JP2006510479A5 - - Google Patents
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- Publication number
- JP2006510479A5 JP2006510479A5 JP2004561349A JP2004561349A JP2006510479A5 JP 2006510479 A5 JP2006510479 A5 JP 2006510479A5 JP 2004561349 A JP2004561349 A JP 2004561349A JP 2004561349 A JP2004561349 A JP 2004561349A JP 2006510479 A5 JP2006510479 A5 JP 2006510479A5
- Authority
- JP
- Japan
- Prior art keywords
- catalyst composition
- zeolite
- aromatic hydrocarbon
- fraction
- polyalkylated
- 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
- 239000000203 mixture Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 28
- 239000003054 catalyst Substances 0.000 claims description 27
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 16
- 229910021536 Zeolite Inorganic materials 0.000 claims description 15
- 239000010457 zeolite Substances 0.000 claims description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 14
- 239000011230 binding agent Substances 0.000 claims description 5
- 239000011148 porous material Substances 0.000 claims description 5
- 238000001354 calcination Methods 0.000 claims description 3
- 238000001125 extrusion Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical group [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 229910001593 boehmite Inorganic materials 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 18
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims 10
- 230000002378 acidificating effect Effects 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 5
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims 4
- 229910004298 SiO 2 Inorganic materials 0.000 claims 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 3
- 239000005977 Ethylene Substances 0.000 claims 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
- 150000001336 alkenes Chemical class 0.000 claims 3
- 229930195733 hydrocarbon Natural products 0.000 claims 3
- 150000002430 hydrocarbons Chemical class 0.000 claims 3
- 239000007791 liquid phase Substances 0.000 claims 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 3
- VIDOPANCAUPXNH-UHFFFAOYSA-N 1,2,3-triethylbenzene Chemical compound CCC1=CC=CC(CC)=C1CC VIDOPANCAUPXNH-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000005804 alkylation reaction Methods 0.000 claims 2
- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000002245 particle Substances 0.000 claims 2
- 238000010555 transalkylation reaction Methods 0.000 claims 2
- LGXAANYJEHLUEM-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1C(C)C LGXAANYJEHLUEM-UHFFFAOYSA-N 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 230000004907 flux Effects 0.000 claims 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- 239000008188 pellet Substances 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000000843 powder Substances 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- JCCNYMKQOSZNPW-UHFFFAOYSA-N loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 229910052649 zeolite group Inorganic materials 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI2002A002712 | 2002-12-20 | ||
| IT002712A ITMI20022712A1 (it) | 2002-12-20 | 2002-12-20 | Composizione catalitica e processo per la transalchilazione di idrocarburi. |
| PCT/EP2003/014519 WO2004056475A1 (en) | 2002-12-20 | 2003-12-15 | Catalytic composition and process for the transalkylation of aromatic hydrocarbons |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006510479A JP2006510479A (ja) | 2006-03-30 |
| JP2006510479A5 true JP2006510479A5 (enExample) | 2012-02-16 |
| JP5019709B2 JP5019709B2 (ja) | 2012-09-05 |
Family
ID=32676850
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004561349A Expired - Lifetime JP5019709B2 (ja) | 2002-12-20 | 2003-12-15 | 触媒組成物および芳香族炭化水素類のアルキル交換反応方法 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8207388B2 (enExample) |
