US20110192500A1 - Resorbable magnesium alloy - Google Patents
Resorbable magnesium alloy Download PDFInfo
- Publication number
- US20110192500A1 US20110192500A1 US12/995,767 US99576709A US2011192500A1 US 20110192500 A1 US20110192500 A1 US 20110192500A1 US 99576709 A US99576709 A US 99576709A US 2011192500 A1 US2011192500 A1 US 2011192500A1
- Authority
- US
- United States
- Prior art keywords
- alloy
- percent
- magnesium
- weight
- magnesium alloy
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22C—ALLOYS
- C22C23/00—Alloys based on magnesium
- C22C23/04—Alloys based on magnesium with zinc or cadmium as the next major constituent
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/02—Inorganic materials
- A61L27/04—Metals or alloys
- A61L27/047—Other specific metals or alloys not covered by A61L27/042 - A61L27/045 or A61L27/06
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/02—Inorganic materials
- A61L31/022—Metals or alloys
-
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22C—ALLOYS
- C22C23/00—Alloys based on magnesium
- C22C23/06—Alloys based on magnesium with a rare earth metal as the next major constituent
Definitions
- Inventive subject matter described herein relates to a magnesium alloy, implants made from the alloy, methods of manufacture and methods of use of the alloy.
- implants are used for a broad range of applications, for example for orthopedic purposes, as support for vessels, and for attaching or fixing tissues or bones. Often the implants have only a temporary function until completion of the healing process. In order to avoid complications resulting from these implants remaining permanently in the body, they often must be operatively removed or made of a biocorrodible material which will be gradually degraded by the body.
- biocorrodible materials based on polymers or alloys are known. Of special interest are alloys made of biodegradable metals such as magnesium, iron and tungsten.
- European Patent 1 270 023 describes a magnesium alloy which is reportedly suitable for the manufacture of endovascular or orthopedic implants.
- the alloy contains more than 50% magnesium and up to 5% rare earth metals.
- Other elements like aluminum, lithium and iron may also be contained in the disclosed alloy.
- Application WO2008/035948 describes a biodegradable magnesium based alloy, comprising up to 40 atomic percent calcium as well as up to 40 atomic percent of one or more trace elements.
- the disclosed trace elements include Zr, Mo, Nb, Ta, Ti, Sr, Cr, Mn, Zn, Si, P, Ni and Fe.
- the degradation rate of the magnesium alloy is reportedly varied.
- Biodegradable magnesium alloys are also known to contain yttrium.
- WO02/100452 describes an alloy optionally comprising 0.01 to 7% by weight of yttrium and 0.01 to 8% by weight of rare earth metals.
- the alloy may also contain lithium and/or aluminum.
- Ytterbium has been used as radiopaque marker element in implants.
- US2008/0033530 describes a marker alloy comprising 40 to 90 atomic percent of ytterbium, as well as 10 to 60 atomic percent magnesium and 0 to 10 atomic percent of one or several elements selected from the group of Ag, Zn, Au, Ga, Pd, Pt, Al, Sn, Ca, Nd, Ba, Si, and Ge.
- the alloy thus has a sufficient X-ray density at low material thicknesses.
- the degradation of ytterbium is reported as being approximately equal to the degradation of the main body.
- Patent Application JP2004099940 describes a lightweight magnesium based alloy reportedly combining high strength with high ductility.
- the composition of the alloy comprises 0.5 to 5 atomic percent rare earth elements selected from Y, La, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu and miscl. metal.
- the alloy further comprises 0.2 to 4 atomic percent zinc.
- Inventive subject matter described herein includes a biocorrodible and age-hardenable alloy, comprised essentially of magnesium, ytterbium, zinc and calcium.
- Inventive subject matter also includes an implant incorporating an age-hardenable magnesium alloy, comprising ytterbium, zinc and calcium.
- the magnesium alloy includes ytterbium, calcium and zinc.
- the three elements are present in following amounts:
- ytterbium containing magnesium alloys show a significantly increased age-hardenability if zinc and calcium are present. Moreover, such alloy embodiments also exhibit favorable corrosion properties in chlorine containing aqueous environments.
- This alloy is produced, in some embodiments, by a micro-alloying process embodiment, such as is conventionally known.
- the micro-alloying process in combination with the chosen elements of embodiments described herein, which have a high grain growth restriction factor, enables the manufacture of an alloy having very good cold-forming properties and a low mechanical anisotropy.
