ZA200510006B - Process for the production of alkylbenzene with ethane stripping - Google Patents
Process for the production of alkylbenzene with ethane stripping Download PDFInfo
- Publication number
- ZA200510006B ZA200510006B ZA200510006A ZA200510006A ZA200510006B ZA 200510006 B ZA200510006 B ZA 200510006B ZA 200510006 A ZA200510006 A ZA 200510006A ZA 200510006 A ZA200510006 A ZA 200510006A ZA 200510006 B ZA200510006 B ZA 200510006B
- Authority
- ZA
- South Africa
- Prior art keywords
- stream
- overhead
- benzene
- alkylbenzene
- alkylation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 33
- 150000004996 alkyl benzenes Chemical class 0.000 title claims description 22
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 17
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 159
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical group CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 66
- 238000005804 alkylation reaction Methods 0.000 claims description 44
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 36
- 239000005977 Ethylene Substances 0.000 claims description 36
- 239000003054 catalyst Substances 0.000 claims description 29
- 230000029936 alkylation Effects 0.000 claims description 27
- 150000001336 alkenes Chemical class 0.000 claims description 23
- 238000004821 distillation Methods 0.000 claims description 22
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 22
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 19
- 239000006096 absorbing agent Substances 0.000 claims description 18
- 239000010457 zeolite Substances 0.000 claims description 15
- 229910021536 Zeolite Inorganic materials 0.000 claims description 14
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 238000010555 transalkylation reaction Methods 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 238000010521 absorption reaction Methods 0.000 claims description 5
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000001294 propane Substances 0.000 claims description 2
- 238000005201 scrubbing Methods 0.000 claims 3
- 230000002152 alkylating effect Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 229940058172 ethylbenzene Drugs 0.000 description 30
- 239000003921 oil Substances 0.000 description 20
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 7
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- -1 boron halides Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FEWANSQOXSIFOK-UHFFFAOYSA-N 1,2,3,4-tetraethylbenzene Chemical compound CCC1=CC=C(CC)C(CC)=C1CC FEWANSQOXSIFOK-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000004907 flux Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910052680 mordenite Inorganic materials 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- VIDOPANCAUPXNH-UHFFFAOYSA-N 1,2,3-triethylbenzene Chemical compound CCC1=CC=CC(CC)=C1CC VIDOPANCAUPXNH-UHFFFAOYSA-N 0.000 description 1
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical compound C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000011959 amorphous silica alumina Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
- B01J29/084—Y-type faujasite
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7007—Zeolite Beta
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00002—Chemical plants
- B01J2219/00004—Scale aspects
- B01J2219/00006—Large-scale industrial plants
-
- 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
- Y02P20/10—Process efficiency
-
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/457,863 US7071369B2 (en) | 2003-06-10 | 2003-06-10 | Process for the production of alkylbenzene with ethane stripping |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200510006B true ZA200510006B (en) | 2006-11-29 |
Family
ID=33510486
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200510006A ZA200510006B (en) | 2003-06-10 | 2005-12-09 | Process for the production of alkylbenzene with ethane stripping |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US7071369B2 (ja) |
| EP (1) | EP1636153A1 (ja) |
| JP (1) | JP4455597B2 (ja) |
| KR (1) | KR100969742B1 (ja) |
| CN (1) | CN100376517C (ja) |
| AU (1) | AU2004247693B2 (ja) |
| BR (1) | BRPI0411238B1 (ja) |
| CA (1) | CA2528283C (ja) |
