JP2014506246A5 - - Google Patents
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- JP2014506246A5 JP2014506246A5 JP2013544641A JP2013544641A JP2014506246A5 JP 2014506246 A5 JP2014506246 A5 JP 2014506246A5 JP 2013544641 A JP2013544641 A JP 2013544641A JP 2013544641 A JP2013544641 A JP 2013544641A JP 2014506246 A5 JP2014506246 A5 JP 2014506246A5
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- JP
- Japan
- Prior art keywords
- compound
- formula
- layer
- aryl
- deuterated
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims 17
- 125000003118 aryl group Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000004986 diarylamino group Chemical group 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 4
- 239000004065 semiconductor Substances 0.000 claims 4
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- -1 phenyl naphthyl Chemical group 0.000 claims 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 239000004305 biphenyl Substances 0.000 claims 2
- 229940125904 compound 1 Drugs 0.000 claims 2
- 238000002347 injection Methods 0.000 claims 2
- 239000007924 injection Substances 0.000 claims 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 2
- 239000010409 thin film Substances 0.000 claims 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 229940125782 compound 2 Drugs 0.000 claims 1
- 229940126214 compound 3 Drugs 0.000 claims 1
- 229940125898 compound 5 Drugs 0.000 claims 1
- 229920001940 conductive polymer Polymers 0.000 claims 1
- 125000005266 diarylamine group Chemical group 0.000 claims 1
- 239000002019 doping agent Substances 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002524 organometallic group Chemical group 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 150000003918 triazines Chemical class 0.000 claims 1
- FSQRBQRHAUINJE-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2ccccc2)c2ccccc2)nc(cc2)c1c(cc1)c2c(c(-c2ccccc2)c2)c1nc2-c(cc1)ccc1N(c1ccccc1)c1ccccc1 Chemical compound c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2ccccc2)c2ccccc2)nc(cc2)c1c(cc1)c2c(c(-c2ccccc2)c2)c1nc2-c(cc1)ccc1N(c1ccccc1)c1ccccc1 FSQRBQRHAUINJE-UHFFFAOYSA-N 0.000 description 1
- NXYQKKYSIMPYCF-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2cc(N(c3ccccc3)c3cc4ccccc4cc3)ccc2)c(c(ccc2nc(-c3ccccc3)c3)c(cc4)c2c3-c2cccc(N(c3ccccc3)c3cc5ccccc5cc3)c2)c4n1 Chemical compound c(cc1)ccc1-c1cc(-c2cc(N(c3ccccc3)c3cc4ccccc4cc3)ccc2)c(c(ccc2nc(-c3ccccc3)c3)c(cc4)c2c3-c2cccc(N(c3ccccc3)c3cc5ccccc5cc3)c2)c4n1 NXYQKKYSIMPYCF-UHFFFAOYSA-N 0.000 description 1
- KQYYAKBYIAQQAS-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2ccccc2)nc(cc2)c1c(cc1)c2c(c(-c2ccccc2)c2)c1nc2-c1ccccc1 Chemical compound c(cc1)ccc1-c1cc(-c2ccccc2)nc(cc2)c1c(cc1)c2c(c(-c2ccccc2)c2)c1nc2-c1ccccc1 KQYYAKBYIAQQAS-UHFFFAOYSA-N 0.000 description 1
