DE2132462A1 - PRODUCTION OF TRIMETHYLALUMINUM - Google Patents
PRODUCTION OF TRIMETHYLALUMINUMInfo
- Publication number
- DE2132462A1 DE2132462A1 DE19712132462 DE2132462A DE2132462A1 DE 2132462 A1 DE2132462 A1 DE 2132462A1 DE 19712132462 DE19712132462 DE 19712132462 DE 2132462 A DE2132462 A DE 2132462A DE 2132462 A1 DE2132462 A1 DE 2132462A1
- Authority
- DE
- Germany
- Prior art keywords
- sodium
- trimethylaluminum
- methylaluminum
- hydrocarbons
- sesquichloride
- 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
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title description 3
- 239000011734 sodium Substances 0.000 claims description 11
- 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 claims description 9
- 229910052708 sodium Inorganic materials 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- HYZXMVILOKSUKA-UHFFFAOYSA-K chloro(dimethyl)alumane;dichloro(methyl)alumane Chemical compound C[Al](C)Cl.C[Al](Cl)Cl HYZXMVILOKSUKA-UHFFFAOYSA-K 0.000 claims description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000006185 dispersion Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- -1 methylaluminum halides Chemical class 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical class C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- JGHYBJVUQGTEEB-UHFFFAOYSA-M dimethylalumanylium;chloride Chemical compound C[Al](C)Cl JGHYBJVUQGTEEB-UHFFFAOYSA-M 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- CWEHKOAQFGHCFQ-UHFFFAOYSA-N methylalumane Chemical compound [AlH2]C CWEHKOAQFGHCFQ-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 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
- C07F5/062—Al linked exclusively to C
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
SCI ΠΎ-'.ING AG
Patentabteilung
Dr. Wa 11 is/Μη/ ■ . 2 1 3 2 A 6SCI ΠΎ - '. ING AG
Patent department
Dr. Wa 11 is / Μη / ■. 2 1 3 2 A 6
Herst ο I lung von Trimethyla I um in iumManufacture ο I lung of Tri methyla I um in ium
Es ist bereits bekannt, daß aus Alkylalurniniumsesquichloriden mit Hilfe von Natrium die entsprechenden Aluminiumtrialkyle hergestellt werden können. Die Ent halogenierung von Methylaluminiumhaloger iden wird von H. Lehmkuhl und K. Ziegler (Houben-Weyl, Methoden der organischen Chemie, Band 13, 4, Organische Aluminium-Verbindungen, Seite 52 (1970) ) wie folgt beschrieben:It is already known that from alkylaluminium sesquichlorides with the help the corresponding aluminum trialkyls can be prepared from sodium can. The enthalogenation of methylaluminum halogens is iden by H. Lehmkuhl and K. Ziegler (Houben-Weyl, Methods of Organic Chemistry, Volume 13, 4, Organic Aluminum Compounds, page 52 (1970)) as follows:
"Bei der Enthalogenierung der Methyl-aluminium-chloride muß man auf folgendes achten. Die Methyl-Verbindungen sieden so niedrig, daß die Verdampfung beim Eintragen des Natriums lästig werden kann. Außerdem bildet das entstehende Kochsalz, wenn man vom Sesquichlorid ausgeht, zunächst mit noch vorhandenem Meihylaluminium-dichlorid den sehr hoch schmelzenden Komplex Natriummethyl-aluminium-trichlorid (Na[CH3AlCL]), so daß es zu Umkrustungen des Natriums und zu Reaktionsbehinderüngen kommen kann. Auch kann sich so ein Teil des Komplexsalzes der Reaktion entziehen.""When dehalogenating the methyl-aluminum-chlorides, one has to pay attention to the following. The methyl-compounds boil so low that the evaporation when the sodium is introduced can be annoying. In addition, the resulting table salt, if one starts with the sesquichloride, initially still forms The methylaluminum dichloride present contains the very high-melting complex sodium methylaluminum trichloride (Na [CH 3 AlCL]), so that the sodium can become encrusted and the reaction is impeded. Part of the complex salt can also escape the reaction. "
Der von Lehmkuhl. und Ziegler empfohlene Weg, zu dem auch eine Verfahrensvorschrift angegeben ist, stel't einen zweistufigen Kreisprozeß dar.The one from Lehmkuhl. and Ziegler recommended route, which also includes a procedural rule is specified, represents a two-stage cycle represent.
