JP5802664B2 - 粘度調整剤として有用なポリマーブレンド - Google Patents
粘度調整剤として有用なポリマーブレンド Download PDFInfo
- Publication number
- JP5802664B2 JP5802664B2 JP2012519662A JP2012519662A JP5802664B2 JP 5802664 B2 JP5802664 B2 JP 5802664B2 JP 2012519662 A JP2012519662 A JP 2012519662A JP 2012519662 A JP2012519662 A JP 2012519662A JP 5802664 B2 JP5802664 B2 JP 5802664B2
- Authority
- JP
- Japan
- Prior art keywords
- block
- copolymer
- mol
- polymer
- composition
- 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.)
- Expired - Fee Related
Links
- QIMMUPPBPVKWKM-UHFFFAOYSA-N Cc1cc2ccccc2cc1 Chemical compound Cc1cc2ccccc2cc1 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 description 1
- KANLOADZXMMCQA-UHFFFAOYSA-N Cc1ccc2c(cccc3)c3ccc2c1 Chemical compound Cc1ccc2c(cccc3)c3ccc2c1 KANLOADZXMMCQA-UHFFFAOYSA-N 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Cc1ccccc1 Chemical compound Cc1ccccc1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M157/00—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/086—Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/04—Molecular weight; Molecular weight distribution
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/073—Star shaped polymers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/54—Fuel economy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/12—Gas-turbines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/26—Two-strokes or two-cycle engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/02—Reduction, e.g. hydrogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22380109P | 2009-07-08 | 2009-07-08 | |
| US61/223,801 | 2009-07-08 | ||
| PCT/US2010/041038 WO2011005741A1 (en) | 2009-07-08 | 2010-07-06 | Polymer blends useful as viscosity modifiers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012532958A JP2012532958A (ja) | 2012-12-20 |
| JP2012532958A5 JP2012532958A5 (enExample) | 2013-08-01 |
| JP5802664B2 true JP5802664B2 (ja) | 2015-10-28 |
Family
ID=42664859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012519662A Expired - Fee Related JP5802664B2 (ja) | 2009-07-08 | 2010-07-06 | 粘度調整剤として有用なポリマーブレンド |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8772211B2 (enExample) |
| EP (1) | EP2451909B1 (enExample) |
| JP (1) | JP5802664B2 (enExample) |
| KR (1) | KR101789340B1 (enExample) |
| CN (1) | CN102482606B (enExample) |
| CA (1) | CA2767804A1 (enExample) |
| ES (1) | ES2554852T3 (enExample) |
| WO (1) | WO2011005741A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5820389B2 (ja) * | 2009-11-24 | 2015-11-24 | ザ ルブリゾル コーポレイションThe Lubrizol Corporation | 粘度調整剤の組み合わせを含む潤滑組成物 |
| US8999905B2 (en) | 2010-10-25 | 2015-04-07 | Afton Chemical Corporation | Lubricant additive |
| FR2980799B1 (fr) * | 2011-09-29 | 2013-10-04 | Total Raffinage Marketing | Composition lubrifiante pour moteur marin |
| EP2607461B1 (en) * | 2011-12-21 | 2018-01-17 | Infineum International Limited | Marine engine lubrication |
| EP2607463A1 (en) * | 2011-12-21 | 2013-06-26 | Infineum International Limited | Marine Engine Lubrication |
| EP2781587B1 (en) * | 2013-03-21 | 2019-02-13 | Infineum International Limited | Marine engine lubrication |
| US9879201B2 (en) * | 2014-02-28 | 2018-01-30 | Cosmo Oil Lubricants Co., Ltd. | Engine oil composition |
| ES2710398T3 (es) | 2014-03-12 | 2019-04-24 | Lubrizol Corp | Método de lubricación de un motor de combustión interna |
| EP3119860A1 (en) * | 2014-03-19 | 2017-01-25 | The Lubrizol Corporation | Lubricants containing blends of polymers |
| JP6249845B2 (ja) * | 2014-03-24 | 2017-12-20 | Jxtgエネルギー株式会社 | エンジン油組成物 |
| US10479881B2 (en) | 2015-06-11 | 2019-11-19 | Bridgestone Americas Tire Operations, Llc | Rubber compositions containing viscosity modifier and related methods |
| KR102357888B1 (ko) * | 2015-09-16 | 2022-02-03 | 인피늄 인터내셔날 리미티드 | 작용화된 이중블록 공중합체를 포함하는 연료 및 오일용 첨가제 |
| US10011803B2 (en) * | 2015-12-09 | 2018-07-03 | Infineum International Limited | Viscosity index improver concentrates |
| WO2019200269A1 (en) * | 2018-04-12 | 2019-10-17 | Incendium Technologies, Llc | Adaptive self-assembling gelation systems |
| EP4077601B1 (en) | 2019-12-18 | 2025-09-24 | The Lubrizol Corporation | Polymeric surfactant compound |
| FR3108620B1 (fr) * | 2020-03-25 | 2022-09-09 | Total Marketing Services | Utilisation de polymère styrène diène hydrogéné pour réduire les émissions de particules |
| EP4536787A1 (en) * | 2022-06-09 | 2025-04-16 | Chevron Oronite Company LLC | Lubricating oil composition with viscosity modifier with low shear stability index |
| FR3164221A1 (fr) * | 2024-07-05 | 2026-01-09 | Totalenergies Onetech | Composition lubrifiante pour moteur marin 4-temps |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1108792A (en) * | 1977-05-11 | 1981-09-08 | Thomas E. Kiovsky | Star-shaped dispersant viscosity index improver |
