Co-extraction systems for separation and purification of butadiene and isoprene

Patent metadata

Field	Value
Publication number	US-9656929-B2
Application number	US-201414892277-A
Country	US
Kind code	B2
Filing date	Jun 19, 2014
Priority date	Jun 19, 2013
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

Co-extraction techniques for separating and purifying butadiene and isoprene from a C 4 hydrocarbon mixture including butadiene and a C 5 hydrocarbon mixture including isoprene are provided. In an exemplary embodiment, a system includes a dimerization heat exchanger, a C 5 purification column; an extraction zone including a mainwasher column, a rectifier column and an afterwasher column; a distillation zone; a degassing zone; and an isoprene finishing column. The system can further include a C 5 washer column, an absorption column, and a distillation column.

First claim

What is claimed is:

1. A co-extraction system for separating and purifying butadiene and isoprene from a C 4 hydrocarbon mixture comprising butadiene and a C 5 hydrocarbon mixture comprising isoprene, comprising:
(a) a C 5 purification column to receive a C 5 hydrocarbon mixture comprising isoprene and separate the light ends of the C 5 hydrocarbon mixture from the heavy ends (C 5 +) hydrocarbons;
(b) an extraction zone, comprising:
(i) a mainwasher column to receive the light ends of the C 5 hydrocarbon mixture, a C 4 hydrocarbon mixture comprising butadiene, and an extractive solvent, wherein butadiene and isoprene are co-extracted from the C 4 and C 5 hydrocarbon mixtures by using the extractive solvent to provide a crude butadiene product, C 4 acetylenes, and a crude isoprene product; and
(ii) a rectifier column to receive the crude butadiene product, the crude isoprene product, the extractive solvent, and the C 4 acetylenes, wherein the crude butadiene product is separated from the crude isoprene product, the extractive solvent, and the C 4 acetylenes;
(c) a distillation zone, comprising a butadiene finishing column to receive the crude butadiene product, wherein 1,3-butadiene is purified from the crude butadiene product;
(d) a degassing zone, comprising a degasser column to receive the crude isoprene product, the extractive solvent, and the C 4 acetylenes, wherein the extractive solvent is separated from the crude isoprene product and the C 4 acetylenes; and
(e) an isoprene finishing column to receive the crude isoprene product and the C 4 acetylenes, wherein isoprene is purified from the crude isoprene product and the C 4 acetylenes.

2. The system of claim 1 , wherein the extractive solvent comprises an aqueous solution of n-methyl 2-pyrrolidone having about 91.7% by weight of n-methyl 2-pyrrolidone and about 8.3% by weight of water.

3. The system of claim 1 , further comprising a dimerization heat exchanger coupled to the C 5 purification column to dimerize cyclopentadiene present in the C 5 hydrocarbon mixture to dicyclopentadiene.

4. The system of claim 1 , wherein the crude butadiene product comprises 1,3-butadiene, 1,2-butadiene, cis-2-butene, and trans-2-butene and wherein the crude isoprene product comprises isoprene and 1-pentene.

5. The system of claim 1 , the extraction zone further comprises (iii) an afterwasher column coupled to the rectifier column to remove acetylene traces present in the crude butadiene product by using a solvent.

6. The system of claim 1 , wherein the degassing zone further comprises an acetylene washer column coupled to the degasser column to remove the extractive solvent from the crude isoprene product and the C 4 acetylenes.

7. The system of claim 1 , wherein the heavy ends (C 5 +) hydrocarbons comprise piperidine, cyclopentane, hexane, 1-hexene, 1,2-hexadiene, methyl-cyclopentadiene, benzene and cyclohexene and wherein the light ends of the C 5 hydrocarbon mixture comprise pentane and isomers thereof, isoprene, pentene and isomers thereof, pentadiene and isomers thereof, and cyclopentene.

8. The system of claim 1 , further comprising a C 5 washer column that is coupled to the downstream of the C 5 purification column and receives the light ends of the C 5 hydrocarbon mixture from the C 5 purification column and an extractive solvent, wherein the extractive solvent absorbs isoprene from the C 5 hydrocarbon mixture.

