JP6018362B2 - 修飾クロム系触媒およびそれを用いる重合方法 - Google Patents
修飾クロム系触媒およびそれを用いる重合方法 Download PDFInfo
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- JP6018362B2 JP6018362B2 JP2010548653A JP2010548653A JP6018362B2 JP 6018362 B2 JP6018362 B2 JP 6018362B2 JP 2010548653 A JP2010548653 A JP 2010548653A JP 2010548653 A JP2010548653 A JP 2010548653A JP 6018362 B2 JP6018362 B2 JP 6018362B2
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- Prior art keywords
- catalyst
- chromium
- chromate
- flow index
- bis
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- 239000003054 catalyst Substances 0.000 title claims description 335
- 238000006116 polymerization reaction Methods 0.000 title claims description 69
- 238000000034 method Methods 0.000 title claims description 65
- 150000001844 chromium Chemical class 0.000 title 1
- 239000011651 chromium Substances 0.000 claims description 139
- 229910052804 chromium Inorganic materials 0.000 claims description 112
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 111
- 230000004044 response Effects 0.000 claims description 106
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 101
- 239000003638 chemical reducing agent Substances 0.000 claims description 92
- 239000000203 mixture Substances 0.000 claims description 75
- GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 claims description 71
- 239000000377 silicon dioxide Substances 0.000 claims description 47
- 238000003756 stirring Methods 0.000 claims description 45
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 43
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 42
- CQBWEBXPMRPCSI-UHFFFAOYSA-M O[Cr](O[SiH3])(=O)=O Chemical compound O[Cr](O[SiH3])(=O)=O CQBWEBXPMRPCSI-UHFFFAOYSA-M 0.000 claims description 38
- -1 chromium halide Chemical class 0.000 claims description 38
- 238000013019 agitation Methods 0.000 claims description 31
- 230000008569 process Effects 0.000 claims description 26
- 229920000098 polyolefin Polymers 0.000 claims description 22
- 150000001336 alkenes Chemical class 0.000 claims description 20
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 15
- 238000001354 calcination Methods 0.000 claims description 13
- AQLZCGLPNYEIDH-UHFFFAOYSA-N C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Cr](=O)(=O)O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Cr](=O)(=O)O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 AQLZCGLPNYEIDH-UHFFFAOYSA-N 0.000 claims description 8
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 claims description 8
- WYYQVWLEPYFFLP-UHFFFAOYSA-K chromium(3+);triacetate Chemical compound [Cr+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WYYQVWLEPYFFLP-UHFFFAOYSA-K 0.000 claims description 8
- 239000011148 porous material Substances 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 5
- 230000003213 activating effect Effects 0.000 claims description 4
- PHFQLYPOURZARY-UHFFFAOYSA-N chromium trinitrate Chemical compound [Cr+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PHFQLYPOURZARY-UHFFFAOYSA-N 0.000 claims description 4
- UMJCFHSRYBYEOJ-UHFFFAOYSA-N C1=CC=C2C([Si](C=3C4=CC=CC=C4C=CC=3)(C=3C4=CC=CC=C4C=CC=3)O[Cr](=O)(O[Si](C=3C4=CC=CC=C4C=CC=3)(C=3C4=CC=CC=C4C=CC=3)C=3C4=CC=CC=C4C=CC=3)=O)=CC=CC2=C1 Chemical compound C1=CC=C2C([Si](C=3C4=CC=CC=C4C=CC=3)(C=3C4=CC=CC=C4C=CC=3)O[Cr](=O)(O[Si](C=3C4=CC=CC=C4C=CC=3)(C=3C4=CC=CC=C4C=CC=3)C=3C4=CC=CC=C4C=CC=3)=O)=CC=CC2=C1 UMJCFHSRYBYEOJ-UHFFFAOYSA-N 0.000 claims description 3
- PMJNEQWWZRSFCE-UHFFFAOYSA-N 3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)propanoic acid Chemical compound CCOC(=O)C(C(O)=O)CC1=CC=CS1 PMJNEQWWZRSFCE-UHFFFAOYSA-N 0.000 claims description 2
