Process to produce linear pentenes and metathesis thereof

Patent metadata

Field	Value
Publication number	US-9790146-B2
Application number	US-201615224951-A
Country	US
Kind code	B2
Filing date	Aug 1, 2016
Priority date	Nov 19, 2012
Publication date	Oct 17, 2017
Grant date	Oct 17, 2017

Abstract

Mixed pentenes may be converted to propylene by feeding an alcohol, linear pentenes, and isopentenes to an etherification reactor. The alcohol and isopentenes may be reacted in the etherification reactor to convert isopentenes to tertiary amyl alkyl ether, which may be separated from the linear pentenes, recovered as a linear pentene fraction. The tertiary amyl alkyl ether may be fed to a decomposition reactor to convert at least a portion of the tertiary amyl alkyl ether to alcohol and isopentenes. The alcohol and isopentenes may then be separated to recover an isopentene fraction and an alcohol fraction. The isopentene fraction is then fed to a skeletal isomerization reactor to convert at least a portion of the isopentenes to linear pentenes, the effluent from which may be recycled to the etherification reactor. Ethylene and the linear pentene fraction may then be fed to a metathesis reactor to produce propylene.

First claim

What is claimed:

1. A system for converting mixed pentenes, including linear pentenes and isopentenes, to propylene, the system comprising
an etherification reactor for converting an alcohol and isopentenes to tertiary amyl alkyl ether;
a separator for separating the linear pentenes from the tertiary amyl alkyl ether and to recover a linear pentene fraction and a tertiary amyl alkyl ether fraction;
a decomposition reactor for converting at least a portion of the tertiary amyl alkyl ether in the tertiary amyl ether fraction to the alcohol and isopentenes;
a separator for separating the alcohol and the isopentenes produced in the decomposition reactor and to recover an isopentene fraction and an alcohol fraction;
a skeletal isomerization reactor to convert at least a portion of the isopentenes in the isopentene fraction to linear pentenes;
a flow line for recovering an effluent from the skeletal isomerization reactor comprising isopentenes and linear pentenes and recycling the effluent from the skeletal isomerization reactor to the etherification reactor;
a metathesis reactor for reacting at least a portion of the linear pentenes in the linear pentene fraction with ethylene to form propylene.

2. The system of claim 1 , further comprising a flow line for recycling at least a portion of the alcohol fraction to the etherification reactor.

3. The system of claim 1 , further comprising:
a flow line for recovering an effluent from the metathesis reactor comprising ethylene, propylene, C4 olefins, C5 olefins, and heavier hydrocarbon byproducts; and,
a separator for separating the effluent from the metathesis reactor to recover an ethylene fraction, a propylene fraction, a mixed C4/C5 fraction, and a heavies purge fraction.

4. The system of claim 3 , further comprising a flow line for recycling the ethylene fraction to the metathesis reactor.

5. The system of claim 3 , further comprising a flow line for recycling the mixed C4/C5 fraction to the metathesis reactor.

6. The system of claim 1 , wherein the etherification reactor and the separator for separating the linear pentenes are integral, as a catalytic distillation reactor system for concurrently reacting the alcohol and isopentenes and separating the linear pentenes from the tertiary amyl alkyl ether.

7. The system of claim 1 , wherein the decomposition reactor and the separator for separating the alcohol and the isopentenes are integral, as a catalytic distillation reactor system for reacting the tertiary amyl alkyl ether and separating the alcohol and the isopentenes produced.

8. A system for converting mixed pentenes to propylene, comprising:
an etherification reactor for receiving an alcohol and a hydrocarbon stream containing linear pentenes and isopentenes and for converting at least a portion of the isopentenes to tertiary amyl alkyl ether;
a decomposition reactor for converting at least a portion of the tertiary amyl alkyl ether to the alcohol and isopentenes;
a skeletal isomerization reactor to convert at least a portion of the isopentenes recovered from the decomposition reactor to linear pentenes; and
a metathesis reactor for reacting at least a portion of the linear pentenes in the linear pentene fraction with ethylene to form propylene.