9. The system of claim 8 , wherein the C 5 washer column generates an overhead product comprising C 5 components that are not absorbed by the extractive solvent wherein the overhead product of the C 5 washer column comprises C 5 alkanes, paraffins and C 5 mono-olefins and wherein the C 5 washer column generates a bottom product comprising the extractive solvent, C 5 di-olefins, and acetylenes.

10. The system of claim 8 , further comprising an absorption column that is coupled to the downstream of the C 5 washer column and receives an extractive solvent and the side product of the C 5 washer column, wherein isoprene along with C 5 mono-olefins is separated from C 5 di-olefins with the aid of the extractive solvent in the absorption column.

11. The system of claim 10 , the absorption column generates an overhead product comprising isoprene and C 5 mono-olefins and wherein the C 5 washer column generates a bottom product comprising the extractive solvent, C 5 di-olefins, and acetylenes.

12. The system of claim 11 , further comprising a distillation column that is coupled to the downstream of the absorption column and receives the overhead product of the absorption column, wherein isoprene is distilled from the overhead product of the absorption column.

13. A process for separating and purifying butadiene and isoprene from a C 4 hydrocarbon mixture comprising butadiene and a C 5 hydrocarbon mixture comprising isoprene, comprising:
feeding a C 5 hydrocarbon mixture comprising isoprene to a C 5 purification column;
separating the light ends of the C 5 hydrocarbon mixture from the heavy ends (C 5 +) hydrocarbons in the C 5 purification column;
feeding the light ends of the C 5 hydrocarbon mixture, a C 4 hydrocarbon mixture comprising butadiene, and an extractive solvent to a mainwasher column;
co-extracting isoprene from the light ends of the C 5 hydrocarbon mixture and butadiene from the C 4 hydrocarbon mixture by using the extractive solvent in the mainwasher column to provide a crude butadiene product, C 4 acetylenes, and a crude isoprene product;
feeding the crude butadiene product, the crude isoprene product, the extractive solvent, and the C 4 acetylenes to a rectifier column;
separating the crude butadiene product from the crude isoprene product, the extractive solvent and C 4 acetylenes in the rectifier column;
feeding the crude butadiene product to a butadiene finishing column;
purifying 1,3-butadiene from the crude butadiene product in the butadiene finishing column;
feeding the crude isoprene product, the extractive solvent and the C 4 acetylenes to a degasser column;
separating the extractive solvent from the crude isoprene product and the C 4 acetylenes in the degasser column;
feeding the crude isoprene product and the C 4 acetylenes to an isoprene finishing column; and
purifying isoprene from the crude isoprene product and the C 4 acetylenes in the isoprene finishing column.

14. The process of claim 13 , further comprising removing cyclopentadiene present in the C 5 hydrocarbon mixture by dimerizing cyclopentadiene to dicyclopentadiene in a dimerization heat exchanger.

15. The process of claim 13 , further comprising removing cyclopentadiene present in the C 5 hydrocarbon mixture by selective hydrogenation of cyclopentadiene to cyclopentene and cyclopentane.

16. The process of claim 13 , further comprising separating propyne from the crude butadiene product in a propyne column.

17. The process of claim 13 , further comprising removing the extractive solvent from the crude isoprene product and the C 4 acetylenes in an acetylene washer column.

18. The process of claim 13 , further comprising feeding the light ends of the C 5 hydrocarbon mixture from the C 5 purification column and an extractive solvent to a C 5 washer column.

19. The process of claim 18 , further comprising absorbing isoprene from the C 5 hydrocarbon mixture by the extractive solvent in the C 5 washer column to generate an overhead product comprising C 5 components that are not absorbed by the extractive solvent, a bottom product compris

Assignees

• Saudi Basic Ind Corp

Inventors

• Abdelghani Mohamed Sabri

Classifications

• B01D11/0492

  Applications, solvents used · CPC title

• C07C7/08 Primary

  by extractive distillation · CPC title

• B01D11/0488

  Flow sheets · CPC title

• B01D19/0068

  General arrangements, e.g. flowsheets (B01D19/0063 takes precedence) · CPC title

• C07C7/005

  Processes comprising at least two steps in series · CPC title