CH176038A - Process for the preparation of a tribromination product of isodibenzanthrone. - Google Patents

Process for the preparation of a tribromination product of isodibenzanthrone.

Info

Publication number
CH176038A
CH176038A CH176038DA CH176038A CH 176038 A CH176038 A CH 176038A CH 176038D A CH176038D A CH 176038DA CH 176038 A CH176038 A CH 176038A
Authority
CH
Switzerland
Prior art keywords
tribromination
isodibenzanthrone
product
preparation
bromine
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 CH176038A publication Critical patent/CH176038A/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
    • C09B3/30—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus
    • C09B3/32—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus by halogenation

Landscapes

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

Description

  

  Verfahren zur Herstellung eines     Tribromierungsproduktes    des     Isodibenzantbrons.       Im     D.R.P.    Nr. 217'570, Zusatz zum       D.R..P.    Nr. l77'574, ist die     Bromierung    des       Isodibenzantlirons    beschrieben worden. Aus  den Angaben dieser Patentschrift geht her  vor, dass man nicht nur in der in den Aus  führungsbeispielen 2 und 3 dieser Patent  schrift erläuterten Weise     Dibromierungs-          produkte    erhalten kann, sondern dass man  auch zu andern     Halogenierungsstufen    ge  langt, wenn man die Menge des Halogens  variiert.

   Es gelingt auch ohne weiteres durch  Verwendung von mehr Brom ein     Tribromie-          rungsprodukt    zu erhalten; immerhin muss  man, um zu einer einheitlichen     Tribromierung     zu gelangen, grössere Überschüsse an Brom       anwenden,    was unrationell ist und zu tech  nischen Schwierigkeiten führt.  



  Es wurde nun gefunden, dass die     Bro-          inierung    des     Isodibenzanthrons    zu den ent  sprechenden     Tribromierungsprodukten    ausser  ordentlich glatt vor sich geht, wenn die       Bromierung    in schwachem     Oleum    durchge-    führt wird. Das Brom wird aufgenommen,  ohne dass die Zugabe eines Katalysators oder  eines Überträgers notwendig ist.  



  <I>Beispiel:</I>  25 Teile     Isodibenzanthron    werden unter  Rühren in 250 Teilen     5%igem        Oleum    ge  löst. Nach Zusatz von 30 Teilen Brom er  wärmt man im Verlaufe einer Stunde auf  <B>65',</B> hält die Temperatur 2 Stunden bei 65 bis  <B>70',</B> dann 3 Stunden bei 70-75   und zuletzt  3 Stunden bei<B>75-80'.</B> Nach dieser Zeit ist  das Brom fast vollständig absorbiert. Nach  dem Abkühlen giesst man die Lösung in  Eiswasser, versetzt mit 10 Teilen     Bisulfit-          lösung,    kocht auf, saugt heiss ab, wäscht den  Rückstand mit heissem Wasser säurefrei und  trocknet das Produkt.  



  Der erhaltene Farbstoff enthält 33-34  Brom und löst sich in Schwefelsäure mit  reiner, grüner Farbe. Aus blauer     Küpe    wird  Baumwolle in sehr reinen     blauvioletten     Tönen gefärbt.



  Process for the preparation of a tribromination product of isodibenzantbrone. In the D.R.P. No. 217,570, addition to the D.R..P. No. 1,77,574, the bromination of isodibenzantlirone has been described. From the information in this patent it is evident that dibromination products can not only be obtained in the manner explained in exemplary embodiments 2 and 3 of this patent, but that other halogenation stages can also be reached if the amount of halogen is varied .

   It is also easily possible to obtain a tribromination product by using more bromine; after all, in order to achieve a uniform tribromination, larger excesses of bromine must be used, which is inefficient and leads to technical difficulties.



  It has now been found that the broination of isodibenzanthrone to give the corresponding tribromination products proceeds extremely smoothly if the bromination is carried out in weak oleum. The bromine is absorbed without the need to add a catalyst or a carrier.



  <I> Example: </I> 25 parts of isodibenzanthrone are dissolved in 250 parts of 5% oleum while stirring. After adding 30 parts of bromine, the mixture is warmed to <B> 65 'over the course of an hour, </B> the temperature is maintained for 2 hours at 65 to <B> 70', </B> then for 3 hours at 70-75 and last 3 hours at <B> 75-80 '. </B> After this time, the bromine is almost completely absorbed. After cooling, the solution is poured into ice water, 10 parts of bisulfite solution are added, the mixture is boiled up, filtered off with suction while hot, the residue is washed acid-free with hot water and the product is dried.



  The dye obtained contains 33-34 bromine and dissolves in sulfuric acid with a pure, green color. Cotton is dyed in very pure blue-violet tones from a blue vat.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Tri- bromierungsproduktes des Isodibenzanthrons, dadurch gekennzeichnet, dass Isodibenzan- thron in schwachem Oleum mit etwa 6Ato- men Brom behandelt wird. PATENT CLAIM: Process for the production of a tribromination product of isodibenzanthrone, characterized in that isodibenzanthrone is treated in weak oleum with about 6atomic bromine.
CH176038D 1934-07-21 1934-07-21 Process for the preparation of a tribromination product of isodibenzanthrone. CH176038A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH176038T 1934-07-21

Publications (1)

Publication Number Publication Date
CH176038A true CH176038A (en) 1935-03-31

Family

ID=4426667

Family Applications (1)

Application Number Title Priority Date Filing Date
CH176038D CH176038A (en) 1934-07-21 1934-07-21 Process for the preparation of a tribromination product of isodibenzanthrone.

Country Status (1)

Country Link
CH (1) CH176038A (en)

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