JP2009521436A5 - - Google Patents
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- Publication number
- JP2009521436A5 JP2009521436A5 JP2008547221A JP2008547221A JP2009521436A5 JP 2009521436 A5 JP2009521436 A5 JP 2009521436A5 JP 2008547221 A JP2008547221 A JP 2008547221A JP 2008547221 A JP2008547221 A JP 2008547221A JP 2009521436 A5 JP2009521436 A5 JP 2009521436A5
- Authority
- JP
- Japan
- Prior art keywords
- mixture
- olefins
- component
- aromatic compound
- linear
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims 31
- 239000000203 mixture Substances 0.000 claims 24
- 150000001336 alkenes Chemical class 0.000 claims 23
- -1 polypropylene Polymers 0.000 claims 16
- 150000001491 aromatic compounds Chemical class 0.000 claims 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims 4
- 229920000098 polyolefin Polymers 0.000 claims 4
- 239000004711 α-olefin Substances 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 239000011831 acidic ionic liquid Substances 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 239000004743 Polypropylene Substances 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 229910052782 aluminium Inorganic materials 0.000 claims 2
- 238000005336 cracking Methods 0.000 claims 2
- 229910052733 gallium Inorganic materials 0.000 claims 2
- 229920001748 polybutylene Polymers 0.000 claims 2
- 229920001155 polypropylene Polymers 0.000 claims 2
- 239000001993 wax Substances 0.000 claims 2
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 claims 1
- BMQZYMYBQZGEEY-UHFFFAOYSA-M 1-ethyl-3-methylimidazolium chloride Chemical compound [Cl-].CCN1C=C[N+](C)=C1 BMQZYMYBQZGEEY-UHFFFAOYSA-M 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 239000005703 Trimethylamine hydrochloride Substances 0.000 claims 1
- 238000005865 alkene metathesis reaction Methods 0.000 claims 1
- 230000002152 alkylating effect Effects 0.000 claims 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical group Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000010924 continuous production Methods 0.000 claims 1
- 150000005673 monoalkenes Chemical class 0.000 claims 1
- 239000012169 petroleum derived wax Substances 0.000 claims 1
- 235000019381 petroleum wax Nutrition 0.000 claims 1
- 150000004714 phosphonium salts Chemical class 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical class C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/315,960 US8524965B2 (en) | 2005-12-21 | 2005-12-21 | Method of making an alkylated aromatic using acidic ionic liquid catalyst |
| PCT/US2006/041021 WO2007073439A1 (en) | 2005-12-21 | 2006-10-17 | A method of making an alkylated aromatic using acidic ionic liquid catalyst |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014198798A Division JP2015051974A (ja) | 2005-12-21 | 2014-09-29 | 酸性イオン液体触媒を用いるアルキル化芳香族炭化水素の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009521436A JP2009521436A (ja) | 2009-06-04 |
| JP2009521436A5 true JP2009521436A5 (enExample) | 2009-12-03 |
Family
ID=38174619
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008547221A Pending JP2009521436A (ja) | 2005-12-21 | 2006-10-17 | 酸性イオン液体触媒を用いるアルキル化芳香族炭化水素の製造方法 |
| JP2014198798A Withdrawn JP2015051974A (ja) | 2005-12-21 | 2014-09-29 | 酸性イオン液体触媒を用いるアルキル化芳香族炭化水素の製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014198798A Withdrawn JP2015051974A (ja) | 2005-12-21 | 2014-09-29 | 酸性イオン液体触媒を用いるアルキル化芳香族炭化水素の製造方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8524965B2 (enExample) |
| EP (1) | EP1963244A4 (enExample) |
| JP (2) | JP2009521436A (enExample) |
| CN (1) | CN101365664A (enExample) |
| AR (1) | AR058336A1 (enExample) |
| AU (1) | AU2006327205B2 (enExample) |
| CA (1) | CA2634135C (enExample) |
| EA (1) | EA016219B1 (enExample) |
