JP5847157B2 - 有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 - Google Patents
有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 Download PDFInfo
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- H10K50/125—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light
- H10K50/13—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light comprising stacked EL layers within one EL unit
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- Y02E10/549—Organic PV cells
Description
N,N′−ビス(ナフタレン−1−イル)−N,N′−ビス(フェニル)−9,9−ジメチルフルオレン
N,N′−ビス(3−メチルフェニル)−N,N′−ビス(フェニル)−9,9−ジフェニルフルオレン
N,N′−ビス(ナフタレン−1−イル)−N,N′−ビス(フェニル)−9,9−ジフェニルフルオレン
N,N′−ビス(ナフタレン−1−イル)−N,N′−ビス(フェニル)−2,2−ジメチルベンジジン
N,N′−ビス(3−メチルフェニル)−N,N′−ビス(フェニル)−9,9−スピロビフルオレン
2,2′,7,7′−テトラキス(N,N−ジフェニルアミノ)−9,9′−スピロビフルオレン
N,N′−ビス(ナフタレン−1−イル)−N,N′−ビス(フェニル)−ベンジジン
N,N′−ビス(ナフタレン−2−イル)−N,N′−ビス(フェニル)−ベンジジン
N,N′−ビス(3−メチルフェニル)−N,N′−ビス(フェニル)−ベンジジン
N,N′−ビス(3−メチルフェニル)−N,N′−ビス(フェニル)−9,9−ジメチルフルオレン
N,N′−ビス(ナフタレン−1−イル)−N,N′−ビス(フェニル)−9,9−スピロビフルオレン
ジ−[4−(N,N−ジトリル−アミノ)−フェニル]シクロヘキサン
2,2′,7,7′−テトラ(N,N−ジ−トリル)アミノ−スピロ−ビフルオレン
9,9−ビス[4−(N,N−ビス−ビフェニル−4−イル−アミノ)フェニル]−9H−フルオレン
2,2′,7,7′−テトラキス[N−ナフタレニル(フェニル)−アミノ]−9,9−スピロビフルオレン
2,7−ビス[N,N−ビス(9,9−スピロ−ビフルオレン−2−イル)−アミノ]−9,9−スピロビフルオレン
2,2′−ビス[N,N−ビス(ビフェニル−4−イル)アミノ]−9,9−スピロビフルオレン
N,N′−ビス(フェナントレン−9−イル)−N,N′−ビス(フェニル)−ベンジジン
N,N,N′,N′−テトラ−ナフタレン−2−イル−ベンジジン
2,2′−ビス(N,N−ジ−フェニル−アミノ)−9,9−スピロビフルオレン
9,9−ビス[4−(N,N−ビス−ナフタレン−2−イル−アミノ)フェニル]−9H−フルオレン
9,9−ビス[4−(N,N′−ビス−ナフタレン−2−イル−N,N′−ビス−フェニルアミノ)−フェニル]−9H−フルオレン
酸化チタンフタロシアニン
銅フタロシアニン
2,3,5,6−テトラフルオロ−7,7,8,8,−テトラシアノ−キノジメタン
4,4′,4′′−トリス(N−3−メチルフェニル−N−フェニル−アミノ)トリフェニルアミン
4,4′,4′′−トリス(N−(2−ナフチル)−N−フェニル−アミノ)トリフェニルアミン
4,4′,4′′−トリス(N−(1−ナフチル)−N−フェニル−アミノ)トリフェニルアミン
4,4′,4′′−トリス(N,N−ジフェニル−アミノ)トリフェニルアミン
ピラジノ[2,3−f][1,10]フェナントロリン−2,3−ジカルボニトリル
N,N,N′,N′−テトラキス(4−メトキシフェニル)ベンジジン
2,7−ビス[N,N−ビス(4−メトキシ−フェニル)アミノ]−9,9−スピロビフルオレン
2,2′−ビス[N,N−ビス(4−メトキシ−フェニル)アミノ]−9,9−スピロビフルオレン
N,N′−ジ(ナフタレン−2−イル)−N,N′−ジフェニルベンゼン−1,4−ジアミン
N,N′−ジ−フェニル−N,N′−ジ−[4−(N,N−ジ−トリル−アミノ)フェニル]ベンジジン
N,N′−ジ−フェニル−N,N′−ジ−[4−(N,N−ジ−フェニル−アミノ)フェニル]ベンジジン。
前記正孔伝導層をドープするための既に挙げた5個の銅−アセチルアセトナートを、精製及び昇華点の調査のために昇華装置中で1.0E−5mbar未満のベース圧力で昇華させた。これらの昇華は、次の表に列挙した前記材料の昇華温度及び色変化に関する結果を与えた:
ITO(インジウム−スズ−酸化物=酸化スズドープされた酸化インジウム)電極(下部透明電極2)上へ、熱蒸発により、正孔伝導体NPB(=ビス−N,N,N′,N′−(ナフチル−フェニル)ベンジジン)の200nmの厚さの層を堆積させた。スクリム電極(Gelegenelektroden)として、150nmの厚さのアルミニウム層(上部電極4)を利用した。4mm2の大きさのデバイスは、黒の菱形で印をつけた電流−電圧特性曲線(IV特性曲線)、図2に示されている参考曲線を与えた。
例2の実験中に、非ドープNPB及びCu(acac)2でドープされたNPB層を付加的にそれぞれ石英ガラス板上に堆積させた。これらの試料は、電気的な接点を有さず、かつ前記個々の層の吸収スペクトル及び発光スペクトルの測定にのみ利用する。
例2に類似して、2つのさらなる実験において、ドーパントCu(tfac)2を蒸発速度に対して5%及び10%の濃度でNPB中へドープした。前記デバイスの基板、層厚及びサイズは、例1に挙げたとおりであった。
例4の実験中に、非ドープNPB及びCu(tfac)2でドープされたNPB層を付加的にそれぞれ石英ガラス板上に堆積させた。これらの試料は、電気的な接点を有さず、かつ前記個々の層の吸収スペクトル及び発光スペクトルの測定にのみ利用する。
Claims (3)
- 有機電子デバイス用の正孔伝導層であって、
正孔伝導体マトリックス中へ、中心原子と配位子とを含む平面四角形の単核遷移金属錯体を含むドーパントが導入されており、その際に、前記中心原子が銅であり、かつ前記配位子が、アセチルアセトナート(acac)、6,6,7,7,8,8,8−ヘプタフルオロ−2,2−ジメチル−3,5−オクタンジオナート(fod)及び2,2,6,6−テトラメチル−3,5−ヘプタンジオナート(dpm)の群から選択されている、有機電子デバイス用の正孔伝導層。 - 有機電子デバイスにおける、請求項1記載の正孔伝導層の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102010013495.3 | 2010-03-31 | ||
DE201010013495 DE102010013495A1 (de) | 2010-03-31 | 2010-03-31 | Dotierstoff für eine Lochleiterschicht für organische Halbleiterbauelemente und Verwendung dazu |
PCT/EP2011/001645 WO2011120709A1 (de) | 2010-03-31 | 2011-03-31 | Dotierstoff für eine lochleiterschicht für organische halbleiterbauelemente und verwendung dazu |
Publications (3)
Publication Number | Publication Date |
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JP2013527599A JP2013527599A (ja) | 2013-06-27 |
JP2013527599A5 JP2013527599A5 (ja) | 2014-05-01 |
JP5847157B2 true JP5847157B2 (ja) | 2016-01-20 |
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Application Number | Title | Priority Date | Filing Date |
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JP2013501693A Active JP5847157B2 (ja) | 2010-03-31 | 2011-03-31 | 有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 |
Country Status (7)
Country | Link |
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US (2) | US9006716B2 (ja) |
EP (1) | EP2553047B1 (ja) |
JP (1) | JP5847157B2 (ja) |
KR (2) | KR101705136B1 (ja) |
CN (2) | CN106410026B (ja) |
DE (1) | DE102010013495A1 (ja) |
WO (1) | WO2011120709A1 (ja) |
Families Citing this family (84)
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