- Composition described herein induce a fine grained structure in the alloy during solidification as well as during subsequent hot-forming processes. This is mainly due to the formation of fine precipitations of these elements which restrict undesirable grain growth during recrystallization.
- the ytterbium containing magnesium alloy as described herein may contain further elements, that include manganese, zirconium, aluminum and elements from the group of rare earths. From this group, scandium and yttrium are used in some embodiments.
- the amount of each of these additional elements in the alloy is up to 4.0 weight percent, for some embodiments, up to 3.0 weight percent for some embodiments, up to 2.0 weight percent for some embodiments, and up to 1.0 weight percent for some embodiments.
- any combination of these elements may be added, each of which makes up to 4.0 weight percent, for some embodiments up to 3.0 weight percent, for some embodiments up to 2.0 weight percent, and for some embodiments up to 1.0 weight percent of the total weight of the alloy.
- rare earths as used herein includes scandium, yttrium, lanthanum, cerium, praseodymium, neodymium, promethium, samarium, europium, gadolinium, terbium, dysprosium, holmium, erbium, thulium, ytterbium, and lutetium. It should be understood that additional elements in the alloy are not limited to those listed above, but that other elements, especially from the group of metals and transition metals, may be added as well.
- An implant containing the alloy as disclosed herein may be produced using techniques known in the art.
- the implant may be in any form, especially in the form of a plate, specifically a bone plate, a screw, a nail, a bone nail, a stent, a rod. Implants made of the specified alloy are suitable for implantation in animal or human body.
- Novel magnesium alloys containing 4 wt-% Yb, 0.8 wt-% Zn and 0.25 wt % Ca were melted and cast in an induction furnace in Ar-atmosphere.
- the billets were extruded at a temperature of 350° C. to an end-diameter of 8.6 mm, which corresponds to an extrusion-ratio of 12.5.
- the microstructure of the extruded alloys showed a very fine-grained structure with a grain size of approximately 5 ⁇ m.
- This material featured an average yield strength of 150 MPa, tensile strength of 250 MPa, uniform elongation of 20% and elongation to fracture of 28%.
- Hardness measurements indicated an age hardening response, where the values increased from approximately 50 HV5 in the solution heat-treated state to approximately 70 HV5 in the age hardened state.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Mechanical Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Metallurgy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Transplantation (AREA)
- Heart & Thoracic Surgery (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Dermatology (AREA)
- Vascular Medicine (AREA)
- Surgery (AREA)
- Materials For Medical Uses (AREA)
- Prostheses (AREA)
- Surgical Instruments (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/995,767 US20110192500A1 (en) | 2008-06-06 | 2009-05-21 | Resorbable magnesium alloy |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5937008P | 2008-06-06 | 2008-06-06 | |
| PCT/US2009/003138 WO2009148515A1 (en) | 2008-06-06 | 2009-05-21 | Resorbable magnesium alloy |
| US12/995,767 US20110192500A1 (en) | 2008-06-06 | 2009-05-21 | Resorbable magnesium alloy |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20110192500A1 true US20110192500A1 (en) | 2011-08-11 |
Family
ID=41398381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US12/995,767 Abandoned US20110192500A1 (en) | 2008-06-06 | 2009-05-21 | Resorbable magnesium alloy |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20110192500A1 (enExample) |