| MX (1) | MXPA05013248A (ja) |
| RU (1) | RU2320629C2 (ja) |
| WO (1) | WO2004110965A1 (ja) |
| ZA (1) | ZA200510006B (ja) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7074978B2 (en) * | 2003-02-25 | 2006-07-11 | Abb Lummus Global Inc. | Process for the production of alkylbenzene |
| US6977319B2 (en) * | 2004-03-12 | 2005-12-20 | Chevron Oronite Company Llc | Alkylated aromatic compositions, zeolite catalyst compositions and processes for making the same |
| US7632974B2 (en) * | 2006-07-19 | 2009-12-15 | Lammus Technology Inc. | Alkylation process for increased conversion and reduced catalyst use |
| US7645913B2 (en) | 2007-01-19 | 2010-01-12 | Exxonmobil Chemical Patents Inc. | Liquid phase alkylation with multiple catalysts |
| US8101810B2 (en) * | 2008-08-20 | 2012-01-24 | Catalytic Distillation Technologies | Reformate benzene reduction via alkylation |
| US8865958B2 (en) | 2008-09-30 | 2014-10-21 | Fina Technology, Inc. | Process for ethylbenzene production |
| US8895793B2 (en) | 2010-06-11 | 2014-11-25 | Uop Llc | Process for the reduction of gasoline benzene content by alkylation with dilute ethylene |
| US8414851B2 (en) * | 2010-06-11 | 2013-04-09 | Uop Llc | Apparatus for the reduction of gasoline benzene content by alkylation with dilute ethylene |
| US20120031096A1 (en) * | 2010-08-09 | 2012-02-09 | Uop Llc | Low Grade Heat Recovery from Process Streams for Power Generation |
| MX2016010321A (es) * | 2014-02-10 | 2016-11-11 | Archer Daniels Midland Co | Procesos multifase de bajo mezclado mejorados. |
| CN106397093B (zh) * | 2016-05-24 | 2019-02-12 | 山东齐鲁石化工程有限公司 | 乙烯与苯液相法烷基化反应系统 |
| US11034632B2 (en) * | 2016-09-15 | 2021-06-15 | Lummus Technology Llc | Ethane recovery process and alkylation process with ethane recovery |
| WO2018126069A1 (en) * | 2016-12-28 | 2018-07-05 | Uop Llc | Heat reduction in alkylation process |
| KR102397644B1 (ko) | 2017-06-16 | 2022-05-13 | 에스케이이노베이션 주식회사 | 유동층접촉분해 오프-가스와 벤젠의 알킬화 생성물로부터 에틸벤젠을 회수하는 방법 |
| CN115368197A (zh) * | 2022-07-21 | 2022-11-22 | 中石化广州工程有限公司 | 一种含乙烯干气液相法生产乙苯的工艺及装置 |
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| US7074978B2 (en) * | 2003-02-25 | 2006-07-11 | Abb Lummus Global Inc. | Process for the production of alkylbenzene |
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2003
- 2003-06-10 US US10/457,863 patent/US7071369B2/en not_active Expired - Lifetime
-
2004
- 2004-06-08 CN CNB2004800159544A patent/CN100376517C/zh not_active Expired - Fee Related
- 2004-06-08 KR KR1020057023619A patent/KR100969742B1/ko active IP Right Grant
- 2004-06-08 RU RU2005138508/04A patent/RU2320629C2/ru active
- 2004-06-08 BR BRPI0411238-5A patent/BRPI0411238B1/pt not_active IP Right Cessation
- 2004-06-08 AU AU2004247693A patent/AU2004247693B2/en not_active Ceased
- 2004-06-08 WO PCT/US2004/018086 patent/WO2004110965A1/en active Application Filing
- 2004-06-08 MX MXPA05013248A patent/MXPA05013248A/es active IP Right Grant
- 2004-06-08 JP JP2006533595A patent/JP4455597B2/ja not_active Expired - Fee Related
- 2004-06-08 EP EP04754640A patent/EP1636153A1/en not_active Ceased
- 2004-06-08 CA CA2528283A patent/CA2528283C/en not_active Expired - Fee Related
-
2005
- 2005-12-09 ZA ZA200510006A patent/ZA200510006B/en unknown
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2006
- 2006-05-17 US US11/435,512 patent/US7517506B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20040254412A1 (en) | 2004-12-16 |
| JP4455597B2 (ja) | 2010-04-21 |
| KR100969742B1 (ko) | 2010-07-13 |
| RU2320629C2 (ru) | 2008-03-27 |
| AU2004247693B2 (en) | 2009-11-26 |
| CA2528283A1 (en) | 2004-12-23 |
| US7071369B2 (en) | 2006-07-04 |
| WO2004110965A1 (en) | 2004-12-23 |
| CN100376517C (zh) | 2008-03-26 |
| AU2004247693A1 (en) | 2004-12-23 |
| CN1802336A (zh) | 2006-07-12 |
| RU2005138508A (ru) | 2006-06-10 |
| KR20060059895A (ko) | 2006-06-02 |
| BRPI0411238A (pt) | 2006-07-11 |
| US7517506B2 (en) | 2009-04-14 |
| CA2528283C (en) | 2011-08-30 |
| BRPI0411238B1 (pt) | 2015-07-21 |
| MXPA05013248A (es) | 2006-03-09 |
| US20060204410A1 (en) | 2006-09-14 |
| JP2007537987A (ja) | 2007-12-27 |
| EP1636153A1 (en) | 2006-03-22 |
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