JP5230605B2 - 星形ポリマー潤滑組成物 - Google Patents
星形ポリマー潤滑組成物 Download PDFInfo
- Publication number
- JP5230605B2 JP5230605B2 JP2009507897A JP2009507897A JP5230605B2 JP 5230605 B2 JP5230605 B2 JP 5230605B2 JP 2009507897 A JP2009507897 A JP 2009507897A JP 2009507897 A JP2009507897 A JP 2009507897A JP 5230605 B2 JP5230605 B2 JP 5230605B2
- Authority
- JP
- Japan
- Prior art keywords
- phosphorus
- polymer
- acid
- lubricating composition
- ester
- 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.)
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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
- C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
-
- 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
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
-
- 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
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/086—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
-
- 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
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- 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
-
- 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
- C10M2223/043—Ammonium or amine salts thereof
-
- 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
- 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
- C10N2020/019—Shear stability
-
- 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
- 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
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual 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
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/045—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for continuous variable transmission [CVT]
-
- 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
- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for 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
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/14—Chemical after-treatment of the constituents of the lubricating composition by boron or a compound containing boron
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 |
|---|---|---|---|
| US74542006P | 2006-04-24 | 2006-04-24 | |
| US60/745,420 | 2006-04-24 | ||
| PCT/US2007/066943 WO2007127660A1 (en) | 2006-04-24 | 2007-04-19 | Star polymer lubricating composition |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009534519A JP2009534519A (ja) | 2009-09-24 |
| JP2009534519A5 JP2009534519A5 (https=) | 2010-05-27 |
| JP5230605B2 true JP5230605B2 (ja) | 2013-07-10 |
Family
ID=38535954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009507897A Active JP5230605B2 (ja) | 2006-04-24 | 2007-04-19 | 星形ポリマー潤滑組成物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9359577B2 (https=) |
| EP (1) | EP2024470B1 (https=) |
| JP (1) | JP5230605B2 (https=) |
| CN (2) | CN101479368A (https=) |
| AU (1) | AU2007243014B2 (https=) |
| CA (1) | CA2650335C (https=) |
| WO (1) | WO2007127660A1 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8507422B2 (en) | 2007-04-26 | 2013-08-13 | The Lubrizol Corporation | Antiwear polymer and lubricating composition thereof |
| US8822610B2 (en) | 2008-12-22 | 2014-09-02 | ATRP Solutions, Inc. | Control over controlled radical polymerization processes |
| US9783628B2 (en) | 2009-04-23 | 2017-10-10 | ATRP Solutions, Inc. | Dual-mechanism thickening agents for hydraulic fracturing fluids |
| CA2781880C (en) * | 2009-11-24 | 2018-12-11 | The Lubrizol Corporation | Lubricating composition containing viscosity modifier combination |
| CN101891843B (zh) * | 2010-07-09 | 2012-01-25 | 苏州大学 | 一种超支化聚醋酸乙烯酯的制备方法 |
| CN103189483B (zh) | 2010-08-31 | 2014-11-26 | 卢布里佐尔公司 | 星型聚合物及其润滑组合物 |
| ES2590926T3 (es) | 2011-12-30 | 2016-11-24 | The Lubrizol Corporation | Polímero en estrella y composición lubricante del mismo |
| JP6018981B2 (ja) * | 2013-07-05 | 2016-11-02 | Jxエネルギー株式会社 | ポリ(メタ)アクリレート系粘度指数向上剤、並びに該粘度指数向上剤を含有する潤滑油添加剤及び潤滑油組成物 |
| US20150203782A1 (en) * | 2012-07-24 | 2015-07-23 | Jx Nippon Oil & Energy Corporation | Poly(meth)acrylate viscosity index improver, and lubricating oil composition and lubricating oil additive containing said viscosity index improver |
| JP6018982B2 (ja) * | 2013-07-05 | 2016-11-02 | Jxエネルギー株式会社 | ポリ(メタ)アクリレート系粘度指数向上剤、並びに該粘度指数向上剤を含有する潤滑油添加剤及び潤滑油組成物 |
| EP2878656B1 (en) | 2012-07-24 | 2018-01-10 | JX Nippon Oil & Energy Corporation | Poly(meth)acrylate-based viscosity index improver, lubricant additive and lubricant composition containing viscosity index improver |
| JP6294885B2 (ja) * | 2012-08-30 | 2018-03-14 | エーティーアールピー ソリューションズ インコーポレイテッドATRP Solutions,Inc. | 星形高分子、星形高分子組成物および星形高分子の製造方法 |