| EP (1) | EP2294236B1 (enExample) |
| JP (2) | JP2011524465A (enExample) |
| KR (1) | KR101722918B1 (enExample) |
| CN (1) | CN102057068B (enExample) |
| AU (1) | AU2009255698B2 (enExample) |
| BR (1) | BRPI0912151A2 (enExample) |
| CA (1) | CA2726572C (enExample) |
| ES (1) | ES2540742T3 (enExample) |
| PL (1) | PL2294236T3 (enExample) |
| WO (1) | WO2009148515A1 (enExample) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013052791A3 (en) * | 2011-10-06 | 2013-05-30 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Biodegradable metal alloys |
| KR20150050586A (ko) * | 2012-08-31 | 2015-05-08 | 신세스 게엠바하 | 조정가능한 분해율을 갖는 초순수 마그네슘 합금 |
| WO2017035072A1 (en) * | 2015-08-21 | 2017-03-02 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Degradable magnesium-based implant devices for bone fixation |
| US9863020B2 (en) | 2014-04-03 | 2018-01-09 | University of Pittsburgh—of the Commonwealth System of Higher Education | Biodegradable metal alloys |
| US20180030578A1 (en) * | 2015-02-25 | 2018-02-01 | In-Young Lee | Plastic deformation magnesium alloy having excellent thermal conductivity and flame retardancy, and preparation method |
| CN108236495A (zh) * | 2018-03-30 | 2018-07-03 | 西安卓恰医疗器械有限公司 | 低合金化可降解的微型内固定组件、镁合金制备方法及镁合金材料 |
| WO2018132134A1 (en) * | 2017-01-11 | 2018-07-19 | The Boeing Company | Calcium-bearing magnesium and rare earth element alloy and method for manufacturing the same |
| US20180207327A1 (en) * | 2017-01-18 | 2018-07-26 | The Chinese University Of Hong Kong | Hybrid Implant System and Manufacturing Method Therefor |
| US10246763B2 (en) | 2012-08-24 | 2019-04-02 | The Regents Of The University Of California | Magnesium-zinc-strontium alloys for medical implants and devices |
| US10344365B2 (en) | 2012-06-26 | 2019-07-09 | Biotronik Ag | Magnesium-zinc-calcium alloy and method for producing implants containing the same |
| US10358709B2 (en) | 2012-06-26 | 2019-07-23 | Biotronik Ag | Magnesium-zinc-calcium alloy, method for production thereof, and use thereof |
| US10478529B2 (en) | 2013-03-14 | 2019-11-19 | DePuy Synthes Products, Inc. | Magnesium alloy with adjustable degradation rate |
| US10895000B2 (en) | 2012-06-26 | 2021-01-19 | Biotronik Ag | Magnesium alloy, method for the production thereof and use thereof |
| US10995398B2 (en) | 2012-06-26 | 2021-05-04 | Biotronik Ag | Corrosion resistant stent |
| US11732334B2 (en) * | 2017-04-12 | 2023-08-22 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Properties and parameters of novel biodegradable metallic alloys |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2224032A1 (en) * | 2009-02-13 | 2010-09-01 | Nederlandse Organisatie voor toegepast -natuurwetenschappelijk onderzoek TNO | Process for manufacturing magnesium alloy based products |
| AT510087B1 (de) | 2010-07-06 | 2012-05-15 | Ait Austrian Institute Of Technology Gmbh | Magnesiumlegierung |
| BR112013001000A2 (pt) | 2010-09-08 | 2016-05-24 | Synthes Gmbh | dispositivo de fixação com núcleo de magnésio |
| EP2637603B1 (en) * | 2010-11-09 | 2017-10-11 | Transluminal Technologies, LLC | Closure device for sealing an opening formed through a blood vessel |
| DE102012006454A1 (de) * | 2012-03-30 | 2013-10-02 | Heraeus Medical Gmbh | Antiinfektiver Abstandshalter für Osteosyntheseplatten |
| PL2857536T4 (pl) * | 2013-10-03 | 2016-08-31 | Weinberg Annelie Martina | Implant dla pacjentów w procesie wzrastania, sposób jego wytwarzania i zastosowanie |
| KR101670043B1 (ko) * | 2015-03-17 | 2016-10-27 | 전북대학교산학협력단 | 칼슘이 첨가된 마그네슘 합금 및 이의 제조방법 |
| WO2017209566A1 (ko) | 2016-06-02 | 2017-12-07 | 울산과학기술원 | 마그네슘 합금재 및 이의 제조방법 |
| CN106435315B (zh) * | 2016-10-17 | 2018-03-16 | 南京镐极信息技术有限公司 | 含铕高强铸造镁合金及其制备方法 |
| CN106544563B (zh) * | 2016-11-04 | 2018-06-19 | 哈尔滨理工大学 | 一种生物可降解Mg-Ca-Mn-Sn镁合金材料及其制备方法与应用 |
