Production of alkylaromatic compounds

Patent metadata

Field	Value
Publication number	US-11827593-B2
Application number	US-202017764424-A
Country	US
Kind code	B2
Filing date	Sep 16, 2020
Priority date	Oct 17, 2019
Publication date	Nov 28, 2023
Grant date	Nov 28, 2023

Abstract

A process for producing a monoalkylated benzene comprises contacting benzene with a mixture comprising dialkylated and trialkylated benzenes in the presence of a transalkylation catalyst composition under transalkylation conditions effective to convert at least part of the dialkylated and trialkylated benzene to monoalkylated benzene, wherein the catalyst composition comprises a metallosilicate zeolite comprising openings defined by 14-membered rings of tetrahedrally coordinated atoms and the transalkylation conditions include a temperature in the range of 160° C. to 220° C.

First claim

We claim:

1. A process for producing a monoalkylated benzene, the process comprising: contacting benzene with a mixture comprising dialkylated and trialkylated benzenes in the presence of a transalkylation catalyst composition under transalkylation conditions effective to convert at least part of the dial kylated and trialkylated benzenes to monoalkylated benzene, wherein the catalyst composition comprises a metallosilicate zeolite comprising openings defined by 14-membered rings of tetrahedrally coordinated atoms having the structure of ITQ-27, and the transalkylation conditions include a temperature in the range of 160 ° C. to 220 ° C., wherein the dialkylated benzenes comprise diisopropylbenzene, diethylbenzene, or both, and wherein the trialkylated benzenes comprise triisopropylbenzene, triethylbenzene, or both.

2. The process of claim 1 , wherein the 14-membered ring openings define pores communicating with the external surface of the metallosilicate zeolite.

3. A process for producing a monoalkylated benzene comprising the step of contacting benzene with a mixture comprising dialkyllated and trialkylated benzenes in the presence of a transalkylation catalyst composition under transalkylation conditions effective to convert at least part of the dialkylated and trialkylated benzenes to monoalkylated benzene, wherein the catalyst composition comprises a metallosilicate zeolite having the structure of ITQ-27.

4. The process of claim 3 , wherein the transalkylation conditions include a temperature in the range of 160 ° C. to 220 ° C.

5. The process of claim 1 , wherein the transalkylation conditions are such that the weight ratio of the conversion of trialkylated benzene to the conversion of dialkylated benzene is at least 0.28.

6. The process of claim 1 , wherein the transalkylation conditions are such that the weight ratio of the conversion of trialkylated benzene to the conversion of dialkylated benzene is in the range of 0.25 to 1.27.

7. The process of claim 1 , wherein the transalkylation conditions are such that the conversion of dialkylated benzene is at least 25% by weight.

8. The process of claim 1 , wherein the monoal.kylated benzene comprises cumene.

9. The process of claim 1 , wherein the transalkylation catalyst composition further comprises one or more binders selected from the group consisting of alumina, clay, silica, and metal oxides, wherein the zeolite/binder weight ratio in the catalyst composition is from 20/80 to about 80/20.

10. A process for producing a monoalkylated benzene, the process comprising:
(a) contacting a feedstream comprising benzene with an alkylating agent in the presence of an alkylation catalyst composition under alkylation conditions effective to convert at least part of the benzene in the feedstream to the desired monoalkylated benzene and produce an alkylation effluent comprising monoalkylated benzene, dialkylated benzene and trialkylated benzene;
(b) separating the alkylation effluent into a first fraction containing monoalkylated benzene and a second fraction containing dialkylated benzene and. trialkylated benzene;
(c) contacting at least part of the second fraction with benzene in the presence of a transalkylation catalyst composition under transalkylation conditions effective to convert at least part of the dialkylated benzene and trialkylated benzene to monoalkylated benzene and produce a transalkylation effluent, wherein the transalkylation catalyst composition comprises a metallosilicate zeolite comprising openings defined by 14-membered rings of tetrahedrally coordinated atoms having the structure of ITO-27 and the transalkylation conditions include a temperature in the range of 160 °C to 220 ° C. ; and
(d) recovering the monoalkylated benzene from the transalkylation effluent.