- RZZDGFXBQNRTBZ-UHFFFAOYSA-N C=1C=CC=CC=1C[Si](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)O[Cr](=O)(=O)O[Si](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)CC1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C[Si](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)O[Cr](=O)(=O)O[Si](CC=1C=CC=CC=1)(CC=1C=CC=CC=1)CC1=CC=CC=C1 RZZDGFXBQNRTBZ-UHFFFAOYSA-N 0.000 claims description 2
- PSTSCESDKPUCIO-UHFFFAOYSA-M CC(C=CC=C1)=C1[SiH2][SiH](O[Cr](O)(=O)=O)[SiH2]C1=C(C)C=CC=C1 Chemical compound CC(C=CC=C1)=C1[SiH2][SiH](O[Cr](O)(=O)=O)[SiH2]C1=C(C)C=CC=C1 PSTSCESDKPUCIO-UHFFFAOYSA-M 0.000 claims description 2
- FAWSHMBMQYPQOH-UHFFFAOYSA-N CCCC[Si](CCCC)(CCCC)O[Cr](=O)(=O)O[Si](CCCC)(CCCC)CCCC Chemical compound CCCC[Si](CCCC)(CCCC)O[Cr](=O)(=O)O[Si](CCCC)(CCCC)CCCC FAWSHMBMQYPQOH-UHFFFAOYSA-N 0.000 claims description 2
- OJIUNXJACHBZCU-UHFFFAOYSA-N CC[Si](CC)(CC)O[Cr](=O)(=O)O[Si](CC)(CC)CC Chemical compound CC[Si](CC)(CC)O[Cr](=O)(=O)O[Si](CC)(CC)CC OJIUNXJACHBZCU-UHFFFAOYSA-N 0.000 claims description 2
- GYEFIJWMVDUNSH-UHFFFAOYSA-N Cc1c(C)c([SiH2]O[Cr](=O)(=O)O[SiH2]c2c(C)c(C)c(C)c3ccccc23)c2ccccc2c1C Chemical compound Cc1c(C)c([SiH2]O[Cr](=O)(=O)O[SiH2]c2c(C)c(C)c(C)c3ccccc23)c2ccccc2c1C GYEFIJWMVDUNSH-UHFFFAOYSA-N 0.000 claims description 2
- UVWPJSOTFPUSKM-UHFFFAOYSA-M O[Cr](O[SiH](CC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)CC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)(=O)=O Chemical compound O[Cr](O[SiH](CC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)CC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)(=O)=O UVWPJSOTFPUSKM-UHFFFAOYSA-M 0.000 claims description 2
- JOSWYUNQBRPBDN-UHFFFAOYSA-P ammonium dichromate Chemical compound [NH4+].[NH4+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O JOSWYUNQBRPBDN-UHFFFAOYSA-P 0.000 claims description 2
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 claims description 2
- LDYLHMQUPCBROZ-UHFFFAOYSA-N diethyl(methoxy)alumane Chemical compound [O-]C.CC[Al+]CC LDYLHMQUPCBROZ-UHFFFAOYSA-N 0.000 claims description 2
- MSJGTVVKAYQMPX-UHFFFAOYSA-N diethyl(propoxy)alumane Chemical compound CCC[O-].CC[Al+]CC MSJGTVVKAYQMPX-UHFFFAOYSA-N 0.000 claims description 2
- MWNKMBHGMZHEMM-UHFFFAOYSA-N dimethylalumanylium;ethanolate Chemical compound CCO[Al](C)C MWNKMBHGMZHEMM-UHFFFAOYSA-N 0.000 claims description 2
- ROEOBAPIAYSJDQ-UHFFFAOYSA-N ethanolate;ethyl(methyl)alumanylium Chemical compound CC[O-].CC[Al+]C ROEOBAPIAYSJDQ-UHFFFAOYSA-N 0.000 claims description 2
- XGAIERUWZADBAO-UHFFFAOYSA-N ethoxy-bis(2-methylpropyl)alumane Chemical compound CCO[Al](CC(C)C)CC(C)C XGAIERUWZADBAO-UHFFFAOYSA-N 0.000 claims description 2
- UYONORMOFAZUJY-UHFFFAOYSA-N ethoxy-di(propan-2-yl)alumane Chemical compound CC[O-].CC(C)[Al+]C(C)C UYONORMOFAZUJY-UHFFFAOYSA-N 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims 1
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T29/00—Metal working
- Y10T29/49—Method of mechanical manufacture
- Y10T29/49345—Catalytic device making
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- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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| CN102264769A (zh) * | 2008-12-22 | 2011-11-30 | 尤尼威蒂恩技术有限公司 | 用于制造聚合物的系统和方法 |
| CN102372796B (zh) * | 2010-08-12 | 2013-04-24 | 中国石油化工股份有限公司 | 硅胶负载型复合铬系催化剂及其制备方法和应用 |
| EP2447290A1 (en) | 2010-11-01 | 2012-05-02 | Ineos Commercial Services UK Limited | Chromium catalysed ethylene copolymer powder |
| CN102952221A (zh) * | 2011-08-30 | 2013-03-06 | 中国石油化工股份有限公司 | 用于铬系聚乙烯催化剂制备方法 |
