JP2009099966A - 発光素子、照明装置、発光装置及び電子機器 - Google Patents
発光素子、照明装置、発光装置及び電子機器 Download PDFInfo
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- JP2009099966A JP2009099966A JP2008245343A JP2008245343A JP2009099966A JP 2009099966 A JP2009099966 A JP 2009099966A JP 2008245343 A JP2008245343 A JP 2008245343A JP 2008245343 A JP2008245343 A JP 2008245343A JP 2009099966 A JP2009099966 A JP 2009099966A
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
- 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
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- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- 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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Abstract
【解決手段】第1の電極と、第2の電極と、第1の電極及び第2の電極の間に位置する有機化合物を含む層とを有し、有機化合物を含む層は、前記第2の電極側から第1の層、第2の層及び第3の層が積層した発光層と、第3の層に接して設けられた正孔輸送層とを少なくとも有し、第1の層は第1の有機化合物と第2の有機化合物を含み、第2の層は第3の有機化合物と第4の有機化合物を含み、第3の層は第1の有機化合物と第5の有機化合物を含む発光素子を提供する。
【選択図】図1
Description
本発明に対する従来の発光素子115の概念図を図2に示す。発光素子115は、第1の電極111と第2の電極110との間に、有機化合物を含む層116が設けられた構成となっている。有機化合物を含む層116中には第2の層113、第1の層112が第1の電極111側から積層され、第2の層113に接して正孔輸送層114が設けられている。第1の層112には発光中心となる第1の有機化合物と第1の有機化合物を分散するホスト材料としての第2の有機化合物が含まれ、第2の層113には、発光中心となる第3の有機化合物と第3の有機化合物を分散するホスト材料としての第4の有機化合物が含まれている。第2の有機化合物は電子輸送性を有する材料、第4の有機化合物は正孔輸送性を有する材料で形成される。なお、本明細書中において、「電子輸送性を有する」とは、少なくとも電子の輸送性が正孔の輸送性より高いことを指し、「正孔輸送性を有する」とは少なくとも正孔の輸送性が電子の輸送性より高いことを指すものとする。正孔輸送層114は電極と発光する層との間隔を開けるために設けられ、正孔輸送性を有する物質で構成されている。
本実施の形態では、実施の形態1に示した発光素子を用いて作製された発光装置の一例について説明する。なお、本発明の発光装置は以下に説明する構成を有する発光装置のみに限定されず、その表示を担う部分(本実施の形態では画素部602)に実施の形態1に示した発光素子が含まれているもの全てを含むものとする。
本実施の形態では、実施の形態2に示す発光装置をその一部に含む電子機器について説明する。これら電子機器は、実施の形態1に示した発光素子を含んだ表示部を有する。
まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
発光素子3は、発光素子1及び2の比較例として、第3の層が形成されていない発光素子、すなわち、実施の形態1で従来例として示した発光素子115の構成を有する発光素子を作製した。まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
発光素子6は、発光素子4及び5の比較例として、第3の層が形成されていない発光素子を作製した。まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
まず、ガラス基板上に膜厚110nmの珪素若しくは酸化珪素を含むインジウム錫酸化物をスパッタリング法で成膜し、第1の電極を形成した(電極面積2mm×2mm)。
発光素子8は第3の層を形成するまでは発光素子7と同様に作製した。
発光素子1乃至6で用いた2YGAPPAは公知の物質ではないので、その合成方法を説明する。なお、2YGAPPAは下記構造式(1)で表される。
2−ブロモ−9,10−アントラキノンの合成スキームを(A−1)に示す。
2−ブロモ−9,10−ジフェニル−9,10−ジヒドロアントラセン−9,10−ジオールの合成スキームを(A−2)に示す。
2−ブロモ−9,10−ジフェニルアントラセンの合成スキームを(A−3)に示す。
