Integrated methods and systems of hydrodearylation and hydrodealkylation of heavy aromatics to produce benzene, toluene, and xylenes

Patent metadata

Field	Value
Publication number	US-11066609-B2
Application number	US-201916672254-A
Country	US
Kind code	B2
Filing date	Nov 1, 2019
Priority date	Nov 1, 2019
Publication date	Jul 20, 2021
Grant date	Jul 20, 2021

Abstract

Provided here are systems and methods that integrate a hydrodearylation process and a hydrodealkylation process into an aromatic recovery complex. Various other embodiments may be disclosed and claimed.

First claim

That claimed is:

1. A process for production of benzene, toluene, and xylenes, the process comprising the steps of:
supplying a hydrogen stream and a feed stream containing one or more of heavy alkyl aromatic compounds and alkyl-bridged non-condensed alkyl multi-aromatic compounds from an aromatic complex to a hydrodearylation reactor operating in a temperature range of about 200° C. to about 450° C. to react in the presence of a catalyst under specific reaction conditions to yield a hydrodearylated stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, xylenes, and C 9+ compounds;
supplying the hydrodearylated stream to a first separation unit to produce a bottom separated stream containing C 9 + compounds and a top separated stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, and xylenes;
supplying a hydrogen stream and the bottom separated stream containing C 9 + compounds to a hydrodealkylation reactor operating in a temperature range of about 500° C. to about 900° C. to produce a hydrodealkylated stream containing H 2 , C 1 to C 4 gases, benzene, toluene, xylenes, and C 9 + compounds; and
supplying the hydrodealkylated stream to a second separation unit to produce a bottom product stream containing unconverted C 9 + compounds and a top product stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, and xylenes.

2. The process of claim 1 , wherein the hydrodealkylation reactor is a non-catalytic thermal hydrodealkylation reactor.

3. The process of claim 1 , wherein the top product stream is supplied to an aromatic fractionation unit to produce a benzene-rich stream, a toluene-rich stream, and a xylene-rich stream.

4. The process of claim 1 , wherein a sulfur-containing compound stream is supplied to the hydrodealkylation reactor.

5. The process of claim 1 , wherein a steam stream is supplied to the hydrodealkylation reactor.

6. The process of claim 1 , wherein the bottom product stream is recycled to the hydrodealkylation reactor.

7. The process of claim 1 , wherein the bottom product stream is recycled to the hydrodearylation reactor.

8. The process of claim 1 , wherein the feed stream is from a xylene rerun column of an aromatic recovery process.

9. The process of claim 1 , wherein the catalyst includes a support being at least one member of the group consisting of silica, alumina, titania, and combinations thereof, and further includes an acidic component being at least one member of the group consisting of amorphous silica-alumina, alumina, zeolite, and combinations thereof.

10. The process of claim 1 , wherein conditions in the hydrodearylation reactor include an operating pressure in the range of about 5 bar gauge to 80 bar gauge.

11. The process of claim 1 , wherein a volumetric ratio of hydrogen to the hydrocarbon components in the hydrodearylation reactor ranges from 50 to 2500 Nm 3 /m 3 .

12. The process of claim 1 , wherein conditions in the hydrodealkylation reactor include an operating hydrogen partial pressure in the range of about 5 bar gauge to 100 bar gauge.

13. The process of claim 1 , wherein a molar ratio of hydrogen to the hydrocarbon components in the hydrodealkylation reactor ranges from 1 to 20.

14. A process for production of benzene, toluene, and xylenes, the process comprising the steps of:
supplying a hydrogen stream and a feed stream containing one or more of heavy alkyl aromatic compounds and alkyl-bridged non-condensed alkyl multi-aromatic compounds from a xylene rerun column of an aromatic recovery process to a hydrodealkylation reactor operating in a temperature range of about 500° C. to about 900° C. to react under specific reaction conditions to yield a hydrodealkylated stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, xylenes, and C 9 + compounds; and
supplying the hydrodealkylated stream to a separation unit to produce a bottom product stream containing unconverted C 9 + compounds and a top product stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, and xylenes.

15. The process of claim 14 , wherein the hydrodealkylation reactor is a non-catalytic thermal hydrodealkylation reactor.

16. The process of claim 14 , wherein the top product stream is supplied to an aromatic fractionation unit to produce a benzene-rich stream, a toluene-rich stream, and a xylene-rich stream.

17. The process of claim 14 , wherein a sulfur-containing compound stream is supplied to the hydrodealkylation reactor.

18. The process of claim 14 , wherein a steam stream is supplied to the hydrodealkylation reactor.

19. The process of claim 14 , wherein the bottom product stream is recycled to an outlet of the aromatic complex.

20. The process of claim 14 , wherein conditions in the hydrodealkylation reactor include an operating hydrogen partial pressure in the range of about 5 bar gauge to 100 bar gauge.

21. The process of claim 14 , wherein a molar ratio of hydrogen to the hydrocarbon components in the hydrodealkylation reactor ranges from 1 to 20.

22. A process for production of benzene, toluene, and xylenes, the process comprising the steps of:
supplying a hydrogen stream and a feed stream containing one or more of heavy alkyl aromatic compounds and alkyl-bridged non-condensed alkyl multi-aromatic compounds from an aromatic complex to a hydrodearylation reactor operating in a temperature range of about 200° C. to about 450° C. to react in the presence of a catalyst under specific reaction conditions to yield a hydrodearylated stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, xylenes, and C 9 + compounds;
supplying the hydrodearylated stream containing C 9 + compounds to a hydrodealkylation reactor operating in a temperature range of about 500° C. to about 900° C. to produce a hydrodealkylated stream containing H 2 , C 1 to C 4 gases, benzene, toluene, xylenes, and C 9 + compounds; and
supplying the hydrodealkylated stream to a separation unit to produce a bottom product stream containing unconverted C 9 + compounds and a top product stream containing hydrogen, C 1 to C 4 gases, benzene, toluene, and xylenes.

23. The process of claim 22 , further comprising the step of supplying a hydrogen stream to the hydrodealkylation reactor.

24. The process of claim 22 , wherein the feed stream is from a xylene rerun column of an aromatic recovery process.

25. The process of claim 22 , wherein conditions in the hydrodearylation reactor include an operating pressure in the range of about 5 bar gauge to 80 bar gauge.

26. The process of claim 22 , wherein conditions in the hydrodealkylation reactor include an operating hydrogen partial pressure in the range of about 5 bar gauge to 100 bar gauge.

27. The process of claim 22 , wherein the catalyst includes a support being at least one member of the group consisting of silica, alumina, titania, and combinations thereof, and further includes an acidic component being at least one member of the group consisting of amorphous silica-alumina, alumina, zeolite, and combinations thereof.

Assignees

• Saudi Arabian Oil Co

Inventors

• Koseoglu Omer Refa
• Hodgkins Robert Peter

Classifications

• C10G67/02 Primary

  plural serial stages only · CPC title

• C07C4/26

  by splitting polyaryl compounds at a bond between uncondensed six-membered aromatic rings, e.g. biphenyl to benzene · CPC title

• C07C4/24

  by splitting polyarylsubstituted aliphatic compounds at an aliphatic-aliphatic bond, e.g. 1,4-diphenylbutane to styrene · CPC title

• C10G2400/30

  Aromatics · CPC title

• B01J8/0492

  Feeding reactive fluids (for solid material, see B01J8/0015) · CPC title