IP Library Granted Patent US 10,435,340
Granted Patent B2
US 10,435,340 · App. 15/505,590 · Granted Oct 8, 2019

Process for the enhanced separation of ethylbenzene

Inventors: Attapong Thirasak (Bangkok Methropolis, TH); Alisa Kammafoo (Bangkok Methropolis, TH); Wiroon Tanthapanichakoon (Bangkok Methropolis, TH); Zhongyi Ding (Katy, TX); Sachin Joshi (Katy, TX); Cole Nelson (Cypress, TX); Arnat Prombunglum (Bangkok Methropolis, TH)
Assignees: SCG CHEMICALS CO., LTD.; GTC TECHNOLOGY US, LLC
C07C7/08B01D53/002C07C15/073C08K3/16C08K3/30C08K5/16
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Quick Facts
Patent No.
US 10,435,340
App. No.
15/505,590
Granted
Oct 8, 2019
Kind
B2
Abstract

A process for the distillative separation of ethylbenzene from a mixture comprising ethylbenzene and at least one other C8 aromatic compound, comprising introducing a feed stream comprising said mixture into a first distillation column, introducing a first stream comprising a heavy solvent above the feed stream into the first distillation column, introducing an aqueous stream below the feed stream into the first distillation column.

Claims (29)

1. A process for the distillative separation of ethylbenzene from a mixture comprising ethylbenzene and at least one other C8 aromatic compound selected from the group consisting of p-xylene, m-xylene, o-xylene, and mixtures thereof, the process comprising:

a) introducing a feed stream comprising said mixture into a first distillation column;

b) introducing a first stream comprising a heavy solvent above the feed stream into the first distillation column; and

c) introducing an aqueous stream below the feed stream into the first distillation column, wherein the aqueous stream comprises water and at least one light solvent includes one or more Cl, S, N or O-containing compounds.

2. The process according to claim 1 , wherein the heavy solvent comprises at least one Cl, S, N or O-containing compound, or mixtures thereof.

3. The process according to claim 2 , wherein the Cl-containing heavy solvent compound is selected from the group consisting of 2,4-dichlorobenzene, 1,2,3-trichlorobenzene, 1,2,4-trichlorobenzene, 1,2,4,5-tetrachlorobenzene, polychlorobenzenes, benzene hexachloride, 2,3,4,6-tetrachlorophenol, 1,2,3-trichloropropane, and mixtures thereof.

4. The process according to claim 2 , wherein the S-containing heavy solvent compound is selected from the group consisting of dimethylsulfoxide, sulfolane, methyl sulfolane, and mixtures thereof.

5. The process according to claim 2 , wherein the N-containing heavy solvent compound is selected from the group consisting of N-formylmorpholine, aniline, 2-pyrolidinone, quinoline, n-methyl-2-pyrrolidone, n-methylaniline, benzonitrile, nitrobenzene, and mixtures thereof.

6. The process according to claim 2 , wherein the O-containing heavy solvent compound is selected from the group consisting of methyl salicylate, metylbenzoate, n-methyl-2-pyrrolidone, 1,2-propanediol (propylene glycol), 1,2-butanediol, 1,3-butanedlol, benzaldehyde, phenol, tetrahydrofurforyl alcohol, diethyl maleate, ethyl acetoacetate, 4-methoxy acetophenone, isophorone, 5-methyl-2-hexanone, 2-heptanone, cyclohexanone, 2-octanone, 2-nonanone, 3-heptanone, diisobutyl ketone, 5-nonanone, benzyl alcohol, and mixtures thereof.

7. The process according to claim 1 , wherein the aqueous stream includes steam.

8. The process according to claim 1 , wherein the Cl-containing light solvent compound is selected from the group consisting of chloroform, carbon tetrachloride, and mixtures thereof.

9. The process according to claim 1 , wherein the N-containing light solvent compound includes one or more of dimethylamine, diethylamine, or acetonitrile.

10. The process according to claim 1 , wherein the O-containing light solvent compound is selected from the group consisting of acetaldehyde, 1-propanal, methyl isopropyl ketone, 3-methyl-2-pentanone, 3,3-dimethyl-2-butanone, 2-pentanone, 2- methylpropanal, 1-butanal, cyclopentanone, acetone, ethanol, and mixtures thereof.

11. The process according to claim 1 , wherein the mass feed of the aqueous stream is from 0.5 to 25 wt % based on a mass feed of the heavy solvent.

12. The process according to claim 1 , wherein the mass feed ratio of heavy solvent to the feed is from 1:1 to 10:1.

13. The process according to claim 1 , further comprising:

d) withdrawing a second stream enriched in ethylbenzene from the first distillation column.

14. The process according to claim 1 wherein the heavy solvent is selected from one or more aromatic solvents.

15. The process according to claim 3 , wherein the Cl-containing heavy solvent compound is selected from the group consisting of 1,2,4- trichlorobenzene, 1,2,3-trichlorobenzene, and mixtures thereof.

16. A process for the distillative separation of ethylbenzene from a mixture comprising ethylbenzene and at least one other C 8 aromatic compound, the process comprising:

a) introducing a feed stream comprising said mixture into a first distillation column;

b) introducing a first stream comprising a heavy solvent above the feed stream into the first distillation column; and

c) introducing an aqueous stream below the feed stream into the first distillation column, the aqueous stream having a mass feed from 5 wt % to 25 wt % based on a mass feed of the heavy solvent, and wherein the aqueous stream comprises water and at least one light solvent including one or more Cl, S, N or O-containing compounds.

17. The method of claim 16 wherein the mass feed of the aqueous stream is from 5 wt % to 10 wt % based on the mass feed of the heavy solvent.

18. A process for the distillative separation of ethylbenzene from a mixture comprising ethylbenzene and at least one other C8 aromatic compound selected from the group consisting of p-xylene, m-xylene, o-xylene, and mixtures thereof, the process comprising:

a) introducing a feed stream comprising said mixture into a first distillation column;

b) introducing a first stream comprising a heavy solvent above the feed stream into the first distillation column, wherein the heavy solvent is selected from the group consisting of 2,4-dichlorobenzene, 1,2,3-trichlorobenzene, 1,2,4-trichlorobenzene, 1,2,4,5-tetrachlorobenzene, polychlorobenzenes, benzene hexachloride, 2,3 ,4,6-tetrachlorophenol, 1,2,3-trichloropropane, and mixtures thereof; and

c) introducing an aqueous stream below the feed stream into the first distillation column.

19. The method of claim 1 , further comprising heating the distillation column to a temperature in a range of 50° C. to 250° C.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2021
From: SULZER GTC TECHNOLOGY US INC.
To: SULZER MANAGEMENT AG
Reel/Frame 055835/0708 →
CHANGE OF NAME Recorded Mar 15, 2021
From: GTC TECHNOLOGY US, LLC
To: SULZER GTC TECHNOLOGY US INC.
Reel/Frame 055626/0599 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2017
From: THIRASAK, ATTAPONG; KAMMAFOO, ALISA; TANTHAPANICHAKOON, WIROON; DING, ZHONGYI; JOSHI, SACHIN; NELSON, COLE; PROMBUNGLUM, ARNAT
To: SCG CHEMICALS CO., LTD.; GTC TECHNOLOGY US, LLC
Reel/Frame 042428/0407 →
Continuity (1)
Related Publication 20170247303A1 · Aug 31, 2017