IP Library › Granted Patent US 10,029,958
Granted Patent B2
US 10,029,958 · App. 15/326,887 · Granted Jul 24, 2018

Method for the production of paraxylene, comprising two simulated moving bed separation and two isomerization units, one being in the gas phase

Inventors: Heloise Dreux (Lyons, FR); Philibert Leflaive (Mions, FR); Damien Leinekugel Le Cocq (Oullins, FR)
Assignee: IFP Energies nouvelles
C07C5/2737C07C5/2775C07C2529/40C07C2529/74
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Quick Facts
Patent No.
US 10,029,958
App. No.
15/326,887
Granted
Jul 24, 2018
Kind
B2
Abstract

The present invention describes a process for the production of high-purity paraxylene from a xylenes cut containing xylenes and ethylbenzene, a process using two simulated moving bed separation units and two isomerization units.

Claims (57)

1. A process for producing high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds, a which process is performed in an apparatus that contains two simulated moving bed separation units (SMB-1 and SMB-2), and two isomerization units (ISOM-1 and ISOM-2), wherein ISOM-1 operates in liquid phase and ISOM-2 operates in gas phase, said process consisting of the following series of stages:

sending a feedstock (2) comprising metaxylene, paraxylene, orthoxylene, ethylbenzene, and C9+ compounds to a distillation column (S-1) from where a mixture (3) is drawn off at a top comprising a major part of the metaxylene, paraxylene, and ethylbenzene, and at least a part of the orthoxylene, and a flow (4) of C9-C10 hydrocarbons and the remaining part of the orthoxylene is drawn off at a bottom,

carrying out a first separation of the mixture from the top (3) in the separation unit (SMB-1) comprising at least one adsorber containing a plurality of interconnected beds and operating in a closed loop, said unit comprising at least four zones delimited by injections of the mixture (3) and a first desorbent (10), resulting from a mixture of flows (9) and (7), and draw-offs of a first extract (5) enriched with paraxylene and a first raffinate (8) depleted of paraxylene,

carrying out a second separation of a first isomerate (12) originating from the isomerization unit (ISOM-1) in the separation unit (SMB-2), said separation unit (SMB-2) being constituted by at least one adsorber containing a plurality of interconnected beds and operating optionally in a closed loop, and said unit comprising at least four zones delimited by injections of the first isomerate (12) and of a second desorbent (18), resulting from a mixture of flows (17) and (15), and draw-offs of a second extract (13) enriched with paraxylene and a second raffinate (16) depleted of paraxylene,

distilling the first extract (5) originating from the separation unit (SMB-1) in a distillation column (EXT-1) to recover a flow (6) enriched with paraxylene, and a flow (7) which is sent as desorbent (10) to the separation unit (SMB-1),

distilling the second extract (13) originating from the separation unit (SMB-2) in a distillation column (EXT-2) to recover a flow (14) enriched with paraxylene, and a flow (15) which is sent as desorbent (18) to the separation unit (SMB-2),

distilling the raffinate (16) originating from the separation unit (SMB-2) in a distillation column (RAF-2) to produce a flow (19) which is supplied to the isomerization unit (ISOM-2), and a flow (17) which is sent as desorbent (18) to the separation unit (SMB-2)

distilling the raffinate (8) originating from the separation unit (SMB-1) in a distillation column (RAF-1) to produce a flow (11) which is supplied to the isomerization unit (ISOM-1), and a flow (9) which is sent as desorbent (10) to the separation unit (SMB-1)

supplying the isomerization unit (ISOM-1) with flow (11) to obtain the first isomerate (12),

supplying the second isomerization unit (ISOM-2) with flow (19) to obtain a second isomerate (20), which is recycled to the inlet of the distillation column (S-1), said isomerization unit (ISOM-2) operating in gas phase and under the following conditions:

a temperature greater than 300° C.,

a pressure less than 4.0 MPa,

an hourly space velocity less than 10 h −1 ,

a hydrogen to hydrocarbon molar ratio less than 10, and

in the presence of a catalyst in said isomerization unit (ISOM-2) comprising at least one zeolite having channels the opening of which is defined by a ring with 10 to 12 oxygen atoms (denoted 10 MR or 12 MR), and at least one group VIII metal at a content between 0.1 and 0.3% by weight, inclusive.

2. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the isomerization unit (ISOM-1) operates in liquid phase under the following conditions:

a temperature less than 300° C.,

a pressure less than 4 MPa,

an hourly space velocity less than 10 h −1 ,

in the presence of a catalyst comprising at least one zeolite having channels the opening of which is defined by a ring with 10 or 12 oxygen atoms (denoted 10 MR or 12 MR).

3. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the catalyst for the gas-phase isomerization unit (ISOM-2) contains a zeolite of EUO or MOR structure type and platinum.

4. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the separation unit (SMB-1) contains PDEB as desorbent.

5. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the separation unit (SMB-2) contains toluene as desorbent.

6. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the separation units (SMB-1) and (SMB-2) each contain from 6 to 24 beds, distributed over one or more adsorbers, the number of beds being adjusted so that each bed optionally has a height between 0.70 m and 1.40 m.

7. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the distribution of the quantity of solid adsorbent in the separation units (SMB-1) and (SMB-2) is as follows:

the quantity of solid adsorbent in a zone 1 is 17%±5%,

the quantity of solid adsorbent in a zone 2 is 42%±5%,

the quantity of solid adsorbent in a zone 3 is 25%±5%,

the quantity of solid adsorbent in a zone 4 is 17%±5%,

wherein the zones are as follows:

zone 1 is between the injection of the desorbent and the draw-off of the extract,

zone 2 is between the draw-off of the extract and the injection of the feedstock,

zone 3 is between the injection of the feedstock and the draw-off of the raffinate,

zone 4 is between the draw-off of the raffinate and the injection of the desorbent.

8. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which, for the separation unit (SMB-1), a ratio by volume of desorbent to feedstock is at least 1.7/1.

9. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which, for the separation unit (SMB-2), a ratio by volume of desorbent to feedstock is at least 1.7/1.

10. The process for the production of high-purity paraxylene from a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , which is a process based on debottlenecking of an existing separation unit, constituted by two adsorbers used in series, as follows:

the last bed of the first adsorber is connected to the first bed of the first adsorber via a line containing at least one recirculation pump, this first adsorber acting as a separation unit (SMB-1), and

the last bed of the second adsorber is connected to the first bed of the second adsorber via a line containing at least one recirculation pump, this second adsorber acting as a separation unit (SMB-2).

11. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the configuration of the two separation units (SMB-1) and (SMB-2) has a fixed number of beds in each of the chromatographic zones of each of the two separation units (SMB-1 and SMB-2).

12. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which a fraction of the isomerate (12) is sent to the distillation column (S-1).

13. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , wherein said isomerization unit (ISOM-2) operates in gas phase and under the following conditions:

a temperature of 350° C. to 480° C.,

a pressure of 0.5 to 2.0 MPa,

an hourly space velocity of 0.5 h −1 to 6 h −1 ,

a hydrogen to hydrocarbon molar ratio of 3 to 6.

14. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the isomerization unit (ISOM-1) operates in liquid phase under the following conditions:

a temperature of 200 to 260° C.,

a pressure of 2 to 3 MPa,

an hourly space velocity of 2 h −1 to 4 h −1 ,

in the presence of a catalyst comprising at least one zeolite having channels the opening of which is defined by a ring with 10 oxygen atoms (denoted 10 MR).

15. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the catalyst for the gas-phase isomerization unit (ISOM-2) contains an EU-1 zeolite and platinum.

16. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the separation units (SMB-1) and (SMB-2) each contain from 8 to 15 beds, distributed over one or more adsorbers, the number of beds being adjusted so that each bed has a height between 0.70 m and 1.40 m.

17. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which, for the separation unit (SMB-1), a ratio by volume of desorbent to feedstock is between 1.5/1 and 0.4/1, inclusive.

18. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which, for the separation unit (SMB-2), a ratio by volume of desorbent to feedstock is between 1.5/1 and 0.4/1, inclusive.

19. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , in which the isomerization unit (ISOM-1) operates in the presence of a zeolite of the ZSM-5 type.

20. The process for the production of high-purity paraxylene based on a xylenes cut containing ethylbenzene and C9+ compounds according to claim 1 , wherein the plurality of interconnected beds in (SMB-2) operate in a closed loop.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2017
From: DREUX, HELOISE; LEFLAIVE, PHILIBERT; LEINEKUGEL LE COCQ, DAMIEN
To: IFP ENERGIES NOUVELLES
Reel/Frame 041184/0773 →
Priority Claims (1)
FR 14 56941 · Jul 18, 2014 · national
Continuity (1)
Related Publication 20170210683A1 · Jul 27, 2017
Cited By (1)
US 12,692,447