1'. Stufe (CHj0Al0CI, + (CHj, Al — -> 3 (CHj' iC:1'. Level (CHj 0 Al 0 CI, + (CHj, Al - -> 3 (CHj 'iC:
2. Stufe 3 (CH3)2AICI + 3 Na — -> 2 (CH3J3Al + Al + 3 NaCI2nd stage 3 (CH 3 ) 2 AlCl + 3 Na - -> 2 (CH 3 J 3 Al + Al + 3 NaCl
(CHJ0AUCI, + 3Na — -> (CHj-Al + Al + 3 NaCl(CHJ 0 AUCI, + 3Na - -> (CHj-Al + Al + 3 NaCl
Auch S. Pasynkiewicz und M. Boleslawsk» (J. Organornetal. Chem. 25, (1970) ) haben zur Herstellung von Trimethylaluminium den oben angegebenen Weg über Dimethylaluminlumchlorid als Zwischenprodukt gewählt und die mit dem Kreislaufprozeß verbundene Verringerung der Ausbeute in Kauf genommen.Also S. Pasynkiewicz and M. Boleslawsk »(J. Organornetal. Chem. 25, (1970)) used the method given above for the production of trimethylaluminum Way over dimethylaluminum chloride chosen as an intermediate and the reduction in the yield associated with the circulatory process in Purchase taken.
309808/1358 ~2~309808/1358 ~ 2 ~
JNSPECTEDJNSPECTED
SCHERiNGAGSCHERiNGAG
Patentabteilung Oi O J ι £ Patent Department Oi OJ ι £
Dr. Wallis/Hn. - 2 -Dr. Wallis / Hn. - 2 -
Es wurde nun gefunden, daß entgegen dem oben zitierten Urteil der Fachwelt
eine direkte Ent halogenierung von Methylaluminiumsesquichlorid gutmöglich ist. Das erfindungsgemäße Verfahren ist dadurch gekennzeichnet,
daß Methylalurniniurnsesquichl^rid mit Dispersionen von Natrium und/oder
Kalium in Kohlenwasserstoffen bei Te
äquivalenten Mengen umgesetzt wird.It has now been found that, contrary to the judgment of experts cited above, direct enthalation of methylaluminum sesquichloride is quite possible. The process according to the invention is characterized in that methylaluminium sesquichloride is used with dispersions of sodium and / or potassium in hydrocarbons at Te
equivalent amounts is implemented.
ο Kalium in Kohlenwasserstoffen bei Temperaturen v.on 80-180 C in etwaο Potassium in hydrocarbons at temperatures of 80-180 C approximately
Das erfindungsgemäße Verfahren ist wegen des Abgehens von dem oben beschriebenen Kreisprozeß und wegen der damit verbundenen Verbesserung der Ausbeute besonders vorteilhaft. Als Kohlenwasserstoffe, in denen Natrium und Kalium besonders gut zu dispergieren sind, werden z. B. Toluol, Dekalin, Kohlenwasserstoffgemische, die unter der Handelsbezeichnung SINAROL der Firma Shell im Handel sind, und Paraffinöle genannt.The method of the invention is because of the departure from that described above Cycle process and particularly advantageous because of the associated improvement in the yield. As hydrocarbons, in where sodium and potassium are particularly easy to disperse, z. B. toluene, decalin, hydrocarbon mixtures under the trade name SINAROL from Shell are on the market and are called paraffin oils.