| CN109457130B (zh) * | 2019-01-14 | 2020-11-20 | 兰州理工大学 | 一种高韧生物医用镁合金及其制备方法 |
| CN109778197A (zh) * | 2019-03-07 | 2019-05-21 | 洛阳理工学院 | 一种含Yb阳极镁合金及其制备方法与应用 |
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| JPH0827533A (ja) * | 1994-07-12 | 1996-01-30 | Kobe Steel Ltd | 高温クリープ強度に優れたMg合金 |
| US20040241036A1 (en) * | 2001-06-11 | 2004-12-02 | Andrea Meyer-Lindenberg | Medical implant for the human or animal body |
| US20050095166A1 (en) * | 2003-08-06 | 2005-05-05 | Aisin Seiki Kabushiki Kaisha | Heat resistant magnesium alloy for casting |
| US20070227629A1 (en) * | 2006-03-31 | 2007-10-04 | Bodo Gerold | Magnesium alloy and associated production method |
| US20080033530A1 (en) * | 2006-08-07 | 2008-02-07 | Biotronik Vi Patent Ag | Marker alloy |
| US20080103594A1 (en) * | 2005-01-20 | 2008-05-01 | Biotronik Vi Patent Ag | Absorbable Medical Implant Made of Fiber-Reinforced Magnesium or Fiber-Reinforced Magnesium Alloys |
| US8034101B2 (en) * | 2005-11-16 | 2011-10-11 | National Institute For Materials Science | Magnesium-based biodegradable metallic material |
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| KR100929133B1 (ko) * | 2006-09-22 | 2009-12-01 | 유앤아이 주식회사 | 생체분해성 금속을 포함하는 임플란트 및 이의 제조방법 |
-
2009
- 2009-05-21 JP JP2011512450A patent/JP2011524465A/ja active Pending
- 2009-05-21 EP EP09758679.6A patent/EP2294236B1/en active Active
- 2009-05-21 AU AU2009255698A patent/AU2009255698B2/en active Active
- 2009-05-21 PL PL09758679T patent/PL2294236T3/pl unknown
- 2009-05-21 US US12/995,767 patent/US20110192500A1/en not_active Abandoned
- 2009-05-21 KR KR1020107026910A patent/KR101722918B1/ko active Active
- 2009-05-21 CA CA2726572A patent/CA2726572C/en active Active
- 2009-05-21 ES ES09758679.6T patent/ES2540742T3/es active Active
- 2009-05-21 BR BRPI0912151A patent/BRPI0912151A2/pt not_active Application Discontinuation
- 2009-05-21 WO PCT/US2009/003138 patent/WO2009148515A1/en not_active Ceased
- 2009-05-21 CN CN2009801206672A patent/CN102057068B/zh active Active
-
2014
- 2014-07-10 JP JP2014142666A patent/JP5913459B2/ja active Active
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| JPH0827533A (ja) * | 1994-07-12 | 1996-01-30 | Kobe Steel Ltd | 高温クリープ強度に優れたMg合金 |
| US20040241036A1 (en) * | 2001-06-11 | 2004-12-02 | Andrea Meyer-Lindenberg | Medical implant for the human or animal body |
| US20050095166A1 (en) * | 2003-08-06 | 2005-05-05 | Aisin Seiki Kabushiki Kaisha | Heat resistant magnesium alloy for casting |
| US20080103594A1 (en) * | 2005-01-20 | 2008-05-01 | Biotronik Vi Patent Ag | Absorbable Medical Implant Made of Fiber-Reinforced Magnesium or Fiber-Reinforced Magnesium Alloys |
| US8034101B2 (en) * | 2005-11-16 | 2011-10-11 | National Institute For Materials Science | Magnesium-based biodegradable metallic material |
| US20070227629A1 (en) * | 2006-03-31 | 2007-10-04 | Bodo Gerold | Magnesium alloy and associated production method |
| US20080033530A1 (en) * | 2006-08-07 | 2008-02-07 | Biotronik Vi Patent Ag | Marker alloy |
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Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9510932B2 (en) | 2011-10-06 | 2016-12-06 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Biodegradable metal alloys |
| WO2013052791A3 (en) * | 2011-10-06 | 2013-05-30 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Biodegradable metal alloys |
| US10995398B2 (en) | 2012-06-26 | 2021-05-04 | Biotronik Ag | Corrosion resistant stent |
| US10358709B2 (en) | 2012-06-26 | 2019-07-23 | Biotronik Ag | Magnesium-zinc-calcium alloy, method for production thereof, and use thereof |
| US10895000B2 (en) | 2012-06-26 | 2021-01-19 | Biotronik Ag | Magnesium alloy, method for the production thereof and use thereof |
| US12123086B2 (en) | 2012-06-26 | 2024-10-22 | Biotronik Ag | Method for producing magnesium alloy |