| US4141847A (en) | 1977-05-11 | 1979-02-27 | Shell Oil Company | Star-shaped polymer reacted with dicarboxylic acid and amine as dispersant viscosity index improver |
| US4234435A (en) | 1979-02-23 | 1980-11-18 | The Lubrizol Corporation | Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation |
| US4758362A (en) | 1986-03-18 | 1988-07-19 | The Lubrizol Corporation | Carbamate additives for low phosphorus or phosphorus free lubricating compositions |
| US4877836A (en) | 1988-05-24 | 1989-10-31 | Shell Oil Company | Viscosity index improver and composition containing same |
| US4997969A (en) | 1988-12-12 | 1991-03-05 | The Lubrizol Corporation | Carbamate additives for lubricating compositions |
| US5038319A (en) | 1989-04-24 | 1991-08-06 | Xerox Corporation | System for recording and remotely accessing operating data in a reproduction machine |
| US5302667A (en) | 1990-04-16 | 1994-04-12 | Shell Oil Company | Asymmetrical radial polymer and composition of matter comprising the same |
| US5205949A (en) | 1991-06-19 | 1993-04-27 | Texaco Inc. | Dispersant and VI improver additive and lubrication oil composition containing same |
| US5427702A (en) | 1992-12-11 | 1995-06-27 | Exxon Chemical Patents Inc. | Mixed ethylene alpha olefin copolymer multifunctional viscosity modifiers useful in lube oil compositions |
| KR0182835B1 (ko) | 1996-04-26 | 1999-05-15 | 김흥기 | 올레핀성 이중결합을 갖는 리빙중합체의 선택적 수소화 방법 |
| BR9711417A (pt) * | 1996-09-24 | 1999-08-24 | Shell Int Research | Copol¡mero em di-bloco linear melhorador do indice de viscosidade de dispersante ou copol¡mero em bloco radial ou em estrela mistura processo para produzir um melhorador do indice de viscosidade de dispersante composicado de {leo lubrificante e concentrado de aditivo |
| US6107258A (en) | 1997-10-15 | 2000-08-22 | Ethyl Corporation | Functionalized olefin copolymer additives |
| US6265358B1 (en) * | 1997-12-03 | 2001-07-24 | The Lubrizol Corporation | Nitrogen containing dispersant-viscosity improvers |
| US6107257A (en) | 1997-12-09 | 2000-08-22 | Ethyl Corporation | Highly grafted, multi-functional olefin copolymer VI modifiers |
| US6916767B2 (en) | 1999-12-30 | 2005-07-12 | Uniroyal Chemical Company, Inc. | Antioxidant amines based on n-(4aniliophenyl) amides antioxidant amines based on n-(4-anilinophenyl) amides |
| US6559105B2 (en) | 2000-04-03 | 2003-05-06 | The Lubrizol Corporation | Lubricant compositions containing ester-substituted hindered phenol antioxidants |
| WO2004096957A1 (en) | 2003-04-24 | 2004-11-11 | The Lubrizol Corporation | Diesel lubricant low in sulfur and phosphorus |
| US20050153849A1 (en) | 2004-01-09 | 2005-07-14 | Mishra Munmaya K. | Graft copolymers, method of making and compositions containing the same |
| CA2563504A1 (en) * | 2004-04-19 | 2005-11-03 | The Lubrizol Corporation | Dispersant viscosity modifiers based on maleic anhydride-styrene copolymers |
| US7651987B2 (en) | 2004-10-12 | 2010-01-26 | The Lubrizol Corporation | Tartaric acid derivatives as fuel economy improvers and antiwear agents in crankcase oils and preparation thereof |
| US8354362B2 (en) * | 2006-03-27 | 2013-01-15 | The Lubrizol Corporation | Polymer and lubricating compositions thereof |
| CN101679900A (zh) | 2007-05-24 | 2010-03-24 | 卢布里佐尔公司 | 包含基于羟基多羧酸衍生物和钼化合物的无灰抗磨剂的润滑组合物 |
| US20090143261A1 (en) * | 2007-11-30 | 2009-06-04 | Chevron U.S.A. Inc. | Engine Oil Compositions with Improved Fuel Economy Performance |
-
2010
- 2010-07-06 KR KR1020127003426A patent/KR101789340B1/ko not_active Expired - Fee Related
- 2010-07-06 ES ES10730340.6T patent/ES2554852T3/es active Active
- 2010-07-06 JP JP2012519662A patent/JP5802664B2/ja not_active Expired - Fee Related
- 2010-07-06 CA CA2767804A patent/CA2767804A1/en not_active Abandoned
- 2010-07-06 CN CN201080036476.0A patent/CN102482606B/zh not_active Expired - Fee Related
- 2010-07-06 EP EP10730340.6A patent/EP2451909B1/en active Active
- 2010-07-06 US US13/382,317 patent/US8772211B2/en not_active Expired - Fee Related
- 2010-07-06 WO PCT/US2010/041038 patent/WO2011005741A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP2012532958A (ja) | 2012-12-20 |
| ES2554852T3 (es) | 2015-12-23 |
| WO2011005741A1 (en) | 2011-01-13 |
| CN102482606A (zh) | 2012-05-30 |
| US20120157364A1 (en) | 2012-06-21 |
| KR20120049878A (ko) | 2012-05-17 |
| EP2451909A1 (en) | 2012-05-16 |
| CA2767804A1 (en) | 2011-01-13 |
| KR101789340B1 (ko) | 2017-11-20 |
| US8772211B2 (en) | 2014-07-08 |
| EP2451909B1 (en) | 2015-09-16 |
| CN102482606B (zh) | 2014-07-02 |
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