FIs ist zweckmäßig, die Dispersion des Alkalimetalls vorzulegen und das Methylaluminiumsesquichlorid, gegebenenfalls als Kohlenwasserstofflösung, anteilweise dazuzugeben.FIs is useful to submit the dispersion of the alkali metal and that Methyl aluminum sesquichloride, optionally as a hydrocarbon solution, to be added in part.
309808/1358309808/1358
schpiring λ σschpiring λ σ
PatentabteilungPatent department
Dr. Wallis/Hn. ~3~Dr. Wallis / Hn. ~ 3 ~
B ο. I K_p_i e ]_ jB ο. I K_p_i e] _ j
In einen 2 I-Drei hak; kolben einer Vakuum-Rcklifikationsapparatur, ver sehen mit einer wirki-nmen Rührvorrichtung, einer gut trennenden Kolonne, einem Tropftrichter, einem Thermometer und einem Slickstoff-Puf fers ystem, werden 67,2 g Natrium und 39Γ; g Dekalin gegeben. DieIn a 2 I-three hook; flask of a vacuum re-identification apparatus, ver see with an effective stirring device, a well separating column, a dropping funnel, a thermometer and a nitrogen puff fers ystem, will be 67.2 g of sodium and 39Γ; g decalin given. the
ο
Mischung wird auf 120C erwärmt und das geschmolzene Natrium durchο
Mixture is heated to 120C and the molten sodium through
schnelles Rühren fein diupergiert« Dann tropft man bei 1 20 - 134 C eine Lösung von 200 g Methylaluminium-sesquichlorid in 398 g Dekalin zu. Nachdem die Reaktion, welche sehr heftig verläuft, beendet ist,rapid stirring finely diuperated «Then one drips at 120-134 ° C a solution of 200 g of methyl aluminum sesquichloride in 398 g of decalin. After the reaction, which is very violent, has ended,
rektifiziert man bei einer Sumpftemperatur von 138-151 C und einem Vakuum von 300 Torr. Man erhält 51 g Trimethylaluminiuin. Das entspricht einer Ausbeute von 73 % der Theorie.rectified at a sump temperature of 138-151 C and one Vacuum of 300 torr. 51 g of trimethylaluminum are obtained. Corresponding a yield of 73% of theory.
Beispiel 2Example 2
In einen 2 I-Dreihalskolben, der mit einer Rührvorrichtung, einem ÖJ-Rückflußkühler, einem Tropftrichter, einem Thermometer und einem Stickstoff-Puffersystem versehen ist, werden 137 g einer Dispersion, die 50 % Natrium (TeilchendurchmeEsser: ca. ίο μ) in Paraffin enthält, 137 g of a dispersion containing 50% sodium (particle diameter: approx contains,
und 330 g Sinarol Il gegeben. Zu der auf 120 C erhitzten Mischung werden unter gutem Rühren 205 g Melhylaluminium-sesquichlorid gegeben.and given 330 g of Sinarol II. Become the mixture heated to 120 ° C 205 g of methylaluminum sesquichloride were added with thorough stirring.
ο Die Reaklionstemperatur wird bei 120-130 C gehalten. Nachdem die Reaktion, welche sehr heftig verläuft, beendet ist, wird die Reaktionsmischung abgekühlt und unter Stickstoff von Feststoffen befreit. Man erhält eine Lösung von Trimethylaluminium. Die Ausbeute beträgt rund 75 % der Theorie, bezogen auf eingesetztes Melhylaluminium-sesquichlorid. ο The reaction temperature is kept at 120-130 C. after the The reaction, which proceeds very violently, has ended, the reaction mixture is cooled and freed from solids under nitrogen. Man receives a solution of trimethylaluminum. The yield is around 75% of theory, based on methylaluminum sesquichloride used.
