JP2014143424A - 硫黄含有基を有するホール輸送材料 - Google Patents
硫黄含有基を有するホール輸送材料 Download PDFInfo
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- JP2014143424A JP2014143424A JP2014037278A JP2014037278A JP2014143424A JP 2014143424 A JP2014143424 A JP 2014143424A JP 2014037278 A JP2014037278 A JP 2014037278A JP 2014037278 A JP2014037278 A JP 2014037278A JP 2014143424 A JP2014143424 A JP 2014143424A
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- 239000002244 precipitate Substances 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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Abstract
【解決手段】単一フェニルまたはフェニル鎖を有し、ここで前記単一フェニルまたはフェニル鎖のそれぞれの末端に窒素原子がある新規材料を提供する。窒素原子は特定のチオフェン、ベンゾチオフェンおよびトリフェニレン基でさらに置換されていてもよい。有機発光デバイスも提供し、ここで前記新規材料を前記デバイスにおいてホール輸送材料として用いる。前記ホール輸送材料と特定のホスト材料との組み合わせも提供する。
【選択図】なし
Description
本発明は新規材料に関する。より具体的には、本発明は有機発光デバイス(OLED)において有用な新規材料に関する。
有機材料を使用する光電子デバイスは多くの理由のためますます望ましくなっている。このようなデバイスを作製するのに用いられる材料の多くは比較的安価であり、従って有機光電子デバイスは無機デバイスに対する費用優位の可能性を有する。加えて、有機材料の特有の性質、例えばその柔軟性、はこれらをフレキシブル基板の製造のような特定の用途によく適させるであろう。有機光電子デバイスの例は有機発光デバイス(OLED)、有機フォトトランジスタ、有機光電池および有機光検出器を含む。OLEDについて、有機材料は従来材料を上回る性能優位性を有するであろう。例えば、有機発光層が発光する波長は一般的に適切なドーパントにより容易に調整されうるであろう。
一般的に、OLEDは陽極と陰極との間に配置され電子的に接続されている少なくとも1つの有機層を有する。電流を流すと、陽極はホールをおよび陰極は電子を有機層に注入する。注入されたホールおよび電子は逆に帯電した電極に向かってそれぞれ移動する。電子とホールとが同じ分子に局在する場合には、励起エネルギー状態を有する局在した電子−ホールペアである「エキシトン」を生じる。エキシトンが光電子放出メカニズムにより緩和すると発光する。ある場合には、エキシトンはエキシマーまたはエキシプレックスに局在していてもよい。熱緩和のような非放射性メカニズムも起こりうるが、一般的には望ましくないと考えられる。
デバイスを標準的な技術を用いて作製した。デバイスは図1に示すものと同様の構造を有するが、表に記載する具体的な層と材料とを含む。
例1(比較)と例2との間の違いは例1はα−NPD HTLを有し、一方で例2は化合物B−1のHTLを有することである。HTL B−1とホストとしての化合物2との組み合わせはα−NPD HTLを用いる同様のデバイスよりも優れた結果を与える。例2は効率および寿命における優れた性能を示す。さらに、例2の結果は一般に緑色発光デバイスについて特に良好であり、B−1と同様の化合物を有するHTLと化合物2と同様のホストとを組み合わせることの望ましさを示している。
LG−201の代わりにAlqのETLを用いることを除いて、比較2でも比較1でしたものと同様の比較をする。グループ1からと同じ結果をグループ2からも引き出すことができる。
以下に本願発明の態様を付記する。
1. 以下の化学構造を有する組成物:
ここでR 1 、R 2 、R 3 およびR 4 のそれぞれは以下からなる群から独立して選択される:
ここでR 1 、R 2 、R 3 およびR 4 の少なくとも1つは以下からなる群から選択される:
2. 前記式Iにより示した前記組成物の一部がより具体的に以下である1に記載した組成物:
陽極;
陰極;
前記陽極と前記陰極との間に配置された有機発光層であって、前記有機発光層はホストおよびリン光を発するドーパントをさらに含む;
前記有機発光層と前記陽極との間に配置され、前記有機発光層と直接接触するホール輸送材料を含む有機ホール輸送層;
ここで前記ホール輸送材料は以下の構造を有する:
ここでR 1 、R 2 、R 3 およびR 4 の少なくとも1つは以下からなる群から選択される:
19. 前記ドーパントが有機金属イリジウム材料である18に記載のデバイス。
20. R 1 、R 2 、R 3 およびR 4 の少なくとも1つが以下である18に記載のデバイス:
22. 消費者製品であって、前記消費者製品は有機発光デバイスを含み、これはさらに以下の化学構造を有する組成物を含む:
ここでR 1 、R 2 、R 3 およびR 4 のそれぞれは以下からなる群から独立して選択される:
ここでR 1 、R 2 、R 3 およびR 4 の少なくとも1つは以下からなる群から選択される:
Claims (22)
- 以下を備える有機発光デバイス:
陽極;
陰極;
前記陽極と前記陰極との間に配置された有機発光層であって、前記有機発光層はホストおよびリン光を発するドーパントをさらに含む;
前記有機発光層と前記陽極との間に配置され、前記有機発光層と直接接触するホール輸送材料を含む有機ホール輸送層;
ここで前記ホール輸送材料は以下の構造を有する:
ここでR1、R2、R3およびR4のそれぞれは以下からなる群から独立して選択される:
ここでR1、R2、R3およびR4の少なくとも1つは以下からなる群から選択される:
- 前記ドーパントが有機金属イリジウム材料である請求項18に記載のデバイス。
- 前記ホストがトリフェニレン含有ベンゾ縮合チオフェンを含む化合物である請求項20に記載のデバイス。
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JP5536054B2 (ja) | 2014-07-02 |
KR20160140980A (ko) | 2016-12-07 |
US20110163302A1 (en) | 2011-07-07 |
CN102131891B (zh) | 2014-01-29 |
JP2011527122A (ja) | 2011-10-20 |
EP2628778A1 (en) | 2013-08-21 |
EP2321376B1 (en) | 2013-06-19 |
EP2628778B1 (en) | 2016-03-16 |
KR20110009734A (ko) | 2011-01-28 |
WO2010002848A1 (en) | 2010-01-07 |
KR20150136620A (ko) | 2015-12-07 |
EP2321376A1 (en) | 2011-05-18 |
KR101913462B1 (ko) | 2018-10-30 |
US8652653B2 (en) | 2014-02-18 |
JP6009478B2 (ja) | 2016-10-19 |
CN102131891A (zh) | 2011-07-20 |
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