DE284084C - - Google Patents
Info
- Publication number
- DE284084C DE284084C DENDAT284084D DE284084DA DE284084C DE 284084 C DE284084 C DE 284084C DE NDAT284084 D DENDAT284084 D DE NDAT284084D DE 284084D A DE284084D A DE 284084DA DE 284084 C DE284084 C DE 284084C
- Authority
- DE
- Germany
- Prior art keywords
- nitric acid
- chlorine
- anthraquinone
- anthracene
- nitrobenzene
- 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
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 6
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 2
- 239000007800 oxidant agent Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- MWPLVEDNUUSJAV-UHFFFAOYSA-N Anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 150000002730 mercury Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N Manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 1
- -1 Nitrogen-oxygen compounds Chemical class 0.000 description 1
- 230000002349 favourable Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- YPJKMVATUPSWOH-UHFFFAOYSA-N nitrooxidanyl Chemical compound [O][N+]([O-])=O YPJKMVATUPSWOH-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B23—MACHINE TOOLS; METAL-WORKING NOT OTHERWISE PROVIDED FOR
- B23B—TURNING; BORING
- B23B31/00—Chucks; Expansion mandrels; Adaptations thereof for remote control
- B23B31/40—Expansion mandrels
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHES A IMPERIAL A
PATENTAMT.PATENT OFFICE.
Das Patent 283213 betrifft ein Verfahren zur Darstellung von Anthrachinon aus Anthracen, welches darin besteht, daß man Anthracen bei Gegenwart eines geeigneten Lösungs- oder Verdünnungsmittels erst bei unter 60 ° liegenden Temperaturen mit Salpetersäure behandelt und die Umsetzung des gebildeten Zwischenprodukts zu Anthrachinon in Gegenwart von Salpetersäure bei höherer Temperatur vornimmt. The patent 283213 relates to a process for the preparation of anthraquinone from anthracene, which consists in that one anthracene in the presence of a suitable solution or Thinner treated with nitric acid only at temperatures below 60 ° and converting the intermediate formed into anthraquinone in the presence of Nitric acid at a higher temperature.
Es wurde nun gefunden, daß sich die Salpetersäure in der zweiten Phase durch andere geeignete Oxydationsmittel ersetzen läßt. Als solche kommen hier vor allem Chlor- und Stickstoffsauerstoffverbindungen in Betracht. Auch bei dieser Arbeitsweise macht sich die in dem Zusatzpatent 284083 beschriebene Beeinflussung der Reaktion durch Quecksilbersalze in derselben günstigen Weise geltend.It has now been found that the nitric acid in the second phase is replaced by others can replace suitable oxidizing agents. As such come here mainly chlorine and Nitrogen-oxygen compounds into consideration. Even with this way of working, the In the additional patent 284083 described influence of the reaction by mercury salts valid in the same favorable way.
117 g Anthracen von 85,5 Prozent Reingehalt werden in 300 g Nitrobenzol suspendiert. Man läßt in 3 Stunden bei 30 ° eine Lösung a5 von 15 g Quecksilber in 460 g 3iprozentigcr Salpetersäure einfließen und rührt noch 3 Stunden bei 35 °. Je nach dem Schmutzgehalt des verwendeten technischen Anthracene kann117 g of anthracene with a purity of 85.5 percent are suspended in 300 g of nitrobenzene. A solution a 5 of 15 g of mercury in 460 g of 3% nitric acid is allowed to flow in at 30 ° over the course of 3 hours and the mixture is stirred for a further 3 hours at 35 °. Depending on the dirt content of the technical anthracene used
nach eingetretener Lösung oder später filtriert werden.be filtered after the solution has occurred or later.
Darauf wird die Salpetersäure abgetrennt. In das Nitrobenzolfiltrat wird unter Rühren ein kräftiger Chlorstrom eingeleitet und in etwa 20 Minuten auf 100 ° erwärmt. Die Temperatur steigt dann unter fortwährendem Chloreinleiten meist ohne größere Wärmezuführung auf 110 bis 120°, das Chloreinleiten und Erwärmen wird noch einige Zeit fortgesetzt. Darauf läßt man abkühlen. Die Anthrachinonkristalle werden abgesaugt, mit Nitrobenzol und Benzin gewaschen und getrocknet.The nitric acid is then separated off. In the nitrobenzene filtrate is stirred with stirring initiated a vigorous stream of chlorine and heated to 100 ° in about 20 minutes. the The temperature then rises with the continuous introduction of chlorine, usually without any great supply of heat to 110 to 120 °, the introduction of chlorine and heating is continued for some time. Then let it cool down. The anthraquinone crystals are suctioned off with nitrobenzene and gasoline washed and dried.
In analoger Weise kann man statt des Chlors Stickstoffdioxyd, Stickstofftrioxyd oder Gemische beider verwenden. Auch andere leicht sauerstoffabgebende Substanzen, wie Mangansuperoxyd, können Verwendung finden. Man kann auch in der zweiten Phase Quecksilbersalze noch besonders zusetzen.In an analogous manner, instead of chlorine, nitrogen dioxide, nitrogen trioxide or Use a mixture of both. Other easily oxygen-releasing substances, such as Manganese superoxide can be used. Mercury salts can also be used in the second phase still add particularly.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE284084C true DE284084C (en) |
Family
ID=539601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT284084D Active DE284084C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE284084C (en) |
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0
- DE DENDAT284084D patent/DE284084C/de active Active
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