DE549152C - Process for the preparation of dibenzanthrone derivatives - Google Patents
Process for the preparation of dibenzanthrone derivativesInfo
- Publication number
- DE549152C DE549152C DES98324D DES0098324D DE549152C DE 549152 C DE549152 C DE 549152C DE S98324 D DES98324 D DE S98324D DE S0098324 D DES0098324 D DE S0098324D DE 549152 C DE549152 C DE 549152C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- derivatives
- dibenzanthrone
- parts
- dibenzanthrone derivatives
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
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
- C09B3/26—Preparation by synthesis of the nucleus from dibenzanthronyls
Description
Verfahren zur Herstellung von Dibenzanthronderivaten Die Erfindung betrifft die Herstellung von Dibenzanthronderivaten durch Alkalischmelze von substituierten Bz i, Bz i'-Dibenzanthronylen.Process for the preparation of dibenzanthrone derivatives The invention relates to the production of dibenzanthrone derivatives by alkali melting of substituted Bz i, Bz i'-dibenzanthronylene.
Es ist bereits bekannt, Bz 2, Bz 2'-Dialkoxydibenzanthron durch Alkalischmelze von Bza, Bz 2'-Dialkoxy-Bz i, Bz i'-dibenzanthronyl herzustellen. Die nach diesem Verfahren gewonnenen Erzeugnisse sind grün.It is already known that Bz 2, Bz 2'-dialkoxydibenzanthrone by alkali melt from Bza, Bz 2'-dialkoxy-Bz i, Bz i'-dibenzanthronyl. The one after this Process obtained products are green.
Die Erfindung besteht darin, daßAusgangskörper verwendet werden, welche phenoxysubstituiert sind und die 2-Stellung frei haben. Die gewonnenen Erzeugnisse sind rötlichblau.The invention consists in using output bodies which are phenoxy-substituted and have the 2-position free. The products obtained are reddish blue.
Im übrigen besteht ein großer Vorteil des vorliegenden Verfahrens gegenüber dem Verfahren zur Herstellung von Alkoxydibenzanthron darin, daß die Phenoxyderivate sich sehr bequem durch Umsetzung von halogeniertem Bz i, Bz i'-Dibenzanthronyl mit Phenol herstellen lassen, während man zur Gewinnung der beim bekannten Verfahren verwendeten Alkoxyderivate von Jod-Bz 2-methoxvbenzanthron ausgehen muß, das als Jodderivat außerordentlich teuer und daher für dieAusführung des Verfahrens im technischen Umfange unbrauchbar ist.In addition, there is a great advantage of the present method compared to the process for the preparation of alkoxydibenzanthrone in that the phenoxy derivatives very conveniently by reacting halogenated Bz i, Bz i'-dibenzanthronyl with Let phenol be produced, while to obtain the known method alkoxy derivatives used from iodine-Bz 2-methoxvbenzanthron must start as Iodine derivative extremely expensive and therefore for the execution of the process in the technical Extent is unusable.
Die Ausführung der Erfindung ist im folgenden Beispiel beschrieben. Teile bedeuten Gewichtsteile. Beispiel 3 Teile Phenoxy-Bz i, Bz i'-dibenzantlironyl, hergestellt durch Chlorierung von Bz i, Bz i'-Dibenzanthronyl mit Sulfurylchlorid und nachherige Behandlung des erhaltenen Erzeugnisses mit Phenol und Natriumhydroxyd, werden auf ungefähr ioo° C mit 25 Teilen Xylol, io Teilen fein zerteiltem Kalihydroxyd und 3 Teilen Alkohol mehrere Stunden lang erhitzt. Das erhaltene Erzeugnis färbt Baumwolle aus einer rotvioletten Küpe in rötlichvioletten Farbtönen, die bei Oxydation in einen rötlichblauen Farbton umschlagen. Es löst sich in konzentrierter Schwefelsäure mit rötlichvioletter Farbe, welche bei Verdünnung nach Blau umschlägt. Die Ausbeute an Farbstoff entspricht nahezu der theoretischen.The embodiment of the invention is described in the following example. Parts mean parts by weight. Example 3 parts of phenoxy-Bz i, Bz i'-dibenzantlironyl, produced by chlorination of Bz i, Bz i'-dibenzanthronyl with sulfuryl chloride and subsequent treatment of the product obtained with phenol and sodium hydroxide, are heated to approximately 100 ° C. with 25 parts of xylene and 10 parts of finely divided potassium hydroxide and 3 parts of alcohol heated for several hours. The product obtained is colored Cotton from a red-violet vat in reddish-violet hues, which when oxidized turn into a reddish blue shade. It dissolves in concentrated sulfuric acid with reddish-violet color, which turns blue when diluted. The yield of dye corresponds almost to the theoretical one.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB549152X | 1928-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE549152C true DE549152C (en) | 1932-04-23 |
Family
ID=10472441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DES98324D Expired DE549152C (en) | 1928-07-10 | 1929-07-10 | Process for the preparation of dibenzanthrone derivatives |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE549152C (en) |
-
1929
- 1929-07-10 DE DES98324D patent/DE549152C/en not_active Expired
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