IP Library Granted Patent US 7,671,222
Granted Patent B2
US 7,671,222 · App. 11/484,906 · Granted Mar 2, 2010

Direct epoxidation process using a mixed catalyst system

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Quick Facts
Patent No.
US 7,671,222
App. No.
11/484,906
Granted
Mar 2, 2010
Kind
B2
Abstract

The invention is a process for epoxidizing an olefin with hydrogen and oxygen in the presence of a catalyst mixture containing a titanium or vanadium zeolite and a supported catalyst comprising palladium, rhenium and a carrier. The process results in significantly reduced alkane byproduct formed by the hydrogenation of olefin.

Claims (17)

1. A process for producing an epoxide comprising reacting an olefin, hydrogen and oxygen in the presence of a titanium or vanadium zeolite and a supported catalyst comprising palladium, rhenium and a carrier, wherein the carrier is not titanium or vanadium zeolite.

2. The process of claim 1 wherein the titanium zeolite is a titanium silicalite.

3. The process of claim 2 wherein the titanium zeolite is TS-1.

4. The process of claim 1 wherein the supported catalyst is comprised of from 0.01 to 10 weight percent palladium.

5. The process of claim 1 wherein the carrier is selected from the group consisting of carbons, titanias, zirconias, niobias, silicas, aluminas, silica-aluminas, tantalum oxides, molybdenum oxides, tungsten oxides, titania-silicas, zirconia-silicas, niobia-silicas, and mixtures thereof.

6. The process of claim 1 wherein the reaction is performed in the presence of a solvent.

7. The process of claim 6 wherein the solvent is an oxygenated solvent.

8. The process of claim 7 wherein the oxygenated solvent is selected from the group consisting of alcohols, ethers, esters, ketones, water, and mixtures thereof.

9. The process of claim 1 wherein the olefin is a C 2 -C 6 olefin.

10. The process of claim 9 wherein the olefin is propylene.

11. The process of claim 6 wherein the reaction is performed in the presence of a buffer.

12. A process for producing propylene oxide comprising reacting propylene, hydrogen and oxygen in an oxygenated solvent in the presence of a titanium silicalite and a supported catalyst comprising palladium, rhenium and a carrier, wherein the carrier is not a titanium or vanadium zeolite.

13. The process of claim 12 wherein the titanium silicalite is TS-1.

14. The process of claim 12 wherein the supported catalyst is comprised of from 0.01 to 10 weight percent palladium.

15. The process of claim 12 wherein the carrier is selected from the group consisting of carbons, titanias, zirconias, niobias, silicas, aluminas, silica-aluminas, tantalum oxides, molybdenum oxides, tungsten oxides, titania-silicas, zirconia-silicas, niobia-silicas, and mixtures thereof.

16. The process of claim 12 wherein the oxygenated solvent is selected from the group consisting of alcohols, ethers, esters, ketones, water, and mixtures thereof.

17. The process of claim 12 wherein the reaction is performed in the presence of a buffer.

Assignments (18)
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032123/0799 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: CITIBANK, N.A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032125/0296 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032137/0156 →
APPOINTMENT OF SUCCESSOR ADMINISTRATIVE AGENT Recorded Jan 23, 2014
From: UBS AG, STAMFORD BRANCH
To: BANK OF AMERICA, N.A.
Reel/Frame 032137/0639 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: BANK OF AMERICA, N.A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032138/0134 →
SECURITY AGREEMENT Recorded May 19, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 024402/0681 →
SECURITY AGREEMENT Recorded May 18, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024397/0818 →
SECURITY AGREEMENT Recorded May 7, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 024342/0801 →
SECURITY AGREEMENT Recorded May 6, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 024342/0421 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP
Reel/Frame 024337/0705 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, LP
Reel/Frame 024337/0285 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, LP
Reel/Frame 024337/0020 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP
Reel/Frame 024337/0856 →
SECURITY AGREEMENT Recorded Oct 30, 2009
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 023449/0138 →
SECURITY AGREEMENT Recorded Apr 9, 2009
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
Reel/Frame 022708/0830 →
SECURITY AGREEMENT Recorded Aug 4, 2008
From: BASELL POLYOLEFINE GMBH; ARCO CHEMICAL TECHNOLOGY L.P.; ARCO CHEMICAL TECHNOLOGY, INC.; ATLANTIC RICHFIELD COMPANY; BASELL NORTH AMERICA, INC.; BASELL POLYOLEFIN GMBH; LYONDELL CHEMICAL COMPANY; EQUISTAR CHEMICALS, L.P.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 021354/0708 →
GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS AND PATENT APPLICATIONS Recorded Mar 26, 2008
From: BASELL POLYOLEFINE GMBH; ARCO CHEMICAL TECHNOLOGY L.P.; ARCO CHEMICAL TECHNOLOGY, INC.; ATLANTIC RICHFIELD COMPANY; BASELL NORTH AMERICA, INC.; EQUISTAR CHEMICALS. LP.; LYONDELL CHEMICAL COMPANY; LYONDELL CHEMICAL TECHNOLOGY, L.P.; LYONDELL PETROCHEMICAL COMPANY; NATIONAL DISTILLERS AND CHEMICAL CORPORATION; OCCIDENTAL CHEMICAL CORPORATION; OLIN CORPORATION; QUANTUM CHEMICAL CORPORATION; BASELL POLYOLEFIN GMBH
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 020704/0562 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 12, 2006
From: KAMINSKY, MARK P.; GREY, ROGER A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 018103/0670 →