DK2470518T3 - Esterderivater af 2,5-furandicarboxylsyre og deres anvendelse som blødgørere - Google Patents
Esterderivater af 2,5-furandicarboxylsyre og deres anvendelse som blødgørereInfo
- Publication number
- DK2470518T3 DK2470518T3 DK10742837.7T DK10742837T DK2470518T3 DK 2470518 T3 DK2470518 T3 DK 2470518T3 DK 10742837 T DK10742837 T DK 10742837T DK 2470518 T3 DK2470518 T3 DK 2470518T3
- Authority
- DK
- Denmark
- Prior art keywords
- estery
- softer
- derivatives
- furandicarboxylic acid
- furandicarboxylic
- Prior art date
Links
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical class OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/02—Monomers containing chlorine
- C08F14/04—Monomers containing two carbon atoms
- C08F14/06—Vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009028975A DE102009028975A1 (de) | 2009-08-28 | 2009-08-28 | Esterderivate der 2,5-Furandicarbonsäure und ihre Verwendung als Weichmacher |
| PCT/EP2010/061941 WO2011023590A1 (de) | 2009-08-28 | 2010-08-17 | Esterderivate der 2,5-furandicarbonsäure und ihre verwendung als weichmacher |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2470518T3 true DK2470518T3 (da) | 2014-07-21 |
Family
ID=42790642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK10742837.7T DK2470518T3 (da) | 2009-08-28 | 2010-08-17 | Esterderivater af 2,5-furandicarboxylsyre og deres anvendelse som blødgørere |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US9145379B2 (OSRAM) |
| EP (1) | EP2470518B1 (OSRAM) |
| JP (1) | JP5757948B2 (OSRAM) |
| KR (1) | KR101727768B1 (OSRAM) |
| CN (1) | CN102596927B (OSRAM) |
| AR (1) | AR077986A1 (OSRAM) |
| BR (1) | BR112012004223B1 (OSRAM) |
| DE (1) | DE102009028975A1 (OSRAM) |
| DK (1) | DK2470518T3 (OSRAM) |
| ES (1) | ES2476270T3 (OSRAM) |
| PL (1) | PL2470518T3 (OSRAM) |
| SI (1) | SI2470518T1 (OSRAM) |
| WO (1) | WO2011023590A1 (OSRAM) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102009028976A1 (de) * | 2009-08-28 | 2011-03-03 | Evonik Oxeno Gmbh | Ester der 2,5-Furandicarbonsäure mit isomeren Decanolen und ihre Verwendung |
| DE102009028975A1 (de) * | 2009-08-28 | 2011-03-03 | Evonik Oxeno Gmbh | Esterderivate der 2,5-Furandicarbonsäure und ihre Verwendung als Weichmacher |
| DE102011004676A1 (de) | 2011-02-24 | 2012-08-30 | Evonik Oxeno Gmbh | Pentylester der Furandicarbonsäure |
| DE102011004675A1 (de) | 2011-02-24 | 2012-08-30 | Evonik Oxeno Gmbh | C11 bis C13 Dialkylester der Furandicarbonsäure |
| DE102011004677A1 (de) * | 2011-02-24 | 2012-08-30 | Evonik Oxeno Gmbh | Heptylester der Furandicarbonsäure |
| DE102011006557A1 (de) | 2011-03-31 | 2012-10-04 | Evonik Oxeno Gmbh | Gemisch von Bersteinsäureestern |
| US20130095270A1 (en) | 2011-10-14 | 2013-04-18 | Eastman Chemical Company | Polyester compositions containing furandicarboxylic acid or an ester thereof, cyclobutanediol and cyclohexanedimethanol |
| US8609884B2 (en) * | 2012-03-19 | 2013-12-17 | Awi Licensing Company | Biobased plasticizer and surface covering employing same |