- OKUAAYUOJYWLQZ-UHFFFAOYSA-N c(cc1)ccc1-c1nc(c2c(cc3)c4nc(-c5ccccc5)cc(-c(cc5)ccc5N(c5ccccc5)c5ccccc5)c4cc2)c3c(-c(cc2)ccc2N(c2ccccc2)c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1nc(c2c(cc3)c4nc(-c5ccccc5)cc(-c(cc5)ccc5N(c5ccccc5)c5ccccc5)c4cc2)c3c(-c(cc2)ccc2N(c2ccccc2)c2ccccc2)c1 OKUAAYUOJYWLQZ-UHFFFAOYSA-N 0.000 description 1
- SYTPZEAPDURAFM-UHFFFAOYSA-N c(cc1)ccc1N(c1ccccc1)c1cc(-c2cc(-c3cc4ccccc4cc3)c(ccc3c4ccc(c(-c5cc(cccc6)c6cc5)c5)c3nc5-c3cccc(N(c5ccccc5)c5ccccc5)c3)c4n2)ccc1 Chemical compound c(cc1)ccc1N(c1ccccc1)c1cc(-c2cc(-c3cc4ccccc4cc3)c(ccc3c4ccc(c(-c5cc(cccc6)c6cc5)c5)c3nc5-c3cccc(N(c5ccccc5)c5ccccc5)c3)c4n2)ccc1 SYTPZEAPDURAFM-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42337210P | 2010-12-15 | 2010-12-15 | |
| US61/423,372 | 2010-12-15 | ||
| PCT/US2011/064360 WO2012082593A2 (en) | 2010-12-15 | 2011-12-12 | Electroactive material and devices made with such materials |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014506246A JP2014506246A (ja) | 2014-03-13 |
| JP2014506246A5 true JP2014506246A5 (OSRAM) | 2014-12-11 |
| JP5837611B2 JP5837611B2 (ja) | 2015-12-24 |
Family
ID=45496261
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013544641A Active JP5837611B2 (ja) | 2010-12-15 | 2011-12-12 | 電気活性材料およびそのような材料を用いて製造されるデバイス |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9269909B2 (OSRAM) |
| EP (1) | EP2651942B1 (OSRAM) |
| JP (1) | JP5837611B2 (OSRAM) |
| KR (1) | KR101539156B1 (OSRAM) |
| TW (1) | TW201226410A (OSRAM) |
| WO (1) | WO2012082593A2 (OSRAM) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101971198B1 (ko) * | 2011-10-19 | 2019-04-23 | 삼성디스플레이 주식회사 | 헤테로시클릭 화합물, 이를 포함하는 유기 발광 소자 및 평판 표시 장치 |
| TW201339138A (zh) * | 2012-01-20 | 2013-10-01 | Univ Southern California | 作為用於有機電子裝置之新穎ｎ－型材料之氮雜－并苯之合成 |
| JP6463696B2 (ja) * | 2013-02-25 | 2019-02-06 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | ジアザクリセン誘導体を含む電子デバイス |
| JPWO2018043725A1 (ja) * | 2016-09-02 | 2019-06-24 | 国立大学法人東京工業大学 | 有機半導体材料及び有機化合物並びに有機半導体装置 |
| KR102658368B1 (ko) | 2016-12-09 | 2024-04-18 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
| CN109134456B (zh) * | 2017-06-13 | 2020-11-03 | 北京鼎材科技有限公司 | 一种并喹啉类衍生物及其应用和有机电致发光器件 |
| US10923660B2 (en) * | 2017-09-29 | 2021-02-16 | Beijing Summer Sprout Technology Co., Ltd. | Liquid formulation and a method for making electronic devices by solution process |
| TWI731616B (zh) * | 2020-03-09 | 2021-06-21 | 財團法人紡織產業綜合研究所 | 電致發光線 |
| CN115894484B (zh) * | 2022-12-02 | 2024-03-19 | 烟台九目化学股份有限公司 | 一种异喹啉并喹啉类化合物及其制备方法和应用 |
| CN117038759B (zh) * | 2023-09-23 | 2024-04-19 | 河北大学 | 一种以炭黑导电薄膜作为空穴传输层的晶硅太阳能电池 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7476452B2 (en) | 2000-06-30 | 2009-01-13 | E. I. Du Pont De Nemours And Company | Electroluminescent iridium compounds with fluorinated phenylpyridine ligands, and devices made with such compounds |
| US6670645B2 (en) | 2000-06-30 | 2003-12-30 | E. I. Du Pont De Nemours And Company | Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds |
