JP2004534845A5 - - Google Patents
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- Publication number
- JP2004534845A5 JP2004534845A5 JP2003512179A JP2003512179A JP2004534845A5 JP 2004534845 A5 JP2004534845 A5 JP 2004534845A5 JP 2003512179 A JP2003512179 A JP 2003512179A JP 2003512179 A JP2003512179 A JP 2003512179A JP 2004534845 A5 JP2004534845 A5 JP 2004534845A5
- Authority
- JP
- Japan
- Prior art keywords
- mcm
- inch
- catalyst
- alkylation
- 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.)
- Granted
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 90
- 239000003054 catalyst Substances 0.000 claims description 55
- 238000005804 alkylation reaction Methods 0.000 claims description 39
- 230000029936 alkylation Effects 0.000 claims description 37
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 24
- 239000002245 particle Substances 0.000 claims description 20
- 238000010555 transalkylation reaction Methods 0.000 claims description 18
- 239000002808 molecular sieve Substances 0.000 claims description 16
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 16
- 239000007791 liquid phase Substances 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 13
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 13
- 229910021536 Zeolite Inorganic materials 0.000 claims description 9
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 9
- 239000010457 zeolite Substances 0.000 claims description 9
- 229910052680 mordenite Inorganic materials 0.000 claims description 8
- 239000012013 faujasite Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000007787 solid Substances 0.000 description 7
- 230000006207 propylation Effects 0.000 description 5
- 238000009792 diffusion process Methods 0.000 description 4
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000006203 ethylation Effects 0.000 description 3
- 238000006200 ethylation reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000004035 Cryptotaenia japonica Nutrition 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 102000007641 Trefoil Factors Human genes 0.000 description 1
- 235000015724 Trifolium pratense Nutrition 0.000 description 1
- -1 ZSM-5 Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003118 aryl group Polymers 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/902,957 US20020042548A1 (en) | 2001-07-11 | 2001-07-11 | Process for producing cumene |
| PCT/US2002/015953 WO2003006405A1 (en) | 2001-07-11 | 2002-05-20 | Process for producing cumene |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004534845A JP2004534845A (ja) | 2004-11-18 |
| JP2004534845A5 true JP2004534845A5 (enExample) | 2006-01-05 |
| JP4554201B2 JP4554201B2 (ja) | 2010-09-29 |
Family
ID=25416685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003512179A Expired - Fee Related JP4554201B2 (ja) | 2001-07-11 | 2002-05-20 | クメンを製造する方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (5) | US20020042548A1 (enExample) |
| EP (1) | EP1404634B1 (enExample) |
| JP (1) | JP4554201B2 (enExample) |
| KR (1) | KR100894388B1 (enExample) |
| CN (2) | CN1261394C (enExample) |
| CA (1) | CA2451646C (enExample) |
| ES (1) | ES2559077T3 (enExample) |
| FI (1) | FI125517B (enExample) |
| SG (1) | SG180016A1 (enExample) |
| TW (2) | TWI245754B (enExample) |
| WO (1) | WO2003006405A1 (enExample) |
| ZA (1) | ZA200309896B (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020042548A1 (en) * | 2001-07-11 | 2002-04-11 | Dandekar Ajit B. | Process for producing cumene |
| US6815570B1 (en) * | 2002-05-07 | 2004-11-09 | Uop Llc | Shaped catalysts for transalkylation of aromatics for enhanced xylenes production |
| JP4325335B2 (ja) * | 2003-09-18 | 2009-09-02 | 住友化学株式会社 | クメンの製造方法 |
| JP4732510B2 (ja) * | 2005-03-31 | 2011-07-27 | エクソンモービル・ケミカル・パテンツ・インク | 芳香族化合物のトランスアルキル化の製造方法および触媒 |
| BRPI0607647B1 (pt) * | 2005-03-31 | 2015-07-07 | Badger Licensing Llc | Processo para produzir etil-benzeno ou cumeno, método para readaptar uma planta existente de etil-benzeno ou cumeno para produzir etil-benzeno ou cumeno, e métodos para selecionar um catalisador de alquilação e de transalquilação para o referido processo |