2−ヨード−9,10−ジフェニルアントラセンの合成スキームを(A−4)に示す。
2−(4−ブロモフェニル)−9,10−ジフェニルアントラセンの合成スキームを(A−5)に示す。
N−(4−ブロモフェニル)カルバゾールの合成スキームを(A−6)に示す。
4−(カルバゾール−9−イル)ジフェニルアミン(略称:YGA)の合成スキームを(A−7)に示す。
2YGAPPAの合成スキームを(A−8)に示す。
3−ブロモカルバゾール2.5g(10mmol)、N−フェニルカルバゾール−3−ボロン酸2.9g(10mmol)、トリ(オルト−トリル)ホスフィン152mg(0.50mmol)を200mL三口フラスコへ入れた。フラスコ内を窒素で置換し、この混合物へジメトキシエタノール(DME)50mL、炭酸カリウム水溶液(2mol/L)10mLを加えた。この混合物を減圧しながら攪拌することで脱気し、脱気後、酢酸パラジウム50mg(0.2mmol)を加えた。この混合物を、窒素気流下で80℃3時間攪拌した。攪拌後、この混合物にトルエン約50mLを加え、30分ほど攪拌し、この混合物を水、飽和食塩水の順で洗浄した。洗浄後、有機層を硫酸マグネシウムにより乾燥した。この混合物を自然ろ過し、得られたろ液を濃縮したところ油状物質を得た。得られた油状物質をトルエンに溶かし、この溶液をフロリジール、アルミナ、セライトを通してろ過し、得られたろ液を濃縮したところ、目的物の白色固体を、3.3g収率80%で得た。ステップ1の合成スキームを下記(B−1)に示す。
9−フェニル−10−(4−ブロモフェニル)アントラセン1.2g(3.0mmol)と、PCC1.2g(3.0mmol)、tert−BuONa1.0g(10mmol)を100mL三口フラスコへ入れた。フラスコ内を窒素にて置換し、この混合物へトルエン20mL、トリ(tert−ブチル)ホスフィン(10wt%ヘキサン溶液)0.1mLを加えた。この混合物を減圧しながら攪拌することで脱気をした。脱気後、この混合物へ、ビス(ジベンジリデンアセトン)パラジウム(0)96mg(0.17mmol)を加えた。この混合物を窒素気流下で、110℃8時間還流した。還流後、この混合物にトルエン約50mLを加え、30分ほど攪拌し、この混合物を水、飽和食塩水の順で洗浄した。洗浄後、有機層を硫酸マグネシウムにより乾燥した。この混合物を自然ろ過し、得られたろ液を濃縮したところ、油状物質を得た。得られた油状物質を、シリカゲルカラムクロマトグラフィー(展開溶媒ヘキサン:トルエン=1:1)により精製した。得られた淡黄色固体をクロロホルム/ヘキサンにより再結晶すると、目的物であるPCCPAの淡黄色粉末状固体を1.2g収率54%で得た。得られた淡黄色粉末状固体2.4gをトレインサブリメーション法により昇華精製した。昇華精製条件は、圧力8.7Pa、アルゴンガスを流量3.0mL/minで流しながら、350℃でPCCPAを加熱した。昇華精製後、PCCPAの淡黄色固体を2.2g回収率94%で得た。また、ステップ2の合成スキームを下記(B−2)に示す。
4−ブロモジフェニルアミン6.5g(26mmol)、ステップ1で合成した9−フェニル−9H−カルバゾール−3−ボロン酸7.5g(26mmol)、トリ(o−トリル)ホスフィン400mg(1.3mmol)を500mL三口フラスコへ入れ、フラスコ内を窒素置換した。この混合物へトルエン100mL、エタノール50mL、炭酸カリウム水溶液(0.2mol/L)14mLを加えた。この混合物を、減圧下で攪拌しながら脱気し、脱気後、酢酸パラジウム(II)67mg(30mmol)を加えた。この混合物を100℃10時間還流した。還流後、この混合物の水層をトルエンで抽出し、抽出溶液と有機層を合わせ、飽和食塩水で洗浄した。有機層を硫酸マグネシウムにより乾燥し、乾燥後この混合物を自然ろ過し、得られたろ液を濃縮したところ、淡褐色の油状物を得た。この油状物をシリカゲルカラムクロマトグラフィー(展開溶媒 ヘキサン:トルエン=4:6)により精製し、精製後に得られた白色固体をジクロロメタンとヘキサンの混合溶媒にて再結晶し、PCBAの白色固体を4.9g収率45%で得た。ステップ2の合成スキームを下記(C−2)に示す。
9−(4−ブロモフェニル)−10−フェニルアントラセン7.8g(12mmol)、PCBA4.8g(12mmol)、ナトリウム tert−ブトキシド5.2g(52mmol)を300mL三口フラスコへ入れ、フラスコ内を窒素置換した。この混合物へ、トルエン60mL、トリ(tert−ブチル)ホスフィン(10wt%ヘキサン溶液)0.30mLを加えた。この混合物を、減圧下で攪拌しながら脱気し、脱気後、ビス(ジベンジリデンアセトン)パラジウム(0)136mg(0.24mmol)を加えた。この混合物を、100℃で3時間攪拌した。攪拌後、この混合物に約50mLのトルエンを加え、セライト(和光純薬工業株式会社、カタログ番号:531−16855)、アルミナ、フロリジール((和光純薬工業株式会社、カタログ番号:540−00135)を通して吸引ろ過した。得られたろ液を濃縮し、黄色固体を得た。この固体をトルエンとヘキサンの混合溶媒にて再結晶し、目的物のPCBAPAの淡黄色固体6.6g収率75%で得た。得られた淡黄色粉末状固体3.0gをトレインサブリメーション法により昇華精製した。昇華精製条件は、圧力8.7Pa、アルゴンガスを流量3.0mL/minでながしながら、350℃でPCBAPAを加熱した。昇華精製後、PCBAPAの淡黄色固体を2.7g、回収率90%で得た。また、ステップ3の合成スキームを下記(C−3)に示す。