| WO2013168103A1 (en) | 2012-05-09 | 2013-11-14 | Sasol Technology (Proprietary) Limited | Oligomerisation of olefinic compounds with reduced polymer formation |
| CA2886967C (en) | 2012-11-01 | 2021-06-01 | Univation Technologies, Llc | Mixed compatible ziegler-natta/chromium catalysts for improved polymer products |
| CN104004117A (zh) * | 2013-02-27 | 2014-08-27 | 中国石油化工股份有限公司 | 气相法高密度聚乙烯的聚合方法 |
| JP6187332B2 (ja) * | 2013-03-28 | 2017-08-30 | 日本ポリエチレン株式会社 | パイプ及び継手用ポリエチレン並びにその成形体 |
| WO2014179103A1 (en) | 2013-05-02 | 2014-11-06 | Dow Global Technologies Llc | A polyethylene composition and articles made therefrom |
| CA2930657C (en) | 2013-11-21 | 2023-03-14 | Univation Technologies, Llc | Methods for controlling polymer properties |
| SG10201801621UA (en) * | 2014-09-02 | 2018-04-27 | Univation Tech Llc | Polyolefin production with chromium-based catalysts |
| ES3041028T3 (en) * | 2014-09-02 | 2025-11-06 | Univation Tech Llc | Polyolefin production with chromium-based catalysts |
| ES2838599T3 (es) | 2014-09-02 | 2021-07-02 | Univation Tech Llc | Producción de poliolefina con catalizadores basados en cromo |
| CA2967398C (en) | 2014-11-24 | 2023-01-24 | Univation Technologies, Llc | Chromium-based catalyst compositions for olefin polymerization |
| CN108026466B (zh) * | 2015-08-21 | 2021-10-22 | 埃克森美孚化学专利公司 | 润滑剂基本原料共混物 |
| CN108473699B (zh) * | 2016-01-29 | 2022-06-28 | 尤尼威蒂恩技术有限责任公司 | 具有改善的韧性的聚烯烃膜 |
| CN109996822A (zh) * | 2016-11-18 | 2019-07-09 | 埃克森美孚化学专利公司 | 使用含铬催化剂的聚合方法 |
| US20200071438A1 (en) | 2017-03-21 | 2020-03-05 | Exxonmobil Chemical Patents Inc. | Processes for Preparing a Catalyst System and Polymerizing Olefins |
| CN110612313A (zh) | 2017-03-23 | 2019-12-24 | 埃克森美孚化学专利公司 | 催化剂体系及其制备和使用方法 |
| WO2019083715A1 (en) | 2017-10-27 | 2019-05-02 | Univation Technologies, Llc | SELECTIVE TRANSITION OF POLYMERIZATION PROCESS |
| CA3079148A1 (en) * | 2017-10-27 | 2019-05-02 | Univation Technologies, Llc | Polyethylene copolymer resins and films |
| CN111212856B (zh) | 2017-10-31 | 2023-03-24 | 埃克森美孚化学专利公司 | 来自在脂肪族溶剂中原位形成负载的铝氧烷的无甲苯的二氧化硅负载的单中心茂金属催化剂 |
| US12173096B2 (en) | 2018-05-24 | 2024-12-24 | Univation Technologies, Llc | Unimodal polyethylene copolymer and film thereof |
| CN112739731A (zh) | 2018-07-31 | 2021-04-30 | 尤尼威蒂恩技术有限责任公司 | 单峰聚乙烯共聚物和其膜 |
| CN112585177A (zh) | 2018-07-31 | 2021-03-30 | 尤尼威蒂恩技术有限责任公司 | 单峰聚乙烯共聚物和其膜 |
| US12152095B2 (en) | 2019-03-21 | 2024-11-26 | Exxonmobil Chemical Patents Inc. | Methods for improving production in gas phase polymerization |
| WO2020190510A1 (en) | 2019-03-21 | 2020-09-24 | Exxonmobil Chemical Patents Inc. | Methods for improving gas phase polymerization |
| US20220213302A1 (en) | 2019-06-10 | 2022-07-07 | Univation Technologies, Llc | Polyethylene blend |
| KR20220114592A (ko) | 2019-12-11 | 2022-08-17 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 저 방향족 함량을 갖는 폴리올레핀 |
| WO2022047449A1 (en) | 2020-08-25 | 2022-03-03 | Exxonmobil Chemical Patents Inc. | High density polyethylene compositions with exceptional physical properties |
| WO2022108971A1 (en) | 2020-11-23 | 2022-05-27 | Exxonmobil Chemical Patents Inc. | Toluene free supported methylalumoxane precursor |
| CN116601160A (zh) | 2020-11-23 | 2023-08-15 | 埃克森美孚化学专利公司 | 由原位形成的铝氧烷制备催化剂的改进方法 |
| WO2022250822A1 (en) | 2021-05-24 | 2022-12-01 | Exxonmobil Chemical Patents Inc. | Biphasic polymerization processes |
| MX2024004442A (es) | 2021-10-15 | 2024-05-08 | Univation Tech Llc | Resina para contenedor intermedio a granel de polietileno de alta densidad (hdpe) que usa catalizador de cromo avanzado mediante tecnologia de polietileno en fase gaseosa. |