| US20080043334A1 (en) * | 2006-08-18 | 2008-02-21 | Mirage Innovations Ltd. | Diffractive optical relay and method for manufacturing the same |
| KR100978980B1 (ko) | 2006-02-14 | 2010-08-30 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 엠씨엠-22계 분자체의 제조 방법 |
| EP1996328B1 (en) | 2006-02-14 | 2016-07-13 | ExxonMobil Chemical Patents Inc. | Method of preparing a molecular sieve composition |
| WO2007143239A2 (en) * | 2006-02-14 | 2007-12-13 | Exxonmobil Chemical Patents Inc. | Process for producing sec-butylbenzene |
| GB0608582D0 (en) * | 2006-05-02 | 2006-06-07 | Univ Sheffield Hallam | High power impulse magnetron sputtering vapour deposition |
| WO2007128842A1 (es) * | 2006-05-08 | 2007-11-15 | Petroquímica Española, S.A. (Petresa) | Transalquilación catalítica de dialquilbencenos |
| EP2041242B1 (en) | 2006-05-24 | 2017-03-29 | ExxonMobil Chemical Patents Inc. | Monoalkylated aromatic compound production |
| US20080058566A1 (en) * | 2006-09-05 | 2008-03-06 | Fina Technology, Inc. | Processes for reduction of alkylation catalyst deactivation utilizing low silica to alumina ratio catalyst |
| US7919421B2 (en) * | 2006-12-21 | 2011-04-05 | Exxonmobil Chemical Patents Inc. | Catalyst composition, the method of manufacturing and the process of use thereof in aromatics alkylation |
| US7420098B2 (en) * | 2007-01-12 | 2008-09-02 | Uop Llc | Dual zone aromatic alkylation process |
| US7381676B1 (en) * | 2007-01-16 | 2008-06-03 | Exxonmobil Chemical Patents Inc. | Catalyst composition and its use thereof in aromatics alkylation |
| US7645913B2 (en) | 2007-01-19 | 2010-01-12 | Exxonmobil Chemical Patents Inc. | Liquid phase alkylation with multiple catalysts |
| WO2008097737A1 (en) * | 2007-02-09 | 2008-08-14 | Exxonmobil Chemical Patents Inc. A Corporation Of The State Of Delaware | Improved alkylaromatic production process |
| US7683228B2 (en) * | 2007-02-12 | 2010-03-23 | Exxonmobil Chemical Patents Inc. | Production of high purity cumene from non-extracted feed and hydrocarbon composition useful therein |
| US8816145B2 (en) | 2007-06-21 | 2014-08-26 | Exxonmobil Chemical Patents Inc. | Liquid phase alkylation process |
| US7790940B2 (en) * | 2007-06-21 | 2010-09-07 | Exxonmobil Chemical Patents Inc. | Liquid phase alkylation process |
| US20100312033A1 (en) * | 2009-03-13 | 2010-12-09 | Exxonmobil Research And Engineering Company | Olefin feed purification process |
| US20110118522A1 (en) | 2009-11-13 | 2011-05-19 | Exxonmobil Research And Engineering Company | Olefin feed purification process |
| JP5757996B2 (ja) * | 2010-05-20 | 2015-08-05 | エクソンモービル ケミカル パテンツ インコーポレイテッド | 改善されたアルキル化プロセス |
| RU2563461C2 (ru) * | 2010-08-30 | 2015-09-20 | Эксонмобил Кемикэл Пейтентс Инк. | Улучшенный способ алкилирования |
| CN103180042B (zh) * | 2010-10-15 | 2015-07-22 | 埃克森美孚化学专利公司 | 选择改进的催化剂组合物和使用所述催化剂组合物的烃转化方法 |
| ITMI20111144A1 (it) * | 2011-06-23 | 2012-12-24 | Polimeri Europa Spa | Procedimento per l'alchilazione di idrocarburi aromatici con olefine |
| WO2014018752A1 (en) | 2012-07-26 | 2014-01-30 | Badger Licensing Llc | Aromatics alkylation process |
| RU2654699C2 (ru) * | 2012-12-11 | 2018-05-22 | Эксонмобил Кемикэл Пейтентс Инк. | Способ получения кумола с рециклом продуктов алкилирования |
| WO2016205878A1 (en) * | 2015-06-22 | 2016-12-29 | Patrick James Cadenhouse-Beaty | Process for producing transport fuel blendstock |
| US10503176B2 (en) | 2016-12-30 | 2019-12-10 | Bendix Commercial Vehicle Systems Llc | Self-ordering of fleet vehicles in a platoon |
| JP6914362B2 (ja) * | 2017-01-25 | 2021-08-04 | エクソンモービル・ケミカル・パテンツ・インク | トランスアルキル化プロセスおよびそれに使用される触媒組成物 |
| EP3600654B1 (en) | 2017-03-29 | 2024-05-01 | ExxonMobil Chemical Patents Inc. | Methods for removing impurities from a hydrocarbon stream and their use in aromatic alkylation processes |
