CH129191A - Process for the preparation of dichloroisodibenzanthrone. - Google Patents

Process for the preparation of dichloroisodibenzanthrone.

Info

Publication number
CH129191A
CH129191A CH129191TA CH129191A CH 129191 A CH129191 A CH 129191A CH 129191T A CH129191T A CH 129191TA CH 129191 A CH129191 A CH 129191A
Authority
CH
Switzerland
Prior art keywords
bzl
violet
preparation
benzanthronyl
dichloroisodibenzanthrone
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
Priority to CH129191T priority Critical patent/CH129191A/en
Publication of CH129191A publication Critical patent/CH129191A/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
    • C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
    • C09B3/22—Dibenzanthrones; Isodibenzanthrones
    • C09B3/24—Preparation by synthesis of the nucleus
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups

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

Description

  

  Verfahren zur Darstellung von     Diehlorisodibenzanthron.       In dem Hauptpatent Nr. 119233 ist ein  Verfahren zur Darstellung von     Isodibenz-          änthron    beschrieben, bei dem     Bzl-Bzl'-Benz-          anthronylsulfid    mit einem alkalischen Kon  densationsmittel behandelt wird. Gemäss  dem Zusatzpatent Nr. 120709 erhält man       Dichlorisodibenzanthron        dadureh,    dass man       Dichlor-Bzl-Bzl'-benzanthronylsulfid    mit  alkalischen Kondensationsmitteln behandelt.

      Es wurde nun gefunden, dass man ein       Dichlorisodibenzanthron    von ganz besonders  wertvollen Eigenschaften erhält, wenn man  das durch Behandlung von     6-Chlor-Bzl-ha-          logenbenzanthron    mit     Alkalipolysulfid    er  hältliche     Dichlor-Bzl-Bzl'-benzanthronyl-          sulfid    folgender Formel:  
EMI0001.0015     
    mit alkalischen Kondensationsmitteln, ins  besondere alkoholischen Alkalien, behandelt.

    Das in der üblichen Weise aufgearbeitete  Reaktionsgemisch liefert einen Farbstoff,  der ein dunkelviolettes Pulver darstellt, das  sich in Schwefelsäure mit grüner Farbe löst  und aus blauer     Hydrosulfitküpe    Baumwolle  in     blaustichig-violetten    Tönen färbt. Die       Färbungen,    zeichnen sich dadurch besonders  aus, dass sie beim     Befeuchten    mit Wasser         praktisch    nach Rot nicht umschlagen, im  Gegensatz zu den mit     Isodibenzanthron    und  seinen bisher     bekannten        Halogen-,Substi-          tutionsprodukten    erhältlichen Färbungen.  



  <I>Beispiel:</I>       In    eine aus 400 Gewichtsteilen Kalium  hydroxyd und 400 Gewichtsteilen     n-Butyl-          alkohol    dargestellte Schmelze trägt man bei  etwa 110  100 Gewichtsteile Dichlor-Bzl-           Bzl'    -     benzanthronylsulfid    ein, das durch  Umsetzung von     6-Chlor-Bzl-halogenbenz-          anthron    mit     Alkalipolysulfid    bei etwa  105-11U  gewonnen wurde, und rührt etwa  eine Stunde bei der gleichen Temperatur.

    Das Reaktionsgemisch wird nach Zersetzung  mit     \Wasser    und     Abdestillieren    des     Butvl-          alkohols,    wie im Hauptpatent beschrieben,  aufgearbeitet.  



  An Stelle von n -     buty        lalkoholischem          I%aliumhydrozyd    kann man auch andere al  kalische     Isondensationsmittpl    verwenden.



  Process for the preparation of Diehlorisodibenzanthron. The main patent no. 119233 describes a process for the preparation of isodibenzanthrone in which Bzl-Bzl'-benzanthronyl sulfide is treated with an alkaline condensation agent. According to additional patent no. 120709, dichloroisodibenzanthrone is obtained by treating dichloro-Bzl-Bzl'-benzanthronyl sulfide with alkaline condensing agents.

