IP Library Granted Patent US 6,878,836
Granted Patent B2
US 6,878,836 · App. 10/839,572 · Granted Apr 12, 2005

Process for the epoxidation of propene

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Quick Facts
Patent No.
US 6,878,836
App. No.
10/839,572
Granted
Apr 12, 2005
Kind
B2
Abstract

A process for the continuous epoxidation of propene with hydrogen peroxide in the presence of a titanium silicalite catalyst and a methanol solvent, wherein the catalyst is periodically regenerated by washing with a methanol solvent at a temperature of at least 100° C. and the epoxidation reaction is carried out for periods of more than 300 h between two regeneration steps.

Claims (24)

1. A process for the continuous epoxidation of propene comprising reacting propene with a source of hydrogen peroxide in the presence of a titanium silicalite catalyst and a methanol solvent, and periodically regenerating the catalyst in a regeneration step by washing with a methanol solvent, at a temperature of at least 100° C. and wherein epoxidation is carried out for periods of at least 300 h between two regeneration steps.

2. The process of claim 1 , wherein epoxidation is carried out for periods of from 500 h to 8000 h between two regeneration steps.

3. The process of claim 1 or claim 2 , wherein after regeneration of the catalyst the reaction temperature for the epoxidation is raised by 0.025 K/h or less to compensate for catalyst deactivation and to maintain an essentially constant hydrogen peroxide conversion.

4. The process of claim 1 or claim 2 , wherein the catalyst is regenerated at a temperature from 100° C. to 200° C. for a period of 0.5 to 48 hours.

5. The process of claim 1 or claim 2 , wherein the ratio of the period of epoxidation between two regeneration steps relative to the period of regeneration is at least 100.

6. The process of claim 1 or claim 2 , wherein the epoxidation is performed in a catalyst fixed bed by passing a mixture comprising propene, a source of hydrogen peroxide and methanol over the catalyst fixed bed.

7. The process of claim 6 , further comprising regenerating the catalyst by passing said methanol solvent as a stream through the catalyst fixed bed and reusing at least a part of the methanol solvent that has passed through the catalyst fixed bed for regenerating the catalyst without prior purification.

8. The process of claim 6 , wherein the methanol solvent is passed over the catalyst fixed bed in down-flow mode.

9. The process of claim 7 , wherein the methanol solvent is passed over the catalyst fixed bed in down-flow mode.

10. The process of claim 6 , wherein the flow of the methanol solvent is maintained in a trickle-flow mode.

11. The process of claim 7 , wherein the flow of the methanol solvent is maintained in a trickle-flow mode.

12. The process of claim 8 , wherein the flow of the methanol solvent is maintained in a trickle-flow mode.

13. The process of claim 1 , wherein the catalyst is regenerated with a methanol solvent stream obtained from working up the reaction mixture of the epoxidation.

14. The process of claim 1 , wherein the methanol solvent that was used for regenerating the catalyst is passed to a process stage for working up reaction mixture of the epoxidation.

15. A process for the continuous epoxidation of propene to form propene oxide comprising forming an epoxidation reaction mixture of propene with a source of hydrogen peroxide in the presence of a sufficient amount of a titanium silicalite epoxidation catalyst and a methanol solvent,

carrying out an epoxidation reaction with said reaction mixture for periods of at least 300 h between two regeneration steps, and

periodically regenerating said catalyst in a regeneration step by washing said catalyst with a methanol solvent, said regeneration of the catalyst being carried out at a temperature of at least 100° C.

16. The process of claim 15 , wherein the source of hydrogen peroxide is an aqueous solution containing 1 to 90 wt. % of hydrogen peroxide.

17. The process of claim 15 , wherein the catalyst is a titanium containing zeolite of the formula (TiO 2 ) x (SiO 2 ) 1-4 where x is 0.001 to 0.05 and having a MFI or MEL crystalline structure.

18. The process of claim 15 , wherein a source of ammonia is added to the reaction mixture.

19. The process of claim 15 , wherein the methanol used for regeneration is passed through the catalyst in down flow mode with a flow rate to maintain a trickle flow in the catalyst.

20. The process of claim 15 , wherein the epoxidation catalyst is in a fixed bed and epoxidation is performed by passing a mixture comprising propene, hydrogen peroxide and methanol over the catalyst fixed bed with cooling if necessary to maintain the temperature of the fixed bed not higher than 60° C.

21. The process of claim 15 , wherein the temperature of the reaction mixture is lowered back to a reaction temperature below 100° C. after the catalyst is regenerated by passing a methanol solvent stream through the catalyst.

22. The process of claim 21 , wherein the reactive temperature is raised or lowered for the regeneration step by 5 k/h to 30 k/h.

Assignments (5)
CHANGE OF NAME Recorded Mar 29, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052254/0052 →
CHANGE OF NAME Recorded Feb 23, 2010
From: DEGUSSA GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 024006/0127 →
CHANGE ADDRESS Recorded Feb 22, 2010
From: EVONIK DEGUSSA GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 023985/0296 →
CHANGE OF ENTITY Recorded Feb 22, 2010
From: DEGUSSA AG
To: DEGUSSA GMBH
Reel/Frame 023998/0937 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2004
From: HAAS, THOMAS; BRASSE, CLAUDIA; WOLL, WOLFGANG; HOFEN, WILLI; JAEGER, BERND; STOCHNIOL, GUIDO; ULLRICH, NORBERT
To: DEGUSSA AG; UHDE GMBH
Reel/Frame 014970/0784 →