JP2010518136A5 - - Google Patents
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- Publication number
- JP2010518136A5 JP2010518136A5 JP2009549393A JP2009549393A JP2010518136A5 JP 2010518136 A5 JP2010518136 A5 JP 2010518136A5 JP 2009549393 A JP2009549393 A JP 2009549393A JP 2009549393 A JP2009549393 A JP 2009549393A JP 2010518136 A5 JP2010518136 A5 JP 2010518136A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- halogen
- substituted
- alkoxy
- 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.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims description 72
- 125000003118 aryl group Chemical group 0.000 claims description 42
- 229910052736 halogen Inorganic materials 0.000 claims description 40
- 150000002367 halogens Chemical class 0.000 claims description 39
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 239000001257 hydrogen Substances 0.000 claims description 31
- 125000003545 alkoxy group Chemical group 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 150000002431 hydrogen Chemical class 0.000 claims description 24
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 9
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- -1 phenyloxy Chemical group 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000005366 cycloalkylthio group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 239000003446 ligand Substances 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 239000004305 biphenyl Substances 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 229910052741 iridium Inorganic materials 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 229910052703 rhodium Inorganic materials 0.000 claims 2
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 claims 2
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims 1
- RIKNNBBGYSDYAX-UHFFFAOYSA-N 2-[1-[2-(4-methyl-n-(4-methylphenyl)anilino)phenyl]cyclohexyl]-n,n-bis(4-methylphenyl)aniline Chemical compound C1=CC(C)=CC=C1N(C=1C(=CC=CC=1)C1(CCCCC1)C=1C(=CC=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 RIKNNBBGYSDYAX-UHFFFAOYSA-N 0.000 claims 1
- OGGKVJMNFFSDEV-UHFFFAOYSA-N 3-methyl-n-[4-[4-(n-(3-methylphenyl)anilino)phenyl]phenyl]-n-phenylaniline Chemical compound CC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 OGGKVJMNFFSDEV-UHFFFAOYSA-N 0.000 claims 1
- YGBCLRRWZQSURU-UHFFFAOYSA-N 4-[(diphenylhydrazinylidene)methyl]-n,n-diethylaniline Chemical compound C1=CC(N(CC)CC)=CC=C1C=NN(C=1C=CC=CC=1)C1=CC=CC=C1 YGBCLRRWZQSURU-UHFFFAOYSA-N 0.000 claims 1
- KBXXZTIBAVBLPP-UHFFFAOYSA-N 4-[[4-(diethylamino)-2-methylphenyl]-(4-methylphenyl)methyl]-n,n-diethyl-3-methylaniline Chemical compound CC1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)N(CC)CC)C)C1=CC=C(C)C=C1 KBXXZTIBAVBLPP-UHFFFAOYSA-N 0.000 claims 1
- ZOKIJILZFXPFTO-UHFFFAOYSA-N 4-methyl-n-[4-[1-[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]cyclohexyl]phenyl]-n-(4-methylphenyl)aniline Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C1(CCCCC1)C=1C=CC(=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 ZOKIJILZFXPFTO-UHFFFAOYSA-N 0.000 claims 1
- WXAIEIRYBSKHDP-UHFFFAOYSA-N 4-phenyl-n-(4-phenylphenyl)-n-[4-[4-(4-phenyl-n-(4-phenylphenyl)anilino)phenyl]phenyl]aniline Chemical compound C1=CC=CC=C1C1=CC=C(N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 WXAIEIRYBSKHDP-UHFFFAOYSA-N 0.000 claims 1
- SFBHJDZYFDQEEY-UHFFFAOYSA-N 9-cyclobutylcarbazole Chemical compound C1CCC1N1C2=CC=CC=C2C2=CC=CC=C21 SFBHJDZYFDQEEY-UHFFFAOYSA-N 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 1
- 238000004166 bioassay Methods 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 150000004985 diamines Chemical class 0.000 claims 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 230000005525 hole transport Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- JGOAZQAXRONCCI-SDNWHVSQSA-N n-[(e)-benzylideneamino]aniline Chemical compound C=1C=CC=CC=1N\N=C\C1=CC=CC=C1 JGOAZQAXRONCCI-SDNWHVSQSA-N 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- CBHCDHNUZWWAPP-UHFFFAOYSA-N pecazine Chemical compound C1N(C)CCCC1CN1C2=CC=CC=C2SC2=CC=CC=C21 CBHCDHNUZWWAPP-UHFFFAOYSA-N 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 125000005504 styryl group Chemical group 0.000 claims 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07102336.0 | 2007-02-14 | ||
| EP07102336 | 2007-02-14 | ||
| EP07107611 | 2007-05-07 | ||
| EP07107611.1 | 2007-05-07 | ||
