MX360808B - Derivados de 5h - furan - 2 - ona para la estabilización de material orgánico. - Google Patents
Derivados de 5h - furan - 2 - ona para la estabilización de material orgánico.Info
- Publication number
- MX360808B MX360808B MX2013012634A MX2013012634A MX360808B MX 360808 B MX360808 B MX 360808B MX 2013012634 A MX2013012634 A MX 2013012634A MX 2013012634 A MX2013012634 A MX 2013012634A MX 360808 B MX360808 B MX 360808B
- Authority
- MX
- Mexico
- Prior art keywords
- organic material
- furan
- stabilization
- derivatives
- phenyl
- Prior art date
Links
- 239000011368 organic material Substances 0.000 title abstract 2
- VIHAEDVKXSOUAT-UHFFFAOYSA-N but-2-en-4-olide Chemical class O=C1OCC=C1 VIHAEDVKXSOUAT-UHFFFAOYSA-N 0.000 title 1
- 230000006641 stabilisation Effects 0.000 title 1
- 238000011105 stabilization Methods 0.000 title 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 2
- -1 C4-C8-cycloalkyl Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
Classifications
-
- 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
- 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
- C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
-
- 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
- C07D307/64—Sulfur atoms
-
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C08K5/13—Phenols; Phenolates
-
- 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
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
-
- 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
-
- 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
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
- C08K5/357—Six-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
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
- C08K5/526—Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/12—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/20—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/20—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen
- C09K15/22—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen containing an amide or imide moiety
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
-
- 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
- C07D307/58—One oxygen atom, e.g. butenolide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Una composición, que comprende a) un material orgánico susceptible a la degradación oxidativa, térmica o inducida por la luz; y b) un compuesto de fórmula I (Ver Formula) en donde R1, R2, R3, R4, R5, R6, R7, R8, R9 y R10 son independientemente uno del otro H, alquilo de C1-C8, cicloalquilo de C4-C8, fenilo, alcoxi de C1-C4 o halógeno; n es 1, 2, 3 o 4; y cuando n es 1, A es -C(=O)-OR'1,-C(=O)- N(R'2) (R'3),-CN, fenilo, que es no sustituido o sustituido por uno o más alquilo de C1-C8, alcoxi de C4-C8, cicloalquilo de C5-C7 o halógeno, -H o -S02-fenilo; cuando n es 2, A es -C (=0) -0-Z1-0-C (=0) -, -C (=0) -N (R"1) Z2-N (R"2) -C (=0) - o piperazin-N,N' -biscarbonilo.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161481272P | 2011-05-02 | 2011-05-02 | |
| EP11164465 | 2011-05-02 | ||
| PCT/IB2012/052064 WO2012150527A1 (en) | 2011-05-02 | 2012-04-25 | 5h-furan-2-one derivatives for stabilization of organic material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2013012634A MX2013012634A (es) | 2014-01-24 |
| MX360808B true MX360808B (es) | 2018-11-16 |
Family
ID=47107794
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2013012634A MX360808B (es) | 2011-05-02 | 2012-04-25 | Derivados de 5h - furan - 2 - ona para la estabilización de material orgánico. |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US9458380B2 (es) |
| EP (1) | EP2705082B1 (es) |
| JP (1) | JP5992509B2 (es) |
| KR (1) | KR101948352B1 (es) |
| CN (1) | CN103502342B (es) |
| AU (1) | AU2012251445B2 (es) |
| CA (1) | CA2835007C (es) |
| ES (1) | ES2557637T3 (es) |
| MX (1) | MX360808B (es) |
| MY (1) | MY183992A (es) |
| RU (1) | RU2605940C2 (es) |
| SG (1) | SG194519A1 (es) |
| WO (1) | WO2012150527A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2557637T3 (es) * | 2011-05-02 | 2016-01-27 | Basf Se | Derivados de 5H-furan-2-ona para estabilización de material orgánico |