| US11499214B2 (en) | 2012-06-26 | 2022-11-15 | Biotronik Ag | Magnesium-zinc-calcium alloy and method for producing implants containing the same |
| US10344365B2 (en) | 2012-06-26 | 2019-07-09 | Biotronik Ag | Magnesium-zinc-calcium alloy and method for producing implants containing the same |
| US10246763B2 (en) | 2012-08-24 | 2019-04-02 | The Regents Of The University Of California | Magnesium-zinc-strontium alloys for medical implants and devices |
| KR102275471B1 (ko) | 2012-08-31 | 2021-07-13 | 신세스 게엠바하 | 조정가능한 분해율을 갖는 초순수 마그네슘 합금 |
| US10213522B2 (en) | 2012-08-31 | 2019-02-26 | DePuy Synthes Products, Inc. | Ultrapure magnesium alloy with adjustable degradation rate |
| KR20150050586A (ko) * | 2012-08-31 | 2015-05-08 | 신세스 게엠바하 | 조정가능한 분해율을 갖는 초순수 마그네슘 합금 |
| US10478529B2 (en) | 2013-03-14 | 2019-11-19 | DePuy Synthes Products, Inc. | Magnesium alloy with adjustable degradation rate |
| US10604827B2 (en) | 2014-04-03 | 2020-03-31 | University of Pittsburgh—Of the Commonwealth System of Higher Educatiion | Biodegradable metal alloys |
| US9863020B2 (en) | 2014-04-03 | 2018-01-09 | University of Pittsburgh—of the Commonwealth System of Higher Education | Biodegradable metal alloys |
| US10767248B2 (en) * | 2015-02-25 | 2020-09-08 | In-Young Lee | Plastic deformation magnesium alloy having excellent thermal conductivity and flame retardancy, and preparation method |
| US20180030578A1 (en) * | 2015-02-25 | 2018-02-01 | In-Young Lee | Plastic deformation magnesium alloy having excellent thermal conductivity and flame retardancy, and preparation method |
| WO2017035072A1 (en) * | 2015-08-21 | 2017-03-02 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Degradable magnesium-based implant devices for bone fixation |
| US11696976B2 (en) | 2015-08-21 | 2023-07-11 | University of Pittsburgh—of the Commonwealth System of Higher Education | Degradable magnesium-based implant devices for bone fixation |
| WO2018132134A1 (en) * | 2017-01-11 | 2018-07-19 | The Boeing Company | Calcium-bearing magnesium and rare earth element alloy and method for manufacturing the same |
| US11286544B2 (en) | 2017-01-11 | 2022-03-29 | The Boeing Company | Calcium-bearing magnesium and rare earth element alloy and method for manufacturing the same |
| US20180207327A1 (en) * | 2017-01-18 | 2018-07-26 | The Chinese University Of Hong Kong | Hybrid Implant System and Manufacturing Method Therefor |
| US10525173B2 (en) * | 2017-01-18 | 2020-01-07 | The Chinese University Of Hong Kong | Hybrid implant system and manufacturing method therefor |
| US11732334B2 (en) * | 2017-04-12 | 2023-08-22 | University Of Pittsburgh-Of The Commonwealth System Of Higher Education | Properties and parameters of novel biodegradable metallic alloys |
| US12359287B2 (en) | 2017-04-12 | 2025-07-15 | University of Pittsburgh—of the Commonwealth System of Higher Education | Properties and parameters of novel biodegradable metallic alloys |
| CN108236495A (zh) * | 2018-03-30 | 2018-07-03 | 西安卓恰医疗器械有限公司 | 低合金化可降解的微型内固定组件、镁合金制备方法及镁合金材料 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2294236A4 (en) | 2011-10-26 |
| EP2294236A1 (en) | 2011-03-16 |
| KR20110014617A (ko) | 2011-02-11 |
| EP2294236B1 (en) | 2015-04-08 |
| JP2014205920A (ja) | 2014-10-30 |
| AU2009255698B2 (en) | 2015-03-26 |
| CN102057068A (zh) | 2011-05-11 |
| BRPI0912151A2 (pt) | 2018-11-06 |
| ES2540742T3 (es) | 2015-07-13 |
| JP5913459B2 (ja) | 2016-04-27 |
| AU2009255698A1 (en) | 2009-12-10 |
| CA2726572A1 (en) | 2009-12-10 |
| CA2726572C (en) | 2017-09-12 |
| CN102057068B (zh) | 2012-08-29 |
| KR101722918B1 (ko) | 2017-04-04 |
| WO2009148515A1 (en) | 2009-12-10 |
| JP2011524465A (ja) | 2011-09-01 |
| PL2294236T3 (pl) | 2015-09-30 |
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