IP Library Granted Patent US 8,263,801
Granted Patent B2
US 8,263,801 · App. 12/586,966 · Granted Sep 11, 2012

Process for producing allyl acetate

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Quick Facts
Patent No.
US 8,263,801
App. No.
12/586,966
Granted
Sep 11, 2012
Kind
B2
Abstract

A process for producing allyl acetate is disclosed. The process comprises reacting a feed comprising propylene, acetic acid, oxygen, and carbon dioxide in the presence of a supported palladium catalyst. The feed comprises from 2 to 6 mole percent carbon dioxide, which improves the selectivity to allyl acetate.

Claims (20)

1. A process for producing allyl acetate, comprising reacting a feed comprising propylene, acetic acid, oxygen, and carbon dioxide in the presence of a supported palladium catalyst, wherein the feed comprises from 2 to 6 mol % carbon dioxide, further wherein the concentration of the carbon dioxide in the feed is controlled at a constant concentration.

2. The process of claim 1 wherein the feed comprises from 3 to 6 mol % carbon dioxide.

3. The process of claim 1 wherein the feed comprises from 4 to 6 mol % carbon dioxide.

4. The process of claim 1 wherein the feed comprises 1 to 4 mol % water.

5. The process of claim 1 wherein the feed comprises greater than 50 mol % propylene.

6. The process of claim 1 wherein the feed comprises an inert gas selected from the group consisting of propane, argon, nitrogen, and mixtures thereof.

7. The process of claim 6 wherein the feed comprises 10 to 55 mol % inert gas.

8. The process of claim 1 wherein the feed comprises 8 to 20 mol % acetic acid.

9. The process of claim 1 wherein the feed comprises from 2 to 8 mol % of oxygen.

10. The process of claim 1 wherein the concentration of the carbon dioxide is controlled by absorption.

11. The process of claim 1 wherein the concentration of the carbon dioxide is controlled by scrubbing.

12. The process of claim 1 wherein the concentration of the carbon dioxide is controlled by purge.

13. The process of claim 1 wherein propylene has a purity of at least 90 mol %.

14. A process for producing allyl acetate, comprising reacting a feed comprising propylene, acetic acid, oxygen, and carbon dioxide in the presence of a supported palladium catalyst, wherein the feed comprises from 2 to 6 mol % carbon dioxide, further wherein the concentration of the carbon dioxide in the feed is controlled at a constant concentration, wherein the selectivity to allyl acetate is improved when compared to a process wherein less than 2 mol % carbon dioxide is presented in the feed.

15. A process for producing allyl acetate, comprising reacting a feed comprising propylene, acetic acid, oxygen, and carbon dioxide in the presence of a supported palladium catalyst, wherein the feed comprises from 2 to 6 mol % carbon dioxide, further wherein the concentration of the carbon dioxide in the feed is controlled at a constant concentration, wherein the formation of carbon dioxide is suppressed when compared to a process wherein less than 2 mol % carbon dioxide is present in the feed.

16. The process of claim 1 wherein the palladium catalyst further comprises gold, copper, silver, or mixtures thereof.

17. The process of claim 1 wherein the palladium catalyst further comprises an activator.

18. The process of claim 17 wherein the activator is selected from the group consisting of a potassium salt, a cesium salt, and combinations thereof.

19. The process of claim 1 wherein the palladium catalyst further comprises a carrier.

20. The process of claim 19 wherein the carrier is alumina, silica, titania, carbon, or a mixture thereof.

Assignments (10)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 30, 2009
From: KAHN, ANDREW P.; ROSS-MEDGAARDEN, ELIZABETH I.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 023351/0823 →