DE1018061B - Process for the production of organometallic compounds - Google Patents
Process for the production of organometallic compoundsInfo
- Publication number
- DE1018061B DE1018061B DEB34074A DEB0034074A DE1018061B DE 1018061 B DE1018061 B DE 1018061B DE B34074 A DEB34074 A DE B34074A DE B0034074 A DEB0034074 A DE B0034074A DE 1018061 B DE1018061 B DE 1018061B
- Authority
- DE
- Germany
- Prior art keywords
- organometallic compounds
- production
- sesquichloride
- aluminum
- solvents
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 9
- 150000002902 organometallic compounds Chemical class 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 238000005695 dehalogenation reaction Methods 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000005998 bromoethyl group Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminum chloride Substances Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 230000008451 emotion Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/061—Aluminium compounds with C-aluminium linkage
- C07F5/064—Aluminium compounds with C-aluminium linkage compounds with an Al-Halogen linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
DEUTSCHESGERMAN
Metallalkyle werden dadurch hergestellt, daß man auf aktivierte Metalle, wie z. B. Aluminium, halogenierte Kohlenwasserstoffe einwirken läßt und dann die halogenhaltigen metallorganischen Verbindungen mit äquivalenten Mengen von halogenbindenden Substanzen versetzt. Als solche kommen z. B. Natrium und Magnesium in Frage. Zur Reindarstellung der Metallalkyle destilliert man das Reaktionsprodukt im Vakuum und trennt so die Metallalkyle von den entstandenen Alkalichloriden. Auf diese Weise kann man die Metallalkyle auch von Zwischenprodukten, die z. B. noch Halogene enthalten, isolieren.Metal alkyls are produced by reacting to activated metals, such as. B. aluminum, halogenated Allow hydrocarbons to act and then the organometallic compounds containing halogens mixed with equivalent amounts of halogen-binding substances. As such come z. B. Sodium and magnesium in question. To make the metal alkyls pure, the reaction product is distilled in Vacuum and separates the metal alkyls from the resulting alkali chlorides. That way you can one of the metal alkyls also of intermediates, the z. B. still contain halogens, isolate.
Diese Arbeitsweise ist mit vielen Gefahren verbunden, da ja bekanntlich die metallorganischen Verbindungen sehr leicht brennbar sind.This way of working is associated with many dangers, as it is well known that the organometallic compounds are very easily flammable.
Es wurde nun gefunden, daß man diese Verfahren völlig gefahrlos gestalten kann, wenn man sie in geeigneten indifferenten Lösungsmitteln durchführt. Auf diese Weise kann man die Sesquichloridbildung und auch die Enthalogenisierung gefahrlos durchführen. Die bei der Reaktion gebildeten Alkali- oder Erdalkaliprodukte scheiden sich in der Lösung klar ab und ermöglichen die Isolierung der gewünschten metallorganischen Verbindungen in gefahrloser Weise.It has now been found that you can make this process completely safe if you use them in appropriate performs indifferent solvents. In this way one can prevent sesquichloride formation and also carry out the dehalogenization safely. The alkali or alkali formed in the reaction Alkaline earth products separate out clearly in the solution and enable the isolation of the desired ones organometallic compounds in a safe manner.
Ein weiterer Vorteil des Verfahrens gemäß der Erfindung liegt darin, daß man auf diese Weise auch die Herstellung der metallorganischen Verbindungen kontinuierlich gestalten kann.Another advantage of the method according to the invention is that in this way, too can make the production of organometallic compounds continuous.
Als für die Durchführung des Verfahrens geeignete Lösungsmittel kommen verschiedene Kohlenwasserstoffe in Frage, zweckmäßigerweise auch solche, die für die nachfolgende Verwendung der Metallalkyle, wie z. B. zur Polymerisation von Olefinen, geeignet sind, so z. B. hydrierte Alkylbenzole.Various hydrocarbons are suitable solvents for carrying out the process in question, expediently also those that are necessary for the subsequent use of the metal alkyls, such as B. for the polymerization of olefins, are suitable, such. B. hydrogenated alkylbenzenes.
