Regeneration of an ionic liquid catalyst by hydrogenation using a macroporous noble metal catalyst

Patent metadata

Field	Value
Publication number	US-9956553-B2
Application number	US-201615194979-A
Country	US
Kind code	B2
Filing date	Jun 28, 2016
Priority date	Jun 28, 2016
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

The present disclosure provides a macroporous noble metal catalyst and processes employing such catalysts for the regeneration of deactivated ionic liquid catalyst containing conjunct polymer.

First claim

It is claimed:

1. A noble metal catalyst for hydro-regeneration of a deactivated ionic liquid catalyst containing a conjunct polymer, wherein the noble metal catalyst comprises a Group VIII noble metal hydrogenation component on a support having mesopores and macropores; wherein the noble metal catalyst has an average pore diameter of 27 to 1,000 nm (0.027 to 1 μm), a total pore volume of greater than 0.8 cc/g, and a macropore volume of 0.10 to 0.50 cc/g; wherein the mesopores have a diameter from 2 to 50 nm, and the macropores have a second diameter from greater than 50 to 5,000 nm.

2. The noble metal catalyst of claim 1 , wherein the noble metal catalyst has an average pore diameter of from 27 to 800 nm (0.027 to 0.8 μm).

3. The noble metal catalyst of claim 1 , wherein the noble metal catalyst has the total pore volume of from 0.85 to 1.5 cc/g.

4. The noble metal catalyst of claim 1 , wherein the Group VIII noble metal hydrogenation component is selected from Pd, Pt, and combinations thereof.

5. The noble metal catalyst of claim 1 , wherein an amount of the Group VIII noble metal hydrogenation component is in a range from 0.05 to 2.5 wt. % of a total weight of the noble metal catalyst.

6. The noble metal catalyst of claim 1 , wherein the support is alumina.

7. The noble metal catalyst of claim 1 , wherein the average pore diameter is from 28 to 800 nm.

8. The noble metal catalyst of claim 1 , wherein the noble metal catalyst has a fraction of the macropore volume to a total pore volume from 10 to 50%.

9. The noble metal catalyst of claim 1 , wherein the noble metal catalyst has a surface area from 130 to 155 m 2 /g.

10. The noble metal catalyst of claim 1 , wherein the macropores have a mean average second diameter of 100 to 1,000 nm.

11. The noble metal catalyst of claim 1 , wherein the macropores have a mean average second diameter of 200 to 5,000 nm.

12. The noble metal catalyst of claim 1 , wherein the second diameter is greater than 1,000 nm.

13. The noble metal catalyst of claim 1 , wherein the mesopores have a mean average diameter of 10 to 50 nm.

14. The noble metal catalyst of claim 1 , wherein the mesopores have a mean average diameter of 10 to 20 nm.

15. A process for hydro-regeneration of a deactivated ionic liquid catalyst containing a conjunct polymer, the process comprising:
(a) contacting the deactivated ionic liquid catalyst containing the conjunct polymer with a first noble metal catalyst under first hydrogenation conditions to form a first stream comprising conjunct polymer-depleted ionic liquid catalyst, wherein the first noble metal catalyst comprises a first Group VIII noble metal hydrogenation component on a first support having mesopores and macropores; wherein the first noble metal catalyst has an average pore diameter of 27 to 1,000 nm (0.027 to 1 μm), a total pore volume of greater than 0.80 cc/g, and a macropore volume of 0.10 to 0.50 cc/g; wherein the mesopores have a diameter from 2 to 50 nm, and the macropores have a second diameter from greater than 50 to 5,000 nm; and
(b) recovering a recovered conjunct polymer-depleted ionic liquid catalyst from the first stream.

16. The process of claim 15 , wherein the first support is alumina.

17. A process for hydro-regeneration of a deactivated ionic liquid catalyst containing a conjunct polymer, the process comprising the steps of:
(a) contacting the deactivated ionic liquid catalyst containing the conjunct polymer with a first noble metal catalyst under first hydrogenation conditions to form a first stream comprising a conjunct polymer-depleted ionic liquid catalyst having a first conjunct polymer content, wherein the first noble metal catalyst comprises a first Group VIII noble metal hydrogenation component on a first support having mesopores and macropores;
wherein the first noble metal catalyst has an average pore diameter of 27 to 1,000 nm (0.027 to 1 μm), a total pore volume of greater than 0.80 cc/g, and a macropore volume of 0.10 to 0.50 cc/g; wherein the mesopores have a diameter from 2 to 50 nm, and the macropores have a second diameter from greater than 50 to 5,000 nm;
(b) contacting at least a portion of the first stream comprising the conjunct polymer-depleted ionic liquid catalyst with a second noble metal catalyst under second hydrogenation conditions to form a second stream comprising a second conjunct polymer-depleted ionic liquid catalyst having a second conjunct polymer content, wherein the second noble metal catalyst comprises a second Group VIII noble metal hydrogenation component on a second support having second mesopores; wherein the second noble metal catalyst has a second average pore diameter of less than 20 nm (0.02 μm); and
(c) recovering a recovered conjunct polymer-depleted ionic liquid catalyst from the second stream.

18. The process of claim 15 or 17 , further comprising contacting the deactivated ionic liquid catalyst containing the conjunct polymer with a guard bed material having 10 μm (10,000 nm) or larger pores with an average pore diameter of 100 to 1,000 μm prior to step (a).

19. The process of claim 15 or 17 , further comprising recycling the recovered conjunct polymer-depleted ionic liquid catalyst to a hydrocarbon conversion process.

20. The process of claim 15 or 17 , wherein the first noble metal catalyst has an average pore diameter of from 27 to 800 nm (0.027 to 0.8 μm).

21. The process of claim 15 or 17 , wherein the first noble metal catalyst has the total pore volume of from 0.85 to 1.5 cc/g.

22. The process of claim 17 , wherein the first support, the second support, or both the first support and the second support is alumina.

23. The process of claim 15 or 17 , wherein the deactivated ionic liquid catalyst is a chloroaluminate ionic liquid catalyst.

Assignees

• Chevron Usa Inc

Inventors

• Timken Hye Kyung Cho
• Johns Jeff
• Bhaduri Rahul Shankar
• Duma Viorel
• Heyse John V

Classifications

• C07C2/58

  Catalytic processes · CPC title

• B01J23/44

  Palladium · CPC title

• B01D15/1871

  placed in series · CPC title

• B01J31/0284

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

• B01J38/48

  Liquid treating or treating in liquid phase, e.g. dissolved or suspended · CPC title