JP3880574B2 - 縮合共役化合物に基づく有機発光デバイス - Google Patents
縮合共役化合物に基づく有機発光デバイス Download PDFInfo
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- JP3880574B2 JP3880574B2 JP2003403748A JP2003403748A JP3880574B2 JP 3880574 B2 JP3880574 B2 JP 3880574B2 JP 2003403748 A JP2003403748 A JP 2003403748A JP 2003403748 A JP2003403748 A JP 2003403748A JP 3880574 B2 JP3880574 B2 JP 3880574B2
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- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—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
- C07C211/57—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 carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton
- C07C211/61—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 carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton with at least one of the condensed ring systems formed by three or more rings
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
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- C07F7/0803—Compounds with Si-C or Si-Si linkages
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- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/624—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing six or more 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
- 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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- C07C2603/00—Systems containing at least three condensed rings
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- C07C2603/54—Ortho- or ortho- and peri-condensed systems containing more than five condensed rings
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- C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
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- Spectroscopy & Molecular Physics (AREA)
- Electroluminescent Light Sources (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
1) 最適の電荷注入と色の要求に対するバンドギャップの要求にこたえるための適当な共役、
2) 良い構造をもつ薄膜形成を容易に処理できること、
3)高熱安定性、
4) デバイスの操作と貯蔵における長期安定性、
を結合すべきである。
R1−R16の例はスキーム1に表される。
例1: 交差結合可能な正孔輸送の化合物11の調製
化合物11の合成は、スキーム2により調製される。
未精製の生成物は白色の粉末生成物8(4.5g、59%収率)を産出するためにエタノール/ヘキサンから再結晶された。FT−IRとGC/MSは、その生成物がTm=201℃であることを立証した。
化合物9(0.606g、1.357mmol)は無水テトラヒドロフラン(10ml)で溶かされ、ガス抜きされた。−70℃に冷却後(コールドバスとしてドライアイス+アセトン)、tBuLi(1.7Mヘプタン溶液中に3.19ml、5.43mmol)が加えられた。赤い溶液は−70℃で1.5時間撹拌され、ジメチルビニルシラン塩化物(0.327g、2.714mmol)が加えられた。その混合物は撹拌されて、室温まて温められた。室温で14時間撹拌後に、それは水(300ml)中に注がれた。生成物12は標準のシリコンフラッシュコラムによって精製されて、黄色い粉を与えた(60%収率)。化合物はFT−IRとGC/MSで特性付けられた。
例3: OLEDデバイス
正孔輸送物質11(8mg)はクロロホルム(1ml)で溶かされて、0.5μmテフロン(登録商標)メンブランフィルタを通して濾過した。溶液は10nm厚さの薄膜を形成するために清浄なインジウムすず酸化物・ガラス基板(ITOガラス)上でスピンコーティングされた。コーティングされたITOガラスは真空下で4時間180℃に加熱された。交差結合された11の上端上で、発光性の化合物12(0.8mlのクロロホルム中に15mg)は交差結合された11の上端上で化合物12の厚さ30nm厚さの薄膜を形成するためにスピン−コーティングされた。次に、コーティングされたITO基板が真空蒸着ベルジャー(bell jar)に入れられ、カソード金属の層を蒸着し、LiF(0.8nm)がアルミニウム(150nm)に続いた。デバイスはさらに2時間180℃で処理され、エポキシ樹脂で封じ込められた(encapsulated)。このデバイスは、2.8V(105カンデラ/m2)の電圧で順バイアスされると、青色エレクトロルミネセンスを示した。図2は化合物12のエレクトロルミネセンススペクトル(EL)と光ルミネセンススペクトル(PL)を示す。
Claims (3)
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US10/308,099 US6830833B2 (en) | 2002-12-03 | 2002-12-03 | Organic light-emitting device based on fused conjugated compounds |
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JP3880574B2 true JP3880574B2 (ja) | 2007-02-14 |
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US20040106004A1 (en) | 2004-06-03 |
CN1505179A (zh) | 2004-06-16 |
US6830833B2 (en) | 2004-12-14 |
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