| RU2637807C2 (ru) | 2012-03-20 | 2017-12-07 | Басф Се | ПРОИЗВОДНЫЕ ИЗОИНДОЛО[2,1-а]ХИНАЗОЛИНА ДЛЯ СТАБИЛИЗАЦИИ ОРГАНИЧЕСКИХ МАТЕРИАЛОВ |
| US9328218B2 (en) | 2012-07-13 | 2016-05-03 | Basf Se | Polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3H-benzofuran-5-yl-)propanoyl] derivatives as stabilizers of organic material |
| GB2523756B (en) * | 2014-03-03 | 2017-01-11 | Addivant Switzerland Gmbh | Antioxidant compositions |
| GB2579405B (en) | 2018-11-30 | 2022-09-14 | Si Group Switzerland Chaa Gmbh | Antioxidant compositions |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3644573A (en) | 1969-07-02 | 1972-02-22 | Eastman Kodak Co | Heat stabilization of polyesters |
| DE3345376A1 (de) * | 1983-12-15 | 1985-06-27 | Basf Ag, 6700 Ludwigshafen | Furan-3-carbonsaeurederivate |
| DE3522678A1 (de) * | 1985-06-25 | 1987-01-08 | Basf Ag | Tetrahydrofurancarbonsaeurederivate |
| TW255902B (es) * | 1992-09-23 | 1995-09-01 | Ciba Geigy | |
| CH686306A5 (de) | 1993-09-17 | 1996-02-29 | Ciba Geigy Ag | 3-Aryl-benzofuranone als Stabilisatoren. |
| EP0839623B1 (de) * | 1996-10-30 | 2001-01-31 | Ciba SC Holding AG | Stabilisatorkombination für das Rotomolding-Verfahren |
| US7053139B2 (en) * | 1998-12-30 | 2006-05-30 | Qi Wang | Inhibiting polymer oxidation using non-phenolic antioxidants |
| TW593303B (en) | 2001-09-11 | 2004-06-21 | Ciba Sc Holding Ag | Stabilization of synthetic polymers |
| US7622502B2 (en) | 2004-01-27 | 2009-11-24 | Merck Frosst Canada & Co. | Nitric oxide releasing prodrugs of diaryl-2-(5h)-furanones as cyclooxygenase-2 inhibitors |
| JP2006221973A (ja) * | 2005-02-10 | 2006-08-24 | Sony Corp | 電解液および電池 |
| CA2615555C (en) * | 2005-07-21 | 2014-01-07 | Ciba Specialty Chemicals Holding Inc. | Stabilization of polyolefins with liquid tris-(mono-alkyl)phenyl phosphites |
| KR100977973B1 (ko) | 2007-01-09 | 2010-08-24 | 주식회사 엘지화학 | 비수 전해액 및 이를 포함하는 이차 전지 |
| WO2011042423A2 (en) | 2009-10-06 | 2011-04-14 | Basf Se | Stabilization of household, body-care and food products by using benzotropolone containing plant extracts and/or related benzotropolone derivatives |
| ES2557637T3 (es) * | 2011-05-02 | 2016-01-27 | Basf Se | Derivados de 5H-furan-2-ona para estabilización de material orgánico |
-
2012
- 2012-04-25 ES ES12780022.5T patent/ES2557637T3/es active Active
- 2012-04-25 US US14/114,538 patent/US9458380B2/en active Active
- 2012-04-25 MX MX2013012634A patent/MX360808B/es active IP Right Grant
- 2012-04-25 EP EP12780022.5A patent/EP2705082B1/en active Active
- 2012-04-25 CN CN201280021688.0A patent/CN103502342B/zh active Active
- 2012-04-25 SG SG2013077276A patent/SG194519A1/en unknown
- 2012-04-25 JP JP2014508896A patent/JP5992509B2/ja active Active
- 2012-04-25 RU RU2013153121/04A patent/RU2605940C2/ru active
- 2012-04-25 AU AU2012251445A patent/AU2012251445B2/en not_active Ceased
- 2012-04-25 MY MYPI2013003909A patent/MY183992A/en unknown
- 2012-04-25 CA CA2835007A patent/CA2835007C/en active Active
- 2012-04-25 WO PCT/IB2012/052064 patent/WO2012150527A1/en not_active Ceased
- 2012-04-25 KR KR1020137031589A patent/KR101948352B1/ko active Active
-
2016
- 2016-08-26 US US15/248,953 patent/US10113052B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN103502342A (zh) | 2014-01-08 |
| US10113052B2 (en) | 2018-10-30 |
| KR101948352B1 (ko) | 2019-02-14 |
| WO2012150527A1 (en) | 2012-11-08 |
| CN103502342B (zh) | 2016-03-09 |
| AU2012251445A1 (en) | 2013-12-05 |
| MY183992A (en) | 2021-03-17 |
| RU2013153121A (ru) | 2015-06-10 |
| RU2605940C2 (ru) | 2016-12-27 |
| EP2705082A4 (en) | 2014-10-08 |
| EP2705082A1 (en) | 2014-03-12 |
| SG194519A1 (en) | 2013-12-30 |
| CA2835007A1 (en) | 2012-11-08 |
| CA2835007C (en) | 2019-08-13 |
| US9458380B2 (en) | 2016-10-04 |
| JP5992509B2 (ja) | 2016-09-14 |
| KR20140027356A (ko) | 2014-03-06 |
| US20140058021A1 (en) | 2014-02-27 |
| ES2557637T3 (es) | 2016-01-27 |
| JP2014514419A (ja) | 2014-06-19 |
| AU2012251445B2 (en) | 2015-08-20 |
| MX2013012634A (es) | 2014-01-24 |
| EP2705082B1 (en) | 2015-09-23 |
| US20160362535A1 (en) | 2016-12-15 |
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