Method for producing carbonic ester

Patent metadata

Field	Value
Publication number	US-11970442-B2
Application number	US-201916960186-A
Country	US
Kind code	B2
Filing date	Jan 8, 2019
Priority date	Jan 10, 2018
Publication date	Apr 30, 2024
Grant date	Apr 30, 2024

Abstract

To achieve a method for producing a carbonic ester at a high yield by a simple process while suppressing formation of by-products, for example, a method for producing an aliphatic carbonic ester. The above problem is solved by a method for producing a carbonic ester, the method including a carbonic ester formation reaction in which an alcohol and carbon dioxide are reacted in the presence of an aromatic nitrile compound and a catalyst, wherein the water content in the alcohol used in the carbonic ester formation reaction is 0.10% by mass or less.

First claim

The invention claimed is:

1. A method for producing a carbonate ester, the method comprising a carbonate ester generation reaction of reacting an alcohol and carbon dioxide with each other under the presence of an aromatic nitrile compound and a catalyst that catalyzes the carbonate ester generation reaction,
wherein the catalyst comprises CeO 2 ,
wherein a water content of the alcohol which is used for reacting with the carbon dioxide in the carbonate ester generation reaction is 0.10% by mass or less, and
wherein the method comprises controlling the water content of the alcohol which is used for reacting at 0.10% by mass water or less.

2. The method for producing a carbonate ester according to claim 1 , wherein a pressure in the carbonate ester generation reaction is 0.6 MPa or higher.

3. The method for producing a carbonate ester according to claim 1 , wherein a reaction temperature in the carbonate ester generation reaction is 110° C. or higher and 160° C. or lower.

4. The method for producing a carbonate ester according to claim 1 , wherein a molar ratio of the aromatic nitrile compound and the alcohol is aromatic nitrile compound:alcohol=1:1 to 1:10.

5. The method for producing a carbonate ester according to claim 1 , wherein a molar ratio of the catalyst, the aromatic nitrile compound and the alcohol is catalyst:aromatic nitrile compound:alcohol=1:100:200 to 0.5:100:600.

6. The method for producing a carbonate ester according to claim 1 , wherein the aromatic nitrile compound comprises 2-cyanopyridine.

7. The method for producing a carbonate ester according to claim 1 , wherein the alcohol comprises an aliphatic alcohol, and at least an aliphatic carbonate ester is generated as the carbonate ester.

8. The method for producing a carbonate ester according to claim 1 , wherein the aliphatic alcohol is expressed by the following formula (1):
R—OH  (1)

where R is a straight or branched-chain saturated aliphatic alkyl group that may contain a substituent and has a carbon number of 1 to 10.

9. The method for producing a carbonate ester according to claim 8 , wherein R in formula (1) is a saturated aliphatic alkyl group having a carbon number of 1 to 4.

10. The method for producing a carbonate ester according to claim 7 , wherein the aliphatic alcohol comprises 1-propanol.

11. The method for producing a carbonate ester according to claim 1 , further comprising at least one of:
dehydrating the alcohol before the alcohol is used for the carbonate ester generation reaction; and
dehydrating the alcohol after the alcohol is used for the carbonate ester generation reaction in order to reuse the alcohol.

12. The method for producing a carbonate ester according to claim 1 , further comprising dehydrating, after the aromatic nitrile compound is hydrated with water generated by the carbonate ester generation reaction to generate an aromatic amide compound, the aromatic amide compound to regenerate the aromatic nitrile compound.

13. The method for producing a carbonate ester according to claim 1 , wherein the controlling comprises storing the alcohol having the water content of 0.10% by mass or less.

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• Harada Hidefumi
• Isobe Takehiko
• Liu Hongyu
• Shinkai Yousuke
• UMEZU Ryotaro

Classifications

• C07C68/04 Primary

  from carbon dioxide or inorganic carbonates · CPC title

• C07C69/96

  Esters of carbonic or haloformic acids · CPC title

• Y02P20/141

  Feedstock · CPC title