.
CH262478A (en) Process for the preparation of a vivid acid dye of the anthraquinone series.
CH191165A (en) Process for the preparation of a new monoazo dye.
CH205531A (en) Process for the preparation of a water-soluble monoazo dye.
CH308471A (en) Process for the preparation of a triphenylmethane dye.
CH259321A (en) Process for the production of a copper-containing azo dye.
CH200373A (en) Process for the preparation of cerulein monosulfonic acid.
CH292083A (en) Process for the preparation of a monoazo dye.
CH199662A (en) Process for the preparation of an anthraquinone dye.
CH229128A (en) Process for the preparation of a dye of the dioxazine series.
CH193256A (en) Process for the production of an acidic wool dye.
CH187436A (en) Process for the production of a new anthraquinone dye.
CH253955A (en) Process for the production of a new dye of the anthraquinone series.
CH258590A (en) Process for the production of a new wool dye.
CH289993A (en) Process for the preparation of an anthraquinone dye.