JP5604775B2 - 有機電界発光素子および表示装置 - Google Patents
有機電界発光素子および表示装置 Download PDFInfo
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- JP5604775B2 JP5604775B2 JP2008129333A JP2008129333A JP5604775B2 JP 5604775 B2 JP5604775 B2 JP 5604775B2 JP 2008129333 A JP2008129333 A JP 2008129333A JP 2008129333 A JP2008129333 A JP 2008129333A JP 5604775 B2 JP5604775 B2 JP 5604775B2
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- organic electroluminescent
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- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 claims description 8
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- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 1
- XUCJHNOBJLKZNU-UHFFFAOYSA-M dilithium;hydroxide Chemical compound [Li+].[Li+].[OH-] XUCJHNOBJLKZNU-UHFFFAOYSA-M 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
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- 239000007772 electrode material Substances 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 description 1
- 125000005567 fluorenylene group Chemical group 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- RHZWSUVWRRXEJF-UHFFFAOYSA-N indium tin Chemical compound [In].[Sn] RHZWSUVWRRXEJF-UHFFFAOYSA-N 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000010884 ion-beam technique Methods 0.000 description 1
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- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
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- 229910021421 monocrystalline silicon Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DCZNSJVFOQPSRV-UHFFFAOYSA-N n,n-diphenyl-4-[4-(n-phenylanilino)phenyl]aniline Chemical group C1=CC=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 DCZNSJVFOQPSRV-UHFFFAOYSA-N 0.000 description 1
- LKKPNUDVOYAOBB-UHFFFAOYSA-N naphthalocyanine Chemical compound N1C(N=C2C3=CC4=CC=CC=C4C=C3C(N=C3C4=CC5=CC=CC=C5C=C4C(=N4)N3)=N2)=C(C=C2C(C=CC=C2)=C2)C2=C1N=C1C2=CC3=CC=CC=C3C=C2C4=N1 LKKPNUDVOYAOBB-UHFFFAOYSA-N 0.000 description 1
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- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- XEXYATIPBLUGSF-UHFFFAOYSA-N phenanthro[9,10-b]pyridine-2,3,4,5,6,7-hexacarbonitrile Chemical group N1=C(C#N)C(C#N)=C(C#N)C2=C(C(C#N)=C(C(C#N)=C3)C#N)C3=C(C=CC=C3)C3=C21 XEXYATIPBLUGSF-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
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- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 238000001947 vapour-phase growth Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
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Description
図1は、本発明の有機電界発光素子を模式的に示す断面図である。この図に示す有機電界発光素子11は、基板12上に、陽極13、有機層14、および陰極15をこの順に積層してなる。このうち有機層14は、陽極13側から順に、例えば正孔注入層14a、正孔輸送層14b、発光層14c、および電子輸送層14dを積層してなるものである。