| MX2024004504A (es) | 2021-10-15 | 2024-05-07 | Univation Tech Llc | Resina de polietileno de alta densidad (hdpe) para moldeo por soplado de piezas grandes (lpbm) que usa catalizador de cromo avanzado mediante tecnologia de polietileno en fase gaseosa. |
| EP4543585A1 (en) | 2022-06-24 | 2025-04-30 | ExxonMobil Chemical Patents Inc. | Low cost processes of in-situ mao supportation and the derived finished polyolefin catalysts |
| WO2024253830A1 (en) | 2023-06-06 | 2024-12-12 | ExxonMobil Technology and Engineering Company | Non-coordinated alkylaluminum free cation modified alumoxanes and methods thereof |
| WO2024253831A1 (en) | 2023-06-06 | 2024-12-12 | ExxonMobil Technology and Engineering Company | Non-coordinated alkylaluminum free anion modified alumoxanes and methods thereof |
| US12319774B1 (en) | 2024-01-23 | 2025-06-03 | Chevron Phillips Chemical Company Lp | Particle size control of silyl chromate catalysts and uses thereof in fluidized bed reactors |
| WO2025250307A1 (en) | 2024-05-30 | 2025-12-04 | ExxonMobil Technology and Engineering Company | Methods for improving gas phase polymerization |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4356294A (en) * | 1980-10-24 | 1982-10-26 | National Petro Chemicals Corp. | Production of polyolefins having improved ESCR |
| US4543399A (en) * | 1982-03-24 | 1985-09-24 | Union Carbide Corporation | Fluidized bed reaction systems |
| FR2572082B1 (fr) * | 1984-10-24 | 1987-05-29 | Bp Chimie Sa | Procede de demarrage de polymerisation d'ethylene ou de copolymerisation d'ethylene et d'alpha-olefine en phase gazeuse en presence de catalyseur a base d'oxyde de chrome |
| WO1994013708A1 (en) | 1992-12-17 | 1994-06-23 | Neste Oy | Process for the polymerization of ethylene by a catalyst which contains chromium and an ethylene polymer obtained by this process |
| BE1008916A3 (fr) * | 1994-11-16 | 1996-10-01 | Solvay | Systeme catalytique pour la polymerisation d'olefines et procede de polymerisation d'au moins une olefine en presence de ce systeme catalytique. |
| EP0931797A4 (en) * | 1997-04-11 | 2000-08-02 | Showa Denko Kk | PROCESS FOR THE PREPARATION OF ETHYLENE POLYMER AND CATALYST USED THEREFOR |
| US5856257A (en) * | 1997-05-16 | 1999-01-05 | Phillips Petroleum Company | Olefin production |
| CN1095475C (zh) | 1997-10-13 | 2002-12-04 | 中国石化齐鲁石油化工公司 | 一种适用于气相法乙烯聚合工艺的负载型催化剂及其制备方法 |
| JP2001294612A (ja) | 2000-04-10 | 2001-10-23 | Asahi Kasei Corp | オレフィン重合用触媒および重合方法。 |
| JP4610051B2 (ja) | 2000-07-07 | 2011-01-12 | 日本ポリオレフィン株式会社 | エチレン系重合用触媒、エチレン系重合体およびその製造方法 |
| US6646069B2 (en) * | 2000-07-07 | 2003-11-11 | Japan Polyolefins Co., Ltd. | Ethylene polymers and method for producing the same |
| US6989344B2 (en) * | 2002-12-27 | 2006-01-24 | Univation Technologies, Llc | Supported chromium oxide catalyst for the production of broad molecular weight polyethylene |
| DE602004021787D1 (de) * | 2003-03-28 | 2009-08-13 | Union Carbide Chem Plastic | Katalysatoren basiert auf chrom in einem mineralöl und verfahren zur polymerisation von ethylen |
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- 2008-12-10 WO PCT/US2008/013547 patent/WO2009108174A1/en not_active Ceased
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| WO2009108174A1 (en) | 2009-09-03 |
| ES2568043T3 (es) | 2016-04-27 |
| JP2011513533A (ja) | 2011-04-28 |
| TWI449718B (zh) | 2014-08-21 |
| CN101932617B (zh) | 2012-10-03 |
| US20110010938A1 (en) | 2011-01-20 |
| TW200940574A (en) | 2009-10-01 |
| US9303103B2 (en) | 2016-04-05 |
| EP2247630A1 (en) | 2010-11-10 |
| CN101932617A (zh) | 2010-12-29 |
| EP2247630B1 (en) | 2016-02-24 |
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