Ionic liquid catalyst regeneration

Patent metadata

Field	Value
Publication number	US-10625252-B2
Application number	US-201816010700-A
Country	US
Kind code	B2
Filing date	Jun 18, 2018
Priority date	Jun 18, 2018
Publication date	Apr 21, 2020
Grant date	Apr 21, 2020

Abstract

Processes for regenerating ionic liquid catalyst in which reaction vessel is operated under conditions sufficient to perform, in the presence of an ionic liquid catalyst, a hydrocarbon conversion reaction and provide a reaction effluent. The reaction effluent is separated into a hydrocarbon phase and a spent ionic liquid catalyst, wherein the spent ionic liquid catalyst includes conjunct polymer. The spent ionic liquid catalyst is contacted with hydrogen in a regeneration zone at conditions sufficient to reduce an amount of conjunct polymer in the spent ionic liquid catalyst to provide a regenerated effluent. The regenerated effluent is separated into a liquid phase comprising regenerated ionic liquid catalyst and a vapor phase comprising hydrogen and hydrogen chloride. The hydrocarbon phase is separated into a plurality of liquid hydrocarbon streams. The vapor phase is isolated from the liquid hydrocarbon streams. Alkylation processes are also disclosed.

First claim

What is claimed is:

1. A process for regenerating spent ionic liquid catalyst by removing conjunct polymer from the spent ionic liquid catalyst, the process comprising:
operating a reaction vessel under conditions sufficient to perform, in the presence of an ionic liquid catalyst, a hydrocarbon conversion reaction and provide a reaction effluent;
separating the reaction effluent into a hydrocarbon phase and a spent ionic liquid catalyst, wherein the spent ionic liquid catalyst includes conjunct polymer;
contacting the spent ionic liquid catalyst with hydrogen in a regeneration zone at conditions sufficient to reduce an amount of conjunct polymer in the spent ionic liquid catalyst to provide a regenerated effluent,
separating the regenerated effluent into a liquid phase comprising regenerated ionic liquid catalyst and a vapor phase comprising hydrogen and hydrogen chloride;
separating the hydrocarbon phase into a plurality of liquid hydrocarbon streams; and,
isolating the vapor phase from the liquid hydrocarbon streams.

2. The process of claim 1 further comprising:
removing the hydrogen chloride from the vapor phase in a scrubber.

3. The process of claim 1 further comprising:
compressing a portion of the vapor phase in a single stage compressor to provide a compressed vapor phase; and,
combining the compressed vapor phase with the spent ionic liquid catalyst, wherein the compressed vapor phase does not pass through a process for HCl separation between being compressed in the single stage compressor and being combined with the spent ionic liquid catalyst.

4. The process of claim 1 wherein the hydrocarbon conversion reaction comprises an alkylation reaction.

5. The process of claim 4 wherein the plurality of liquid hydrocarbon streams comprises at least one recycle stream to the reaction vessel, and one alkylate product stream.

6. The process of claim 5 wherein the hydrocarbon phase is also separated into at least one vapor stream.

7. The process of claim 6 wherein the at least one vapor stream is combined with the at least one recycle stream.

8. The process of claim 1 , wherein the spent ionic liquid catalyst is contacted with the hydrogen in the regeneration zone in the presence of a solid regeneration catalyst.

9. The process of claim 1 , wherein the spent ionic liquid catalyst is contacted with the hydrogen in the regeneration zone in the absence of a solid regeneration catalyst.

10. A process for regenerating spent ionic liquid catalyst by removing conjunct polymer from the spent ionic liquid catalyst, the process comprising:
passing a stream of olefins to a reaction vessel in a reaction zone;
passing a stream of isoparaffins to the reaction vessel in the reaction zone;
passing a stream of ionic liquid catalyst to the reaction vessel in the reaction zone;
operating the reaction vessel under conditions sufficient to perform an alkylation reaction between the olefins and the isoparaffins and provide an effluent stream;
separating the effluent stream in a separation zone into a hydrocarbon stream and a spent ionic liquid catalyst stream, wherein the spent ionic liquid catalyst stream includes conjunct polymer;
passing a stream of the spent ionic liquid catalyst to a regeneration vessel in a regeneration zone;
reducing an amount of the conjunct polymer in the spent ionic liquid catalyst with hydrogen in a regeneration vessel to provide a regeneration effluent comprising regenerated ionic liquid catalyst;
passing a stream of the regeneration effluent to a separation vessel configured to separate the regenerated effluent into a liquid phase comprising the regenerated ionic liquid catalyst and a vent gas stream comprising hydrogen and hydrogen chloride; and,
passing a recycle stream comprising the regenerated ionic liquid catalyst to the reaction zone.