| US20160108337A1 (en) | 2013-05-14 | 2016-04-21 | The Lubrizol Corporation | Lubricating Composition and Method of Lubricating a Transmission |
| BR112017009936B1 (pt) | 2014-11-12 | 2022-08-30 | The Lubrizol Corporation | Ésteres de fósforo misturados para aplicações lubrificantes |
| CN110088255A (zh) | 2016-12-16 | 2019-08-02 | 路博润公司 | 具有在滚针轴承上的减少的磨损的自动变速器的润滑 |
| CN107828481B (zh) * | 2017-10-30 | 2021-08-17 | 江苏龙蟠科技股份有限公司 | 一种电动汽车变速箱用润滑油组合物及其制备方法 |
| KR102586425B1 (ko) * | 2017-12-22 | 2023-10-06 | 현대자동차주식회사 | 마찰특성 및 연비향상형 수동변속기유 조성물 |
| US12060537B2 (en) | 2020-06-25 | 2024-08-13 | The Lubrizol Corporation | Cyclic phosphonate esters for lubricant applications |
| US11987766B2 (en) * | 2020-08-31 | 2024-05-21 | Eneos Corporation | Lubricating oil composition for internal combustion engine |
| US12529004B2 (en) | 2022-04-06 | 2026-01-20 | The Lubrizol Corporation | Method to minimize conductive deposits |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0439254A3 (en) * | 1990-01-23 | 1992-02-12 | Rohm And Haas Company | Dispersant polymethacrylate viscosity index improvers |
| US5070131A (en) | 1990-09-28 | 1991-12-03 | Shell Oil Company | Gear oil viscosity index improvers |
| IT1270673B (it) | 1994-10-19 | 1997-05-07 | Euron Spa | Additivo multifunzionale per olii lubrificanti compatibili con fluoroelastomeri |
| US5552491A (en) | 1995-01-27 | 1996-09-03 | Ethyl Additives Corporation | Star-branched acrylate and methacrylate polymers |
| JP3973281B2 (ja) * | 1997-12-25 | 2007-09-12 | コスモ石油株式会社 | ギヤ油組成物 |
| US6013735A (en) * | 1998-02-13 | 2000-01-11 | Ethyl Corporation | Process for the preparation of acrylate and methacrylate polymers |
| US5955405A (en) | 1998-08-10 | 1999-09-21 | Ethyl Corporation | (Meth) acrylate copolymers having excellent low temperature properties |
| US6103673A (en) * | 1998-09-14 | 2000-08-15 | The Lubrizol Corporation | Compositions containing friction modifiers for continuously variable transmissions |
| US6369162B1 (en) * | 1998-10-26 | 2002-04-09 | The Lubrizol Corporation | Radial polymers prepared by stabilized free radical polymerization |
| US7034079B2 (en) * | 1999-10-20 | 2006-04-25 | The Lubrizol Corporation | Radial polymers prepared by stabilized free radical polymerization |
| US6583092B1 (en) * | 2001-09-12 | 2003-06-24 | The Lubrizol Corporation | Lubricating oil composition |
| US20030092585A1 (en) * | 2001-11-13 | 2003-05-15 | The Lubrizol Corporation | Lubricating compositions and concentrates containing an antiwear amount of a thiadiazole |
| US6586375B1 (en) * | 2002-04-15 | 2003-07-01 | The Lubrizol Corporation | Phosphorus salts of nitrogen containing copolymers and lubricants containing the same |
| US7098173B2 (en) * | 2002-11-19 | 2006-08-29 | General Motors Corporation | Thermally stable antifoam agent for use in automatic transmission fluids |
| DE10314776A1 (de) * | 2003-03-31 | 2004-10-14 | Rohmax Additives Gmbh | Schmierölzusammensetzung mit guten Reibeigenschaften |
| US7297737B2 (en) | 2003-08-13 | 2007-11-20 | E.I. Du Pont De Nemours And Company | Process for efficiently producing highly plasticized polyamide blends |
| WO2005056739A1 (en) * | 2003-11-26 | 2005-06-23 | Arkema Inc. | Controlled radical acrylic copolymer thickeners |
| JP2006016453A (ja) * | 2004-06-30 | 2006-01-19 | Nippon Oil Corp | 内燃機関用潤滑油組成物 |
| CN1984981B (zh) * | 2004-07-16 | 2010-11-17 | 可乐丽股份有限公司 | 含有丙烯酸系聚合物的润滑油添加剂及润滑油组合物 |
| EP2292668B2 (en) * | 2004-10-25 | 2025-09-10 | The Lubrizol Corporation | Process for preparing polymers and compositions thereof |
| US7906468B2 (en) * | 2005-02-23 | 2011-03-15 | Arkema Inc. | Acrylic block copolymer low temperature flow modifiers in lubricating oils |
-
2007
- 2007-04-19 CN CNA2007800237566A patent/CN101479368A/zh active Pending
- 2007-04-19 EP EP07760892.5A patent/EP2024470B1/en active Active
- 2007-04-19 CN CN201510090626.0A patent/CN104762124A/zh active Pending
- 2007-04-19 JP JP2009507897A patent/JP5230605B2/ja active Active
- 2007-04-19 WO PCT/US2007/066943 patent/WO2007127660A1/en not_active Ceased
- 2007-04-19 AU AU2007243014A patent/AU2007243014B2/en not_active Ceased
- 2007-04-19 CA CA2650335A patent/CA2650335C/en not_active Expired - Fee Related
- 2007-04-19 US US12/298,166 patent/US9359577B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2024470A1 (en) | 2009-02-18 |
| AU2007243014A1 (en) | 2007-11-08 |
| JP2009534519A (ja) | 2009-09-24 |
| CA2650335A1 (en) | 2007-11-08 |
| AU2007243014B2 (en) | 2011-07-14 |
| WO2007127660A1 (en) | 2007-11-08 |
| US9359577B2 (en) | 2016-06-07 |
| EP2024470B1 (en) | 2017-08-23 |
| US20090270285A1 (en) | 2009-10-29 |
| CN104762124A (zh) | 2015-07-08 |
| CN101479368A (zh) | 2009-07-08 |
| CA2650335C (en) | 2015-02-24 |
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