Processes for isomerizing C8 aromatic hydrocarbons

Patent metadata

Field	Value
Publication number	US-12037314-B2
Application number	US-202017631679-A
Country	US
Kind code	B2
Filing date	Aug 11, 2020
Priority date	Aug 23, 2019
Publication date	Jul 16, 2024
Grant date	Jul 16, 2024

Abstract

A liquid phase isomerization process comprising cofeeding molecular hydrogen at a feeding rate ≥100 ppm by weight can effectively convert a C8 aromatic hydrocarbon isomerization feed in the presence of an isomerization catalyst with a very low deactivation rate of the catalyst, even at high WHSV ≥5 hour −1 .

First claim

What is claimed is:

1. A process comprising:
co-feeding molecular hydrogen and a liquid phase isomerization hydrocarbon feed comprising C8 aromatic hydrocarbons into an isomerization reactor having a ZSM-5 isomerization catalyst disposed therein, wherein the co-feeding comprises feeding the molecular hydrogen at a feeding rate from 200 ppm to less than or equal to 1000 ppm by weight, based on the total weight of the isomerization hydrocarbon feed; and
contacting the molecular hydrogen and the C8 aromatic hydrocarbons with the ZSM-5 isomerization catalyst under isomerization conditions in the isomerization reactor to produce an isomerization effluent, wherein the isomerization conditions comprise a reaction pressure in the isomerization reactor from 1,700 kPa-gauge to 3,500 kPa-gauge and a reaction temperature such that the C8 aromatic hydrocarbons are substantially in a liquid phase in the isomerization reactor, and a weight hourly space velocity from 5 to 20 hour −1 .

2. The process of claim 1 , wherein the C8 aromatic hydrocarbons are substantially entirety in the liquid phase in the isomerization reactor.

3. The process of claim 1 , wherein at least a portion of the molecular hydrogen is dissolved in the liquid phase of the isomerization hydrocarbon feed before being fed into the isomerization reactor.

4. The process of claim 1 , wherein the isomerization conditions comprise the reaction temperature in the isomerization reactor of from 200 to 300° C.

5. The process of claim 4 , wherein the isomerization conditions comprise the reaction temperature in the isomerization reactor of from 240 to 300° C.

6. The process of claim 5 , wherein the isomerization conditions comprise the reaction temperature in the isomerization reactor of from 260 to 300° C., and the weight hourly space velocity of from 10 to 20 hour −1 .

7. The process of claim 1 , wherein the isomerization hydrocarbon feed comprises ethylbenzene at a concentration no greater than 20 wt %, based on the total weight of the isomerization hydrocarbon feed.

8. The process of claim 1 , wherein the isomerization hydrocarbon feed comprises p-xylene at a concentration no greater than 10 wt %.

9. The process of claim 1 , wherein the ZSM-5 isomerization catalyst is free of precious metals and comprises a silica to alumina molar ratio ranging from about 20 to about 50.

10. The process of claim 1 , wherein the ZSM-5 isomerization catalyst comprises a first metal element selected from Fe, Co, Ni, Ru, Rh, Pd, Re, Os, Ir, Pt, and combinations thereof, and optionally a second metal element selected from Sn, Zn, Ag, and combinations thereof.

11. The process of claim 1 , further comprising:
increasing the reaction temperature and/or the weight hourly space velocity without decreasing the p-xylene/xylenes weight ratio in the isomerization effluent by greater than or equal to 10%.

12. The process of claim 1 , further comprising:
increasing the reaction temperature by 20 to 30° C. and/or the weight hourly space velocity without substantially increasing xylenes loss by greater than or equal to 10%.

13. The process of claim 1 , further comprising increasing the feeding rate of the molecular hydrogen after the beginning phase of a catalyst cycle.

14. The process of claim 1 , further comprising:
increasing the reaction temperature and/or the weight hourly space velocity without decreasing the p-xylene/xylenes weight ratio in the isomerization effluent by greater than or equal to 10%.

15. The process of claim 1 , further comprising increasing the feeding rate of the molecular hydrogen after the beginning phase of a catalyst cycle.

16. The process of claim 1 , wherein the isomerization conditions the weight hourly space velocity from 7.5 to 20 hour −1 .

17. The process of claim 1 , wherein the isomerization conditions the weight hourly space velocity from 10 to 20 hour −1 .

18. The process of claim 1 , wherein the molecular hydrogen is fed into the isomerization reactor at the feeding rate of from 200 ppm to 500 ppm by weight, based on the total weight of the isomerization hydrocarbon feed.

19. The process of claim 1 , wherein the co-feeding comprises feeding the molecular hydrogen at a feeding rate of about 255 ppm.

20. A process for producing p-xylene, the process comprising:
co-feeding molecular hydrogen and a liquid phase isomerization hydrocarbon feed comprising C8 aromatic hydrocarbons into an isomerization reactor having a ZSM-5 isomerization catalyst disposed therein, wherein the co-feeding comprises feeding the molecular hydrogen at a feeding rate from 200 ppm to less than or equal to 1000 ppm by weight, based on the total weight of the isomerization hydrocarbon feed; and
contacting the molecular hydrogen and the C8 aromatic hydrocarbons with the ZSM-5 isomerization catalyst under isomerization conditions in the isomerization reactor to produce an isomerization effluent, wherein the isomerization conditions comprise a reaction pressure from 1,700 kPa-gauge to 3,500 kPa-gauge and a reaction temperature of from 200 to 300° C. such that the C8 aromatic hydrocarbons are substantially in a liquid phase in the isomerization reactor, and a weight hourly space velocity from 5 to 20 hour −1 ; the isomerization effluent comprises p-xylene at a concentration higher than the isomerization hydrocarbon feed; and
recovering at least a portion of the p-xylene from the isomerization effluent.

21. The process of claim 20 , wherein the molecular hydrogen is fed into the isomerization reactor at the feeding rate of 200 ppm to 500 ppm by weight, based on the total weight of the isomerization hydrocarbon feed.

22. The process of claim 20 , wherein the C8 aromatic hydrocarbons are substantially entirety in the liquid phase in the isomerization reactor.

23. The process of claim 22 , wherein at least 98% of the C8 aromatic hydrocarbons are in the liquid phase in the isomerization reactor.

24. The process of claim 22 , wherein at least 98% of the molecular hydrogen is dissolved in the liquid phase of the C8 aromatic hydrocarbons in the isomerization reactor.

25. The process of claim 20 , wherein the ZSM-5 isomerization catalyst comprises a first metal element selected from Fe, Co, Ni, Ru, Rh, Pd, Re, Os, Ir, Pt, and combinations thereof, and optionally a second metal element selected from Sn, Zn, Ag, and combinations thereof.

Assignees

• Exxonmobil Chemical Patents Inc
• Exxonmobil Engineering & Tech Company

Inventors

• Tinger Robert G
• Nair Hari
• Detjen Todd E
• Podsiadlo Paul
• Sparks Travis D

Classifications

• B01J29/42 Primary

  containing iron group metals, noble metals or copper · CPC title

• C07C15/08

  Xylenes · CPC title

• C07C5/2708 Primary

  with crystalline alumino-silicates, e.g. molecular sieves · CPC title