IP Library Granted Patent US 7,256,149
Granted Patent B2
US 7,256,149 · App. 10/785,455 · Granted Aug 14, 2007

Catalyst regeneration process

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Quick Facts
Patent No.
US 7,256,149
App. No.
10/785,455
Granted
Aug 14, 2007
Kind
B2
Abstract

Used noble metal-containing titanium zeolite catalysts, that have been employed in the liquid-phase epoxidation of olefins with hydrogen and oxygen in the presence of a buffer, are regenerated by heating the used catalyst at a temperature of at least 250° C. in the presence of a oxygen-containing gas stream, followed by reduction at a temperature of at least 20° C. in the presence of a hydrogen-containing gas stream to form a reactivated catalyst.

Claims (25)

1. A method of regenerating a used noble metal-containing titanium zeolite catalyst comprising the steps of:

(a) heating the used catalyst at a temperature of at least 250° C. in the presence of a gas stream comprised of oxygen to obtain a heated product; and

(b) reducing the heated product at a temperature of at least 20° C. in the presence of a gas stream comprised of hydrogen to form a reactivated catalyst;

wherein the noble metal-containing titanium zeolite catalyst was used to catalyze the epoxidation of an olefin with hydrogen and oxygen in the presence of at least one reaction solvent and at least one buffer.

2. The method of claim 1 which comprises washing the used noble metal-containing titanium zeolite catalyst with a wash solvent prior to step (a).

3. The method of claim 2 wherein the wash solvent is selected from the group consisting of water, aliphatic alcohols, and mixtures thereof.

4. The method of claim 1 wherein the used catalyst is heated at a temperature greater than about 300° C.

5. The method of claim 1 wherein the gas stream comprised of oxygen is air.

6. The method of claim 1 wherein reduction step (b) is performed at a temperature of at least 30° C.

7. The method of claim 1 wherein the used noble metal-containing titanium zeolite catalyst comprises titanium silicalite and palladium.

8. The method of claim 1 wherein the used noble metal-containing titanium zeolite catalyst comprises titanium silicalite, palladium, and one or more metals selected from the group consisting of gold and platinum.

9. The method of claim 1 wherein the used noble metal-containing titanium zeolite catalyst comprises a palladium-containing titanium zeolite and a palladium-free titanium zeolite.

10. The method of claim 1 which comprises heating the used catalyst at a temperature of at least 250° C. in the absence of oxygen prior to step (a).

11. The method of claim 1 wherein the reaction solvent is selected from the group consisting of water, C 1 -C 4 alcohols, supercritical CO 2 , and mixtures thereof.

12. The method of claim 1 wherein the buffer comprises an anion and a cation, wherein the anion is selected from the group consisting of phosphate, carbonate, bicarbonate, carboxylate, citrate, borate, hydroxide, silicate, aluminosilicate, and mixtures thereof, and the cation is selected from the group consisting of ammonium, alkylammonium, alkali metal, alkaline earth metal, and mixtures thereof.

13. A method of regenerating a used noble metal-containing titanium zeolite catalyst comprising the steps of:

(a) washing the used catalyst with a wash solvent;

(b) heating the washed catalyst at a temperature of at least 300° C. in the presence of a gas stream comprised of oxygen to obtain a heated product; and

(c) reducing the heated product of step (b) at a temperature of at least 30° C. in the presence of a gas stream comprised of hydrogen to form a reactivated catalyst;

wherein the used noble metal-containing titanium zeolite catalyst was used to catalyze the epoxidation of an olefin with hydrogen and oxygen in the presence of at least one reaction solvent and at least one buffer.

14. The method of claim 13 wherein the wash solvent is selected from the group consisting of water, aliphatic alcohols, and mixtures thereof.

15. The method of claim 13 which comprises heating the washed catalyst at a temperature of at least 300° C. in the absence of oxygen prior to step (b).

16. The method of claim 13 wherein the used noble metal-containing titanium zeolite catalyst comprises titanium silicalite and palladium.

17. The method of claim 13 wherein the used noble metal-containing titanium zeolite catalyst comprises titanium silicalite, palladium, and one or more metals selected from the group consisting of gold and platinum.

18. The method of claim 13 wherein the used noble metal-containing titanium zeolite catalyst comprises a palladium-containing titanium zeolite and a palladium-free titanium zeolite.

Assignments (21)
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 →
RELEASE OF LYONDELL CHEMICAL TECHNOLOGY, L.P. PATENT SECURITY AGREEMENT Recorded Mar 20, 2008
From: JPMORGAN CHASE BANK, N.A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 020679/0063 →
SECURITY AGREEMENT Recorded Sep 15, 2006
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: JPMORGAN CHASE BANK N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 018260/0306 →
CHANGE OF NAME Recorded Jun 27, 2005
From: ARCO CHEMICAL TECHNOLOGY, L.P.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 016206/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2004
From: GREY, ROGER A.; KAMINSKY, MARK P.
To: ARCO CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 015019/0698 →