Transalkylation with reduced ring loss

Patent metadata

Field	Value
Publication number	US-11760705-B2
Application number	US-202016991523-A
Country	US
Kind code	B2
Filing date	Aug 12, 2020
Priority date	Aug 27, 2019
Publication date	Sep 19, 2023
Grant date	Sep 19, 2023

Abstract

A transalkylation process co-feeds benzene at a relatively high proportion with C9+ aromatics in a feed stream to a transalkylation reactor. At lower proportions (≤5 wt %) of benzene, ring loss is greater for benzene than toluene and ring loss is increased by increasing the proportion of benzene in the feed stream. When the benzene is co-fed in a proportion sufficiently greater than 5 weight percent of the feed stream, ring loss is unexpectedly reduced.

First claim

What is claimed is:

1. A transalkylation process comprising:
(a) supplying a molecular hydrogen stream and a first feed stream, the first feed stream comprising toluene, C9+ heavy aromatics, and optionally further comprising benzene to a transalkylation reactor comprising therein a catalyst comprising a zeolite and at least one metal, to produce a first effluent comprising C8 aromatics and having a first amount of ring loss;
(b) reducing the amount of toluene in the first feed stream and co-feeding benzene or, if benzene is present in the first feed stream, increasing the amount of benzene in the first feed stream to provide a second feed stream that incudes a greater amount of benzene than the first feed stream; and
(c) supplying the molecular hydrogen stream and the second feed stream to the transalkylation reactor to produce a second effluent comprising C8 aromatics and having a second amount of ring loss, wherein the second amount of ring loss is less than the first amount of ring loss when the first feed stream and the second feed stream are processed in the transalkylation reactor at the same transalkylation conditions of pressure, WHSV, inlet temperature, and molecular hydrogen to hydrocarbon molar ratio.

2. The transalkylation process of claim 1 , wherein a proportion of benzene in the second feed stream is in a range from 10 to 50 weight percent of the total weight of aromatics in the second feed stream.

3. The transalkylation process of claim 1 , wherein the second feed stream comprises a weight ratio of benzene to toluene of at least 1:1, based on the total weight of benzene and toluene in all hydrocarbon feeds to the transalkylation reactor.

4. The transalkylation process of claim 1 , wherein the second feed stream is essentially free of toluene.

5. The transalkylation process of claim 1 , wherein the molecular hydrogen stream comprises recycle molecular hydrogen recovered from a transalkylation effluent, and wherein transalkylation conditions in the transalkylation reactor comprise:
a weight hourly space velocity (WHSV) from 2 to 5 hour −1 ;
a molecular hydrogen to hydrocarbon molar ratio from 1.5 to 2;
a reactor inlet temperature from 350° C. to 500° C.;
a reactor inlet pressure from 2.1 to 2.5 MPa;
a recycle molecular hydrogen purity from 60 to 80 percent by volume, based on the total volume of the recycle molecular hydrogen.

6. The transalkylation process of claim 1 , wherein transalkylation conditions in the transalkylation reactor comprise a WHSV less than 4 hour −1 for a period of at least 180 days.

7. The transalkylation process of claim 1 , wherein the second feed stream to the transalkylation reactor comprises 10 weight percent or more of benzene, 65 weight percent or more of C9+ heavy aromatics, and 35 weight percent or less of toluene.

8. The transalkylation process of claim 1 , further comprising:
recovering an isomerization benzene stream from a xylene isomerization unit; and
supplying the isomerization benzene stream to the second feed stream to the transalkylation reactor, wherein the xylene isomerization unit is free of extraction, or wherein the isomerization benzene stream is recovered upstream from any extraction in the xylene isomerization unit.

9. The transalkylation process of claim 1 , further comprising:
recovering a xylene-rich stream from the transalkylation reactor;
separating molecular hydrogen from the xylene-rich stream to produce a molecular hydrogen-lean effluent;
treating the molecular hydrogen-lean effluent in a stabilization unit to simultaneously remove hydrocarbons lighter than C6 and a benzene-rich stream from the molecular hydrogen-lean effluent; and
recycling at least a portion of the benzene-rich stream to the second feed stream to the transalkylation reactor.

10. The transalkylation process of claim 1 , further comprising:
recovering a xylene-rich stream from the transalkylation reactor;
recovering molecular hydrogen from the xylene-rich stream; and
recycling the recovered molecular hydrogen or a fraction thereof to the molecular hydrogen stream to the transalkylation reactor.

11. The transalkylation process of claim 1 , further comprising:
treating an aromatics feed stream in a feed fractionation unit to recover a C9+ heavy aromatics stream and a fractionation stream enriched in benzene; and
supplying the recovered C9+ heavy aromatics stream to the first feed stream and the second feed stream to the transalkylation reactor.

12. The transalkylation process of claim 11 , further comprising supplying at least a fraction of the fractionation stream enriched in benzene to the second feed stream to the transalkylation reactor.

13. The transalkylation process of claim 11 , further comprising:
recovering a xylene-rich stream from the transalkylation reactor; and
supplying at least a fraction of the xylene-rich stream to the feed fractionation unit.

14. The transalkylation process of claim 13 , further comprising:
recovering a C8 stream from the feed fractionation unit;
recovering a paraxylene enriched product stream and a mixed xylenes stream from the CS stream;
feeding the mixed xylenes stream to a xylene isomerization unit to obtain a xylene isomerate stream;
fractionating the xylene isomerate stream to obtain an isomerization xylene stream; and
supplying the isomerization xylene stream to the feed fractionation unit.

15. The transalkylation process of claim 14 , further comprising:
recovering an isomerization benzene stream from the fractionation of the xylene isomerate stream; and
supplying the isomerization benzene stream directly to the second feed stream to the transalkylation reactor.

16. The transalkylation process of claim 14 , further comprising:
distilling the aromatics feed stream and the fraction of the xylene-rich stream in a first column in the feed fractionation unit to obtain a C8+ bottoms stream and an overhead stream enriched in toluene and/or benzene;
supplying at least a fraction of the overhead stream to at least one of the first feed stream and the second feed stream to the transalkylation reactor; and
distilling the C8+ bottoms stream and the isomerization xylene stream in a second column in the feed fractionation unit to obtain the C8 stream for paraxylene recovery, the C9+ aromatics fraction for transalkylation, and optionally a C11+ aromatics stream.

17. The transalkylation process of claim 16 , wherein the overhead stream is enriched in benzene, and the process further comprises:
supplying at least a fraction of the overhead stream to the second feed stream to the transalkylation reactor;
recovering a toluene-enriched stream as a side draw from the first column; and
supplying at least a fraction of the side draw to at least one of the first feed stream and the second feed stream to the transalkylation reactor.

18. The transalkylation process of claim 16 , wherein the overhead stream is a mixed stream of benzene and toluene, and the process further comprises:
distilling the overhead stream to obtain a fractionation benzene stream and a fractionation toluene stream.

19. The transalkylation process of claim 18 , further comprising:
supplying at least a portion of the fractionation benzene stream to at least one of the first feed stream and the second feed stream to the transalkylation reactor;
supplying at least a portion of the fractionation toluene stream to at least one of the first feed stream and the second feed stream to the transalkylation reactor; or
supplying at least a portion of the fractionati

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Podsiadlo Paul
• Andrews Jeffrey L
• Molinier Michel

Classifications

• C07C6/126 Primary

  of more than one hydrocarbon · CPC title

• C07C5/2737

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

• C07C7/04

  by distillation · CPC title

• C07C7/005

  Processes comprising at least two steps in series · CPC title

• C07C5/2732

  Catalytic processes · CPC title