| FR2990210B1 (fr) * | 2012-05-03 | 2014-05-02 | Roquette Freres | Compositions plastifiantes comprenant des accelerateurs de gelification a base d'ester de 1,4 : 3,6-dianhydrohexitol de faible poids molaire |
| BR112014030086A2 (pt) * | 2012-06-04 | 2017-06-27 | Archer Daniels Midland Co | filme de pvc pigmentado e plastificado |
| US8658810B2 (en) * | 2012-06-22 | 2014-02-25 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate vapor |
| US8912349B2 (en) | 2012-06-22 | 2014-12-16 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate separation and solid liquid separation |
| US8859788B2 (en) * | 2012-06-22 | 2014-10-14 | Eastman Chemical Company | Esterification of furan-2,5-dicarboxylic acid to a dialkyl-furan-2,5-dicarboxylate vapor with rectification |
| WO2014099438A2 (en) * | 2012-12-20 | 2014-06-26 | Archer Daniels Midland Company | Esterification of 2,5-furan-dicarboxylic acid |
| US10398625B2 (en) | 2013-03-13 | 2019-09-03 | Fenwal, Inc. | Medical containers with terephthalate plasticizer for storing red blood cell products |
| CA2912760C (en) * | 2013-05-29 | 2021-06-15 | Dow Global Technologies Llc | Dialkyl 2,5-furandicarboxylate plasticizers and plasticized polymeric compositions |
| BR112015029502B1 (pt) * | 2013-05-29 | 2020-12-08 | Dow Global Technologies Llc | plastificante, composição polimérica plastificada e condutor revestido |
| JP2015030823A (ja) * | 2013-08-06 | 2015-02-16 | リケンテクノス株式会社 | 医療用放射線滅菌対応塩化ビニル樹脂組成物およびそれからなる医療用器具 |
| JP6238630B2 (ja) * | 2013-08-06 | 2017-11-29 | リケンテクノス株式会社 | 医療用放射線滅菌対応塩化ビニル樹脂組成物およびそれからなる医療用器具 |
| DE102013223496A1 (de) | 2013-11-18 | 2015-05-21 | Tesa Se | Neuartiges Polyester geeignet zur Herstellung von Trägermaterialien für Klebebändern |
| WO2015082676A1 (de) * | 2013-12-06 | 2015-06-11 | Basf Se | Weichmacher-zusammensetzung, die tetrahydrofuranderivate und 1,2-cyclohexandicarbonsäureester enthält |
| ES2922949T3 (es) * | 2014-01-03 | 2022-09-21 | Tarkett Gdl Sa | Revestimientos de superficie decorativos de composiciones mejoradas de plastisol de policloruro de vinilo libres de ftalatos |
| KR101586412B1 (ko) * | 2014-01-28 | 2016-01-18 | 한국기술교육대학교 산학협력단 | 공중합 폴리에스터와 폴리락트산을 포함하는 수지 블렌드 및 그 제조방법 |
| KR102554521B1 (ko) | 2014-02-20 | 2023-07-11 | 프레제니우스 카비 도이치란트 게엠베하 | 적혈구 제품, 혈장 및 혈소판의 보관을 위한 비-dehp 가소제를 갖는 의료용 컨테이너 및 시스템 구성요소 |
| US20170044352A1 (en) * | 2014-04-24 | 2017-02-16 | Basf Se | Plasticizer composition which contains furan derivatives and terephthalic acid dialkyl esters |
| FR3024735B1 (fr) * | 2014-08-07 | 2016-08-26 | Roquette Freres | Composition plastifiante liquide |
| WO2016028488A1 (en) | 2014-08-19 | 2016-02-25 | Archer Daniels Midland Company | Catalyst and process for producing 2,5-furandicarboxylic acid from hydromethylfurfural in water |
| US10053442B2 (en) | 2014-11-10 | 2018-08-21 | Synvina C.V. | Preparation of dialkyl esters of 2,5-furandicarboxylic acid |
| JP6452428B2 (ja) * | 2014-12-18 | 2019-01-16 | 花王株式会社 | ハロゲン系樹脂用可塑剤 |
| US9518167B2 (en) | 2015-03-03 | 2016-12-13 | International Business Machines Corporation | Bioderived based plasticizers |
| CN114262312B (zh) | 2015-04-14 | 2024-08-20 | 杜邦公司 | 用于生产2,5-呋喃二甲酸及其衍生物以及由其制成的聚合物的方法 |