309808/13B8309808 / 13B8
Claims (1)
äquivalenten Mengen umgesetzt wird.Process for the preparation of trimethylaluminum by dehalogenating methylaluminum halides with alkali metals, characterized. that methyl aluminum sesquichloride with dispersions of sodium and / or potassium in hydrocarbons at T <
equivalent amounts is implemented.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712132462 DE2132462A1 (en) | 1971-06-30 | 1971-06-30 | PRODUCTION OF TRIMETHYLALUMINUM |
| IT26252/72A IT962065B (en) | 1971-06-30 | 1972-06-27 | PREPARATION OF TRIMETHYLALUMINUM |
| FR7223491A FR2143859A1 (en) | 1971-06-30 | 1972-06-29 | Trimethyl aluminium prepn - by direct dehalogenation of methylaluminium sesquichloride using dispersion of sodium/potassiu |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712132462 DE2132462A1 (en) | 1971-06-30 | 1971-06-30 | PRODUCTION OF TRIMETHYLALUMINUM |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2132462A1 true DE2132462A1 (en) | 1973-02-22 |
Family
ID=5812215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712132462 Pending DE2132462A1 (en) | 1971-06-30 | 1971-06-30 | PRODUCTION OF TRIMETHYLALUMINUM |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2132462A1 (en) |
| FR (1) | FR2143859A1 (en) |
| IT (1) | IT962065B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4364872A (en) * | 1981-07-13 | 1982-12-21 | Ethyl Corporation | Method of making aluminum alkyls |
| US5015750A (en) * | 1990-10-31 | 1991-05-14 | Texas Alkyls, Inc. | Preparation of trimethylaluminum |
| 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 |
-
1971
- 1971-06-30 DE DE19712132462 patent/DE2132462A1/en active Pending
-
1972
- 1972-06-27 IT IT26252/72A patent/IT962065B/en active
- 1972-06-29 FR FR7223491A patent/FR2143859A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| FR2143859A1 (en) | 1973-02-09 |
| IT962065B (en) | 1973-12-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1032741B (en) | Process for the production of aluminum alkyls | |
| DE2132462A1 (en) | PRODUCTION OF TRIMETHYLALUMINUM | |
| EP0147581A1 (en) | Process for producing finely divided, highly reactive magnesium and the use of the same | |
| DE2414801C2 (en) | Process for the production of sorbents containing metal complexes and their use for separating complexable ligands from gas mixtures | |
| DE888852C (en) | Process for the preparation of organohalosilanes | |
| DE2816748A1 (en) | PROCESS FOR THE SIMULTANEOUS PREPARATION OF DIMETHYLALUMINUM CHLORIDE AND ALKYLALUMINUM CHLORIDES | |
| DE1041498B (en) | Process for the preparation of alkyl aluminum dihalides | |
| DE1215692B (en) | Process for the production of alpha, omega-dichloroolefins | |
| DE2032664C3 (en) | Process for the alkylation of organosilicon chlorides | |
| DE589988C (en) | Process for refining and refining metals or alloys | |
| DE906455C (en) | Process for the production of AEthylchlorosilanes | |
| DE911731C (en) | Process for the production of aluminum trialkyls | |
| DE741101C (en) | Phosphating of zinc and zinc alloys | |
| DE936318C (en) | Powdered rapid hardener and antifreeze for cement and concrete mortars | |
| DE1059450B (en) | Process for the preparation of alkyl aluminum sesquichlorides | |
| DE500188C (en) | Detinning aluminum | |
| DE744778C (en) | Process for protecting gold chloride solutions used in gas burst devices against freezing | |
| DE322380C (en) | Process for the preparation of metals for the application of varnish u. like. Überzuegen | |
| DE1167343B (en) | Process for the production of lead hydrocarbons | |
| AT133508B (en) | Process for the preparation of camphene. | |
| DE1768428C3 (en) | Process for the preparation of organosilicon hydrides | |
| DE1178063C2 (en) | METHOD FOR PRODUCING VINYL COMPOUNDS | |
| DE428637C (en) | Process for the preparation of alkyl compounds of lead u. like | |
| AT202154B (en) | Process for the production of aluminum trialkyl ethers. | |
| DE1085876B (en) | Process for the preparation of n-trialkylboranes |