      It has now been found that a dichloroisodibenzanthrone of particularly valuable properties is obtained if the dichlorobzl-Bzl'-benzanthronyl sulfide obtained by treating 6-chloro-Bzl-halobenzanthrone with alkali polysulfide is obtained with the following formula:
EMI0001.0015
    treated with alkaline condensation agents, especially alcoholic alkalis.

    The reaction mixture, worked up in the usual way, gives a dye which is a dark violet powder which dissolves in sulfuric acid with a green color and, from a blue hydrosulfite vat, dyes cotton in bluish-violet shades. The colorations are particularly distinguished by the fact that they practically do not change to red when moistened with water, in contrast to the colorations obtainable with isodibenzanthrone and its halogen substitution products known to date.



  <I> Example: </I> In a melt prepared from 400 parts by weight of potassium hydroxide and 400 parts by weight of n-butyl alcohol, 100 parts by weight of dichloro-Bzl-Bzl'-benzanthronyl sulfide are introduced at around 110, which is obtained by reacting 6-chlorine -Bzl-halogenbenz- anthron with alkali polysulphide was obtained at about 105-11U, and stirred for about an hour at the same temperature.

    After decomposition with water and distilling off the butyl alcohol, the reaction mixture is worked up as described in the main patent.



  Instead of n-butyl alcoholic aluminum hydroxide, other alkaline insulation agents can also be used.

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung von 6-6'-Di- ehlorisodibenzanthron, dadurch gekennzeich- net, dass man das durch Einwirkung von Alkalipolysulfid auf 6-Chlor-Bzl-halogen- benza.nthron erhältliche 6-6'-Dichlor-Bzl- Bzl'- benzanthronylsulfid mit alkalischen Iionderisationsmitteln behandelt. PATENT CLAIM Process for the preparation of 6-6'-di-ehlorisodibenzanthron, characterized in that the 6-6'-dichloro-Bzl-Bzl 'obtained by the action of alkali polysulfide on 6-chloro-Bzl-halogen-benza.nthrone - Benzanthronyl sulfide treated with alkaline ion-derating agents. Der so er haltene Farbstoff stellt ein dunkelviolettes Pulver dar, das sich in konzentrierter Schwefelsäure mit grüner Farbe löst, und Baumwolle aus blauvioletter Hvdrosulfit- küpe in blaustichig-violetten, beim Befeuch ten mit Wasser praktisch nicht nach Rot umschlagenden Tönen färbt. The dye obtained in this way is a dark violet powder which dissolves in concentrated sulfuric acid with a green color, and cotton from a blue-violet Hvdrosulfit- küpe in bluish-violet tones that practically do not change to red when moistened with water.
CH129191T 1927-08-31 1927-08-31 Process for the preparation of dichloroisodibenzanthrone. CH129191A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CH129191T CH129191A (en) 1927-08-31 1927-08-31 Process for the preparation of dichloroisodibenzanthrone.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH129191T CH129191A (en) 1927-08-31 1927-08-31 Process for the preparation of dichloroisodibenzanthrone.
CH119233T 1927-12-05

Publications (1)

Publication Number Publication Date
CH129191A true CH129191A (en) 1928-12-01

Family

ID=25709228

Family Applications (1)

Application Number Title Priority Date Filing Date
CH129191T CH129191A (en) 1927-08-31 1927-08-31 Process for the preparation of dichloroisodibenzanthrone.

Country Status (1)

Country Link
CH (1) CH129191A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2379503A1 (en) * 1977-02-07 1978-09-01 Basf Ag ISOVIOLANTHRONE PREPARATION PROCESS

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2379503A1 (en) * 1977-02-07 1978-09-01 Basf Ag ISOVIOLANTHRONE PREPARATION PROCESS

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