IP Library Granted Patent US 7,728,164
Granted Patent B2
US 7,728,164 · App. 10/880,079 · Granted Jun 1, 2010

Process for the preparation of propylene carbonate

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Quick Facts
Patent No.
US 7,728,164
App. No.
10/880,079
Granted
Jun 1, 2010
Kind
B2
Abstract

The invention relates to a process for the preparation of propylene carbonate, which process involves contacting propylene oxide with carbon dioxide at a temperature of from 150° C. to 250° C. in the presence of a recycled tetraalkylphosphonium bromide catalyst.

Claims (17)

1. A process for the preparation of a propylene carbonate, which process comprises contacting propylene oxide with carbon dioxide at a temperature of from 150° C. to 250° C. in the presence of a recycled tetraalkyl-phosphonium bromide catalyst of the formula R 1 R 2 R 3 R 4 PBr wherein each of R 1 , R 2 , R 3 , and R 4 are alkyl substituents.

2. A process of claim 1 , wherein a protogenic compound is present during the preparation of propylene carbonate.

3. The process of claim 1 , wherein the protogenic compound is an alcohol.

4. The process of claim 1 , wherein R 1 , R 2 , R 3 and R 4 represent identical alkyl groups.

5. The process of claim 1 , wherein the amount of tetraalkyl phosphonium bromide compound is from 0.0001 to 0.1 mole per mole of propylene oxide.

6. The process of claim 1 , wherein the preparation of propylene carbonate is conducted at a partial carbon dioxide pressure in the range of from 5 to 70×10 5 N/m 2 .

7. A process for the preparation of 1,2-propanediol, which process comprises:

(i) preparing a propylene carbonate as claimed in claim 1 to obtain a reaction mixture;

(ii) contacting the reaction mixture containing the propylene carbonate with water and/or alcohol in the presence of a heterogeneous catalyst to obtain 1,2-propanediol and optionally dialkylcarbonate; and,

(iii) separating the 1,2-propanediol and optionally dialkylcarbonate from the reaction mixture obtained.

8. The process of claim 7 , wherein in step (ii) the propylene carbonate is contacted with water to obtain 1,2-propanediol.

9. The process of claim 7 , wherein in step (iii) the tetraalkylphosphonium bromide catalyst is removed in combination with 1,2-propanediol, which catalyst and 1,2-propanediol are subsequently recycled to step (i).

10. The process of claim 7 , wherein a protogenic compound is present during the preparation of propylene carbonate.

11. The process of claim 10 , in which process the protogenic compound is an alcohol.

12. The process of claim 5 , wherein R 1 , R 2 , R 3 and R 4 represent identical alkyl groups.

13. The process of claim 7 , wherein the amount of tetraalkyl phosphonium bromide compound is from 0.0001 to 0.1 mole per mole of propylene oxide.

14. The process of claim 7 , wherein the preparation of propylene carbonate is conducted at a partial carbon dioxide pressure in the range of from 5 to 70×10 5 N/m 2 .

Assignments (2)
CHANGE OF NAME Recorded Mar 7, 2022
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 059694/0819 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2004
From: LANGE, JEAN-PAUL
To: SHELL OIL COMPANY
Reel/Frame 015830/0769 →