KR100662949B1 - 아민 화합물 및 이를 이용한 유기 전자발광 소자 - Google Patents
아민 화합물 및 이를 이용한 유기 전자발광 소자 Download PDFInfo
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- KR100662949B1 KR100662949B1 KR1020017006767A KR20017006767A KR100662949B1 KR 100662949 B1 KR100662949 B1 KR 100662949B1 KR 1020017006767 A KR1020017006767 A KR 1020017006767A KR 20017006767 A KR20017006767 A KR 20017006767A KR 100662949 B1 KR100662949 B1 KR 100662949B1
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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- C07C211/54—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings
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- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
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- H10K85/633—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
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- C07C2601/14—The ring being saturated
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- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
- C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
- C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
- C07C2603/18—Fluorenes; Hydrogenated fluorenes
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
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- H10K2102/10—Transparent electrodes, e.g. using graphene
- H10K2102/101—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO]
- H10K2102/103—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO] comprising indium oxides, e.g. ITO
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- H10K85/324—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising aluminium, e.g. Alq3
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Abstract
Description
전압(V) | 휘도 (nit) | 발광색 | 내열성 (상대치)(%) | |
실시예 7 | 5.0 | 104 | 녹색 | 100 |
실시예 8 | 5.0 | 108 | 녹색 | 100 |
실시예 9 | 5.0 | 111 | 녹색 | 100 |
실시예 10 | 5.0 | 107 | 녹색 | 100 |
실시예 11 | 5.0 | 97 | 녹색 | 100 |
실시예 12 | 5.0 | 98 | 녹색 | 100 |
비교예 1 | 5.0 | 103 | 녹색 | 50 |
비교예 2 | 5.0 | 72 | 녹색 | 100 |
주) 내열성은, 각각의 유기 EL 소자의 초기 발광 효율에 대하여, 그 소자를 100℃의 항온조에 저장한 후의 발광 효율의 비율로 평가하여, 상대치(%)로서 구하였다. |
전압(V) | 휘도 (nit) | 발광색 | 휘도반감수명 (hr) | |
실시예 13 | 6.0 | 112 | 청색 | 2600 |
실시예 14 | 6.0 | 83 | 녹색 | 820 |
실시예 15 | 6.0 | 101 | 청색 | 770 |
비교예 3 | 6.0 | 87 | 청색 | 1100 |
비교예 4 | 6.0 | 69 | 녹색 | 440 |
비교예 5 | 6.0 | 85 | 청색 | 340 |
주)휘도반감수명은, 초기 휘도 500nit의 정량 구동을 실시하여, 휘도가 250nit로 감쇠하기까지의 시간을 측정하여 구한 값이다. |
Claims (7)
- 제 1 항에 있어서,Ar1, Ar2, Ar3 및 Ar4중 하나 이상이 m-3급 페닐기이고, 나머지가 페닐기 또는 나프틸기인 것을 특징으로 하는 아민 화합물.
- 한 쌍의 전극 사이에 필수적으로 유기 발광층이 개재되어 있고, 제 1 항 내지 제 3 항중 어느 한 항에 따른 아민 화합물을 함유하는 것을 특징으로 하는 유기 전자발광 소자.
- 제 4 항에 있어서,제 1 항 내지 제 3 항중 어느 한 항에 따른 아민 화합물이 정공 수송 대역에 함유되는 것을 특징으로 하는 유기 전자발광 소자.
- 제 4 항에 있어서,제 1 항 내지 제 3 항중 어느 한 항에 따른 아민 화합물이 정공 수송층에 함유되는 것을 특징으로 하는 유기 전자발광 소자.
- 제 4 항에 있어서,유기 발광 대역에 하기 화학식 III 내지 V의 스티릴기를 갖는 방향족 화합물로부터 선택된 화합물을 함유하는 것을 특징으로 하는 유기 전자발광 소자.화학식 III[상기 식에서,Ar7은 치환기를 가질 수 있는 핵 원자수 5 내지 40의 방향족기이고,Ar8, Ar9 및 Ar10은 각각 수소 원자이거나, 치환기를 가질 수 있는 핵 원자수 5 내지 30의 아릴기이고, 이들중 하나 이상은 치환기를 가질 수 있는 아릴기이고,n은 1 내지 6의 정수이다]화학식 IV[상기 식에서,Ar11은 치환기를 가질 수 있는 핵 원자수 5 내지 30의 방향족기이고,Ar12 및 Ar13은 각각 수소 원자이거나, 치환기를 가질 수 있는 핵 원자수 5 내지 30의 아릴기이고,Ar11, Ar12 및 Ar13중 하나 이상은 치환기를 가질 수 있는 스티릴기로 치환되고,m은 1 내지 6의 정수이다]화학식 V[상기 식에서,Ar14 및 Ar20은 각각 치환기를 가질 수 있는 핵 원자수 5 내지 30의 아릴기이고,Ar15 내지 Ar19는 각각 수소 원자이거나, 치환기를 가질 수 있는 핵 원자수 5 내지 30의 방향족기이고, 이들중 하나 이상은 치환기를 가질 수 있는 스티릴기로 치환되고,s, t, u 및 v는 각각 0 또는 1이다].
