CA2022982A1 - Transalkylation process - Google Patents
Transalkylation processInfo
- Publication number
- CA2022982A1 CA2022982A1 CA002022982A CA2022982A CA2022982A1 CA 2022982 A1 CA2022982 A1 CA 2022982A1 CA 002022982 A CA002022982 A CA 002022982A CA 2022982 A CA2022982 A CA 2022982A CA 2022982 A1 CA2022982 A1 CA 2022982A1
- Authority
- CA
- Canada
- Prior art keywords
- alkylation
- fraction
- zone
- transalkylation
- aromatic
- 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.)
- Granted
Links
- 238000010555 transalkylation reaction Methods 0.000 title abstract 9
- 238000000034 method Methods 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 15
- 238000005804 alkylation reaction Methods 0.000 abstract 12
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 10
- 230000029936 alkylation Effects 0.000 abstract 7
- 125000003118 aryl group Chemical group 0.000 abstract 7
- 238000009835 boiling Methods 0.000 abstract 6
- 238000000926 separation method Methods 0.000 abstract 6
- 239000007791 liquid phase Substances 0.000 abstract 5
- 229910021536 Zeolite Inorganic materials 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 4
- 239000010457 zeolite Substances 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 3
- 239000000758 substrate Substances 0.000 abstract 3
- 229940100198 alkylating agent Drugs 0.000 abstract 2
- 239000002168 alkylating agent Substances 0.000 abstract 2
- 238000007323 disproportionation reaction Methods 0.000 abstract 2
- 239000002808 molecular sieve Substances 0.000 abstract 2
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 abstract 1
- 239000012808 vapor phase Substances 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Alkylation-transalkylation process involving alkylation of an aromatic substrate with a C2-C4 alkylating agent coupled with separation to recover a monoalkylated aromatic product and liquid phase transalkylation of a polyalkylated product. Both the alkylation and transalkylation reactions carried out in the liquid phase over molecular sieve aromatic alkylation and transalkylation catalysts. The output from the alkylation reaction zone is separated to provide a lower boiling fraction comprising the aromatic substrate and a higher boiling fraction comprising a mixture of monoalkylated and polyalkylated aromatics which is separated to the to produce the monoalkylated fraction and a higher boiling polyalkylated fraction.
At least a portion of the polyalkylated fraction including substantially all dialkylated and trialkylated aromatics is supplied, along with the aromatic substrate, to a transalkylation reaction zone operated under liquid phase conditions to cause disproportionation of the polyalkylated fraction to arrive at a disproportionation product having a reduced polyalkylated aromatic content and an enhanced monoalkylated aromatic content which is supplied to the first separation zone.
A benzene feed stock and a C2-C4 alkylating agent are supplied to an alkylation reaction zone containing a molecular sieve alkylation catalyst and which is operated to produce an alkylated product comprising a mixture of monoalkyl and polyalkyl benzenes. The alkylation zone may be operated under liquid phase or vapor phase conditions with the output from the alkylation zone being subjected to separation steps.
The transalkylation reaction zone is operated at an average temperature below the average temperature of the alkylation reaction zone and under conditions to maintain the benzene in the liquid phase.
In the production of ethylbenzene, in which the alkylation reaction takes place over an aromatic alkylation catalyst selected from the group consisting of zeolite beta and zeolite omega, the output from the alkylation reaction zone is supplied to a benzene separation zone. A higher boiling fraction comprising an ethylbenzene polyethylbenzene mixtures is supplied from the benzene separation zone to an ethylbenzene separation zone. This zone is operated to produce a lower boiling product fraction comprising ethylbenzene and a higher boiling fraction comprising polyethylbenzene containing no more than 5 wt. %
ethylbenzene. The polyethylbenzene fraction is supplied along with benzene to a transalkylation reaction zone which preferably contains a transalkylation catalyst selected from the group consisting of zeolite y and zeolite omega.
