BR112014014517A2 - catalisadores de hidrossililação à base de metal não-precioso - Google Patents
catalisadores de hidrossililação à base de metal não-preciosoInfo
- Publication number
- BR112014014517A2 BR112014014517A2 BR112014014517A BR112014014517A BR112014014517A2 BR 112014014517 A2 BR112014014517 A2 BR 112014014517A2 BR 112014014517 A BR112014014517 A BR 112014014517A BR 112014014517 A BR112014014517 A BR 112014014517A BR 112014014517 A2 BR112014014517 A2 BR 112014014517A2
- Authority
- BR
- Brazil
- Prior art keywords
- hydrosilylation catalysts
- precious metal
- metal based
- based hydrosilylation
- catalysts
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title abstract 4
- 238000006459 hydrosilylation reaction Methods 0.000 title abstract 4
- 239000010970 precious metal Substances 0.000 title abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 abstract 1
- 229910000071 diazene Inorganic materials 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 abstract 1
- 150000002815 nickel Chemical class 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
- B01J2531/0244—Pincer-type complexes, i.e. consisting of a tridentate skeleton bound to a metal, e.g. by one to three metal-carbon sigma-bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
- B01J2531/72—Manganese
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/842—Iron
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/325,250 US9782763B2 (en) | 2011-12-14 | 2011-12-14 | Non-precious metal-based hyrdosilylation catalysts exhibiting improved selectivity |
| PCT/US2012/069469 WO2013090548A1 (en) | 2011-12-14 | 2012-12-13 | Non- precious metal -based hydrosilylation catalysts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR112014014517A2 true BR112014014517A2 (pt) | 2017-06-13 |
Family
ID=47459175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR112014014517A BR112014014517A2 (pt) | 2011-12-14 | 2012-12-13 | catalisadores de hidrossililação à base de metal não-precioso |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US9782763B2 (https=) |
| EP (1) | EP2790829B1 (https=) |
| JP (1) | JP6211531B2 (https=) |
| KR (1) | KR20140116100A (https=) |
| CN (1) | CN104114278A (https=) |
| BR (1) | BR112014014517A2 (https=) |
| TW (1) | TWI614063B (https=) |
| WO (1) | WO2013090548A1 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9782763B2 (en) | 2011-12-14 | 2017-10-10 | Momentive Performance Materials Inc. | Non-precious metal-based hyrdosilylation catalysts exhibiting improved selectivity |
| US9371340B2 (en) | 2012-08-16 | 2016-06-21 | Momentive Performance Materials Inc. | Dehydrogenative silylation, hydrosilylation and crosslinking using cobalt catalysts |
| US9447125B2 (en) | 2012-08-16 | 2016-09-20 | Momentive Performance Materials Inc. | Reusable homogeneous cobalt pyridine diimine catalysts for dehydrogenative silylation and tandem dehydrogenative-silylation-hydrogenation |
| WO2014182670A2 (en) * | 2013-05-06 | 2014-11-13 | Momentive Performance Materials Inc. | Selective 1,2-hydrosilylation of terminally unsaturated 1,3-dienes using iron catalysts |
| US9371339B2 (en) | 2013-05-06 | 2016-06-21 | Momentive Performance Materials Inc. | Saturated and unsaturated silahydrocarbons via iron and cobalt pyridine diimine catalyzed olefin silylation |
| WO2014186513A1 (en) | 2013-05-15 | 2014-11-20 | Momentive Performance Materials Inc. | Activation of metal salts with silylhydrides and their use in hydrosilylation reactions |
| WO2015077304A1 (en) | 2013-11-19 | 2015-05-28 | Momentive Performance Materials Inc. | Cobalt catalysts and their use for hydrosilylation and dehydrogenative silylation |
