IP Library Granted Patent US 7,314,545
Granted Patent B2
US 7,314,545 · App. 10/754,952 · Granted Jan 1, 2008

Desulfurization process

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Quick Facts
Patent No.
US 7,314,545
App. No.
10/754,952
Granted
Jan 1, 2008
Kind
B2
Abstract

This invention is a method of purifying fuels containing organosulfur impurities. The fuel is oxidized with an organic hydroperoxide in the presence of an oxidation catalyst to form a sulfone product, followed by extraction of the sulfone product by solid-liquid or liquid-liquid extraction. The fuel is then contacted with a decomposition catalyst to remove the residual organic hydroperoxide from the fuel.

Claims (14)

1. A process comprising:

(a) contacting a fuel containing organosulfur impurities with an organic hydroperoxide in the presence of an oxidation catalyst to form an oxidized fuel, wherein a substantial portion of the organosulfur impurities are converted into sulfones and a residual amount of organic hydroperoxide remains in the oxidized fuel;

(b) extracting the sulfones from the oxidized fuel to form a fuel having a reduced amount of sulfones and a residual amount of organic hydroperoxide; and

(c) contacting the fuel from step (b) with a Group 4 to 11 transition metal-containing decomposition catalyst at a temperature in the range of 20 to 150° C.

2. The process of claim 1 wherein the organic hydroperoxide is tertiary butyl hydroperoxide.

3. The process of claim 1 wherein the oxidation catalyst is a titanium-containing silicon oxide catalyst.

4. The process of claim 1 wherein the sulfones are extracted by solid-liquid extraction using at least one sulfone adsorbent.

5. The process of claim 1 wherein the sulfones are extracted by liquid-liquid extraction using at least one polar solvent selected from the group consisting of a C 1 -C 4 alcohol, a C 3 -C 8 ketone, water, and mixtures thereof.

6. The process of claim 5 wherein the polar solvent is a mixture of methanol and water.

7. The process of claim 1 wherein the Group 4 to 11 transition metal-containing decomposition catalyst comprises a Group 4 to 11 transition metal and a support.

8. The process of claim 7 wherein the Group 4 to 11 transition metal is selected from the group consisting of chromium, titanium, manganese, vanadium, iron, ruthenium, cobalt, and mixtures thereof.

9. The process of claim 7 wherein the Group 4 to 11 transition metal is selected from the group consisting of chromium, titanium, iron, and mixtures thereof.

10. The process of claim 7 wherein the support is selected from the group consisting of silicas, aluminas, silica-aluminas, and carbon.

11. The process of claim 7 wherein the decomposition catalyst comprises chromium, silica, and optionally titanium.

Assignments (32)
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 →
RELEASE OF SECURITY INTEREST Recorded Jan 22, 2014
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: EQUISTAR CHEMICALS, LP
Reel/Frame 032112/0786 →
APPOINTMENT OF SUCCESSOR ADMINISTRATIVE AGENT Recorded Jan 22, 2014
From: UBS AG, STAMFORD BRANCH
To: BANK OF AMERICA, N.A.
Reel/Frame 032112/0863 →
RELEASE OF SECURITY INTEREST Recorded Jan 22, 2014
From: CITIBANK, N.A.
To: EQUISTAR CHEMICALS, LP
Reel/Frame 032113/0644 →
RELEASE OF SECURITY INTEREST Recorded Jan 22, 2014
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: EQUISTAR CHEMICALS, LP
Reel/Frame 032113/0684 →
RELEASE OF SECURITY INTEREST Recorded Jan 22, 2014
From: BANK OF AMERICA, N.A.
To: EQUISTAR CHEMICALS, LP
Reel/Frame 032113/0730 →
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 19, 2010
From: EQUISTAR CHEMICALS, LP
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 024402/0655 →
SECURITY AGREEMENT Recorded May 18, 2010
From: EQUISTAR CHEMICALS, LP
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024397/0861 →
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 7, 2010
From: EQUISTAR CHEMICALS. LP
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 024351/0001 →
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 →
SECURITY AGREEMENT Recorded May 6, 2010
From: EQUISTAR CHEMICALS, LP
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 024342/0443 →
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, L.P.; EQUISTAR CHEMICALS, LP
Reel/Frame 024337/0157 →
RELEASE OF SECURITY INTEREST Recorded May 4, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, LP; EQUISTAR CHEMICALS, LP
Reel/Frame 024329/0581 →
SECURITY AGREEMENT Recorded Oct 30, 2009
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 023438/0965 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CONVEYING AND RECEIVING PARTIES, PREVIOUSLY RECORDED ON REEL 022542 FRAME 0295. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT. Recorded May 5, 2009
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
Reel/Frame 022634/0251 →
SECURITY AGREEMENT Recorded Apr 14, 2009
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP; HOUSTON REFINING LP; BASELL USA INC.; MILLENNIUM CHEMICALS INC.; MILLENNIUM PETROCHEMICALS INC.
Reel/Frame 022542/0295 →
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 →
CORRECTIVE ASSIGNMENT TO ADD AN OMITTED ASSIGNEE. DOCUMENT PREVIOUSLY RECORDED ON REEL 015233 FRAME 0116. Recorded Feb 7, 2005
From: KARAS, LAWRENCE J.; GREY, ROGER A.; LYNCH, MICHAEL W.
To: ARCO CHEMICAL TECHNOLOGY, L.P.; EQUISTAR CHEMICALS, LP
Reel/Frame 016240/0702 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2004
From: KARAS, LAWRENCE J.; GREY, ROGER A.; LYNCH, MICHAEL W.
To: ARCO CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 015233/0116 →