Processes and systems for producing one or more of benzene, toluene, or mixed xylenes

Patent metadata

Field	Value
Publication number	US-11370973-B2
Application number	US-202016925851-A
Country	US
Kind code	B2
Filing date	Jul 10, 2020
Priority date	Jul 10, 2020
Publication date	Jun 28, 2022
Grant date	Jun 28, 2022

Abstract

A process for producing one or more of benzene, toluene, or mixed xylenes may include combining one or more aromatic feed chemicals, one or more aromatic-based polymers, hydrodearylation catalyst, and hydrogen in a hydrodearylation unit to form a chemical product. The process may also include passing the chemical product out of the hydrodearylation unit, where the chemical product comprises one or more of benzene, toluene, and mixed xylenes. Additionally, a system for producing one or more of benzene, toluene, or mixed xylenes may include a mixing unit and a hydrodearylation unit. An aromatic feed stream and an aromatic-based polymer stream may be in fluid communication with a mixing unit. A mixing unit effluent stream may be in fluid communication between the mixing unit and the hydrodearylation unit. A chemical product stream may be in fluid communication with the hydrodearylation unit.

First claim

What is claimed is:

1. A process for the production of one or more of benzene, toluene, or mixed xylenes, the process comprising:
providing an aromatic feed chemical stream comprising one or more aromatic feed chemicals;
mixing at least a portion of the aromatic feed chemical stream with one or more aromatic-based polymers in a mixing unit comprising a mixing vessel and a mixer, wherein:
the one or more aromatic feed chemicals are chosen from one or more of C 9+ alkyl aromatics or alkyl-bridged non-condensed alkyl multi-aromatic compounds,
the alkyl-bridged non-condensed alkyl multi-aromatic compounds include at least two benzene rings connected by an alkyl bridge group having at least two carbons,
the benzene rings are connected to different carbons of the alkyl bridge group,
the one or more aromatic feed chemicals are liquid,
the one or more aromatic-based polymers are solids,
the aromatic feed chemical stream comprises less than 1 weight percent BTX, and
the mixing causes at least a portion of the aromatic-based polymers to dissolve into the one or more aromatic feed chemicals to produce a mixing unit effluent stream;

passing the mixing unit effluent stream to a hydrodearylation unit downstream of the mixing unit;
combining the mixing unit effluent stream with a hydrodearylation catalyst and hydrogen in the hydrodearylation unit, where the combining produces a chemical product; and
passing the chemical product out of the hydrodearylation unit, wherein the chemical product comprises one or more of benzene, toluene, and mixed xylenes.

2. The process of claim 1 , wherein the mixing unit operates at a temperature of less than or equal to 300° C. and a pressure of from 1 bar to 200 bars.

3. The process of claim 1 , wherein the weight ratio of the one or more aromatic-based polymers to the one or more aromatic feed chemicals is at least 1:1000 and less than or equal to 1:1.

4. The process of claim 1 , wherein the amount of aromatic-based polymer mixed with the aromatic feed chemicals is at least 90% of the amount of aromatic-based polymer needed to achieve maximum saturation.

5. The process of claim 1 , wherein the aromatic-based polymer comprises one or more of polystyrene, polyphenylenes, poly(p-xylenes), poly(phenylenevinylenes), polybenzyls, or combinations thereof.

6. The process of claim 1 , wherein the aromatic-based polymer comprises polystyrene.

7. The process of claim 1 , wherein the hydrodearylation catalyst is positioned as a fixed bed in the hydrodearylation unit.

8. The process of claim 1 , wherein the hydrodearylation catalyst comprises:
a support comprised of one or more of silica, alumina, titania and combinations thereof;
an acidic component comprised of one or more of amorphous silica-alumina, zeolite, and combinations thereof;
an IUPAC Group 8-10 metal comprised of one or more of iron, cobalt, and nickel, and combinations thereof; and
an IUPAC Group 6 metal comprising one or more of molybdenum and tungsten, and combinations thereof.

9. The process of claim 8 , wherein:
the IUPAC Group 8-10 metal comprises 2 to 20 percent be weight of the catalyst; and
the IUPAC Group 6 metal comprises 1 to 25 percent by weight of the catalyst.

