Methods of reducing phosphorus content in liquid hydrocarbons

Patent metadata

Field	Value
Publication number	US-10011781-B2
Application number	US-201715802773-A
Country	US
Kind code	B2
Filing date	Nov 3, 2017
Priority date	Nov 4, 2016
Publication date	Jul 3, 2018
Grant date	Jul 3, 2018

Abstract

Provided herein are methods of reducing phosphorus content of a liquid hydrocarbon. The liquid hydrocarbon may be contacted with a catalyst that includes copper (II) oxide to produce a low-phosphorus liquid hydrocarbon.

First claim

We claim:

1. A method of reducing phosphorus content, the method comprising:
contacting a liquid hydrocarbon with a catalyst comprising copper (II) oxide to produce a low-phosphorus liquid hydrocarbon,
wherein the copper (II) oxide is present in the catalyst in an amount of at least 30% by weight of the catalyst, and the liquid hydrocarbon comprises a C4-C30 alkene and a C2-C30 trialkylphosphine.

2. The method of claim 1 , wherein the C2-C30 trialkylphosphine is tributylphosphine (PBu 3 ).

3. The method of claim 1 , wherein the concentration of phosphorus in the liquid hydrocarbon is about 25 to about 100 wtppm, and the concentration of phosphorus in the low-phosphorus liquid hydrocarbon is about 0 to about 10 wtppm.

4. The method of claim 1 , wherein the concentration of phosphorus in the liquid hydrocarbon is about 30 to about 50 wtppm, and the concentration of phosphorus in the low-phosphorus liquid hydrocarbon is about 0 to about 3 wtppm.

5. The method of claim 1 , wherein the concentration of phosphorus in the liquid hydrocarbon is at least 20 times greater than the concentration of phosphorus in the low-phosphorus liquid hydrocarbon.

6. The method of claim 1 , wherein the concentration of phosphorus in the liquid hydrocarbon is at least 35 times greater than the concentration of phosphorus in the low-phosphorus liquid hydrocarbon.

7. The method of claim 1 , wherein the catalyst is disposed in a catalyst bed, and contacting the liquid hydrocarbon with the catalyst comprises passing a stream of the liquid hydrocarbon through the catalyst bed.

8. The method of claim 1 , wherein the copper (II) oxide is present in the catalyst in an amount of about 40% by weight of the catalyst.

9. The method of claim 1 , wherein the catalyst is a particulate material having an average particle diameter of about 25 μm to about 500 μm.

10. The method of claim 1 , wherein the catalyst further comprises at least one of zinc oxide and aluminum oxide.

11. The method of claim 10 , wherein the copper (II) oxide is present in the catalyst in an amount of about 30 to about 50% by weight of the catalyst, the zinc oxide is present in the catalyst in an amount of about 30 to about 50% by weight of the catalyst, and the aluminum oxide is present in the catalyst in an amount of about 10 to about 30% by weight of the catalyst.

12. The method of claim 10 , wherein the copper (II) oxide is present in the catalyst in an amount of about 40% by weight of the catalyst, the zinc oxide is present in the catalyst in an amount of 40% by weight of the catalyst, and the aluminum oxide is present in the catalyst in an amount of about 20% by weight of the catalyst.

13. The method of claim 1 , wherein the liquid hydrocarbon comprises a combination of C5 olefins and C6 olefins, wherein the combination of C5 olefins and C6 olefins is present in the liquid hydrocarbon in an amount of at least 50% by weight of the liquid hydrocarbon.

14. The method of claim 1 , further comprising producing the liquid hydrocarbon by contacting ethylene with a dimerization catalyst prior to contacting the liquid hydrocarbon and the catalyst.

15. The method of claim 14 , wherein the C 2 -C 30 trialkylphosphine is a decomposition product of the dimerization catalyst.

16. The method of claim 1 , wherein the catalyst is BASF® R3-12 copper (II) oxide catalyst.

17. The method of claim 1 , wherein the contacting of the liquid hydrocarbon and the catalyst occurs at a temperature of about 15° C. to about 250° C.

Assignees

• Lyondell Chemical Tech Lp

Inventors

• Zhang Lei
• White Daniel F

Classifications

• C07C7/1485

  oxides; hydroxides; salts (C07C7/156 takes precedence) · CPC title

• C10G2300/202

  Heteroatoms content, i.e. S, N, O, P · CPC title

• C10G2400/22

  Higher olefins · CPC title

• C10G29/16 Primary

  Metal oxides · CPC title

• C10G2300/1088

  Olefins · CPC title