| PCT/EP2008/051308 WO2008098851A1 (en) | 2007-02-14 | 2008-02-04 | Electroluminescent metal complex |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010518136A JP2010518136A (ja) | 2010-05-27 |
| JP2010518136A5 true JP2010518136A5 (enExample) | 2014-08-21 |
| JP5606075B2 JP5606075B2 (ja) | 2014-10-15 |
Family
ID=39153974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009549393A Active JP5606075B2 (ja) | 2007-02-14 | 2008-02-04 | エレクトロルミネッセンス金属錯体 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9284278B2 (enExample) |
| EP (1) | EP2139907B1 (enExample) |
| JP (1) | JP5606075B2 (enExample) |
| KR (1) | KR101516441B1 (enExample) |
| CN (1) | CN101652375B (enExample) |
| TW (1) | TW200848412A (enExample) |
| WO (1) | WO2008098851A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101539789B1 (ko) * | 2007-06-22 | 2015-07-27 | 바스프 에스이 | 발광 ｃｕ(ｉ) 착물 |
| US8324385B2 (en) | 2008-10-30 | 2012-12-04 | Madrigal Pharmaceuticals, Inc. | Diacylglycerol acyltransferase inhibitors |
| US8530687B2 (en) | 2010-09-07 | 2013-09-10 | University Of Florida Research Foundation, Inc. | Catalysts, methods of making catalysts, and methods of use |
| EP2991997B1 (en) | 2013-04-29 | 2018-02-21 | UDC Ireland Limited | Transition metal complexes with carbene ligands and the use thereof in oleds |
| KR102079250B1 (ko) | 2013-05-02 | 2020-02-20 | 삼성디스플레이 주식회사 | 유기금속 화합물 및 이를 포함한 유기 발광 소자 |
| WO2019194220A1 (ja) * | 2018-04-06 | 2019-10-10 | 日本曹達株式会社 | （ヘテロ）アリールスルホンアミド化合物および有害生物防除剤 |
| CN112079875B (zh) * | 2020-09-07 | 2023-04-18 | 奥来德(上海)光电材料科技有限公司 | 一种有机电致发光材料及其制备方法和有机电致发光器件 |
| CN114591264A (zh) * | 2020-12-04 | 2022-06-07 | 湖南超亟检测技术有限责任公司 | 一种指示pH值的荧光探针及其制备方法和应用 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7109150A (enExample) * | 1970-07-06 | 1972-01-10 | ||
| CZ302691B6 (cs) * | 1998-07-08 | 2011-09-07 | Sanofi - Aventis Deutschland GmbH | N-Arylamidová sloucenina, zpusob její prípravy, farmaceutický prostredek tuto slouceninu obsahující, tato sloucenina pro použití jako aktivátor a pro použití k terapii nebo profylaxi |
| JP2000355687A (ja) * | 1999-04-15 | 2000-12-26 | Fuji Photo Film Co Ltd | 新規アゾール誘導体、発光素子材料およびそれを使用した発光素子 |
| JP3968966B2 (ja) * | 1999-07-05 | 2007-08-29 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子 |
| US6420057B1 (en) * | 1999-07-05 | 2002-07-16 | Konica Corporation | Organic electroluminescent element |
| JP5278983B2 (ja) * | 1999-11-17 | 2013-09-04 | 塩野義製薬株式会社 | アミド化合物の新規用途 |
| US6790540B2 (en) * | 2000-06-01 | 2004-09-14 | Nippon Steel Chemical Co., Ltd. | Organic electroluminescent element material and organic electroluminescent element |
| CA2413086C (en) * | 2000-06-21 | 2011-06-28 | Alexander Alanine | Benzothiazole derivatives |
| JP3949391B2 (ja) | 2001-05-14 | 2007-07-25 | 富士フイルム株式会社 | 発光素子 |
| US7119112B2 (en) | 2002-02-28 | 2006-10-10 | Icagen, Inc. | Sulfonamides as potassium channel blockers |
| JP3963811B2 (ja) * | 2002-09-30 | 2007-08-22 | 富士フイルム株式会社 | 有機電界発光素子 |
| JP4365199B2 (ja) * | 2002-12-27 | 2009-11-18 | 富士フイルム株式会社 | 有機電界発光素子 |
| EP1680431A1 (en) | 2003-10-17 | 2006-07-19 | Rigel Pharmaceuticals, Inc. | Benzothiazole and thiazole'5,5-b!pyridine compositions and their use as ubiquitin ligase inhibitors |
| CN101379559A (zh) * | 2004-05-05 | 2009-03-04 | 西巴特殊化学品控股有限公司 | 金属螯合物以及其在高存储能力的光记录介质中的应用 |
| EP1893718B1 (en) * | 2004-06-28 | 2018-10-03 | UDC Ireland Limited | Electroluminescent metal complexes with triazoles and benotriazoles |
| JP2006152101A (ja) * | 2004-11-29 | 2006-06-15 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
| EP1841834B1 (en) * | 2004-12-23 | 2009-05-06 | Ciba Holding Inc. | Electroluminescent metal complexes with nucleophilic carbene ligands |
| JP2007099962A (ja) * | 2005-10-06 | 2007-04-19 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
| JP5234965B2 (ja) * | 2005-12-28 | 2013-07-10 | チバ ホールディング インコーポレーテッド | トリアゾールとのエレクトロルミネセンス金属錯体 |
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2008
- 2008-02-04 US US12/526,069 patent/US9284278B2/en active Active
- 2008-02-04 KR KR1020097019035A patent/KR101516441B1/ko active Active
- 2008-02-04 CN CN200880005175.4A patent/CN101652375B/zh active Active
- 2008-02-04 JP JP2009549393A patent/JP5606075B2/ja active Active
- 2008-02-04 EP EP08708612.0A patent/EP2139907B1/en active Active
- 2008-02-04 WO PCT/EP2008/051308 patent/WO2008098851A1/en not_active Ceased
- 2008-02-13 TW TW097104992A patent/TW200848412A/zh unknown