| CN108349921A (zh) * | 2015-09-17 | 2018-07-31 | 微麦德斯公司 | 聚合物及其生产方法 |
| WO2017091435A1 (en) | 2015-11-24 | 2017-06-01 | Archer Daniels Midland Company | Oligomerizations of fdca and glycols in a one-pot esterification-transesterification process catalyzed by homogeneous organometallic lewis acids |
| EP3178908A1 (en) * | 2015-12-11 | 2017-06-14 | Basf Se | The use of 2,5-furandicarboxylic acid esters as lubricants |
| US20190202977A1 (en) | 2016-09-16 | 2019-07-04 | Micromidas, Inc. | Polymers and methods of producing thereof |
| US10155907B2 (en) | 2016-12-12 | 2018-12-18 | International Business Machines Corporation | Cross-linkable flame retardant materials |
| US10106564B2 (en) | 2016-12-12 | 2018-10-23 | International Business Machines Corporation | Furan-containing flame retardant molecules |
| US9822208B1 (en) * | 2017-01-03 | 2017-11-21 | International Business Machines Corporation | Flame retardant materials derived from furan dicarboxylic methyl ester |
| US20190023675A1 (en) | 2017-07-20 | 2019-01-24 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate |
| KR102041210B1 (ko) * | 2018-03-22 | 2019-11-27 | 한국생산기술연구원 | 갈락타릭산을 이용한 퓨란 디알킬카르복실레이트의 제조방법 |
| CA3128859A1 (en) | 2019-03-05 | 2020-09-10 | Basf Se | Mixture of octene hydroformylation by-product and diesel, kereosene or c8-c20 olefines as collectors |
| WO2021240471A1 (en) | 2020-05-29 | 2021-12-02 | Braskem S.A. | Production and use of plasticizers based on 2,4-isomer of furandicarboxylic acid diesters |
| WO2021247516A1 (en) | 2020-06-05 | 2021-12-09 | SCION Holdings LLC | Branched alcohols |
| US12221404B2 (en) | 2020-06-05 | 2025-02-11 | SCION Holdings LLC | Composition comprising branched aldehydes |
| US20220176361A1 (en) * | 2020-06-05 | 2022-06-09 | SCION Holdings LLC | Branched Products |
| US12145904B2 (en) | 2020-12-17 | 2024-11-19 | SCION Holdings LLC | Branched products |
| CN112552269A (zh) * | 2020-12-22 | 2021-03-26 | 国网安徽省电力有限公司电力科学研究院 | 一步合成2,5-呋喃二甲酰氯的方法 |
| JP7545734B2 (ja) * | 2021-07-27 | 2024-09-05 | 平岡織染株式会社 | 産業用複合シート |
| KR102640902B1 (ko) * | 2021-11-08 | 2024-02-27 | 한국생산기술연구원 | 테트라히드로퓨란-2,5-디카르복실산을 이용한 테트라히드로퓨란-2,5-디에스터의 제조 및 분리 정제 방법 |
| CN117946043A (zh) * | 2023-12-28 | 2024-04-30 | 河南省科学院化学研究所有限公司 | 一种pla用全生物基呋喃二甲酸酯增塑剂的制备方法和应用 |
| CN119410062A (zh) * | 2024-12-17 | 2025-02-11 | 中广核拓普(湖北)新材料有限公司 | 一种光伏线缆用硅烷交联低烟无卤阻燃聚烯烃电缆料及其制备方法 |
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| US2787621A (en) * | 1953-10-22 | 1957-04-02 | American Cyanamid Co | Metal salts of acylated aminothiophenols as catalytic plasticizers for rubber |
| NL95994C (OSRAM) * | 1955-11-25 | |||
| US3259636A (en) * | 1963-06-03 | 1966-07-05 | Atlas Chem Ind | Process of producing esters of cis-2, 5-tetrahydrofuran dicarboxylic acid |
| US4748261A (en) | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| CN1015546B (zh) * | 1988-05-06 | 1992-02-19 | 西北大学 | 二重柠檬酸酯增塑剂的制备方法 |
| US5081086A (en) | 1988-12-29 | 1992-01-14 | Uop | Solid phosphoric acid catalyst |
| DE3914817C2 (de) | 1989-05-05 | 1995-09-07 | Huels Chemische Werke Ag | Verfahren zur Oligomerisierung von Olefinen |