11. The process of claim 10 , wherein the 14-membered ring openings define pores communicating with the external surface of the metallosilicate zeolite.

12. A process for producing a monoalkylated benzene, the process comprising:
(a) contacting a feedstream comprising benzene with an alkylating agent in the presence of an alkylation catalyst composition under alkylation conditions effective to convert at least part of the benzene in the feedstream to the desired monoalkylated benzene and produce an alkylation effluent comprising monoalkylated benzene, dialkylated benzene and id alkylated benzene;
(b) separating the alkylation effluent into a first fraction containing monoalkylated benzene and a second fraction containing di alkylated benzene and trialkylated benzene;
(c) contacting at least part of the second fraction with benzene in the presence of a transalkylation catalyst composition under transalkylation conditions effective to convert at least part of the dialkylated benzene and trialkylated benzene to monoalkylated benzene and produce a transalkylation effluent, wherein the transalkylation catalyst composition comprises a metallosilicate zeolite having the structure of ITQ-27; and
(d) recovering the monoalkylated benzene from the transalkylation effluent.

13. The process of claim 12 , wherein the transalkylation conditions include a temperature in the range of 160 ° C. to 220 ° C.

14. The process of claim 10 , wherein the alkylation catalyst composition comprises a zeolite selected from the group consisting of beta, faujasite, mordenite and a zeolite of the MCM-22 family.

15. The process of claim 10 , wherein the transalkylation conditions are such that the weight ratio of the conversion of trialkylated benzene to the conversion of dialkylated benzene is at least 0.25.

16. The process of claim 10 , wherein the transalkylation conditions are such that the weight ratio of the conversion of trialkylated benzene to the conversion of dial kylated benzene is in the range of 0.25 to 1.27.

17. The process of claim 10 , wherein the transalkylation conditions are such that the conversion of dialkylated benzene is at least 25% by weight.

18. The process of claim 10 , wherein the transalkylation catalyst composition further comprises one or more binders selected from the group consisting of alumina, clay, silica, and metal oxides, wherein the zeolite/binder weight ratio in the catalyst composition is from 20/80 to about 80/20.

19. The process of claim 10 , wherein the alkylation effluent further comprises unreacted benzene and the process further comprises:
(e) separating the unreacted benzene from the alkylation effluent and recycling at least part of the unreacted benzene to the contacting (a), the contacting (c), or both.

20. The process of claim 10 , wherein the transalkylation effluent further comprises unreacted benzene and the process further comprises:
(f) separating the unreacted benzene from the transalkylation effluent and recycling at least part of the unreacted benzene to the contacting (a), the contacting (c), or both.

21. The process of claim 10 , wherein the feedstream further comprises impurities and the process further comprises:
(g) contacting the feedstream with an absorbent under conditions effective to remove at least part of the impurities, wherein the impurities comprise compounds having at least one of the following elements: nitrogen, halogens, oxygen, sulfur, arsenic, selenium, tellurium, phosphorus, and Group 1 through Group 12 metals.

Assignees

• Exxonmobil Chemical Patents Inc
• Exxonmobil Chemicals Patents Inc

Inventors

• Peters Aaron W
• Knaeble William J
• Burton Allen W
• Johnson Ivy D
• Oliveri Christopher G
• Britto Reuben

Classifications

• C07C6/126 Primary

  of more than one hydrocarbon · CPC title

• B01J29/7038 Primary

  MWW-type, e.g. MCM-22, ERB-1, ITQ-1, PSH-3 or SSZ-25 · CPC title

• C07C2529/70

  of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65 · CPC title

• Y02P20/52

  using catalysts, e.g. selective catalysts · CPC title