| EP (1) | EP1572357B1 (enExample) |
| JP (1) | JP5019709B2 (enExample) |
| CN (1) | CN100522357C (enExample) |
| AT (1) | ATE458550T1 (enExample) |
| AU (1) | AU2003294902A1 (enExample) |
| BR (1) | BR0317159B1 (enExample) |
| CA (1) | CA2510451C (enExample) |
| DE (1) | DE60331471D1 (enExample) |
| ES (1) | ES2341337T3 (enExample) |
| IT (1) | ITMI20022712A1 (enExample) |
| MX (1) | MXPA05006464A (enExample) |
| PL (1) | PL213940B1 (enExample) |
| RU (1) | RU2351393C2 (enExample) |
| WO (1) | WO2004056475A1 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100946827B1 (ko) * | 2005-03-31 | 2010-03-09 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 고활성 촉매를 사용하여 방향족 화합물을 트랜스알킬화하는방법 |
| US7737313B2 (en) | 2006-12-21 | 2010-06-15 | Exxonmobil Chemical Patents Inc. | Catalyst composition, the method of manufacturing, and the process of using thereof in hydrocarbon conversions |
| 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 |
| IT1392929B1 (it) | 2009-02-16 | 2012-04-02 | Polimeri Europa Spa | Processo integrato per la preparazione di etilbenzene e cumene |
| IT1394721B1 (it) | 2009-06-10 | 2012-07-13 | Polimeri Europa Spa | Processo per l'alchilazione di benzene con etanolo o miscele di etanolo ed etilene |
| IT1395594B1 (it) | 2009-06-29 | 2012-10-16 | Polimeri Europa Spa | Processo per la preparazione di fenolo e cicloesanone |
| IT1397885B1 (it) | 2009-12-23 | 2013-02-04 | Polimeri Europa Spa | Processo per preparare etilbenzene. |
| US7985886B1 (en) * | 2010-03-31 | 2011-07-26 | Uop Llc | Aromatic alkylation process using UZM-37 aluminosilicate zeolite |
| RU2478429C1 (ru) * | 2011-07-28 | 2013-04-10 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) | Катализатор, способ его получения и способ трансалкилирования бензола диэтилбензолами с его использованием |
| US8759597B2 (en) * | 2012-04-18 | 2014-06-24 | Uop Llc | Methods for producing zeolite catalysts and methods for producing alkylated aromatic compounds using the zeolite catalysts |
| ITMI20131704A1 (it) | 2013-10-15 | 2015-04-16 | Versalis Spa | Composizione catalitica e processo che la utilizza per l'alchilazione di idrocarburi aromatici con alcoli, o miscele di alcoli e olefine |
| US20160237356A1 (en) * | 2013-10-25 | 2016-08-18 | Cool Planet Energy Systems, Inc. | Zeolite catalyst composition |
| RU2553256C1 (ru) * | 2014-04-08 | 2015-06-10 | Открытое акционерное общество "Газпром нефтехим Салават"(ОАО "Газпром нефтехим Салават") | Способ получения катализатора и способ трансалкилирования бензола диэтилбензолами с его использованием |
| CN105457670B (zh) * | 2015-12-28 | 2019-01-04 | 陕西煤化工技术工程中心有限公司 | 一种高活性芳烃烷基化流化床催化剂及其制备方法 |
| IT201600105178A1 (it) | 2016-10-19 | 2018-04-19 | Versalis Spa | Procedimento per la produzione di dieni |
| RU2753341C2 (ru) * | 2017-01-25 | 2021-08-13 | Эксонмобил Кемикэл Пейтентс Инк. | Способ трансалкилирования и применяющаяся в нем каталитическая композиция |
| IT201700074911A1 (it) | 2017-07-04 | 2019-01-04 | Versalis Spa | Procedimento per la produzione di olefine da alcoli |
| CN111744483B (zh) | 2019-03-28 | 2021-09-07 | 中国石油化工股份有限公司 | 一种氧化铝、其制备方法及应用 |
| IT201900015066A1 (it) | 2019-08-27 | 2021-02-27 | Versalis Spa | Procedimento per il trattamento di idrocarburi polialchilaromatici. |
| RU2751336C1 (ru) * | 2020-10-02 | 2021-07-13 | Общество с ограниченной ответственностью "Газпром нефтехим Салават" (ООО "Газпром нефтехим Салават") | Катализатор, способ его получения и способ трансалкилирования бензола диэтилбензолами с его использованием |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251897A (en) * | 1962-12-20 | 1966-05-17 | Socony Mobil Oil Co Inc | Alkylation of aromatic compounds in the presence of an alumino-silicate catalyst |