Verfahren zur Herstellung
von metallorganischen VerbindungenMethod of manufacture
of organometallic compounds
Anmelder:Applicant:
Bergwerksgesellschaft Hibernia
Aktiengesellschaft, Herne (Westf.)Mining Company Hibernia
Aktiengesellschaft, Herne (Westphalia)
Dr. Otto Ambros, Mannheim,
Dr. Ermbrecht Rindtorff, Recklinghausen,Dr. Otto Ambros, Mannheim,
Dr. Ermbrecht Rindtorff, Recklinghausen,
Dr. Karl Schmitt, Herne (Westf.),Dr. Karl Schmitt, Herne (Westphalia),
und Dr. Günther Keller, Wanne-Eickel,and Dr. Günther Keller, Wanne-Eickel,
sind als Erfinder genannt wordenhave been named as inventors
In einem Eisentopf von 10 1 Inhalt befinden sich 5 1 30%iges Sesquichlorid in Hydrocumol und etwa 500 g angeätzter Aluminiumgrieß bei einer Temperatur von 100 bis 120°. Unter starker Rührung läßt man ein Gemisch von 260 g Chloräthyl und 28 g Bromäthyl in 11 Hydrocumol zutropfen, und zwar mit solcher Geschwindigkeit, daß der Druck im Reaktor, gemessen mit einem mit Hydrocumol gefüllten U-Manometer, nicht merklich steigt. Dadurch wird alles Chloräthyl mit dem Aluminium umgesetzt zu Sesquichlorid. Eine dem Verbrauch entsprechende Aluminiummenge wird von Zeit zu Zeit durch einen Einfüllstutzen zugegeben und durch das mit dem Chlorätyl gleichzeitig zugegebene Bromäthyl angeätzt. Das gebildete 3O°/oige Sesquichlorid wird seitlich unten abgezogen und derart durch ein Filter gedrückt, daß das abgetrennte Aluminium immer wieder in den Topf zurückfällt. Das ziemlich klare Sesquichlorid wird dann in einer Vorratsflasche aufgefangen. Der Durchsatz beträgt etwa 5 l/h.In an iron pot of 10 liters there are 5 liters of 30% sesquichloride in hydrocumene and about 500 g of etched aluminum grit at a temperature of 100 to 120 °. With strong emotion leaves a mixture of 260 g of chloroethyl and 28 g of bromoethyl in 11 hydrocumene is added dropwise, namely at such a rate that the pressure in the reactor, measured with a filled with hydrocumene U-pressure gauge, not noticeably rising. As a result, all of the chloroethyl is reacted with the aluminum to sesquichloride. An amount of aluminum corresponding to the consumption will be increased from time to time added through a filler neck and through the bromoethyl added at the same time as the chloroethyl etched. The 3O% sesquichloride formed is drawn off laterally at the bottom and in this way through a Filter pressed so that the separated aluminum keeps falling back into the pot. That pretty much clear sesquichloride is then collected in a storage bottle. The throughput is about 5 l / h.
Anschließend wird das 30°/»ige Sesquichlorid oben in ein senkrecht stehendes Reaktionsrohr eingeführt und durch einen Blattrührer bei 130 bis 140° sehr stark gerührt. Gleichzeitig wird von oben Natrium so zugegeben, daß auf 1 1 3O°/oiges Sesquichlorid 42 g Natrium kommen. Das Gemisch geht unten in ein zweites aufsteigendes Rohr, in dem die Reaktion ebenfalls unter sehr starker Rührung bei 140 bis 150° zu Ende geführt wird. Das Reaktionsprodukt läuft dann oben über, durch ein Filter bzw. eine Zentrifuge, wobei der aus Aluminium und Natriumchlorid bestehende Reaktionsschlamm von der klaren, etwa 2O°/oigen Monochloridlösung abgetrennt wird.Then the 30% sesquichloride is on top introduced into a vertical reaction tube and through a blade stirrer at 130 to 140 ° very strongly stirred. At the same time, sodium is added from above in such a way that 42 g per 1 1 3O% sesquichloride Sodium come. The mixture goes down into a second ascending pipe, in which the reaction also takes place is completed with very strong stirring at 140 to 150 °. The reaction product then runs above, through a filter or centrifuge, the one consisting of aluminum and sodium chloride Reaction sludge is separated from the clear, about 20% monochloride solution.
In entsprechender Weise wird schließlich das Monochlorid in Triäthyl übergeführt. Ausbeute: etwa 85 bis 90% der Theorie. Die Durchführung des Verfahrens ist einfach und sicher.Finally, the monochloride is converted into triethyl in a corresponding manner. Yield: about 85 to 90% of theory. The procedure is easy and safe to carry out.
Claims (2)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB34074A DE1018061B (en) | 1955-01-12 | 1955-01-12 | Process for the production of organometallic compounds |
| GB3347955A GB822484A (en) | 1955-01-12 | 1955-11-22 | Processes for the production of organo-aluminium compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB34074A DE1018061B (en) | 1955-01-12 | 1955-01-12 | Process for the production of organometallic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1018061B true DE1018061B (en) | 1957-10-24 |
Family
ID=6964213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEB34074A Pending DE1018061B (en) | 1955-01-12 | 1955-01-12 | Process for the production of organometallic compounds |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1018061B (en) |
| GB (1) | GB822484A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4215745A1 (en) * | 1992-05-13 | 1993-11-18 | Witco Gmbh | Process for the production of trimethyl aluminum by reduction of methyl aluminum chlorides with sodium using high shear forces |
| US20110274626A1 (en) | 2008-12-10 | 2011-11-10 | University Of York | Pulse sequencing with hyperpolarisable nuclei |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE911731C (en) * | 1952-05-13 | 1954-05-17 | Dr Dr E H Karl Ziegler | Process for the production of aluminum trialkyls |
-
1955
- 1955-01-12 DE DEB34074A patent/DE1018061B/en active Pending
- 1955-11-22 GB GB3347955A patent/GB822484A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE911731C (en) * | 1952-05-13 | 1954-05-17 | Dr Dr E H Karl Ziegler | Process for the production of aluminum trialkyls |
Also Published As
| Publication number | Publication date |
|---|---|
| GB822484A (en) | 1959-10-28 |
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