| PE (1) | PE20070920A1 (enExample) |
| TW (1) | TW200728253A (enExample) |
| WO (1) | WO2007073439A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7732651B2 (en) * | 2006-06-01 | 2010-06-08 | Chevron Oronite Company, Llc | Method of making an alkylated aromoatic using acidic ionic liquid catalyst |
| US8329966B2 (en) * | 2006-10-25 | 2012-12-11 | Formosan Union Chemical Corp. | Slightly branched dialkyl benzenes and related compositions |
| US7955999B2 (en) * | 2007-12-28 | 2011-06-07 | Chevron U.S.A. Inc. | System and apparatus for ionic liquid catalyst regeneration |
| US20100152027A1 (en) * | 2008-12-15 | 2010-06-17 | Chevron U.S.A., Inc. | Ionic liquid catalyst having a high molar ratio of aluminum to nitrogen |
| US8889934B2 (en) * | 2008-12-15 | 2014-11-18 | Chevron U.S.A. Inc. | Process for hydrocarbon conversion using, a method to make, and compositions of, an acid catalyst |
| US20100152518A1 (en) * | 2008-12-15 | 2010-06-17 | Chevron U.S.A., Inc. | Process to make a liquid catalyst having a high molar ratio of aluminum to nitrogen |
| US8865960B2 (en) | 2010-06-28 | 2014-10-21 | Chevron U.S.A. Inc. | Startup procedures for ionic liquid catalyzed hydrocarbon conversion processes |
| CN102660322B (zh) * | 2012-05-15 | 2015-03-18 | 锦州康泰润滑油添加剂股份有限公司 | 重烷基苯的制备方法 |
| CA2909562C (en) * | 2013-04-19 | 2019-07-30 | Reliance Industries Limited | Ionic liquid compound for catalysis of chemical reactions |
| WO2015118469A1 (en) | 2014-02-07 | 2015-08-13 | Saudi Basic Industries Corporation | Removal of aromatic impurities from an alkene stream using an acid catalyst |
| CN111234862A (zh) | 2014-02-07 | 2020-06-05 | 沙特基础工业公司 | 使用酸催化剂如酸性离子液体从烯烃流中去除芳香族杂质 |
| US20160347691A1 (en) * | 2014-02-07 | 2016-12-01 | Saudi Basic Industries Corporation | Removal of aromatic impurities from an alkene stream using an acid catalyst, such as a lewis acid |
| US9328037B2 (en) | 2014-07-09 | 2016-05-03 | Uop Llc | Benzene alkylation using acidic ionic liquids |
| EP3166721A1 (en) * | 2014-07-11 | 2017-05-17 | Reliance Industries Limited | Ionic liquid-solvent complex, preparation and applications thereof |
| US9669377B2 (en) | 2014-12-12 | 2017-06-06 | Uop Llc | Ionic liquid reactor with heat exchanger |
| US9950970B2 (en) | 2014-12-12 | 2018-04-24 | Uop Llc | Ionic liquid reactor with heat exchanger |
| WO2017015255A1 (en) * | 2015-07-23 | 2017-01-26 | Uop Llc | Modified hf alkylation reaction zone for ionic liquid alkylation |
| WO2017214227A1 (en) * | 2016-06-07 | 2017-12-14 | Cytec Industries Inc. | Trialkylphosphonium ionic liquids, methods of making, and alkylation processes using trialkylphosphonium ionic liquids |
| CA3075165A1 (en) * | 2017-09-22 | 2019-03-28 | Indorama Ventures Oxides Llc | A process for the production of alkylaromatics |
| US12157719B2 (en) | 2020-08-24 | 2024-12-03 | University Of Kansas | Haloalkane sulfonic acids, compositions thereof, and related methods |
| US12240792B2 (en) | 2020-08-24 | 2025-03-04 | Univeristy Of Kansas | Processes for the preparation of alkylbenzenes |
| CN113145045B (zh) * | 2021-02-04 | 2022-09-23 | 江苏金桐表面活性剂有限公司 | 一种直链烷基苯生产设备 |
| CN112958149A (zh) * | 2021-02-05 | 2021-06-15 | 北京化工大学 | 一种复合离子液体催化剂、其制备方法及用途 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1180215A (en) * | 1966-04-21 | 1970-02-04 | Ici Ltd | Production of Substituted Phenols |
| US4469908A (en) * | 1978-12-14 | 1984-09-04 | Mobil Oil Corporation | Alkylation of aromatic hydrocarbons |
| DE3368606D1 (en) * | 1982-12-13 | 1987-02-05 | Shell Int Research | Alkylxylene sulphonate compounds, their preparation and use |
| US4503277A (en) * | 1983-11-30 | 1985-03-05 | Uop Inc. | HF regeneration in aromatic hydrocarbon alkylation process |