101 第1の電極
102 第1の層
103 第2の層
104 第3の層
105 正孔輸送層
106 発光素子
107 有機化合物を含む層
110 第2の電極
111 第1の電極
112 第1の層
113 第2の層
114 正孔輸送層
115 発光素子
116 有機化合物を含む層
601 駆動回路部(ソース側駆動回路)
602 画素部
603 駆動回路部(ゲート側駆動回路)
604 封止基板
605 シール材
607 空間
608 配線
609 FPC(フレキシブルプリントサーキット)
610 素子基板
611 スイッチング用TFT
612 電流制御用TFT
613 第1の電極
614 絶縁物
616 有機化合物を含む層
617 第2の電極
618 発光素子
623 nチャネル型TFT
624 pチャネル型TFT
901 筐体
902 液晶層
903 バックライトユニット
904 筐体
905 ドライバIC
906 端子
951 基板
952 電極
953 絶縁層
954 隔壁層
955 有機化合物を含む層
956 電極
2001 筐体
2002 光源
3001 照明装置
9101 筐体
9102 支持台
9103 表示部
9104 スピーカー部
9105 ビデオ入力端子
9201 本体
9202 筐体
9203 表示部
9204 キーボード
9205 外部接続ポート
9206 ポインティングデバイス
9401 本体
9402 筐体
9403 表示部
9404 音声入力部
9405 音声出力部
9406 操作キー
9407 外部接続ポート
9408 アンテナ
9501 本体
9502 表示部
9503 筐体
9504 外部接続ポート
9505 リモコン受信部
9506 受像部
9507 バッテリー
9508 音声入力部
9509 操作キー
9510 接眼部
Claims (19)
- 第1の電極と、第2の電極と、前記第1の電極及び前記第2の電極の間に位置する有機化合物を含む層とを有し、
前記有機化合物を含む層は、前記第2の電極側から第1の層、第2の層及び第3の層が積層した発光を担う層と、前記第3の層に接して設けられた正孔輸送層とを少なくとも有し、
前記第1の層は第1の有機化合物と第2の有機化合物を含み、
前記第2の層は第3の有機化合物と第4の有機化合物を含み、
前記第3の層は前記第1の有機化合物と第5の有機化合物を含み、
前記第1の層において前記第2の有機化合物は前記第1の有機化合物より多く含まれ、
前記第2の層において前記第4の有機化合物は前記第3の有機化合物より多く含まれ、
前記第3の層において前記第5の有機化合物は前記第1の有機化合物より多く含まれる発光素子。 - 第1の電極と、第2の電極と、前記第1の電極及び前記第2の電極の間に位置する有機化合物を含む層とを有し、
前記有機化合物を含む層は、前記第2の電極側から第1の層、第2の層及び第3の層が積層した発光を担う層と、前記第3の層に接して設けられた正孔輸送層とを少なくとも有し、
前記第1の層は第1の有機化合物と第2の有機化合物を含み、
前記第2の層は第3の有機化合物と第4の有機化合物を含み、
前記第3の層は前記第1の有機化合物と第5の有機化合物を含み、
前記第1の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第2の層における前記第3の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第3の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満である発光素子。 - 第1の電極と、第2の電極と、前記第1の電極及び前記第2の電極の間に位置する有機化合物を含む層とを有し、
前記有機化合物を含む層は、前記第2の電極側から第1の層、第2の層及び第3の層が積層した発光を担う層と、前記第3の層に接して設けられた正孔輸送層とを少なくとも有し、
前記第1の層は第1の有機化合物と第2の有機化合物を含み、
前記第2の層は第3の有機化合物と第4の有機化合物を含み、
前記第3の層は前記第1の有機化合物と第5の有機化合物を含み、
前記第1の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第2の層における前記第3の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第3の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第1の電極と前記第2の電極との間に、前記第1の電極の方が電位が高くなるように電圧をかけた際、前記第1の有機化合物及び前記第3の有機化合物から発光が得られる発光素子。 - 第1の電極と、第2の電極と、前記第1の電極及び前記第2の電極の間に位置する有機化合物を含む層とを有し、
前記有機化合物を含む層は、前記第2の電極側から第1の層、第2の層及び第3の層が積層した発光を担う層と、前記第3の層に接して設けられた正孔輸送層とを少なくとも有し、