| WO2018183009A1 (en) * | 2017-03-29 | 2018-10-04 | Exxonmobil Chemical Patents Inc. | Catalyst compositions and their use in aromatic alkylation processes |
| BR112019020215B1 (pt) | 2017-03-29 | 2023-10-10 | Exxonmobil Chemical Patents Inc | Composição de catalisador para uso em processos de alquilação aromática e processo para produzir um composto aromático monoalquilado |
| WO2018183012A1 (en) * | 2017-03-29 | 2018-10-04 | Exxonmobil Chemical Patents Inc. | Methods for removing impurities from a hydrocarbon stream and their use in aromatic alkylation processes |
| TWI665012B (zh) * | 2017-03-29 | 2019-07-11 | 美商艾克頌美孚化學專利股份有限公司 | 自烴流移除雜質之方法及其於芳族烷基化製程之用途 |
| IT201900015066A1 (it) * | 2019-08-27 | 2021-02-27 | Versalis Spa | Procedimento per il trattamento di idrocarburi polialchilaromatici. |
| WO2023196729A1 (en) | 2022-04-05 | 2023-10-12 | Exxonmobil Chemical Patents Inc. | Mww zeolite precursor nanoparticles having an uncondensed layer structure and methods for production thereof |
Family Cites Families (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB896390A (en) | 1957-09-16 | 1962-05-16 | Robert Sancier Aries | Alkylation of benzene |
| US3308069A (en) * | 1964-05-01 | 1967-03-07 | Mobil Oil Corp | Catalytic composition of a crystalline zeolite |
| US3966644A (en) * | 1973-08-03 | 1976-06-29 | American Cyanamid Company | Shaped catalyst particles |
| US4185040A (en) * | 1977-12-16 | 1980-01-22 | Union Oil Company Of California | Alkylation of aromatic hydrocarbons |
| EP0007126A1 (en) | 1978-07-06 | 1980-01-23 | Union Carbide Corporation | Cumene synthesis process |
| US4486616A (en) | 1979-12-13 | 1984-12-04 | Mobil Oil Corporation | Rejuvenation of deselectivated alkylation catalyst |
| US4328130A (en) * | 1980-10-22 | 1982-05-04 | Chevron Research Company | Shaped channeled catalyst |
| US4387260A (en) | 1981-04-20 | 1983-06-07 | Cosden Technology, Inc. | Alkylation of aromatic compounds with silicalite catalysts in the presence of steam |
| DE3117135A1 (de) * | 1981-04-30 | 1982-11-18 | Bayer Ag, 5090 Leverkusen | Kristallines alumosilicat, verfahren zu dessen herstellung sowie dessen verwendung zur katalytischen umwandlung von methanol und/oder dimethylether in kohlenwasserstoffe |
| US4441990A (en) * | 1982-05-28 | 1984-04-10 | Mobil Oil Corporation | Hollow shaped catalytic extrudates |
| US5149894A (en) | 1986-01-29 | 1992-09-22 | Chevron Research And Technology Company | Alkylation using zeolite SSZ-25 |
| US4826667A (en) * | 1986-01-29 | 1989-05-02 | Chevron Research Company | Zeolite SSZ-25 |
| US4954325A (en) * | 1986-07-29 | 1990-09-04 | Mobil Oil Corp. | Composition of synthetic porous crystalline material, its synthesis and use |
| US4798816A (en) * | 1986-12-19 | 1989-01-17 | Union Oil Company Of California | Process for increasing the selectivity of an alkylation catalyst for monoalkylation |
| US5081323A (en) * | 1987-12-17 | 1992-01-14 | Chevron Research And Technology Company | Liquid phase alkylation or transalkylation process using zeolite beta |
| US4891458A (en) * | 1987-12-17 | 1990-01-02 | Innes Robert A | Liquid phase alkylation or transalkylation process using zeolite beta |
| US4992606A (en) * | 1988-10-06 | 1991-02-12 | Mobil Oil Corp. | Process for preparing short chain alkyl aromatic compounds |
| FR2638157B1 (fr) | 1988-10-26 | 1991-04-19 | Inst Francais Du Petrole | Procede de production d'alkylbenzenes utilisant un catalyseur a base de mordenite modifiee |
| RU1839668C (ru) | 1988-11-28 | 1993-12-30 | МИЦУИ ПЕТРОКЕМИКАЛ ИНДАСТРИЗ, Лтд (JP) | Способ получени фенола |
| US5536895A (en) | 1990-12-17 | 1996-07-16 | Uop | Isomerization process using modified zeolite Omega |
| US5250277A (en) * | 1991-01-11 | 1993-10-05 | Mobil Oil Corp. | Crystalline oxide material |
| US5545788A (en) | 1991-06-19 | 1996-08-13 | Mobil Oil Corporation | Process for the alkylation of benzene-rich reformate using MCM-49 |
| US5236575A (en) * | 1991-06-19 | 1993-08-17 | Mobil Oil Corp. | Synthetic porous crystalline mcm-49, its synthesis and use |
