IP Library Granted Patent US 10,428,035
Granted Patent B2
US 10,428,035 · App. 15/778,337 · Granted Oct 1, 2019

Process for the epoxidation of an olefin

Inventors: Matthias Pascaly (Frankfurt, DE); Manfred Bärz (Freigericht, DE); Marc Brendel (Bruchköbel, DE); Robert Jahn (Rodenbach, DE); Jürgen Schemel (Bad Soden, DE); Michael Dopfer (Sulzbach, DE)
Assignees: Evonik Degussa GmbH; thyssenkrupp Industrial Solutions AG
C07D301/12B01J8/0492B01J19/2475B01J29/89B01J2219/0027B01J2219/00707B01J2219/32279C07D303/04
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Quick Facts
Patent No.
US 10,428,035
App. No.
15/778,337
Granted
Oct 1, 2019
Kind
B2
Abstract

In a process for the epoxidation of an olefin by continuously reacting the olefin with hydrogen peroxide in a methanol solvent on a fixed bed epoxidation catalyst comprising a titanium zeolite, the hydrogen peroxide is used as an aqueous hydrogen peroxide solution made by an anthraquinone process, the aqueous hydrogen peroxide solution is mixed with methanol to give a feed mixture and this feed mixture is filtered before being contacted with the fixed bed epoxidation catalyst.

Claims (14)

1. A process for the epoxidation of an olefin by continuously reacting the olefin with hydrogen peroxide in a methanol solvent on a fixed bed epoxidation catalyst comprising a titanium zeolite, wherein:

a) hydrogen peroxide is used as an aqueous hydrogen peroxide solution made by an anthraquinone process;

b) the aqueous hydrogen peroxide solution is mixed with methanol to give a feed mixture; and

c) said feed mixture is filtered before being contacted with the fixed bed epoxidation catalyst.

2. The process of claim 1 , wherein the aqueous hydrogen peroxide solution is mixed with at least 50% of the methanol used for reacting the olefin with hydrogen peroxide.

3. The process of claim 1 , wherein the feed mixture is filtered through a filter medium having an average pore size of from 0.1 to 50 μm.

4. The process of claim 1 , wherein the filter medium is selected from aramid polymers, polyolefins, polyamides, fluorinated polymers and sintered metals.

5. The process of claim 1 , wherein the olefin is propene.

6. The process of claim 1 , wherein the filtered feed mixture is mixed with the olefin before being contacted with the fixed bed epoxidation catalyst.

7. The process of claim 1 , wherein the fixed bed epoxidation catalyst is placed in the tubes of a vertically arranged tube bundle reactor and the filtered feed mixture is distributed to the top of said tubes through orifices of a liquid distributor.

8. The process of claim 7 wherein the filtered feed mixture is combined with the olefin before being distributed to the top of the tubes.

9. The process of claim 7 , wherein the filtered feed mixture and the olefin are distributed to the top of said tubes through orifices of two separate liquid distributors.

10. The process of claim 1 , wherein the feed mixture is filtered with a filter comprising a filter medium and a gas separator upstream of said filter medium, and said gas separator is purged with an inert gas.

11. The process of claim 10 , wherein the filter comprises a temperature sensor, a pressure sensor and a safety valve connected with a dump vessel, and the safety valve is opened for emptying the filter when the temperature or the pressure in the filter exceeds a preset safety limit.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2024
From: THYSSENKRUPP INDUSTRIAL SOLUTIONS AG
To: THYSSENKRUPP UHDE GMBH
Reel/Frame 068470/0360 →
CHANGE OF NAME Recorded Jan 10, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051562/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2018
From: PASCALY, MATTHIAS; BÄRZ, MANFRED; BRENDEL, MARC; JAHN, ROBERT
To: EVONIK DEGUSSA GMBH
Reel/Frame 047268/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2018
From: SCHEMEL, JÜRGEN; DOPFER, MICHAEL
To: THYSSENKRUPP INDUSTRIAL SOLUTIONS AG
Reel/Frame 047268/0577 →
Priority Claims (1)
EP 15196528 · Nov 26, 2015 · regional
Continuity (1)
Related Publication 20180354923A1 · Dec 13, 2018