| US3848012A (en) * | 1973-09-26 | 1974-11-12 | Monsanto Co | Alkylation process |
| US4185040A (en) * | 1977-12-16 | 1980-01-22 | Union Oil Company Of California | Alkylation of aromatic hydrocarbons |
| US4169111A (en) * | 1978-02-02 | 1979-09-25 | Union Oil Company Of California | Manufacture of ethylbenzene |
| US4459426A (en) * | 1980-04-25 | 1984-07-10 | Union Oil Company Of California | Liquid-phase alkylation and transalkylation process |
| JPS58153540A (ja) * | 1982-03-02 | 1983-09-12 | テキサコ・デイベロツプメント・コ−ポレ−シヨン | クラツキング触媒組成物 |
| JPS58163439A (ja) * | 1982-03-23 | 1983-09-28 | Shokubai Kasei Kogyo Kk | 炭化水素分解用触媒組成物の製造法 |
| US4891458A (en) * | 1987-12-17 | 1990-01-02 | Innes Robert A | Liquid phase alkylation or transalkylation process using zeolite beta |
| US5118896A (en) * | 1990-10-31 | 1992-06-02 | Amoco Corporation | Aromatic alkylation process using large macropore, small particle size, zeolite catalyst |
| EP0571701A1 (en) * | 1992-05-20 | 1993-12-01 | Fina Research S.A. | Process for the alkylation of aromatics |
| US5302769A (en) * | 1992-12-07 | 1994-04-12 | Mobil Oil Corporation | Process for making alkylated polycyclic aromatics |
| IT1270230B (it) * | 1994-06-16 | 1997-04-29 | Enichem Sintesi | Composizione catalitica e processo per l'alchilazione di composti aromatici |
| JPH0977696A (ja) * | 1995-09-14 | 1997-03-25 | Nippon Steel Chem Co Ltd | エチルベンゼンの製造方法 |
| JP3527036B2 (ja) * | 1996-10-29 | 2004-05-17 | 触媒化成工業株式会社 | 炭化水素接触分解用触媒組成物の製造方法 |
| IT1290846B1 (it) * | 1996-12-12 | 1998-12-14 | Enichem Spa | Composizione catalitica e processo per l'alchilazione e/o la transalchilazione di composti aromatici |
| US5847255A (en) * | 1997-05-21 | 1998-12-08 | Fina Technology, Inc. | Gas phase alkylation-liquid phase transalkylation process |
| US5942651A (en) * | 1997-06-13 | 1999-08-24 | Mobile Oil Corporation | Process for converting C9 + aromatic hydrocarbons to lighter aromatic products by transalkylation in the prescence of two zeolite-containing catalysts |
| US5902917A (en) * | 1997-11-26 | 1999-05-11 | Mobil Oil Corporation | Alkylaromatics production |
| CN1122571C (zh) * | 1998-12-24 | 2003-10-01 | Sk株式会社 | 芳烃歧化/烷基转移催化剂及其制造方法 |
| IT1313007B1 (it) * | 1999-07-13 | 2002-05-29 | Enichem Spa | Processso per l'alchilazione di composti aromatici in fase gas. |
| IT1313008B1 (it) * | 1999-07-13 | 2002-05-29 | Enichem Spa | Processo per l'alchilazione di composti aromatici. |
| IT1313009B1 (it) * | 1999-07-13 | 2002-05-29 | Enichem Spa | Processo per la rigenerazione di catalizzatori zeolitici. |
-
2002
- 2002-12-20 IT IT002712A patent/ITMI20022712A1/it unknown
-
2003
- 2003-12-15 WO PCT/EP2003/014519 patent/WO2004056475A1/en not_active Ceased
- 2003-12-15 US US10/538,641 patent/US8207388B2/en not_active Expired - Fee Related
- 2003-12-15 BR BRPI0317159-0B1A patent/BR0317159B1/pt active IP Right Grant
- 2003-12-15 PL PL376001A patent/PL213940B1/pl unknown
- 2003-12-15 RU RU2005117349/04A patent/RU2351393C2/ru active
- 2003-12-15 ES ES03785878T patent/ES2341337T3/es not_active Expired - Lifetime
- 2003-12-15 CN CNB2003801069644A patent/CN100522357C/zh not_active Expired - Lifetime
- 2003-12-15 AU AU2003294902A patent/AU2003294902A1/en not_active Abandoned
- 2003-12-15 JP JP2004561349A patent/JP5019709B2/ja not_active Expired - Lifetime
- 2003-12-15 AT AT03785878T patent/ATE458550T1/de not_active IP Right Cessation
- 2003-12-15 CA CA2510451A patent/CA2510451C/en not_active Expired - Lifetime
- 2003-12-15 DE DE60331471T patent/DE60331471D1/de not_active Expired - Lifetime
- 2003-12-15 MX MXPA05006464A patent/MXPA05006464A/es active IP Right Grant
- 2003-12-15 EP EP03785878A patent/EP1572357B1/en not_active Expired - Lifetime
-
2012
- 2012-04-24 US US13/454,595 patent/US8658553B2/en not_active Expired - Lifetime
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