前記第1の層は第1の有機化合物と第2の有機化合物を含み、
前記第2の層は第3の有機化合物と第4の有機化合物を含み、
前記第3の層は前記第1の有機化合物と第5の有機化合物を含み、
前記第1の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第2の層における前記第3の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第3の層における前記第1の有機化合物の割合は0.1wt%以上50wt%未満であり、
前記第1の有機化合物は前記第1の層及び前記第3の層においての発光中心物質であり、
前記第3の有機化合物は前記第2の層においての発光中心物質である発光素子。 - 請求項1乃至請求項4において、前記第4の有機化合物及び前記第5の有機化合物は、正孔輸送性の材料であり、前記第2の有機化合物は電子輸送性の材料であることを特徴とする発光素子。
- 請求項1乃至請求項5において、前記第4の有機化合物が縮合多環系の物質であることを特徴とする発光素子。
- 請求項1乃至請求項5において、前記第4の有機化合物が3環以上6環以下の縮合多環芳香族化合物であることを特徴とする発光素子。
- 請求項1乃至請求項5において、前記第4の有機化合物がアントラセン誘導体であることを特徴とする発光素子。
- 請求項1乃至請求項8のいずれか一項において、
前記第4の有機化合物と前記第5の有機化合物は同じ物質であることを特徴とする発光素子。 - 請求項1乃至請求項9のいずれか一項において、
前記第1の有機化合物の発する光のピーク波長が前記第3の有機化合物の発する光のピーク波長より短い波長であることを特徴とする発光素子。 - 請求項10において、
前記第1の有機化合物の発する光の色と、
前記第3の有機化合物の発する光の色とが互いに補色の関係であることを特徴とする発光素子。 - 請求項1乃至請求項9のいずれか一項において、
前記第1の有機化合物は青色の光を発し、
前記第3の有機化合物は黄色の光を発することを特徴とする発光素子。 - 請求項1乃至請求項9のいずれか一項において、
前記第1の有機化合物の発する光のピーク波長が400nm〜480nmの範囲内にあり、
前記第3の有機化合物の発する光のピーク波長が540nm〜600nmの範囲内にあることを特徴とする発光素子。 - 請求項1乃至請求項9のいずれか一項において、
前記第1の有機化合物は青緑色の光を発し、
前記第3の有機化合物は赤色の光を発することを特徴とする発光素子。 - 請求項1乃至請求項9のいずれか一項において、
前記第1の有機化合物の発する光のピーク波長が480nm〜520nmの範囲内にあり、
前記第3の有機化合物の発する光のピーク波長が600nm〜700nmの範囲内にあることを特徴とする発光素子。 - 請求項1乃至請求項15のいずれか一項において、
前記発光素子の発する光が白色光であることを特徴とする発光素子。 - 請求項1乃至請求項16に記載の発光素子を用いた照明装置。
- 請求項1乃至請求項16に記載の発光素子と前記発光素子の発光を制御する手段を備えた発光装置。
- 請求項18に記載の発光装置を搭載した電子機器。
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009131199A1 (en) * | 2008-04-24 | 2009-10-29 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting element, light-emitting device, and electronic appliance |
WO2010134613A1 (ja) * | 2009-05-22 | 2010-11-25 | 出光興産株式会社 | 有機エレクトロルミネセンス素子 |
US8231942B2 (en) | 2008-05-16 | 2012-07-31 | Semiconductor Energy Laboratory Co., Ltd. | Composition, method for manufacturing thin film, and method for manufacturing light-emitting element |
US8722904B2 (en) | 2008-04-02 | 2014-05-13 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting device and electronic appliance |
JP5639181B2 (ja) * | 2010-09-24 | 2014-12-10 | 株式会社日立製作所 | 有機発光装置及びこれを用いた光源装置 |
JP2015232993A (ja) * | 2013-10-16 | 2015-12-24 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、および照明装置 |
