Method for preparing carbonic ester using organometallic compound

Patent metadata

Field	Value
Publication number	US-9328056-B2
Application number	US-201514697757-A
Country	US
Kind code	B2
Filing date	Apr 28, 2015
Priority date	Apr 30, 2014
Publication date	May 3, 2016
Grant date	May 3, 2016

Abstract

A method for preparing a carbonic ester includes reacting carbon dioxide and a C 1 to C 10 alcohol with an organometallic compound represented by Formula 1. With the method, carbonic ester can be prepared in high yield without recycling the organometallic compound.

M(OR 1 ) 4   [Formula 1]
wherein M is a Group IV or Group XIV element and each R 1 is independently a C 1 to C 10 hydrocarbon group.

First claim

What is claimed is:

1. A method for preparing a carbonic ester, comprising:
reacting carbon dioxide and an alcohol represented by Formula 2:
R 2 OH  [Formula 2]

wherein R 2 is a C 1 to C 8 alkyl group or a C 6 to C 10 aryl group with an organometallic compound represented by Formula 1:
M(OR 1 ) 4   [Formula 1]

wherein M is a Group IV element and each R 1 is independently a C 1 to C 8 alkyl group or a C 6 to C 10 aryl group to prepare a carbonic ester represented by Formula 3:
R 3 OCOOR 4   [Formula 3]

wherein R 3 and R 4 are the same or different and are each independently a C 1 to C 8 alkyl group or a C 6 to C 10 aryl group;
recovering the organometallic compound without reacting the organometallic compound to reproduce the organometallic compound; and
reacting the recovered organometallic compound with carbon dioxide and an alcohol represented by Formula 2 to prepare additional carbonic ester represented by Formula 3 without reacting the recovered organometallic compound to reproduce the organometallic compound prior to said reacting step.

2. The method according to claim 1 , wherein M is titanium (Ti) or zirconium (Zr).

3. The method according to claim 1 , wherein R 1 is a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, an isopentyl group, an n-hexyl group, or a phenyl group.

4. The method according to claim 1 , wherein the reaction is performed at a temperature of about 130° C. to about 230° C. and at a carbon dioxide pressure of about 10 bar to about 300 bar.

5. The method according to claim 1 , wherein the first reacting step results in a reaction mixture including the alcohol, the organometallic compound, and the carbonic ester; the recovering step comprising distilling the reaction mixture to provide a mixed distillate of the alcohol and the carbonate ester and a separate distillate of the organometallic compound; and the second reacting step uses the distilled organometallic compound.

Assignees

• Samsung Sdi Co Ltd

Inventors

• Lee Yeon Ju
• Kim Dong Baek
• Lee Jong Won
• Lee Chang Hoon

Classifications

• C07C68/01 Primary

  from carbon monoxide and oxygen · CPC title

• B01J31/12

  containing organo-metallic compounds or metal hydrides · CPC title

• C07C68/04 Primary

  from carbon dioxide or inorganic carbonates · CPC title

• C07C67/62

  Use of additives, e.g. for stabilisation · CPC title

• C07C69/96

  Esters of carbonic or haloformic acids · CPC title