| JPH061900A (ja) * | 1992-06-18 | 1994-01-11 | Chisso Corp | 電線被覆用塩化ビニル樹脂組成物 |
| US5895830A (en) | 1995-12-15 | 1999-04-20 | Uop Llc | Process for oligomer production and saturation |
| US5847252A (en) | 1995-12-15 | 1998-12-08 | Uop Llc | Process for integrated oligomer production and saturation |
| US6072093A (en) | 1995-12-15 | 2000-06-06 | Uop Llc | Process for oligomer production and saturation |
| US5990367A (en) | 1995-12-15 | 1999-11-23 | Uop Llc | Process for oligomer production and saturation |
| US6080903A (en) | 1995-12-15 | 2000-06-27 | Uop Llc | Process for oligomer production and saturation |
| DE19654340A1 (de) | 1996-12-24 | 1998-08-06 | Huels Chemische Werke Ag | Verfahren zur Herstellung von höheren Oxo-Alkoholen |
| US5856604A (en) | 1997-09-23 | 1999-01-05 | Uop Llc | Process for integrated oligomer production and saturation |
| US6025533A (en) | 1998-04-10 | 2000-02-15 | Uop Llc | Oligomer production with catalytic distillation |
| US6355711B1 (en) * | 1998-04-23 | 2002-03-12 | Exxonmobil Chemical Patents Inc. | High performance plasticizers from branched oxo alcohols |
| DE19906518A1 (de) | 1999-02-17 | 2000-08-31 | Oxeno Olefinchemie Gmbh | Verfahren zur Fraktionierung von Dibuten |
| BR9917230A (pt) | 1999-04-21 | 2002-01-08 | Basf Ag | Mistura de diésteres de nonanol isomérico de um ácido dicarboxìlico, e, uso da mesma |
| DE10034360A1 (de) | 2000-07-14 | 2002-01-24 | Oxeno Olefinchemie Gmbh | Mehrstufiges Verfahren zur Herstellung von Oxo-Aldehyden und/oder Alkoholen |
| DE10053272A1 (de) | 2000-10-27 | 2002-05-08 | Oxeno Olefinchemie Gmbh | Neue Bisphosphitverbindungen und deren Metallkomplexe |
| DE10140086A1 (de) | 2001-08-16 | 2003-02-27 | Oxeno Olefinchemie Gmbh | Neue Phosphitverbindungen und neue Phosphitmetallkomplexe |
| DE10140083A1 (de) | 2001-08-16 | 2003-02-27 | Oxeno Olefinchemie Gmbh | Neue Phosphitverbindungen und deren Metallkomplexe |
| DE10327435A1 (de) | 2002-08-31 | 2004-03-04 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Aldehyden durch Hydroformylierung von olefinisch ungesättigten Verbindungen, katalysiert durch unmodifizierte Metallkomplexe von Metallen der 8. bis 10. Gruppe des PSE in Gegenwart von cyclischen Kohlensäureestern |
| AU2003253389A1 (en) | 2002-08-31 | 2004-03-19 | Oxeno Olefinchemie Gmbh | Method for the hydroformylation of olefinically unsaturated compounds, especially olefins, in the presence of cyclic carbonic acid esters |
| DE10347863A1 (de) * | 2003-10-10 | 2005-05-04 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Benzoesäureestern |
| DE102004013514A1 (de) | 2004-03-19 | 2005-10-06 | Oxeno Olefinchemie Gmbh | Verfahren zur Hydroformylierung von Olefinen in Anwesenheit von neuen phosphororganischen Verbindungen |
| DE102005028752A1 (de) * | 2005-06-22 | 2007-01-04 | Oxeno Olefinchemie Gmbh | Gemisch von Diisononylestern der 1,2-Cyclohexandicarbonsäure, Verfahren zu deren Herstellung und Verwendung dieser Gemische |
| DE102006001795A1 (de) * | 2006-01-12 | 2007-07-19 | Oxeno Olefinchemie Gmbh | Terephthalsäuredialkylester und deren Verwendung |