WO2018146570A1 (ja) * | 2017-02-09 | 2018-08-16 | 株式会社半導体エネルギー研究所 | 有機化合物、発光素子、発光装置、電子機器、および照明装置 |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007086216A1 (ja) * | 2006-01-27 | 2007-08-02 | Konica Minolta Holdings, Inc. | 有機エレクトロルミネッセンス素子 |
TWI524567B (zh) | 2007-09-27 | 2016-03-01 | 半導體能源研究所股份有限公司 | 發光元件,照明裝置,發光裝置,與電子裝置 |
TWI479712B (zh) | 2007-10-19 | 2015-04-01 | Semiconductor Energy Lab | 發光裝置 |
WO2009081800A1 (en) * | 2007-12-21 | 2009-07-02 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, and light-emitting material, light-emitting element, light-emitting device, and electronic device using the same |
EP2112212B1 (en) | 2008-04-24 | 2013-05-29 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting material, material for light-emitting element, composition for coating light-emitting element, light-emitting device, and electronic device |
EP2120275A3 (en) * | 2008-05-16 | 2012-08-22 | Semiconductor Energy Laboratory Co, Ltd. | Light-emitting element, lighting apparatus, light-emitting device, electronic appliance, and display |
KR101841892B1 (ko) * | 2008-10-28 | 2018-03-23 | 더 리젠츠 오브 더 유니버시티 오브 미시간 | 별개의 적색, 녹색 및 청색 서브엘리먼트를 갖는 적층형 백색 oled |
WO2010059837A2 (en) * | 2008-11-19 | 2010-05-27 | E. I. Du Pont De Nemours And Company | Chrysene compounds for blue or green luminescent applications |
EP2200407B1 (en) | 2008-12-17 | 2017-11-22 | Semiconductor Energy Laboratory Co., Ltd. | Light-Emitting element, light emitting device, and electronic device |
US8581237B2 (en) * | 2008-12-17 | 2013-11-12 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element |
US8932733B2 (en) * | 2008-12-19 | 2015-01-13 | E I Du Pont De Nemours And Company | Chrysene derivative host materials |
JP5336524B2 (ja) * | 2009-02-10 | 2013-11-06 | パナソニック株式会社 | 発光素子の製造方法と発光素子、および発光装置の製造方法と発光装置 |
KR101431644B1 (ko) * | 2009-08-10 | 2014-08-21 | 롬엔드하스전자재료코리아유한회사 | 신규한 유기 발광 화합물 및 이를 포함하는 유기 전계 발광 소자 |
WO2011027653A1 (en) * | 2009-09-04 | 2011-03-10 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, light-emitting device, and method for manufacturing the same |
JP5895144B2 (ja) * | 2009-09-17 | 2016-03-30 | パナソニックIpマネジメント株式会社 | 透明導電膜及びこれを備えた装置 |
JP2011139044A (ja) * | 2009-12-01 | 2011-07-14 | Semiconductor Energy Lab Co Ltd | 発光素子、発光装置、電子機器、および照明装置 |
JP5761673B2 (ja) * | 2010-03-11 | 2015-08-12 | 国立大学法人 千葉大学 | 表示装置 |
