CN101679856B - 铱-苯并菲配合物及其在oled中的用途 - Google Patents
铱-苯并菲配合物及其在oled中的用途 Download PDFInfo
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- CN101679856B CN101679856B CN200880018693XA CN200880018693A CN101679856B CN 101679856 B CN101679856 B CN 101679856B CN 200880018693X A CN200880018693X A CN 200880018693XA CN 200880018693 A CN200880018693 A CN 200880018693A CN 101679856 B CN101679856 B CN 101679856B
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- alkylene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0033—Iridium 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
- C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
- C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
- H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1011—Condensed systems
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1033—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1037—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with sulfur
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K2101/00—Properties of the organic materials covered by group H10K85/00
- H10K2101/10—Triplet emission
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Electroluminescent Light Sources (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07105649.3 | 2007-04-04 | ||
| EP07105649 | 2007-04-04 | ||
| PCT/EP2008/054087 WO2008122603A2 (de) | 2007-04-04 | 2008-04-04 | Iridium-triphenylen-komplexe und deren verwendung in oleds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101679856A CN101679856A (zh) | 2010-03-24 |
| CN101679856B true CN101679856B (zh) | 2013-05-22 |
Family
ID=39688539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200880018693XA Active CN101679856B (zh) | 2007-04-04 | 2008-04-04 | 铱-苯并菲配合物及其在oled中的用途 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US8455112B2 (enExample) |
| EP (1) | EP2134807B1 (enExample) |
| JP (2) | JP5896600B2 (enExample) |
| KR (4) | KR101869033B1 (enExample) |
| CN (1) | CN101679856B (enExample) |
| AT (1) | ATE522588T1 (enExample) |
| WO (1) | WO2008122603A2 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101869033B1 (ko) * | 2007-04-04 | 2018-06-20 | 유디씨 아일랜드 리미티드 | 적색 내지 녹색 스펙트럼 영역에서 발광하는 신규한 유기금속 착물 및 이의 oled에서의 용도 |
| JP5780956B2 (ja) | 2008-06-20 | 2015-09-16 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 環状ホスファゼン化合物及び有機発光ダイオード中でのその使用 |
| TWI541234B (zh) * | 2009-05-12 | 2016-07-11 | 環球展覽公司 | 用於有機發光二極體之2-氮雜聯伸三苯材料 |
| KR20140135532A (ko) * | 2013-05-16 | 2014-11-26 | 제일모직주식회사 | 유기 화합물, 유기 광전자 소자 및 표시 장치 |
| US9847497B2 (en) * | 2014-02-18 | 2017-12-19 | Universal Display Corporation | Organic electroluminescent materials and devices |
| US10529934B2 (en) | 2014-09-17 | 2020-01-07 | Sumitomo Chemical Company, Limited | Metal complex and light emitting device using the same |
| US10003035B2 (en) * | 2014-11-28 | 2018-06-19 | Samsung Electronics Co., Ltd. | Organometallic compound and organic light-emitting device including the same |
| KR102455432B1 (ko) * | 2014-11-28 | 2022-10-18 | 삼성전자주식회사 | 유기금속 화합물 및 이를 포함한 유기 발광 소자 |
| US20160164012A1 (en) * | 2014-11-28 | 2016-06-09 | Samsung Electronics Co., Ltd. | Organometallic compound and organic light-emitting device including the same |
| KR102409384B1 (ko) * | 2015-02-04 | 2022-06-15 | 삼성전자주식회사 | 유기금속 화합물 및 이를 포함한 유기 발광 소자 |
| CN110461834B (zh) | 2017-03-23 | 2024-03-12 | 住友化学株式会社 | 稠合杂环化合物及含有其的组合物 |
| US11718634B2 (en) * | 2018-09-14 | 2023-08-08 | Universal Display Corporation | Organic electroluminescent materials and devices |
| US12477890B2 (en) * | 2019-02-01 | 2025-11-18 | Universal Display Corporation | Organic electroluminescent materials and devices |
| US20210094978A1 (en) * | 2019-09-26 | 2021-04-01 | Universal Display Corporation | Organic electroluminescent materials and devices |
| KR20220055361A (ko) | 2020-10-26 | 2022-05-03 | 삼성전자주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 이를 포함한 진단용 조성물 |
| KR20220056727A (ko) * | 2020-10-28 | 2022-05-06 | 삼성전자주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 이를 포함한 진단용 조성물 |
| KR102877124B1 (ko) | 2020-12-16 | 2025-10-28 | 삼성디스플레이 주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 이를 포함한 진단용 조성물 |
| JP7830039B2 (ja) * | 2021-07-20 | 2026-03-16 | キヤノン株式会社 | 有機化合物及び有機発光素子 |
| KR102645094B1 (ko) * | 2021-07-20 | 2024-03-07 | 삼성전자주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 유기 발광 소자를 포함한 전자 장치 |
| KR102925225B1 (ko) * | 2021-08-13 | 2026-02-09 | 삼성디스플레이 주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 유기 발광 소자를 포함한 전자 장치 |
| WO2023044364A1 (en) | 2021-09-15 | 2023-03-23 | Enko Chem, Inc. | Protoporphyrinogen oxidase inhibitors |
| JP7767082B2 (ja) * | 2021-09-28 | 2025-11-11 | キヤノン株式会社 | 有機化合物及び有機発光素子 |