At least a portion of the polyalkylated fraction including substantially all dialkylated and trialkylated aromatics is supplied, along with the aromatic substrate, to a transalkylation reaction zone operated under liquid phase conditions to cause disproportionation of the polyalkylated fraction to arrive at a disproportionation product having a reduced polyalkylated aromatic content and an enhanced monoalkylated aromatic content which is supplied to the first separation zone.
A benzene feed stock and a C2-C4 alkylating agent are supplied to an alkylation reaction zone containing a molecular sieve alkylation catalyst and which is operated to produce an alkylated product comprising a mixture of monoalkyl and polyalkyl benzenes. The alkylation zone may be operated under liquid phase or vapor phase conditions with the output from the alkylation zone being subjected to separation steps.
The transalkylation reaction zone is operated at an average temperature below the average temperature of the alkylation reaction zone and under conditions to maintain the benzene in the liquid phase.
In the production of ethylbenzene, in which the alkylation reaction takes place over an aromatic alkylation catalyst selected from the group consisting of zeolite beta and zeolite omega, the output from the alkylation reaction zone is supplied to a benzene separation zone. A higher boiling fraction comprising an ethylbenzene polyethylbenzene mixtures is supplied from the benzene separation zone to an ethylbenzene separation zone. This zone is operated to produce a lower boiling product fraction comprising ethylbenzene and a higher boiling fraction comprising polyethylbenzene containing no more than 5 wt. %
ethylbenzene. The polyethylbenzene fraction is supplied along with benzene to a transalkylation reaction zone which preferably contains a transalkylation catalyst selected from the group consisting of zeolite y and zeolite omega.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002022982A CA2022982C (en) | 1990-08-09 | 1990-08-09 | Transalkylation process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002022982A CA2022982C (en) | 1990-08-09 | 1990-08-09 | Transalkylation process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2022982A1 true CA2022982A1 (en) | 1992-02-10 |
| CA2022982C CA2022982C (en) | 2001-07-17 |
Family
ID=4145687
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002022982A Expired - Lifetime CA2022982C (en) | 1990-08-09 | 1990-08-09 | Transalkylation process |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2022982C (en) |
-
1990
- 1990-08-09 CA CA002022982A patent/CA2022982C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2022982C (en) | 2001-07-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5003119A (en) | Manufacture of alkylbenzenes | |
| US6002057A (en) | Alkylation process using zeolite beta | |
| US5334793A (en) | Increasing catalyst life and improving product linearity in the alkylation of aromatics with linear olefins | |
| ES2193612T3 (en) | AROMATIC RENTAL PROCEDURE. | |
| CA2309440A1 (en) | Alkylaromatics production | |
| US6376729B1 (en) | Multi-phase alkylation process | |
| US6057485A (en) | Gas phase alkylation with split load of catalyst | |
| EP1401795A2 (en) | Selective production of meta-diisopropylbenzene | |
| EP0879809B1 (en) | Gas phase alkylation-liquid phase transalkylation process | |
| KR920001786B1 (en) | Method for preparing alkyl benzene | |
| KR100515883B1 (en) | Thermal Integration in Alkylation / Transalkylation Processes | |
| EP1371622A2 (en) | Conversion of aromatic hydrocarbons | |
| WO2004033395A3 (en) | Critical phase alkylation process | |
| KR100729574B1 (en) | Aromatic conversion process | |
| US5245094A (en) | Increasing catalyst life and improving product linearity in the alkylation of aromatics with linear olefins | |
| WO2004033394A3 (en) | Critical phase alkylation process | |
| CA2022982A1 (en) | Transalkylation process | |
| WO1989012613A1 (en) | Improved process for the transalkylation of polyalkylbenzenes | |
| US3766290A (en) | Process for the preparation of ethylbenzene | |
| CA2546119A1 (en) | Aromatics alkylation process | |
| JP2001072611A5 (en) | ||
| JP2882542B2 (en) | Transalkylation method | |
| JP3786998B2 (en) | Improved ethylbenzene production process | |
| KR920009746A (en) | Aromatic Conversion Methods and Useful Catalysts | |
| KR100531066B1 (en) | Control of Diarylalkane By-Product Formation in Alkylation of Aromatics by Olefins Using Zeolite Beta Catalyst |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |