Systems and processes for recovery of light alkyl mono-aromatic compounds from heavy alkyl aromatic and alkyl-bridged non-condensed alkyl aromatic compounds

Patent metadata

Field	Value
Publication number	US-10294172-B2
Application number	US-201816032642-A
Country	US
Kind code	B2
Filing date	Jul 11, 2018
Priority date	Feb 16, 2017
Publication date	May 21, 2019
Grant date	May 21, 2019

Abstract

Provided here are processes and systems for conversion of alkyl-bridged non-condensed alkyl multi-aromatic compounds to alkyl mono-aromatic compounds. One system includes a hydrodearylation reactor adapted to receive a hydrogen stream and a feed stream and to produce a reactor effluent stream in presence of a catalyst. The feed stream contains one or more of heavy alkyl aromatic compounds and one or more alkyl-bridged non-condensed alkyl multi-aromatic compounds. The reactor effluent stream contains one or more alkyl mono-aromatic compounds. The system also includes a first separator fluidly coupled to the hydrodearylation reactor and adapted to receive the reactor effluent stream and to produce a hydrodearylated gas stream and a hydrodearylated liquid stream. The system also includes a second separator fluidly coupled to the first separator and adapted to receive a portion of the hydrodearylated gas stream and to produce a hydrocarbon liquid stream and a vapor stream rich in hydrogen.

First claim

What is claimed is:

1. A system for conversion of alkyl-bridged non-condensed alkyl multi-aromatic compounds to alkyl mono-aromatic compounds, the system comprising:
a hydrodearylation reactor adapted to receive a hydrogen stream and a feed stream and to produce a reactor effluent stream in presence of a catalyst, wherein the feed stream contains one or more of heavy alkyl aromatic compounds and one or more alkyl-bridged non-condensed alkyl multi-aromatic compounds having at least two benzene rings connected by an alkyl bridge group with at least two carbons and the benzene rings being connected to different carbons of the alkyl bridge group, and wherein the reactor effluent stream contains one or more alkyl mono-aromatic compounds;
a first separator fluidly coupled to the hydrodearylation reactor, the first separator adapted to receive the reactor effluent stream and to produce a hydrodearylated gas stream and a hydrodearylated liquid stream; and
a second separator fluidly coupled to the first separator, the second separator adapted to receive a portion of the hydrodearylated gas stream and to produce a hydrocarbon liquid stream and a vapor stream rich in hydrogen.

2. The system of claim 1 , wherein the hydrodearylated gas stream contains one or more of hydrogen, methane, ethane, and C 3+ hydrocarbons.

3. The system of claim 1 , wherein the hydrodearylated liquid stream contains one or more alkyl mono-aromatic compounds.

4. The system of claim 1 , wherein the hydrocarbon liquid stream contains one or more alkyl mono-aromatic compounds.

5. The system of claim 1 , wherein the vapor stream rich in hydrogen is recycled to the hydrodearylation reactor.

6. The system of claim 1 , further comprising:
a fractionator fluidly coupled to the first separator and the second separator, the fractionator adapted to receive the hydrodearylated liquid stream and the hydrocarbon liquid stream and to produce a light stream containing xylene and a heavy stream containing unreacted alkyl-bridged non-condensed alkyl multi-aromatic compounds.

7. The system of claim 6 , wherein the light stream containing xylene is supplied to a para-xylene complex to recover a stream rich in para-xylene.

8. The system of claim 6 , wherein a portion of the heavy stream is recycled to the hydrodearylation reactor.

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

10. The system of claim 9 , wherein the catalyst further includes an IUPAC Group 8-10 metal being at least one member of the group consisting of iron, cobalt, and nickel, and further includes an IUPAC Group 6 metal being at least one member of the group consisting of molybdenum and tungsten.

11. The system of claim 10 , wherein the IUPAC Group 8-10 metal is 2 to 20 percent by weight of the catalyst and the IUPAC Group 6 metal is 1 to 25 percent by weight of the catalyst.

12. The system of claim 1 , wherein the catalyst comprises nickel, molybdenum, ultrastable Y-type zeolite, and γ-alumina support.

13. The system of claim 1 , wherein an operating temperature in the hydrodearylation reactor is in a range of 200 to 450° C.

14. The system of claim 1 , wherein a hydrogen partial pressure in the hydrodearylation reactor is in a range of 5 to 50 bar gauge.

15. The system of claim 14 , wherein the hydrogen partial pressure in the hydrodearylation reactor is less than 20 bar gauge.

16. The system of claim 1 , wherein an operating temperature of the first separator is in a range of 200° C. to 400° C.

17. The system of claim 1 , wherein an operating temperature of the second separator is in a range of 40° C. to 80° C.

18. The system of claim 1 , wherein the feed stream contains C 9+ alkyl multi-aromatic compounds from a xylene rerun column of a petroleum refinery.

19. The system of claim 18 , wherein the feed stream contains C 9 to C 16 diaromatics, triaromatics, and polyaromatics.

20. The system of claim 1 , wherein the hydrogen stream comprises at least 70 mole percent of hydrogen.

Assignees

• Saudi Arabian Oil Co

Inventors

• Beadle Bruce Richard
• Ramaseshan Vinod
• Bilaus Rakan Sulaiman
• Koseoglu Omer R
• Hodgkins Robert P

Classifications

• C07C2529/16

  containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium · CPC title

• C07C4/26 Primary

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

• C07C4/24 Primary

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

• C07C15/08

  Xylenes · CPC title

• C07C15/00

  Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts · CPC title