9. The system of claim 8 , further comprising a separator for receiving an effluent from the etherification reactor and for separating the linear pentenes from the tertiary amyl alkyl ether to recover a linear pentene fraction and a tertiary amyl alkyl ether fraction.

10. The system of claim 8 , wherein the etherification reactor is a catalytic distillation reactor system for concurrently:
converting at least a portion of the isopentenes to tertiary amyl alkyl ether; and
separating the linear pentenes from the tertiary amyl alkyl ether to recover a linear pentene fraction and a tertiary amyl alkyl ether fraction.

11. The system of claim 8 , further comprising a separator for separating the alcohol and the isopentenes produced in the decomposition reactor to recover an isopentene fraction and an alcohol fraction.

12. The system of claim 8 , wherein the decomposition reactor is a catalytic distillation reactor system for concurrently:
converting at least a portion of the tertiary amyl alkyl ether to alcohol and isopentenes; and
separating the alcohol and the isopentenes produced in the decomposition reactor and to recover an isopentene fraction and an alcohol fraction.

13. The system of claim 8 , further comprising a flow line for recycling an effluent from the skeletal isomerization reactor comprising isopentenes and linear pentenes to the etherification reactor.

14. The system of claim 8 , further comprising a flow line for recycling at least a portion of the alcohol fraction to the etherification reactor.

15. The system of claim 8 , further comprising:
a flow line for recovering an effluent from the metathesis reactor comprising ethylene, propylene, C4 olefins, C5 olefins, and heavier hydrocarbon byproducts; and,
a separator for separating the effluent from the metathesis reactor to recover an ethylene fraction, a propylene fraction, a mixed C4/C5 fraction, and a heavies purge fraction.

16. The system of claim 15 , further comprising a flow line for recycling the ethylene fraction to the metathesis reactor.

17. The system of claim 15 , further comprising a flow line for recycling the mixed C4/C5 fraction to the metathesis reactor.

18. A system for converting mixed pentenes to propylene, comprising:
a catalytic etherification reactor for receiving an alcohol and a hydrocarbon stream containing linear pentenes and isopentenes and concurrently:
converting at least a portion of the isopentenes to tertiary amyl alkyl ether; and
separating the linear pentenes from the tertiary amyl alkyl ether to recover a linear pentene fraction and a tertiary amyl alkyl ether fraction

a catalytic distillation decomposition reactor for receiving the tertiary amyl alkyl ether fraction and concurrently:
converting at least a portion of the tertiary amyl alkyl ether to the alcohol and isopentenes; and
separating the alcohol and the isopentenes produced and to recover an isopentene fraction and an alcohol fraction;

a skeletal isomerization reactor to convert at least a portion of the isopentenes recovered from the decomposition reactor to linear pentenes; and
a metathesis reactor for reacting at least a portion of the linear pentenes in the linear pentene fraction with ethylene to form propylene.

19. The system of claim 18 , further comprising a flow line for recycling an effluent from the skeletal isomerization reactor comprising isopentenes and linear pentenes to the etherification reactor.

20. The system of claim 18 , further comprising a flow line for recycling at least a portion of the alcohol fraction to the etherification reactor.

21. The system of claim 18 , further comprising:
a flow line for recovering an effluent from the metathesis reactor comprising ethylene, propylene, C4 olefins, C5 olefins, and heavier hydrocarbon byproducts; and,
a separator for separating the effluent from the metathesis reactor to recover an ethylene fraction, a propylene fraction, a mixed C4/C5 fraction, and a heavies purge fraction.

22. The system of claim 21 , further comprising a flow line for recycling the ethylene fraction to the metathesis reactor.

23. The system of claim 21 , further comprising a flow line for recycling the mixed C4/C5 fraction to the metathe

Assignees

• Lummus Technology Inc

Inventors

• Ramachandran Bala
• Choi Sukwon

Classifications

• C07C6/04 Primary

  at a carbon-to-carbon double bond · CPC title

• C07C11/10

  with five carbon atoms · CPC title

• B01J19/245

  placed in series · CPC title

• C07C1/20

  starting from organic compounds containing only oxygen atoms as heteroatoms · CPC title

• C07C43/046

  Alkyl tert-alkyl ether, e.g. CH3OC(CH3)3 · CPC title