IP Library Granted Patent US 7,687,647
Granted Patent B2
US 7,687,647 · App. 12/157,110 · Granted Mar 30, 2010

Propylene oxide process

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Quick Facts
Patent No.
US 7,687,647
App. No.
12/157,110
Granted
Mar 30, 2010
Kind
B2
Abstract

A process for making propylene oxide from propylene is disclosed. The process comprises reacting propylene, oxygen, and hydrogen in the presence of a catalyst, a solvent, and a buffer to produce a reaction mixture comprising propylene oxide. Separation of light components from the reaction mixture gives a heavy residue comprising the buffer. The buffer is precipitated from the heavy residue by a precipitating agent.

Claims (19)

1. A process for producing propylene oxide comprising

(a) reading propylene, oxygen, and hydrogen in the presence of a catalyst, a solvent, and a buffer to produce a reaction mixture comprising propylene oxide;

(b) separating light components from the reaction mixture to produce a heavy residue comprising the buffer;

(c) adding a precipitating agent in the heavy residue to form a mixture of buffer precipitates and a mother liquor; and

(d) separating the buffer precipitates from the mother liquor;

wherein the step (c) is operated at a temperature in the range of −10 to 25° C.

2. The process of claim 1 wherein the buffer precipitates are recycled to the reaction step.

3. The process of claim 1 further comprising separating the precipitating agent from the mother liquor and recycling the separated precipitating agent to step (c).

4. The process of claim 1 wherein step (b) comprises a distillation step to recover the solvent and an evaporation step to concentrate the heavy residue.

5. The process of claim 4 wherein the evaporation is performed by a multi-effect evaporator.

6. The process of claim 1 wherein the buffer precipitates are separated from the mother liquor by filtration.

7. The process of claim 1 wherein the buffer has a solubility of less than 0.1 g per 100 g in the precipitating agent.

8. The process of claim 1 wherein the buffer has a solubility of less than 0.01 g per 100 g in the precipitating agent.

9. The process of claim 1 wherein the buffer comprises an ammonium ion and a phosphate ion in a molar ratio of from 1:1 to 3:1.

10. The process of claim 1 wherein the precipitating agent is selected from the group consisting of propylene oxide, methanol, acetone, and mixtures thereof.

11. The process of claim 1 wherein the precipitating agent is methanol.

12. The process of claim 1 wherein step (c) is operated at a temperature in the range of 0 to 10° C.

13. The process of claim 1 wherein the catalyst comprises a transition metal zeolite and a noble metal.

14. The process of claim 1 wherein the solvent is selected from the group consisting of methanol, water, and mixtures thereof.

Assignments (13)
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, 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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2008
From: CHANG, TE
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 021111/0678 →