| JP5051509B2 (ja) * | 2006-11-16 | 2012-10-17 | 独立行政法人産業技術総合研究所 | 2,5−フランジカルボン酸ジエステルの製造方法 |
| DE102007006442A1 (de) * | 2007-02-05 | 2008-08-07 | Evonik Oxeno Gmbh | Gemisch von Diestern von Dianhydrohexitolderivaten mit Carbonsäuren der Summenformel C8H17COOH, Verfahren zur Herstellung dieser Diester und Verwendung dieser Gemische |
| FR2916201B1 (fr) * | 2007-05-15 | 2009-07-17 | Michelin Soc Tech | Systeme plastifiant et composition de caoutchouc pour pneumatique incorporant ledit systeme |
| DE102007041380A1 (de) | 2007-08-31 | 2009-03-05 | Evonik Oxeno Gmbh | Hydrierkatalysator und Verfahren zur Herstellung von Alkoholen durch Hydrierung von Carbonylverbindungen |
| DE102008006400A1 (de) | 2008-01-28 | 2009-07-30 | Evonik Oxeno Gmbh | Gemische von Diisononylestern der Terephthalsäure, Verfahren zu deren Herstellung und deren Verwendung |
| CN101260200A (zh) * | 2008-04-16 | 2008-09-10 | 李勇 | 一种混合增塑剂的制造方法 |
| DE102009028975A1 (de) * | 2009-08-28 | 2011-03-03 | Evonik Oxeno Gmbh | Esterderivate der 2,5-Furandicarbonsäure und ihre Verwendung als Weichmacher |
| DE102009028976A1 (de) * | 2009-08-28 | 2011-03-03 | Evonik Oxeno Gmbh | Ester der 2,5-Furandicarbonsäure mit isomeren Decanolen und ihre Verwendung |
| US9006470B2 (en) * | 2012-11-08 | 2015-04-14 | Eastman Chemical Company | Method of synthesizing low color furan diesters |
-
2009
- 2009-08-28 DE DE102009028975A patent/DE102009028975A1/de not_active Withdrawn
-
2010
- 2010-08-17 BR BR112012004223-8A patent/BR112012004223B1/pt not_active IP Right Cessation
- 2010-08-17 KR KR1020127007834A patent/KR101727768B1/ko not_active Expired - Fee Related
- 2010-08-17 CN CN201080048714.XA patent/CN102596927B/zh not_active Expired - Fee Related
- 2010-08-17 ES ES10742837.7T patent/ES2476270T3/es active Active
- 2010-08-17 PL PL10742837T patent/PL2470518T3/pl unknown
- 2010-08-17 US US13/392,974 patent/US9145379B2/en active Active
- 2010-08-17 DK DK10742837.7T patent/DK2470518T3/da active
- 2010-08-17 JP JP2012526001A patent/JP5757948B2/ja not_active Expired - Fee Related
- 2010-08-17 EP EP10742837.7A patent/EP2470518B1/de active Active
- 2010-08-17 SI SI201030657T patent/SI2470518T1/sl unknown
- 2010-08-17 WO PCT/EP2010/061941 patent/WO2011023590A1/de not_active Ceased
- 2010-08-27 AR ARP100103139A patent/AR077986A1/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20120220507A1 (en) | 2012-08-30 |
| JP2013503125A (ja) | 2013-01-31 |
| BR112012004223A2 (pt) | 2020-08-18 |
| CN102596927A (zh) | 2012-07-18 |
| WO2011023590A1 (de) | 2011-03-03 |
| SI2470518T1 (sl) | 2014-08-29 |
| EP2470518B1 (de) | 2014-04-16 |
| CN102596927B (zh) | 2015-07-08 |
| KR101727768B1 (ko) | 2017-04-17 |
| JP5757948B2 (ja) | 2015-08-05 |
| AR077986A1 (es) | 2011-10-05 |
| KR20120048028A (ko) | 2012-05-14 |
| EP2470518A1 (de) | 2012-07-04 |
| DE102009028975A1 (de) | 2011-03-03 |
| ES2476270T3 (es) | 2014-07-14 |
| PL2470518T3 (pl) | 2014-09-30 |
| US9145379B2 (en) | 2015-09-29 |
| BR112012004223B1 (pt) | 2021-03-02 |
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