DE102010055265A1 (de) * | 2010-12-20 | 2012-06-21 | Osram Opto Semiconductors Gmbh | Optoelektronisches Halbleiterbauteil |
TWI538977B (zh) | 2011-02-07 | 2016-06-21 | Idemitsu Kosan Co | A double carbazole derivative and an organic electroluminescent element using the same |
CN103313980B (zh) | 2011-02-07 | 2017-04-19 | 出光兴产株式会社 | 双咔唑衍生物及使用其的有机电致发光元件 |
US9287512B2 (en) | 2011-03-08 | 2016-03-15 | Rohm And Haas Electronic Materials Korea Ltd. | Organic electroluminescent compounds, layers and organic electroluminescent device using the same |
CN103718321B (zh) * | 2011-08-03 | 2016-03-30 | 株式会社日本有机雷特显示器 | 有机发光元件 |
EP2876699B1 (en) * | 2012-07-19 | 2018-02-14 | Nippon Steel & Sumikin Chemical Co., Ltd. | Organic electroluminescent element |
TWI633100B (zh) * | 2013-07-19 | 2018-08-21 | 半導體能源研究所股份有限公司 | 有機化合物、發光元件、顯示器模組、照明模組、發光裝置、顯示裝置、照明設備及電子裝置 |
JP6435626B2 (ja) * | 2014-04-04 | 2018-12-12 | セイコーエプソン株式会社 | 発光素子、発光装置、表示装置および電子機器 |
JP6432149B2 (ja) * | 2014-04-04 | 2018-12-05 | セイコーエプソン株式会社 | 発光素子、発光装置、表示装置および電子機器 |
CN105161634B (zh) * | 2015-09-10 | 2017-11-24 | 京东方科技集团股份有限公司 | 一种amoled器件及其制备方法、由其制得的显示装置 |
KR101857632B1 (ko) | 2018-02-02 | 2018-05-14 | 덕산네오룩스 주식회사 | 유기전기소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
US10923666B1 (en) * | 2019-08-08 | 2021-02-16 | Raynergy Tek Inc. | Hole transporting material, manufacturing method thereof, and organic photodiode thereof |
KR102518723B1 (ko) * | 2019-10-04 | 2023-04-07 | 삼성디스플레이 주식회사 | 발광 소자 및 이를 포함한 장치 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002329578A (ja) * | 2001-04-27 | 2002-11-15 | Toyota Central Res & Dev Lab Inc | 有機電界発光素子 |
JP2004311231A (ja) * | 2003-04-08 | 2004-11-04 | Denso Corp | 有機el素子 |
Family Cites Families (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4630300B2 (ja) | 1999-12-28 | 2011-02-09 | 出光興産株式会社 | 白色系有機エレクトロルミネッセンス素子 |
JP4255610B2 (ja) | 1999-12-28 | 2009-04-15 | 出光興産株式会社 | 白色系有機エレクトロルミネッセンス素子 |
US6866947B1 (en) | 1999-12-28 | 2005-03-15 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device emitting white light |
JP4415489B2 (ja) | 2000-12-15 | 2010-02-17 | 日本精機株式会社 | 有機電界発光素子 |
JP4329305B2 (ja) | 2001-08-27 | 2009-09-09 | 株式会社デンソー | 有機el素子 |
JP2003282265A (ja) | 2002-03-26 | 2003-10-03 | Matsushita Electric Works Ltd | 有機電界発光素子 |
JP4211291B2 (ja) | 2002-06-03 | 2009-01-21 | 株式会社豊田自動織機 | 有機エレクトロルミネッセンス素子 |
