IP Library Granted Patent US 7,414,164
Granted Patent B2
US 7,414,164 · App. 11/112,502 · Granted Aug 19, 2008

Diisobutylene process

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Quick Facts
Patent No.
US 7,414,164
App. No.
11/112,502
Granted
Aug 19, 2008
Kind
B2
Abstract

This invention is a process for producing diisobutylene from isobutylene. The process comprises first forming dry sulfonic acid resin by contacting water wet sulfonic acid resin catalyst with a first reaction feed comprising isobutylene under conditions effective to produce tertiary butyl alcohol from the reaction of isobutylene and water, and then contacting the dry sulfonic acid resin with a second reaction feed comprising isobutylene under conditions effective to oligomerize isobutylene to produce diisobutylene.

Claims (17)

1. A process comprising:

(a) contacting a wet sulfonic acid resin catalyst with a first reaction feed comprising isobutylene under conditions effective to produce tertiary butyl alcohol, wherein a dry sulfonic acid resin catalyst is produced; and

(b) contacting the dry sulfonic acid resin catalyst with a second reaction feed comprising isobutylene under conditions effective to oligomerize isobutylene to produce diisobutylene.

2. The process of claim 1 wherein the wet sulfonic acid resin catalyst is contacted with the first reaction feed at a temperature of 35° C. to 100° C.

3. The process of claim 1 wherein the dry sulfonic acid resin catalyst is contacted with the second reaction feed at a temperature of 50° C. to 200° C.

4. The process of claim 1 wherein the isobutylene of the first reaction feed is produced by the dehydration of tertiary butyl alcohol.

5. The process of claim 1 wherein the isobutylene of the second reaction feed is produced by the dehydration of tertiary butyl alcohol.

6. The process of claim 1 wherein the first reaction feed additionally comprises at least 0.2 weight percent tertiary butyl alcohol.

7. The process of claim 6 wherein the first reaction feed contains 1 to 10 weight percent tertiary butyl alcohol.

8. The process of claim 1 wherein the first reaction feed additionally comprises a C 3 -C 10 alkane.

9. The process of claim 8 wherein the C 3 -C 10 alkane is isooctane.

10. The process of claim 1 wherein the second reaction feed additionally comprises at least 0.2 weight percent tertiary butyl alcohol.

11. The process of claim 10 wherein the second reaction feed contains 1 to 10 weight percent tertiary butyl alcohol.

12. The process of claim 1 wherein the second reaction feed additionally comprises a C 3 -C 10 alkane.

13. The process of claim 12 wherein the C 3 -C 10 alkane is isooctane.

14. The process of claim 1 , further comprising hydrogenating the diisobutylene in the presence of a hydrogenation catalyst to form isooctane.

15. The process of claim 14 wherein the hydrogenation catalyst is a supported nickel catalyst.

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 Apr 22, 2005
From: ZAK, THOMAS S.
To: ARCO CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 016502/0380 →