GB1036589A - Production of ethylbenzene - Google Patents
Production of ethylbenzeneInfo
- Publication number
- GB1036589A GB1036589A GB2830563A GB2830563A GB1036589A GB 1036589 A GB1036589 A GB 1036589A GB 2830563 A GB2830563 A GB 2830563A GB 2830563 A GB2830563 A GB 2830563A GB 1036589 A GB1036589 A GB 1036589A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reactor
- recycled
- fraction
- overhead
- benzene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 title abstract 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 15
- 239000007789 gas Substances 0.000 abstract 4
- 239000007788 liquid Substances 0.000 abstract 3
- 238000005201 scrubbing Methods 0.000 abstract 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000011261 inert gas Substances 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003518 caustics Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- 229960003750 ethyl chloride Drugs 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/067—C8H10 hydrocarbons
- C07C15/073—Ethylbenzene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Ethylbenzene is produced by reacting benzene with a gas containing not more than 60% volume of ethylene together with an inert gas under conditions such that all the ethylene is reacted in the presence of aluminium chloride and a promoter, withdrawing liquid, separating catalyst complex which is returned to the reactor, processing the remaining liquid to remove acidic materials and separate overhead benzene, which is recycled to the reactor, from a first bottoms fraction which is distilled to recover an ethylbenzene overhead fraction as product and a second bottoms fraction further distilled to recover a polyethylbenzene overhead fraction which is eventually recycled to the reactor and continuously removing from the reactor inert gas containing benzene, whereby heat of reaction is absorbed, the gas is chilled to separate some benzene which is recycled to the reactor and scrubbed first with a portion derived from the first bottoms fraction to absorb aromatics, the resulting liquor being recycled to the process, and then with a polyethylbenzene material. Preferably the gas is first contacted with ethylbenzene, e.g. an intermediate fraction or bottoms from the benzene column or an intermediate fraction or overhead from the ethylbenzene column. The resultant liquor is recycled to the acid removal step which may comprise water and caustic washes. In the second scrubbing the gas is treated with polyethylbenzene, e.g. overhead from the polyethylbenzene column, and the liquor is recycled to the reactor. Scrubbing liquid may be cooled before or during the scrubbing. Alkylation may be effected at 85-105 DEG C. and 1-130 atmospheres using an ethyl group to phenyl group ratio of 0.4-0.6. The promoter may be hydrogen chloride or ethyl chloride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21068862A | 1962-07-18 | 1962-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1036589A true GB1036589A (en) | 1966-07-20 |
Family
ID=22783869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2830563A Expired GB1036589A (en) | 1962-07-18 | 1963-07-17 | Production of ethylbenzene |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1468005A1 (en) |
| GB (1) | GB1036589A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011076952A1 (en) | 2009-12-22 | 2011-06-30 | Shell Internationale Research Maatschappij B.V. | Process for recovering monoalkylbenzene |
| WO2014084828A1 (en) * | 2012-11-29 | 2014-06-05 | General Electric Company | Alkenyl succinic acids or anhydrides as corrosion inhibitors for metal surfaces |
-
1963
- 1963-07-17 GB GB2830563A patent/GB1036589A/en not_active Expired
- 1963-07-18 DE DE19631468005 patent/DE1468005A1/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011076952A1 (en) | 2009-12-22 | 2011-06-30 | Shell Internationale Research Maatschappij B.V. | Process for recovering monoalkylbenzene |
| CN102666449A (en) * | 2009-12-22 | 2012-09-12 | 国际壳牌研究有限公司 | Process for recovering monoalkylbenzene |
| US8809595B2 (en) | 2009-12-22 | 2014-08-19 | Shell Oil Company | Process for recovering monoalkylbenzene |
| RU2545211C2 (en) * | 2009-12-22 | 2015-03-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Method of monoalkylbenzene separation |
| CN102666449B (en) * | 2009-12-22 | 2015-05-27 | 国际壳牌研究有限公司 | Process for recovering monoalkylbenzene |
| WO2014084828A1 (en) * | 2012-11-29 | 2014-06-05 | General Electric Company | Alkenyl succinic acids or anhydrides as corrosion inhibitors for metal surfaces |
| US9732429B2 (en) | 2012-11-29 | 2017-08-15 | General Electric Company | Alkenyl succinic acids or anhydrides as corrosion inhibitors for metal surfaces |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1468005A1 (en) | 1969-02-20 |
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