| EP0538518A1 (en) | 1991-10-16 | 1993-04-28 | Council of Scientific and Industrial Research | An improved process for the production of cumene |
| EP0537389A1 (en) | 1991-10-16 | 1993-04-21 | Council of Scientific and Industrial Research | An improved process for the production of cumene |
| US5362687A (en) * | 1992-02-04 | 1994-11-08 | Narumi China Corporation | Lead-free frit glaze |
| US5258565A (en) * | 1992-05-04 | 1993-11-02 | Mobil Oil Corp. | Process for preparing short chain alkylaromatic compounds |
| US5362697A (en) * | 1993-04-26 | 1994-11-08 | Mobil Oil Corp. | Synthetic layered MCM-56, its synthesis and use |
| WO1996011175A1 (en) | 1994-10-06 | 1996-04-18 | Exxon Chemical Patents Inc. | Process for manufacturing ethylbenzene or cumene |
| US5600048A (en) | 1994-12-27 | 1997-02-04 | Mobil Oil Corporation | Continuous process for preparing ethylbenzene using liquid phase alkylation and vapor phase transalkylation |
| US5723710A (en) * | 1996-07-12 | 1998-03-03 | Uop | Zeolite beta and its use in aromatic alkylation |
| DE19649944A1 (de) | 1996-12-03 | 1998-06-04 | Basf Ag | Verfahren zur Herstellung von Aminen aus Olefinen an Zeolithen des Typs MCM-49 oder MCM-56 |
| TW416938B (en) | 1997-01-22 | 2001-01-01 | Chinese Petroleum Corp | Process for the production of cumene and its catalyst preparation |
| US6028238A (en) | 1998-04-14 | 2000-02-22 | Mobil Oil Corporation | Xylene isomerization |
| US6051521A (en) | 1998-08-25 | 2000-04-18 | Mobil Oil Corporation | Method of producing an aromatics alkylation catalyst |
| US6984764B1 (en) * | 1999-05-04 | 2006-01-10 | Exxonmobil Oil Corporation | Alkylaromatics production |
| US6897346B1 (en) * | 1999-06-10 | 2005-05-24 | Fina Technology, Inc. | Aromatic conversion process employing low surface area zeolite Y |
| FR2795403B1 (fr) | 1999-06-22 | 2002-11-29 | Inst Francais Du Petrole | Alkylation de benzene par des olefines en presence d'un catalyseur comprenant une zeolithe euo, en vue de la synthese du cumene |
| FR2795404B1 (fr) | 1999-06-22 | 2002-11-29 | Inst Francais Du Petrole | Alkylation du benzene par un agent d'alkylation c2 ou c3, en presence d'un catalyseur a base de zeolithe euo, en vue de la synthese du cumene et de l'ethylbenzene |
| US20020042548A1 (en) * | 2001-07-11 | 2002-04-11 | Dandekar Ajit B. | Process for producing cumene |
| US6781025B2 (en) * | 2001-07-11 | 2004-08-24 | Exxonmobil Chemical Patents Inc. | Reactivation of aromatics alkylation catalysts |
| CN2812449Y (zh) | 2005-08-15 | 2006-08-30 | 华为技术有限公司 | 分布式基站模块 |
-
2001
- 2001-07-11 US US09/902,957 patent/US20020042548A1/en not_active Abandoned
-
2002
- 2002-05-13 TW TW091109905A patent/TWI245754B/zh not_active IP Right Cessation
- 2002-05-13 TW TW094129974A patent/TWI268917B/zh not_active IP Right Cessation
- 2002-05-20 JP JP2003512179A patent/JP4554201B2/ja not_active Expired - Fee Related
- 2002-05-20 EP EP02739308.1A patent/EP1404634B1/en not_active Expired - Lifetime
- 2002-05-20 SG SG2006001358A patent/SG180016A1/en unknown
- 2002-05-20 ES ES02739308.1T patent/ES2559077T3/es not_active Expired - Lifetime
- 2002-05-20 CN CNB028138449A patent/CN1261394C/zh not_active Expired - Fee Related
- 2002-05-20 KR KR1020047000244A patent/KR100894388B1/ko not_active Expired - Fee Related
- 2002-05-20 CA CA2451646A patent/CA2451646C/en not_active Expired - Lifetime
- 2002-05-20 WO PCT/US2002/015953 patent/WO2003006405A1/en not_active Ceased
- 2002-05-20 CN CNA200610077774XA patent/CN1840514A/zh active Pending
- 2002-12-13 US US10/319,161 patent/US6888037B2/en not_active Expired - Lifetime
-
2003
- 2003-12-22 ZA ZA200309896A patent/ZA200309896B/en unknown
-
2004
- 2004-01-12 FI FI20040030A patent/FI125517B/fi not_active IP Right Cessation
-
2005
- 2005-03-24 US US11/088,296 patent/US7399894B2/en not_active Expired - Lifetime
-
2007
- 2007-10-22 US US11/876,233 patent/US7638668B2/en not_active Expired - Fee Related
-
2009
- 2009-11-10 US US12/615,817 patent/US7868215B2/en not_active Expired - Lifetime
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