| JP6486925B2 (ja) | 2013-11-19 | 2019-03-20 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | コバルト触媒並びにヒドロシリル化及び脱水素シリル化のためのその使用 |
| EP3071552A1 (en) | 2013-11-19 | 2016-09-28 | The Trustees of Princeton University | Hydroboration and borylation with cobalt catalysts |
| US20190054454A1 (en) * | 2015-10-26 | 2019-02-21 | Shell Oil Company | Mechanically strong catalyst and catalyst carrier, its preparation, and its use |
| EP3272758B1 (de) | 2016-07-22 | 2018-06-27 | Evonik Degussa GmbH | Verfahren zur herstellung von tris[3-(alkoxysilyl)propyl]isocyanuraten |
| EP3372609B1 (de) | 2017-03-08 | 2021-04-28 | Evonik Operations GmbH | Verfahren zur herstellung von tris[3-(alkoxysilyl)propyl]isocyanuraten |
| EP3372608B1 (de) | 2017-03-08 | 2021-04-28 | Evonik Operations GmbH | Verfahren zur herstellung von tris[3-(alkoxysilyl)propyl]isocyanuraten |
| US10377776B2 (en) | 2017-03-08 | 2019-08-13 | Evonik Degussa Gmbh | Process for preparing tris[3-(alkoxysilyl)propyl]isocyanurates |
| CN107511176B (zh) * | 2017-08-15 | 2020-02-14 | 常州大学 | 一种铁基吡咯烷酮离子液体催化不饱和烷基酯硅氢加成反应的方法 |
| EP3473631B1 (de) | 2017-10-19 | 2020-01-08 | Evonik Operations GmbH | Neue epoxy-funktionelle alkoxysilane, verfahren zu deren herstellung und deren verwendung |
| CN110343128B (zh) * | 2018-04-04 | 2021-02-19 | 中国科学院化学研究所 | 一种通过硅氢化反应制备硅烷的方法 |
| DE102018210886A1 (de) | 2018-07-03 | 2020-01-09 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Alkylalkoxysilanen |
| US20210317335A1 (en) | 2018-09-13 | 2021-10-14 | Momentive Performance Materials Gmbh | Functional polysiloxanes |
| PL3873876T3 (pl) | 2018-11-02 | 2023-12-27 | Shell Internationale Research Maatschappij B.V. | Wytwarzanie etylenu przez odwodornienie oksydacyjne etanu |
| EP3915995B1 (en) | 2020-05-29 | 2025-11-26 | Momentive Performance Materials Inc. | Process for the stepwise synthesis of silahydrocarbons |
| AR123123A1 (es) | 2020-08-03 | 2022-11-02 | Shell Int Research | Proceso integrado de producción de etileno |
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| US3159601A (en) | 1962-07-02 | 1964-12-01 | Gen Electric | Platinum-olefin complex catalyzed addition of hydrogen- and alkenyl-substituted siloxanes |
| US3296291A (en) | 1962-07-02 | 1967-01-03 | Gen Electric | Reaction of silanes with unsaturated olefinic compounds |
| US3220972A (en) | 1962-07-02 | 1965-11-30 | Gen Electric | Organosilicon process using a chloroplatinic acid reaction product as the catalyst |
| US3775452A (en) | 1971-04-28 | 1973-11-27 | Gen Electric | Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes |
| GB1476314A (en) | 1973-06-23 | 1977-06-10 | Dow Corning Ltd | Coating process |
| GB2013207B (en) | 1977-11-14 | 1982-10-27 | Spencer J L | Hydrosilylation catalysts |
| US4550152A (en) | 1983-10-28 | 1985-10-29 | General Electric Company | Nickel complex catalyst for hydrosilation reactions |
| US4578497A (en) | 1984-11-30 | 1986-03-25 | Gulf Research & Development Company | Tetraalkylsilane synthetic fluids |
| US4572791A (en) | 1984-12-06 | 1986-02-25 | Gulf Research & Development Company | Production of saturated and unsaturated silahydrocarbon mixtures using rhodium catalyst, and to products produced thereby |
| US4729821A (en) | 1986-11-03 | 1988-03-08 | Board Of Regents, The University Of Texas System | In situ activation of catalysts by applied electrical potentials |
| US4788312A (en) | 1988-03-16 | 1988-11-29 | Technolube Division Lubricating Specialties Co. | Trisilahydrocarbon lubricants |
| FR2641785B1 (fr) | 1989-01-19 | 1992-07-31 | Essilor Int | Composition de polymeres transparents pour lentilles de contact de type rigide, permeables a l'oxygene |