基板12は、その一主面側に有機電界発光素子11が配列形成される支持体であって、公知のものであって良く、例えば、石英、ガラス、金属箔、もしくは樹脂製のフィルムやシートなどが用いられるこの中でも石英やガラスが好ましく、樹脂製の場合には、その材質としてポリメチルメタクリレート(PMMA)に代表されるメタクリル樹脂類、ポリエチレンテレフタレート(PET)、ポリエチレンナフタレート(PEN)、ポリブチレンナフタレート(PBN)などのポリエステル類、もしくはポリカーボネート樹脂などが挙げられるが、透水性や透ガス性を抑える積層構造、表面処理を行うことが必要である。
陽極13には、効率良く正孔を注入するために電極材料の真空準位からの仕事関数が大きいもの、例えばアルミニウム(Al)、クロム(Cr)、モリブテン(Mo)、タングステン(W)、銅(Cu)、銀(Ag)、金(Au)の金属及びその合金さらにはこれらの金属や合金の酸化物等、または、酸化スズ(SnO2)とアンチモン(Sb)との合金、ITO(インジウムチンオキシド)、InZnO(インジウ亜鉛オキシド)、酸化亜鉛(ZnO)とアルミニウム(Al)との合金、さらにはこれらの金属や合金の酸化物等が、単独または混在させた状態で用いられる。
正孔注入層14aおよび正孔輸送層14bは、それぞれ発光層14cへの正孔注入効率を高めるためのものである。このような正孔注入層14aもしくは正孔輸送層14bの材料としては、例えば、ベンジン、スチリルアミン、トリフェニルアミン、ポルフィリン、トリフェニレン、アザトリフェニレン、テトラシアノキノジメタン、トリアゾール、イミダゾール、オキサジアゾール、ポリアリールアルカン、フェニレンジアミン、アリールアミン、オキザゾール、アントラセン、フルオレノン、ヒドラゾン、スチルベンあるいはこれらの誘導体、または、ポリシラン系化合物、ビニルカルバゾール系化合物、チオフェン系化合物あるいはアニリン系化合物等の複素環式共役系のモノマー、オリゴマーあるいはポリマーを用いることができる。
発光層14cは、陽極13と陰極15とに対する電圧印加時に、陽極13側から注入された正孔と、陰極15側から注入された電子とが再結合する領域である。本実施形態においては、この発光層14cの構成が一つの特徴である。つまり発光層14cは、母骨格が環員数4〜7の多環式芳香族炭化水素化合物をホスト材料として用いたもので、このホスト材料に対して赤色の発光性ゲスト材料がドーピングされており、赤色の発光光を発生する。
赤色の発光性ゲスト材料として、例えば下記一般式(3)に示す化合物(ジインデノ[1,2,3-cd]ペリレン誘導体)が用いられる。
赤色の発光性ゲスト材料として、例えば下記一般式(4)に示す化合物(ジケトピロロピロール誘導体)が用いられる。
赤色の発光性ゲスト材料として、例えば下記一般式(5)に示す化合物(ピロメテン錯体)が用いられる。
赤色の発光性ゲスト材料として、例えば下記一般式(6)に示す化合物(ピラン誘導体)が用いられる。
赤色の発光性ゲスト材料として、例えば下記一般式(7)に示す化合物(スチリル誘導体)が用いられる。
電子輸送層14dは、陰極15から注入される電子を発光層14cに輸送するためのものである。本実施形態においては、この電子輸送層14dに、一般式(1)で示されるベンゾイミダゾール誘導体を含有させているところが特徴的である。
次に、このような構成の有機層14上に設けられる陰極15は、例えば、有機層14側から順に第1層15a、第2層15bを積層させた2層構造で構成されている。
図2は、実施形態の表示装置10の一例を示す図であり、図2(A)は概略構成図、図2(B)は画素回路の構成図である。ここでは、発光素子として有機電界発光素子11を用いたアクティブマトリックス方式の表示装置10に本発明を適用した実施形態を説明する。
図3には、上記表示装置10の表示領域における主要部の断面構成の一例を示す。
また以上説明した本発明に係る表示装置は、図5〜図9に示す様々な電子機器、例えば、デジタルカメラ、ノート型パーソナルコンピュータ、携帯電話等の携帯端末装置、ビデオカメラなど、電子機器に入力された映像信号、若しくは、電子機器内で生成した映像信号を、画像若しくは映像として表示するあらゆる分野の電子機器の表示装置に適用することが可能である。以下に、本発明が適用される電子機器の一例について説明する。
以上の実施例1〜8および比較例1〜9で作製した各有機電界発光素子について、電流密度10mA/cm2での駆動時における駆動電圧(V)、電流効率(cd/A)、色座標(x、y)を測定した。また、50℃duty25%で100mA/cm2の負荷の定電流駆動を行った際の初期輝度を1とした場合、輝度が0.9にまで変化する時間を寿命(hr)として測定した。この結果を上記表2に合わせて示した。
Claims (9)
- 前記電子輸送層は、前記一般式(1)または前記一般式(8)で示される少なくとも1種類のベンゾイミダゾール誘導体によって構成されている
請求項1記載の有機電界発光素子。 - 前記電子輸送層は、積層構造によって構成されている
請求項2記載の有機電界発光素子。 - 前記電子輸送層は、複数種類のベンゾイミダゾール誘導体を共蒸着させることによって形成された層を有する
請求項2記載の有機電界発光素子。 - 前記発光層に含有される赤色発光性のゲスト材料として、ペリレン誘導体、ジケトピロロピロール誘導体、ピロメテン錯体、ピラン誘導体、またはスチリル誘導体が用いられる
請求項1記載の有機電界発光素子。 - 前記電子輸送層は、前記表1−1の化合物(1)−6,(1)−7、前記表1−2の化合物(1)−12または前記表1−7の化合物(1)−49のベンゾイミダゾール誘導体によって構成されている
請求項1記載の有機電界発光素子。 - 前記有機電界発光素子が、赤色発光素子として複数の画素のうちの一部の画素に設けられている
請求項7記載の表示装置 - 前記基板上には、前記赤色発光素子と共に、青色発光の有機電界発光素子および緑色発光の有機電界発光素子が設けられている
請求項8記載の表示装置。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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JP2008129333A JP5604775B2 (ja) | 2007-05-21 | 2008-05-16 | 有機電界発光素子および表示装置 |
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JP5593621B2 (ja) * | 2008-04-03 | 2014-09-24 | ソニー株式会社 | 有機電界発光素子および表示装置 |