| US11814346B1 (en) | 2023-06-21 | 2023-11-14 | King Faisal University | Charge transportation in nanostructured functional selenium-containing liquid crystalline materials |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1500093A (zh) * | 2001-04-05 | 2004-05-26 | �����л��뵼������˾ | 铑和铱配合物 |
| CN1602344A (zh) * | 2001-11-07 | 2005-03-30 | E·I·内穆尔杜邦公司 | 电致发光铂化合物和由这种化合物制造的器件 |
| WO2006093466A1 (en) * | 2005-03-01 | 2006-09-08 | Agency For Science, Technology And Research | Solution processed organometallic complexes and their use in electroluminescent devices |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3475620B2 (ja) * | 1995-12-25 | 2003-12-08 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| US6830828B2 (en) | 1998-09-14 | 2004-12-14 | The Trustees Of Princeton University | Organometallic complexes as phosphorescent emitters in organic LEDs |
| JP2003109765A (ja) | 2001-09-28 | 2003-04-11 | Canon Inc | 有機発光素子 |
| TWI287567B (en) * | 2003-07-30 | 2007-10-01 | Chi Mei Optoelectronics Corp | Light-emitting element and iridium complex |
| JP4323935B2 (ja) * | 2003-12-05 | 2009-09-02 | キヤノン株式会社 | 有機発光素子 |
| WO2005113704A2 (en) | 2004-05-18 | 2005-12-01 | The University Of Southern California | Luminescent compounds with carbene ligands |
| US8852755B2 (en) * | 2004-08-13 | 2014-10-07 | Merck Patent Gmbh | Oxadiazole metallic complexes and their electronic and opto-electronic applications |
| JP2006143845A (ja) * | 2004-11-18 | 2006-06-08 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子用材料、有機エレクトロルミネッセンス素子、照明装置及び表示装置 |
| WO2006130598A2 (en) * | 2005-05-31 | 2006-12-07 | Universal Display Corporation | Triphenylene hosts in phosphorescent light emitting diodes |
| JP4865258B2 (ja) * | 2005-06-21 | 2012-02-01 | キヤノン株式会社 | 1,8−ナフチリジン化合物及びそれを用いた有機発光素子 |
| JP5076901B2 (ja) | 2005-09-05 | 2012-11-21 | Jnc株式会社 | 電子輸送材料およびこれを用いた有機電界発光素子 |
| JP4852433B2 (ja) | 2007-01-10 | 2012-01-11 | 株式会社コロナ | 燃料改質用バーナ |
| TW200910661A (en) * | 2007-04-04 | 2009-03-01 | Koninkl Philips Electronics Nv | OLED with metal complexes having a high quantum efficiency |
| KR101869033B1 (ko) * | 2007-04-04 | 2018-06-20 | 유디씨 아일랜드 리미티드 | 적색 내지 녹색 스펙트럼 영역에서 발광하는 신규한 유기금속 착물 및 이의 oled에서의 용도 |
-
2008
- 2008-04-04 KR KR1020157020412A patent/KR101869033B1/ko active Active
- 2008-04-04 WO PCT/EP2008/054087 patent/WO2008122603A2/de not_active Ceased
- 2008-04-04 CN CN200880018693XA patent/CN101679856B/zh active Active
- 2008-04-04 KR KR1020097023110A patent/KR20100016243A/ko not_active Ceased
- 2008-04-04 EP EP08735828A patent/EP2134807B1/de active Active
- 2008-04-04 US US12/594,429 patent/US8455112B2/en active Active
- 2008-04-04 AT AT08735828T patent/ATE522588T1/de active
- 2008-04-04 KR KR1020197016354A patent/KR20190067273A/ko not_active Ceased
- 2008-04-04 JP JP2010501522A patent/JP5896600B2/ja active Active
- 2008-04-04 KR KR1020187016738A patent/KR102090413B1/ko active Active
-
2013
- 2013-04-16 US US13/863,407 patent/US9522895B2/en active Active
- 2013-11-18 JP JP2013238049A patent/JP5818864B2/ja active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1500093A (zh) * | 2001-04-05 | 2004-05-26 | �����л��뵼������˾ | 铑和铱配合物 |
| CN1602344A (zh) * | 2001-11-07 | 2005-03-30 | E·I·内穆尔杜邦公司 | 电致发光铂化合物和由这种化合物制造的器件 |
| WO2006093466A1 (en) * | 2005-03-01 | 2006-09-08 | Agency For Science, Technology And Research | Solution processed organometallic complexes and their use in electroluminescent devices |
Non-Patent Citations (2)
| Title |
|---|
| Marappan Velusamy et al..Synthesis, structure and electroluminescent properties of cyclometalated iridium complexes possessing sterically hindered ligands.《Dalton Transactions》.2007,3025-3034. * |
| MarappanVelusamyetal..Synthesis structure and electroluminescent properties of cyclometalated iridium complexes possessing sterically hindered ligands.《Dalton Transactions》.2007 |
Also Published As
| Publication number | Publication date |
|---|---|
| US9522895B2 (en) | 2016-12-20 |
| US20130231489A1 (en) | 2013-09-05 |
| KR101869033B1 (ko) | 2018-06-20 |
| US20100127215A1 (en) | 2010-05-27 |
| KR20150093855A (ko) | 2015-08-18 |
| JP2010523528A (ja) | 2010-07-15 |
| WO2008122603A3 (de) | 2009-04-02 |
| EP2134807A2 (de) | 2009-12-23 |
| EP2134807B1 (de) | 2011-08-31 |
| KR20190067273A (ko) | 2019-06-14 |
| ATE522588T1 (de) | 2011-09-15 |
| WO2008122603A2 (de) | 2008-10-16 |
| KR102090413B1 (ko) | 2020-03-18 |
| CN101679856A (zh) | 2010-03-24 |
| US8455112B2 (en) | 2013-06-04 |
| JP5818864B2 (ja) | 2015-11-18 |
| JP2014101366A (ja) | 2014-06-05 |
| KR20100016243A (ko) | 2010-02-12 |
| JP5896600B2 (ja) | 2016-03-30 |
| KR20180069117A (ko) | 2018-06-22 |
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