DE255822C - - Google Patents
Info
- Publication number
- DE255822C DE255822C DENDAT255822D DE255822DA DE255822C DE 255822 C DE255822 C DE 255822C DE NDAT255822 D DENDAT255822 D DE NDAT255822D DE 255822D A DE255822D A DE 255822DA DE 255822 C DE255822 C DE 255822C
- Authority
- DE
- Germany
- Prior art keywords
- dianthrimide
- dinitro
- diamino
- condensation
- agents
- 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.)
- Active
Links
- 241000031711 Cytophagaceae Species 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910001510 metal chloride Inorganic materials 0.000 description 3
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000984 vat dye Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KXMLYSJUXIUOHI-UHFFFAOYSA-N 1-amino-4-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C([N+]([O-])=O)=CC=C2N KXMLYSJUXIUOHI-UHFFFAOYSA-N 0.000 description 1
- FLEURRNKVDUGOR-UHFFFAOYSA-N 1-chloro-4-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Cl)=CC=C2[N+](=O)[O-] FLEURRNKVDUGOR-UHFFFAOYSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N Boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N Sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000000802 nitrating Effects 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/26—Carbazoles of the anthracene series
- C09B5/28—Anthrimide carbazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Developing Agents For Electrophotography (AREA)
Description
Es hat sich gezeigt, daß durch Nitrieren von ι · i'-Dianthrimid mit 2 Molekülen Salpetersäure in konzentrierter schwefelsaurer Lösung in Gegenwart von Borsäure ein wohl charakterisiertes Dinitroderivat entsteht, das zufolge seiner Synthese (Kondensation von 4-Nitro-i-chloranthrachinon mit 4-Nitro-1-aminoanthrachinon) ein 4 · 4'-Dinitro-i · i'-dianthrimid sein muß.It has been shown that by nitrating ι · i'-dianthrimide with 2 molecules of nitric acid in concentrated sulfuric acid solution in the presence of boric acid a well-characterized dinitro derivative is formed which according to its synthesis (condensation of 4-nitro-i-chloroanthraquinone with 4-nitro-1-aminoanthraquinone) must be a 4x4'-dinitro-ixi'-dianthrimide.
Es wurde nun gefunden, daß die Kondensationsprodukte, die aus dem entsprechenden 4 · 4'-Diamino-i · i'-dianthrimid durch Behandeln mit alkalischen Kondensationsmitteln oder mit Metallchloriden erhältlich sind, durch die Einwirkung oxydierender Mittel in wertvolle graue Küpenfarbstoffe übergeführt werden. It has now been found that the condensation products from the corresponding 4 · 4'-diamino-i · i'-dianthrimide by treatment with alkaline condensing agents or are obtainable with metal chlorides, through the action of oxidizing agents in valuable gray vat dyes are transferred.
10 Teile 4 · 4'-Diamino-i -!'-dianthrimid, erhalten z. B. durch Reduktion des 4 · 4'-Dinitro-i · i'-dianthrimids mit Schwefelnatrium, werden bei etwa i8o° in 100 Teile geschmolzenes Kalihydrat eingetragen; dann wird die Temperatur langsam erhöht. Schon bei 190° findet lebhaftes Schäumen statt. Die Reaktion ist beendet, wenn das Reaktionsprodukt sich auf der Oberfläche als feste Masse abgeschieden hat. Diese wird abgehoben, in Wasser verteilt, abfiltiert und in Pastenform mit etwa der 20fachen Menge einer 5prozentigen Lösung von unterchlorigsaurem Natrium einige Stunden auf dem Wasserbad erhitzt. Der so gewonnene Farbstoff bildet ein dunkelolivfarbenes Pulver, das in konzentrierter Schwefelsäure mit brauner Farbe löslich und in indifferenten Lösungsmitteln beinahe Vollständig unlöslich ist. Er färbt Baumwolle aus braunroter Küpe in kräftigen olivgrauen Tönen von hervorragender Echtheit.10 parts of 4x4'-diamino-i -! '- dianthrimide were obtained z. B. by reducing the 4 · 4'-dinitro-i · i'-dianthrimide with sodium sulphide, are melted into 100 parts at about 180 ° Potash entered; then the temperature is slowly increased. Already at 190 ° vigorous foaming takes place. The reaction is finished when the reaction product has deposited on the surface as a solid mass. This is lifted off in water distributed, filtered off and in paste form with about 20 times the amount of a 5 percent solution heated by sodium hypochlorite for a few hours on a water bath. The one won in this way Dye forms a dark olive powder that is dissolved in concentrated sulfuric acid Soluble with brown color and almost completely in indifferent solvents is insoluble. He dyes cotton from a brown-red vat in strong olive-gray tones of excellent authenticity.
Als Kondensationsmittel kann man an Stelle von Alkali ein Metallchlorid, z. B. Aluminium-, chlorid, verwenden.As a condensing agent, instead of alkali, a metal chloride, e.g. B. aluminum, chloride, use.
Paten τ-An SPRU ch:Sponsors τ-An SPRU ch:
4545
Verfahren zur Darstellung von Küpenfarbstoffen der Anthracenreihe, dadurch gekennzeichnet, daß man mit oxydierenden Mitteln die Kondensationsprodukte· behandelt, die durch Einwirkung von alkalischen Kondensationsmitteln oder von Metallchloriden auf das durch Reduktion des 4 · 4'-Dinitro-i · i'-dianthrimids erhältliche 4 · 4'-Diamino-i · i'-dianthrimid entstehen.Process for the preparation of vat dyes of the anthracene series, characterized in that that the condensation products are treated with oxidizing agents, those caused by the action of alkaline condensation agents or metal chlorides to the 4 · 4'-diamino-i obtainable by reducing the 4 · 4'-dinitro-i · i'-dianthrimide · I'-dianthrimide arise.
CiEDRUCIvT IN DIiR REICHSDRUCKEREI.CiEDRUCIvT IN DIiR REICHSDRUCKEREI.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE255822C true DE255822C (en) |
Family
ID=513892
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT255822D Active DE255822C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE255822C (en) |
-
0
- DE DENDAT255822D patent/DE255822C/de active Active
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