IP Library Granted Patent US 7,563,740
Granted Patent B2
US 7,563,740 · App. 11/641,317 · Granted Jul 21, 2009

Direct epoxidation process

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Quick Facts
Patent No.
US 7,563,740
App. No.
11/641,317
Granted
Jul 21, 2009
Kind
B2
Abstract

A catalyst comprising a transition metal zeolite and a noble metal is disclosed. The catalyst is prepared by an extrusion method using a comb-branched polymer as an extrusion aid. The catalyst is used in a reaction to produce epoxide from an olefin, hydrogen, and oxygen. The comb-branched polymer improves the mechanical properties of the extrudate.

Claims (37)

1. A catalyst comprising a transition metal zeolite and a noble metal, wherein the catalyst is prepared by an extrusion method using a comb-branched polymer as an extrusion aid.

2. The catalyst of claim 1 wherein the transition metal zeolite is a titanium zeolite.

3. The catalyst of claim 1 wherein the transition metal zeolite is TS-1.

4. The catalyst of claim 1 wherein the comb-branched polymer comprises recurring units of an ethylenic carboxylic monomer and a polyether macromonomer.

5. The catalyst of claim 4 wherein the ethylenic carboxylic monomer is an acrylic monomer.

6. The catalyst of claim 1 wherein the noble metal is selected from the group consisting of gold, silver, platinum, palladium, iridium, ruthenium, osmium, and mixtures thereof.

7. The catalyst of claim 1 further comprising an inorganic oxide.

8. The catalyst of claim 7 wherein the inorganic oxide is a titania.

9. A method for preparing the catalyst of claim 7 , comprising

a. extruding a mixture comprising the transition metal zeolite, the noble metal, the inorganic oxide, and the comb-branched polymer to produce a polymer-containing extrudate, wherein the noble metal is supported on the inorganic oxide;

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere.

10. The method of claim 9 wherein the mixture further comprises a solvent.

11. A method for preparing the catalyst of claim 1 , comprising

a. extruding a mixture comprising the noble metal, the transition metal zeolite, and the comb-branched polymer to produce a polymer-containing extrudate; and

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere.

12. The method of claim 11 wherein the mixture further comprises a solvent.

13. The method of claim 11 wherein the noble metal is supported on the transition metal zeolite.

14. The method of claim 13 wherein the mixture further comprises a solvent.

15. A method for preparing the catalyst of claim 1 , comprising

a. extruding a mixture comprising the transition metal zeolite and the comb-branched polymer to produce a polymer-containing extrudate;

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere to produce a calcined extrudate; and

c. supporting the noble metal on the calcined extrudate.

16. The method of claim 15 wherein the mixture further comprises a solvent.

17. An epoxidation process comprising reacting an olefin, hydrogen, and oxygen in the presence of the catalyst of claim 1 .

18. The process of claim 17 wherein the olefin is propylene.

19. The process of claim 17 wherein the catalyst is in a fixed bed.

20. The process of claim 17 wherein the transition metal zeolite is TS-1.

21. The process of claim 17 wherein the catalyst is prepared by a method comprising

a. extruding a mixture comprising the noble metal, the transition metal zeolite, and the comb-branched polymer to produce a polymer-containing extrudate, wherein the noble metal is supported on the transition metal zeolite; and

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere.

22. The process of claim 17 wherein the catalyst is prepared by a method comprising

a. extruding a mixture comprising the transition metal zeolite, the noble metal, the comb-branched polymer, and an inorganic oxide to produce a polymer-containing extrudates, wherein the noble metal is supported on the inorganic oxide; and

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere.

23. The process of claim 17 wherein the catalyst is prepared by a method comprising

a. extruding a mixture comprising the transition metal zeolite and the comb-branched polymer to produce a polymer-containing extrudate;

b. calcining the polymer-containing extrudate in an oxygen-containing atmosphere to produce a calcined extrudate; and

c. supporting the noble metal on the calcined extrudate.

Assignments (19)
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 024337/0856 →
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 →
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 May 7, 2007
From: MILLENNIUM INORGANIC CHEMICALS, INC.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 019279/0731 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2006
From: KAMINSKY, MARK P.; AUGUSTINE, STEVEN M.; SHAWL, EDWARD T.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.; MILLENNIUM INORGANIC CHEMICALS, INC.
Reel/Frame 018729/0437 →