IP Library Granted Patent US 8,080,678
Granted Patent B2
US 8,080,678 · App. 12/798,297 · Granted Dec 20, 2011

Purification of propylene oxide

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Quick Facts
Patent No.
US 8,080,678
App. No.
12/798,297
Granted
Dec 20, 2011
Kind
B2
Abstract

The invention is a method of purifying propylene oxide containing 25-100 ppm aldehyde impurities. The method comprises contacting the propylene oxide in the liquid phase with an amine-functionalized ion exchange resin, and recovering a purified propylene oxide product containing 10 ppm, or less, aldehydes.

Claims (11)

1. A method of purifying propylene oxide containing 25-100 ppm aldehydes which comprises contacting the propylene oxide in the liquid phase with a benzyl amine-functionalized ion exchange resin, and recovering a purified propylene oxide product having 10 ppm, or less, aldehydes content.

2. The method of claim 1 wherein the aldehydes comprise acetaldehyde and propionaldehyde.

3. The method of claim 1 wherein the amine-functionalized ion exchange resin has a surface area in the range of 400 to 1500 m 2 /g.

4. The method of claim 1 wherein the propylene oxide is produced by the reaction of propylene and an organic hydroperoxide.

5. The method of claim 4 wherein the organic hydroperoxide is ethyl benzene hydroperoxide, t-butyl hydroperoxide, or cumene hydroperoxide.

6. The method of claim 1 wherein the propylene oxide contains 25-50 ppm aldehydes.

7. A method which comprises reacting propylene and an organic hydroperoxide to produce a crude propylene oxide effluent, distilling the crude propylene oxide effluent to produce a propylene oxide stream containing 25-100 ppm aldehydes, contacting the propylene stream in the liquid phase with a benzyl amine-functionalized ion exchange resin, and recovering a purified propylene oxide product having 10 ppm, or less, aldehydes content.

8. The method of claim 7 wherein the organic hydroperoxide is ethyl benzene hydroperoxide, t-butyl hydroperoxide, or cumene hydroperoxide.

9. The method of claim 7 wherein the aldehydes comprise acetaldehyde and propionaldehyde.

10. The method of claim 7 wherein the amine-functionalized ion exchange resin has a surface area in the range of 400 to 1500 m 2 /g.

11. The method of claim 7 wherein the propylene oxide stream contains 25-50 ppm aldehydes.

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 Apr 1, 2010
From: LI, XIANGMIN; CANDELA, LAWRENCE M.; SALISBURY, BRIAN A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 024211/0858 →