| US5026893A (en) | 1990-06-11 | 1991-06-25 | Lubricating Specialties Company | Polysilahydrocarbon lubricants |
| KR930703402A (ko) | 1990-12-13 | 1993-11-30 | 게리 리 그리스울드 | 방사선-활성화된 하이드로실릴화 반응 |
| CA2080153A1 (en) | 1991-11-29 | 1993-05-30 | Chris A. Sumpter | Heat curable organopolysiloxane compositions, preformed latent platinum catalysts, and methods for making |
| JPH05295269A (ja) | 1991-11-29 | 1993-11-09 | General Electric Co <Ge> | 熱硬化性オルガノポリシロキサン組成物、予備生成済み潜伏性白金触媒およびそれの調製方法 |
| US5880241A (en) | 1995-01-24 | 1999-03-09 | E. I. Du Pont De Nemours And Company | Olefin polymers |
| US5691435A (en) | 1996-01-25 | 1997-11-25 | Wacker-Chemie Gmbh | Crosslinkable compositions |
| US6423848B2 (en) | 1996-12-17 | 2002-07-23 | E. I. Du Pont De Nemours And Company | Tridentate ligand |
| US6432862B1 (en) | 1996-12-17 | 2002-08-13 | E. I. Du Pont De Nemours And Company | Cobalt catalysts for the polymerization of olefins |
| US6214761B1 (en) | 1996-12-17 | 2001-04-10 | E. I. Du Pont De Nemours And Company | Iron catalyst for the polymerization of olefins |
| US6417305B2 (en) | 1996-12-17 | 2002-07-09 | E. I. Du Pont De Nemours And Company | Oligomerization of ethylene |
| IL129929A0 (en) | 1996-12-17 | 2000-02-29 | Du Pont | Polymerization of ethylene with specific iron or cobalt complexes novel pyridinebis (imines) and novel complexes of pyridinebis(imines) with iron and cobalt |
| US6103946A (en) | 1997-07-15 | 2000-08-15 | E. I. Du Pont De Nemours And Company | Manufacture of α-olefins |
| DE69805638T2 (de) | 1997-09-05 | 2002-11-21 | Bp Chemicals Ltd., London | Polymerisationskatalysatoren |
| TWI238833B (en) * | 1998-03-12 | 2005-09-01 | Bp Chem Int Ltd | Catalysts and method for polymerization of olefins |
| DZ2740A1 (fr) | 1998-03-12 | 2003-09-08 | Bp Chem Int Ltd | Catalyseurs de polymésation. |
| JP4467181B2 (ja) | 1998-03-12 | 2010-05-26 | イネオス ユーロープ リミテッド | 重合触媒 |
| ID27209A (id) | 1998-03-12 | 2001-03-08 | Bp Chem Int Ltd | Katalis-katalis polimerisasi |
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| DE19856115A1 (de) | 1998-12-04 | 2000-06-21 | Wacker Chemie Gmbh | Alkenylgruppen aufweisende Siloxancopolymere |
| US6620895B1 (en) | 1999-03-22 | 2003-09-16 | E. I. Du Pont De Nemours And Company | Processing polyethylenes |
| US6281303B1 (en) | 1999-07-27 | 2001-08-28 | Eastman Chemical Company | Olefin oligomerization and polymerization catalysts |
| US6458905B1 (en) | 1999-08-16 | 2002-10-01 | Phillips Petroleum Company | Complexes of pyridldiimines with vanadium and other transition metals, and their use as olefin oligomerization and polymerization catalysts |
| US6278011B1 (en) | 1999-08-30 | 2001-08-21 | The University Of Dayton | Polysilahydrocarbons as lubricants for aerospace application |
| BR0209292B1 (pt) | 2001-04-30 | 2014-04-29 | Ciba Sc Holding Ag | Composto de complexo de metal, agente de lavagem, limpeza, desinfecção ou alvejamento, e preparação sólida |
| WO2003042131A1 (en) | 2001-11-15 | 2003-05-22 | Stichting Voor De Technische Wetenschappen | Hydrogenation catalyst and catalysed hydrogenation process |
| EP1521758B1 (en) | 2002-07-17 | 2006-05-24 | Exxonmobil Chemical Patents Inc. | Late transition metal catalysts for olefin polymerization and oligomerization |
| WO2004037415A2 (en) | 2002-09-25 | 2004-05-06 | Shell Internationale Research Maatschappij B.V. | Catalyst systems for ethylene oligomerisation to linear alpha olefins |
| DE10258126B3 (de) * | 2002-12-12 | 2004-01-29 | Wacker-Chemie Gmbh | Alkinolgruppen aufweisende Organosiliciumverbindungen sowie diese enthaltend vernetzbare Massen und daraus herstellbare Formkörper |