| US4847018A (en) * | 1986-09-25 | 1989-07-11 | Union Oil Company Of California | Process for producing petroleum sulfonates |
| US5118896A (en) * | 1990-10-31 | 1992-06-02 | Amoco Corporation | Aromatic alkylation process using large macropore, small particle size, zeolite catalyst |
| US5132477A (en) * | 1991-04-29 | 1992-07-21 | Mobil Oil Corporation | Process for producing alkylaromatic lubricant fluids |
| US5208390A (en) * | 1991-10-25 | 1993-05-04 | Chevron Research And Technology Company | Process for alkylating aromatic polyols with higher carbon number alpha olefin oligomers |
| EP0584879B1 (en) | 1992-08-25 | 1997-10-29 | Shell Internationale Researchmaatschappij B.V. | Process for the preparation of lower olefins |
| TW291486B (enExample) * | 1992-12-17 | 1996-11-21 | Exxon Chemical Patents Inc | |
| GB9402569D0 (en) * | 1994-02-10 | 1994-04-06 | Bp Chem Int Ltd | Alkylation process |
| JP3537483B2 (ja) * | 1994-03-25 | 2004-06-14 | 株式会社クラレ | 芳香族化合物のアルキル化方法 |
| CA2204461C (en) * | 1996-05-14 | 2006-07-04 | Thomas V. Harris | Process for producing an alkylated, non-oxygen-containing aromatic hydrocarbon |
| US5731101A (en) * | 1996-07-22 | 1998-03-24 | Akzo Nobel Nv | Low temperature ionic liquids |
| US5824832A (en) * | 1996-07-22 | 1998-10-20 | Akzo Nobel Nv | Linear alxylbenzene formation using low temperature ionic liquid |
| WO1998050153A1 (en) | 1997-05-01 | 1998-11-12 | Akzo Nobel N.V. | In-situ formation of ionic liquid catalyst for an ionic liquid-catalyzed chemical reaction |
| WO2000037775A1 (en) * | 1998-12-22 | 2000-06-29 | Chevron U.S.A. Inc. | Oil recovery method for waxy crude oil using alkylaryl sulfonate surfactants derived from alpha-olefins |
| WO2000041809A1 (en) * | 1999-01-15 | 2000-07-20 | Bp Chemicals Limited | Ionic liquid catalyst for alkylation |
| CN1402698A (zh) * | 1999-07-06 | 2003-03-12 | 沙索尔技术股份有限公司 | 费－托法产物的易位产物的用途 |
| ES2223590T3 (es) * | 1999-09-20 | 2005-03-01 | Consejo Superior De Investigaciones Cientificas | Alquilacion de compuestos aromaticos. |
| NL1021362C2 (nl) * | 2001-08-31 | 2003-08-05 | Inst Francais Du Petrole | Katalysator- en oplosmiddelsamenstelling en katalysewerkwijzen waarbij deze samenstelling wordt toegepast. |
| US6890423B2 (en) * | 2001-10-19 | 2005-05-10 | Chevron U.S.A. Inc. | Distillate fuel blends from Fischer Tropsch products with improved seal swell properties |
| AU2003218441A1 (en) * | 2002-03-29 | 2003-10-13 | Exxonmobil Chemical Patents, Inc. | A process for preparing an olefinic hydrocarbon mixture |
| US7332460B2 (en) | 2004-07-15 | 2008-02-19 | Chevron Oronite Company Llc | Alkylxylene sulfonates for enhanced oil recovery processes |
| US7495140B2 (en) * | 2006-06-01 | 2009-02-24 | Chevron Cronite Company Llc | Method of making a synthetic alkylaryl compound |
-
2005
- 2005-12-21 US US11/315,960 patent/US8524965B2/en not_active Expired - Fee Related
-
2006
- 2006-10-17 JP JP2008547221A patent/JP2009521436A/ja active Pending
- 2006-10-17 EA EA200870082A patent/EA016219B1/ru not_active IP Right Cessation
- 2006-10-17 EP EP06817205A patent/EP1963244A4/en not_active Ceased
- 2006-10-17 CA CA2634135A patent/CA2634135C/en not_active Expired - Fee Related
- 2006-10-17 WO PCT/US2006/041021 patent/WO2007073439A1/en not_active Ceased
- 2006-10-17 CN CNA2006800524833A patent/CN101365664A/zh active Pending
- 2006-10-17 AU AU2006327205A patent/AU2006327205B2/en not_active Ceased
- 2006-12-04 PE PE2006001543A patent/PE20070920A1/es not_active Application Discontinuation
- 2006-12-08 TW TW095146014A patent/TW200728253A/zh unknown
- 2006-12-13 AR ARP060105485A patent/AR058336A1/es unknown
-
2014
- 2014-09-29 JP JP2014198798A patent/JP2015051974A/ja not_active Withdrawn
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