| US7166368B2 (en) | 2001-11-07 | 2007-01-23 | E. I. Du Pont De Nemours And Company | Electroluminescent platinum compounds and devices made with such compounds |
| EP1466506A4 (en) | 2001-12-26 | 2007-03-07 | Du Pont | IRIDIUM ELECTROLUMINESCENT COMPOUNDS WITH FLUORINATED PHENYLPYRIDINES, PHENYLPYRIMIDINES AND PHENYLQUINOLINES AND DEVICES CONTAINED THEREFROM |
| JP4161262B2 (ja) | 2002-06-26 | 2008-10-08 | ソニー株式会社 | 有機電界発光素子、及びそれを用いた発光又は表示装置 |
| US6963005B2 (en) | 2002-08-15 | 2005-11-08 | E. I. Du Pont De Nemours And Company | Compounds comprising phosphorus-containing metal complexes |
| WO2004029133A1 (en) | 2002-09-24 | 2004-04-08 | E.I. Du Pont De Nemours And Company | Water dispersible polyanilines made with polymeric acid colloids for electronics applications |
| AU2003275203A1 (en) | 2002-09-24 | 2004-04-19 | E.I. Du Pont De Nemours And Company | Water dispersible polythiophenes made with polymeric acid colloids |
| US6875524B2 (en) | 2003-08-20 | 2005-04-05 | Eastman Kodak Company | White light-emitting device with improved doping |
| CN1879454A (zh) | 2004-02-19 | 2006-12-13 | 出光兴产株式会社 | 白色有机电致发光器件 |
| US7351358B2 (en) | 2004-03-17 | 2008-04-01 | E.I. Du Pont De Nemours And Company | Water dispersible polypyrroles made with polymeric acid colloids for electronics applications |
| CN101151231A (zh) | 2005-03-28 | 2008-03-26 | 出光兴产株式会社 | 蒽基芳撑衍生物、有机电致发光元件用材料、以及应用该材料的有机电致发光元件 |
| KR100788254B1 (ko) | 2005-08-16 | 2007-12-27 | (주)그라쎌 | 녹색 발광 화합물 및 이를 발광재료로서 채용하고 있는발광소자 |
| WO2009018009A1 (en) | 2007-07-27 | 2009-02-05 | E. I. Du Pont De Nemours And Company | Aqueous dispersions of electrically conducting polymers containing inorganic nanoparticles |
| US8063399B2 (en) | 2007-11-19 | 2011-11-22 | E. I. Du Pont De Nemours And Company | Electroactive materials |
| CA2662420C (en) | 2008-09-25 | 2017-01-10 | Metawater Co., Ltd. | Filtering and condensing apparatus of suction type |
| WO2010135403A2 (en) | 2009-05-19 | 2010-11-25 | E. I. Du Pont De Nemours And Company | Chrysene compounds for luminescent applications |
| WO2011019360A1 (en) * | 2009-08-13 | 2011-02-17 | E. I. Du Pont De Nemours And Company | Chrysene derivative materials |
| JP5523016B2 (ja) * | 2009-08-20 | 2014-06-18 | キヤノン株式会社 | 複素環化合物及びこれを用いた有機発光素子 |
| JP5523021B2 (ja) | 2009-08-25 | 2014-06-18 | キヤノン株式会社 | 複素環化合物及びこれを用いた有機発光素子 |
| KR101971198B1 (ko) * | 2011-10-19 | 2019-04-23 | 삼성디스플레이 주식회사 | 헤테로시클릭 화합물, 이를 포함하는 유기 발광 소자 및 평판 표시 장치 |
-
2011
- 2011-12-12 EP EP11808993.7A patent/EP2651942B1/en not_active Not-in-force
- 2011-12-12 KR KR1020137018270A patent/KR101539156B1/ko active Active
- 2011-12-12 JP JP2013544641A patent/JP5837611B2/ja active Active
- 2011-12-12 WO PCT/US2011/064360 patent/WO2012082593A2/en not_active Ceased
- 2011-12-12 US US13/989,296 patent/US9269909B2/en active Active
- 2011-12-14 TW TW100146127A patent/TW201226410A/zh unknown
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