Method for producing metal organyls

• US 10,370,390 B2
• Filed: 03/24/2016
• Issued: 08/06/2019
• Est. Priority Date: 04/02/2015
• Status: Active Grant

• Current Assignee: Albemarle Germany GmbH (Albemarle Corporation)
• Original Assignee: Albemarle Germany GmbH (Albemarle Corporation)
• Inventors: Wietelmann, Ulrich, Kurth, Christopher, Scherer, Stefan, Rittmeyer, Peter, Stoll, Armin
• Primary Examiner(s): Zucker, Paul A
• Application Number:
  US15/563,240
• Publication Number:
  US 20180162880A1
• Time in Patent Office: 1,230 Days
• CPC Class Codes: C01B 6/04 Hydrides of alkali metals, alkaline earth metals, beryllium or magnesium; Addition complexes thereof
• CPC Class Codes: C07F 1/00 Compounds containing elements of Groups 1 or 11 of the Periodic Table
• CPC Class Codes: C07F 1/02 Lithium compounds
• CPC Class Codes: C07F 1/04 Sodium compounds
• CPC Class Codes: C07F 3/00 Compounds containing elements of Groups 2 or 12 of the Periodic Table
• CPC Class Codes: C07F 3/02 Magnesium compounds
• CPC Class Codes: C07F 5/066 compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage)

Abstract

This invention provides a method for producing organometallic compounds R_nM (M=alkali or alkaline earth element, R=alkyl residue) where n=valence of the metal M and R=alkyl residue with 2 to 18 C atoms. In the method of this invention, an olefin is hydrometalated in an alkyl methyl ether, or in a solvent mixture containing an alkyl methyl ether, by means of the metal M and in the presence of a hydrogen source and in the presence of a transition metal catalyst, wherein the molar ratio between alkyl methyl ether and metal M is at least 0.01:1 and at most 50:1.

Claims

1. A method for producing organometallic compounds R_nM of the alkali or alkaline earth elements, where n=valence of the metal M and R=alkyl residue with 2 to 18 C atoms, characterized in that an α

-olefin is hydrometalated in an aprotic and anhydrous liquid phase comprising an alkyl methyl ether wherein said alkyl methyl ether is selected from the group consisting of dimethyl ether, methyl ethyl ether, methyl propyl ether, methyl butyl ether, methyl pentyl ether, methyl cyclopentyl ether, and methyl hexyl ether,

(a) by means of the metal M and in the presence of a hydrogen source for providing hydrogen, or

(b) by means of active metal hydrides MH_n in the presence of a halogen or alkoxy compound of the 4^th and 5^th sub group of the periodic table of elements as catalyst,

wherein the metal M is selected from Li, Na, K, Rb, Cs, Ca, Sr, and Ba, and wherein the molar ratio between the alkyl methyl ether and the metal M is at least 0.01;

1 and at most 50;

1.

2. The method according to claim 1, characterized in that the α

-olefin is selected from the group consisting of ethene, 1-propene, 1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-decene.

3. The method according to claim 1, characterized in that the alkyl methyl ether is dimethyl ether.

4. The method according to claim 1, characterized in that the molar ratio between the alkyl methyl ether and the metal M is at least 0.1:

1 to 30;

1.

5. The method according to claim 1, characterized in that the active metal hydrides MH_n have a mean particle size D₅₀ of 0.01 to 100 μ

m.