KR20120057561A (ko) * | 2010-04-20 | 2012-06-05 | 이데미쓰 고산 가부시키가이샤 | 비스카르바졸 유도체, 유기 일렉트로루미네선스 소자용 재료 및 그것을 사용한 유기 일렉트로루미네선스 소자 |
CN103824946A (zh) * | 2012-11-19 | 2014-05-28 | 海洋王照明科技股份有限公司 | 一种聚合物太阳能电池及其制备方法 |
CN104650067B (zh) * | 2014-08-05 | 2017-11-21 | 吉林奥来德光电材料股份有限公司 | 一种绿光材料及其制备方法和应用 |
WO2016035413A1 (ja) * | 2014-09-04 | 2016-03-10 | 株式会社Joled | 表示素子および表示装置ならびに電子機器 |
CN105990528B (zh) * | 2015-02-16 | 2018-04-17 | 上海和辉光电有限公司 | Oled显示面板及oled显示面板制备方法 |
JP6402134B2 (ja) | 2016-05-12 | 2018-10-10 | 株式会社タムラ製作所 | 水溶性プリフラックス、それを用いた表面処理方法 |
CN112567526A (zh) * | 2018-08-29 | 2021-03-26 | 华为技术有限公司 | 一种采用混合型发光二极管的显示屏幕及其制备方法 |
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JP4788012B2 (ja) | 1998-05-01 | 2011-10-05 | Tdk株式会社 | 有機el素子用化合物および有機el素子 |
JP4344494B2 (ja) * | 2000-08-24 | 2009-10-14 | 富士フイルム株式会社 | 発光素子及び新規重合体子 |
JP4040249B2 (ja) * | 2000-11-16 | 2008-01-30 | 富士フイルム株式会社 | 発光素子 |
CN1291983C (zh) * | 2000-11-24 | 2006-12-27 | 东丽株式会社 | 发光元件材料和使用该材料的发光元件 |
US6565996B2 (en) * | 2001-06-06 | 2003-05-20 | Eastman Kodak Company | Organic light-emitting device having a color-neutral dopant in a hole-transport layer and/or in an electron-transport layer |
JP4036682B2 (ja) | 2001-06-06 | 2008-01-23 | 三洋電機株式会社 | 有機エレクトロルミネッセンス素子および発光材料 |
CN1259388C (zh) * | 2001-12-03 | 2006-06-14 | 东洋油墨制造株式会社 | 有机电致发光器件用组合物和使用该组合物的有机电致发光器件 |
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 |
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KR100998838B1 (ko) * | 2003-03-13 | 2010-12-06 | 이데미쓰 고산 가부시키가이샤 | 신규한 질소 함유 헤테로환 유도체 및 이를 이용한 유기전기발광 소자 |
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JP2005093425A (ja) * | 2003-08-12 | 2005-04-07 | Toray Ind Inc | 発光素子 |
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US20060019116A1 (en) * | 2004-07-22 | 2006-01-26 | Eastman Kodak Company | White electroluminescent device with anthracene derivative host |
JP2006210746A (ja) * | 2005-01-31 | 2006-08-10 | Sanyo Electric Co Ltd | 有機エレクトロルミネッセンス素子 |
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JP2007039406A (ja) * | 2005-08-05 | 2007-02-15 | Idemitsu Kosan Co Ltd | 含窒素複素環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 |
US20070104977A1 (en) | 2005-11-07 | 2007-05-10 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent device |
EP1990332A1 (en) * | 2006-02-28 | 2008-11-12 | Idemitsu Kosan Co., Ltd. | Naphthacene derivative and organic electroluminescent device using same |
JP2010092960A (ja) * | 2008-10-06 | 2010-04-22 | Sony Corp | 有機電界発光素子および表示装置 |
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US20080292904A1 (en) | 2008-11-27 |
JP2009004761A (ja) | 2009-01-08 |
TW200907019A (en) | 2009-02-16 |
CN101312233A (zh) | 2008-11-26 |
US8541111B2 (en) | 2013-09-24 |
TWI391467B (zh) | 2013-04-01 |
KR101566917B1 (ko) | 2015-11-06 |
CN101312233B (zh) | 2010-09-29 |
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