10. The process of claim 1 , wherein the hydrodearylation unit is operated at a temperature of from 200° C. to 450° C.

11. The process of claim 1 , further comprising passing the chemical product to a downstream para-xylene recovery system.

12. The process of claim 1 , wherein the one or more aromatic feed chemicals are products of an aromatics complex.

13. The process of claim 1 , wherein the one or more aromatic feed chemicals comprise C 11 + alkyl aromatic compounds.

14. The process of claim 13 , wherein the one or more aromatic feed chemicals are a heavy fraction of a feed stream comprising C 9 + alkyl aromatics.

15. The process of claim 1 , further comprising:
passing a first portion of the aromatic feed chemical stream to the mixing unit; and
passing a second portion of the aromatic feed chemical stream to a separation unit.

16. The process of claim 1 , further comprising:
separating crude oil in an atmospheric distillation unit to produce naphtha;
passing the naphtha to a hydrotreating unit operable to hydrotreat the naphtha to produce hydrotreated naphtha;
passing the hydrotreated naphtha to a naphtha reforming unit operable to reform the hydrotreated naphtha to produce a reformate; and
passing the reformate to an aromatic complex operable to separate the reformate to produce one or more C9− aromatics, a gasoline pool stream, and the aromatic feed chemical stream comprising the one or more aromatic feed chemicals.

17. The process of claim 16 , further comprising passing the aromatic feed chemical stream to the mixing unit.

18. The process of claim 1 , further comprising:
separating recycled aromatic feed chemicals from the chemical product; and
combining the recycled aromatic feed chemicals with the one or more aromatic feed chemicals upstream of the hydrodearylation unit to form a combined aromatic chemical feed.

19. A process for the production of one or more of benzene, toluene, or mixed xylenes, the process comprising:
providing an aromatic feed chemical stream comprising one or more aromatic feed chemicals;
passing a first portion of the aromatic feed chemical stream to a first mixing unit;
passing a second portion of the aromatic feed chemical stream to a separation unit;
mixing the first portion of the aromatic feed chemical stream and one or more aromatic-based polymers in the first mixing unit comprising a mixing vessel and a mixer, wherein:
the one or more aromatic feed chemicals are chosen from one or more of C 9 + alkyl aromatics or alkyl-bridged non-condensed alkyl multi-aromatic compounds,
the alkyl-bridged non-condensed alkyl multi-aromatic compounds include at least two benzene rings connected by an alkyl bridge group having at least two carbons,
the benzene rings are connected to different carbons of the alkyl bridge group,
the one or more aromatic feed chemicals are liquid,
the one or more aromatic-based polymers are solids, and
the mixing causes at least a portion of the aromatic-based polymers to dissolve into the one or more aromatic feed chemicals to produce a first mixing unit effluent stream;

passing the first mixing unit effluent stream to a hydrodearylation unit downstream of the mixing unit;
combining the first mixing unit effluent stream with a hydrodearylation catalyst and hydrogen in the hydrodearylation unit, where the combining produces a chemical product; and
passing the chemical product out of the hydrodearylation unit, wherein the chemical product comprises one or more of benzene, toluene, and mixed xylenes.

20. The process of claim 19 , further comprising:
separating the second portion of the aromatic feed chemical stream to produce a light aromatic chemical stream and a heavy aromatic chemical stream;
passing the heavy aromatic chemical stream to a second mixing unit;
mixing the heavy aromatic chemical stream with the one or more aromatic-based polymers in the second mixing unit to produce a second mixing unit effluent; and
passing the second mixing unit effluent to the hydrodearylation unit.

Assignees

• Saudi Arabian Oil Co

Inventors

• Koseoglu Omer Refa
• Hodgkins Robert Peter
• Adam Frederick M

Classifications

• C07C4/26

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

• C10G2400/30

  Aromatics · CPC title

• C10G2300/308

  Gravity, density, e.g. API · CPC title

• C10G2300/1096

  Aromatics or polyaromatics · CPC title

• C10G2300/4018

  Spatial velocity, e.g. LHSV, WHSV · CPC title