| US7442819B2 (en) | 2004-07-09 | 2008-10-28 | E. I. Du Pont De Nemours And Company | Catalysts for olefin polymerization or oligomerization |
| US8062552B2 (en) | 2005-05-19 | 2011-11-22 | Brookhaven Science Associates, Llc | Electrocatalyst for oxygen reduction with reduced platinum oxidation and dissolution rates |
| CN100378111C (zh) | 2005-07-01 | 2008-04-02 | 中国科学院上海有机化学研究所 | 含碳氧醚键有机硅化合物、合成方法及其应用 |
| US7268096B2 (en) | 2005-07-21 | 2007-09-11 | Chevron Phillips Chemical Company Lp | Diimine metal complexes, methods of synthesis, and methods of using in oligomerization and polymerization |
| US8456733B2 (en) | 2005-10-26 | 2013-06-04 | Basf Se | Coloured particles for electrophoretic displays |
| DE102005057460A1 (de) | 2005-12-01 | 2007-06-06 | Wacker Chemie Ag | Zu hochfesten Elastomeren vernetzbare ionisch und/oder organometallisch funktionalisierte Siliconpolymere |
| US7429672B2 (en) | 2006-06-09 | 2008-09-30 | Momentive Performance Materials Inc. | Process for the direct synthesis of trialkoxysilane |
| US7696269B2 (en) | 2006-12-28 | 2010-04-13 | Momentive Performance Materials Inc. | Silated core polysulfides, their preparation and use in filled elastomer compositions |
| US8415443B2 (en) | 2009-07-10 | 2013-04-09 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
| US8236915B2 (en) * | 2009-07-10 | 2012-08-07 | Momentive Performance Materials Inc. | Hydrosilylation catalysts |
| EP2407187A3 (de) | 2010-07-15 | 2012-06-20 | ECP Entwicklungsgesellschaft mbH | Blutpumpe für die invasive Anwendung innerhalb eines Körpers eines Patienten |
| WO2012071358A2 (en) | 2010-11-24 | 2012-05-31 | Momentive Performance Materials Inc. | In-situ activation of metal complexes containing terdentate nitrogen ligands used as hydrosilylation catalysts |
| CN103347889A (zh) | 2010-11-24 | 2013-10-09 | 莫门蒂夫性能材料股份有限公司 | 氢化硅烷化催化剂 |
| CN103732599B (zh) | 2010-11-24 | 2016-09-14 | 莫门蒂夫性能材料股份有限公司 | 多不饱和化合物的金属催化的单-氢化硅烷化 |
| WO2013043783A2 (en) | 2011-09-20 | 2013-03-28 | Dow Corning Corporation | Cobalt containing hydrosilylation catalysts and compositions containing the catalysts |
| WO2013043846A1 (en) | 2011-09-20 | 2013-03-28 | Dow Corning Corporation | Metal containing hydrosilylation catalysts and compositions containing the catalysts |
| US9782763B2 (en) | 2011-12-14 | 2017-10-10 | Momentive Performance Materials Inc. | Non-precious metal-based hyrdosilylation catalysts exhibiting improved selectivity |
-
2011
- 2011-12-14 US US13/325,250 patent/US9782763B2/en active Active
-
2012
- 2012-12-13 BR BR112014014517A patent/BR112014014517A2/pt not_active Application Discontinuation
- 2012-12-13 WO PCT/US2012/069469 patent/WO2013090548A1/en not_active Ceased
- 2012-12-13 CN CN201280069318.4A patent/CN104114278A/zh active Pending
- 2012-12-13 KR KR1020147019374A patent/KR20140116100A/ko not_active Withdrawn
- 2012-12-13 JP JP2014547414A patent/JP6211531B2/ja active Active
- 2012-12-13 EP EP12808630.3A patent/EP2790829B1/en active Active
- 2012-12-14 TW TW101147671A patent/TWI614063B/zh active
-
2017
- 2017-09-26 US US15/715,324 patent/US11052383B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013090548A1 (en) | 2013-06-20 |
| CN104114278A (zh) | 2014-10-22 |
| US9782763B2 (en) | 2017-10-10 |
| EP2790829B1 (en) | 2022-12-07 |
| JP6211531B2 (ja) | 2017-10-11 |
| TW201330930A (zh) | 2013-08-01 |
| US20130158281A1 (en) | 2013-06-20 |
| EP2790829A1 (en) | 2014-10-22 |
| TWI614063B (zh) | 2018-02-11 |
| KR20140116100A (ko) | 2014-10-01 |
| US11052383B2 (en) | 2021-07-06 |
| US20180015449A1 (en) | 2018-01-18 |
| JP2015501842A (ja) | 2015-01-19 |
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