11. The process of claim 10 wherein the amount of the conjunct polymer is reduced with hydrogen in the presence of a solid regeneration catalyst.

12. The process of claim 10 wherein the amount of the conjunct polymer is reduced with hydrogen in the absence of a solid regeneration catalyst.

13. The process of claim 10 further comprising:
compressing a portion of the vent gas stream in a single stage compressor to provide a compressed vapor stream; and,
passing the compressed vapor stream to the regeneration vessel, wherein the compressed vapor phase does not pass through a process for HCl separation between being compressed in the single stage compressor and being combined with the spent ionic liquid catalyst.

14. The process of claim 10 further comprising:
venting a portion of the recycle stream before passing the regenerated ionic liquid catalyst to the reaction vessel.

15. The process of claim 10 further comprising:
removing the hydrogen chloride from the vent gas stream in a scrubber.

16. A process for regenerating spent ionic liquid catalyst by removing conjunct polymer from the spent ionic liquid catalyst, the process comprising:
passing a stream of olefins to a reaction vessel in a reaction zone;
passing a stream of isoparaffins to the reaction vessel in the reaction zone;
passing a stream of ionic liquid catalyst to the reaction vessel in the reaction zone;
operating the reaction vessel under conditions sufficient to perform an alkylation reaction between the olefins and the isoparaffins and provide an effluent stream;
separating the effluent stream in a separation zone to provide a hydrocarbon stream and a spent ionic liquid catalyst stream, wherein the spent ionic liquid catalyst stream includes spent ionic liquid catalyst and conjunct polymer;
passing the spent ionic liquid catalyst stream to a regeneration vessel in a regeneration zone;
reducing an amount of the conjunct polymer in the spent ionic liquid catalyst with hydrogen in a regeneration vessel to provide a regeneration effluent;
passing a stream of the regeneration effluent to a separation vessel configured to separate the regenerated effluent into a liquid phase comprising regenerated ionic liquid catalyst and a vent gas stream comprising hydrogen and hydrogen chloride;
separating the hydrocarbon stream in a product recovery zone into a plurality of liquid hydrocarbon streams and at least one vapor stream;
combining at least one of the liquid hydrocarbon stream and the at least one vapor stream to provide a combined recycle stream; and,
passing the combined recycle stream to the reaction vessel in the reaction zone, wherein the at least one vapor stream does not pass through a process for HCl separation between being separated in the product recovery zone and being combined with the liquid hydrocarbon stream.

17. The process of claim 16 wherein the product recovery zone comprises at least one distillation column configured to provide at least two liquid hydrocarbon streams and an overhead stream.

18. The process of claim 17 further comprising:
passing the overhead stream to an HCl Stripper configured to provide at least one of the liquid hydrocarbon streams and the at least one vapor stream.

19. The process of claim 18 further comprising, wherein the at least one liquid hydrocarbon stream from the product recovery zone is combined with the at least one vapor stream from the HCl Stripper.

20. The process of claim 17 wherein the at least two liquid hydrocarbon streams comprise an alkylate stream and an isobutane recycle stream.

Assignees

• Uop Llc

Inventors

• Carter Elizabeth
• Spinner Joel B

Classifications

• B01J31/0284

  of an aromatic ring, e.g. pyridinium · CPC title

• C07C2531/02

  containing organic compounds or metal hydrides · CPC title

• B01J38/10 Primary

  using elemental hydrogen · CPC title

• B01J31/4015

  of catalysts containing metals · CPC title

• B01J31/0298

  the ionic liquids being characterised by the counter-anions · CPC title