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP27795499 | 1999-09-30 | ||
JP99-277954 | 1999-09-30 |
Publications (2)
Publication Number | Publication Date |
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KR20010093127A KR20010093127A (ko) | 2001-10-27 |
KR100662949B1 true KR100662949B1 (ko) | 2006-12-28 |
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KR1020017006767A KR100662949B1 (ko) | 1999-09-30 | 2000-09-27 | 아민 화합물 및 이를 이용한 유기 전자발광 소자 |
Country Status (9)
Country | Link |
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US (1) | US6632543B1 (ko) |
EP (1) | EP1136469B1 (ko) |
JP (1) | JP3895178B2 (ko) |
KR (1) | KR100662949B1 (ko) |
CN (1) | CN1252034C (ko) |
AT (1) | ATE428683T1 (ko) |
DE (1) | DE60042010D1 (ko) |
TW (1) | TW500788B (ko) |
WO (1) | WO2001023344A1 (ko) |
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JP2004262761A (ja) * | 2003-01-16 | 2004-09-24 | Idemitsu Kosan Co Ltd | 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
JP5057633B2 (ja) * | 2003-08-25 | 2012-10-24 | 三菱化学株式会社 | 芳香族6員環がm−連結している有機化合物 |
EP1753271A4 (en) * | 2004-05-27 | 2009-01-28 | Idemitsu Kosan Co | WHITE ORGANIC ELECTROLUMINESCENT DEVICE |
EP1768199A4 (en) * | 2004-07-14 | 2009-01-21 | Idemitsu Kosan Co | AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE; WHERE THIS IS USED |
JP2006059668A (ja) * | 2004-08-20 | 2006-03-02 | Seiko Epson Corp | 有機エレクトロルミネッセンス装置及び有機エレクトロルミネッセンス装置の製造方法ならびに電子機器 |
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KR101239462B1 (ko) * | 2005-01-05 | 2013-03-06 | 이데미쓰 고산 가부시키가이샤 | 방향족 아민 유도체 및 이를 이용한 유기 전기발광 소자 |
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JP4653061B2 (ja) * | 2005-12-20 | 2011-03-16 | キヤノン株式会社 | アミン化合物および有機発光素子および青色有機発光素子 |
KR101551591B1 (ko) * | 2006-04-26 | 2015-09-08 | 이데미쓰 고산 가부시키가이샤 | 방향족 아민 유도체 및 그들을 이용한 유기 전기 발광 소자 |
US8623522B2 (en) | 2006-04-26 | 2014-01-07 | Idemitsu Kosan Co., Ltd. | Aromatic amine derivative and electroluminescence device using the same |
KR100741133B1 (ko) * | 2006-07-04 | 2007-07-20 | 삼성에스디아이 주식회사 | 유기 발광 디스플레이 장치 |
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EP0891121B8 (en) | 1996-12-28 | 2013-01-02 | Futaba Corporation | Organic electroluminescent elements |
JP3503403B2 (ja) * | 1997-03-17 | 2004-03-08 | 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用発光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 |
JP4081869B2 (ja) * | 1998-08-17 | 2008-04-30 | コニカミノルタホールディングス株式会社 | 新規アミノ化合物を使用した有機エレクトロルミネッセンス素子 |
JP4480827B2 (ja) * | 1998-12-25 | 2010-06-16 | 保土谷化学工業株式会社 | トリアリールアミン誘導体の製造方法 |
JP4232259B2 (ja) * | 1999-03-01 | 2009-03-04 | コニカミノルタホールディングス株式会社 | 新規アミノ化合物とその製造方法、および用途 |
-
2000
- 2000-09-27 EP EP00962880A patent/EP1136469B1/en not_active Expired - Lifetime
- 2000-09-27 US US09/831,883 patent/US6632543B1/en not_active Expired - Lifetime
- 2000-09-27 DE DE60042010T patent/DE60042010D1/de not_active Expired - Lifetime
- 2000-09-27 AT AT00962880T patent/ATE428683T1/de not_active IP Right Cessation
- 2000-09-27 KR KR1020017006767A patent/KR100662949B1/ko active IP Right Review Request
- 2000-09-27 CN CNB008021260A patent/CN1252034C/zh not_active Expired - Lifetime
- 2000-09-27 JP JP2001526499A patent/JP3895178B2/ja not_active Expired - Fee Related
- 2000-09-27 WO PCT/JP2000/006656 patent/WO2001023344A1/ja active Application Filing
- 2000-09-29 TW TW089120293A patent/TW500788B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
ATE428683T1 (de) | 2009-05-15 |
EP1136469B1 (en) | 2009-04-15 |
US6632543B1 (en) | 2003-10-14 |
TW500788B (en) | 2002-09-01 |
CN1327442A (zh) | 2001-12-19 |
WO2001023344A1 (fr) | 2001-04-05 |
EP1136469A4 (en) | 2004-12-08 |
CN1252034C (zh) | 2006-04-19 |
JP3895178B2 (ja) | 2007-03-22 |
EP1136469A1 (en) | 2001-09-26 |
DE60042010D1 (de) | 2009-05-28 |
KR20010093127A (ko) | 2001-10-27 |
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