JP2004091334A (ja) | 2002-08-29 | 2004-03-25 | Mitsubishi Chemicals Corp | 2,6−アリールアミノアントラセン系化合物、電荷輸送材料及び有機電界発光素子 |
JP2004103467A (ja) | 2002-09-11 | 2004-04-02 | Mitsubishi Chemicals Corp | 有機電界発光素子 |
US6967062B2 (en) | 2003-03-19 | 2005-11-22 | Eastman Kodak Company | White light-emitting OLED device having a blue light-emitting layer doped with an electron-transporting or a hole-transporting material or both |
KR101031402B1 (ko) | 2003-07-11 | 2011-04-26 | 이데미쓰 고산 가부시키가이샤 | 백색계 유기 전기발광 소자 |
JP2006040856A (ja) | 2003-10-24 | 2006-02-09 | Pentax Corp | 白色有機エレクトロルミネセンス素子 |
KR20050039674A (ko) | 2003-10-24 | 2005-04-29 | 펜탁스 가부시키가이샤 | 백색 유기 전자 발광 소자 |
US7772596B2 (en) | 2004-04-28 | 2010-08-10 | Semiconductor Energy Laboratory Co., Ltd | Light-emitting element and method of manufacturing the same, and light-emitting device using the light-emitting element |
JP5076501B2 (ja) | 2004-07-16 | 2012-11-21 | コニカミノルタホールディングス株式会社 | 白色有機エレクトロルミネッセンス素子、画像表示素子および照明装置 |
EP1624502B1 (en) * | 2004-08-04 | 2015-11-18 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, and electronic appliance |
JP2006114796A (ja) | 2004-10-18 | 2006-04-27 | Seiko Epson Corp | 有機el装置および電子機器 |
US7560862B2 (en) * | 2004-10-22 | 2009-07-14 | Eastman Kodak Company | White OLEDs with a color-compensated electroluminescent unit |
US20060088729A1 (en) * | 2004-10-25 | 2006-04-27 | Eastman Kodak Company | White organic light-emitting devices with improved performance |
EP1896413B1 (en) | 2005-03-28 | 2015-04-22 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, material for light emitting element, light emitting element, light emitting device, and electronic device |
JP2007039431A (ja) | 2005-03-28 | 2007-02-15 | Semiconductor Energy Lab Co Ltd | アントラセン誘導体、発光素子用材料、発光素子、発光装置及び電子機器 |
US9070884B2 (en) * | 2005-04-13 | 2015-06-30 | Universal Display Corporation | Hybrid OLED having phosphorescent and fluorescent emitters |
US8017252B2 (en) * | 2005-06-22 | 2011-09-13 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device and electronic appliance using the same |
JP4557289B2 (ja) | 2005-06-23 | 2010-10-06 | 株式会社日立製作所 | 表示装置 |
KR20070009306A (ko) | 2005-07-15 | 2007-01-18 | 삼성에스디아이 주식회사 | 백색 유기 발광 소자의 제조 방법 |
JP5041752B2 (ja) | 2005-07-27 | 2012-10-03 | 株式会社半導体エネルギー研究所 | アントラセン誘導体、発光素子用材料、発光素子、発光装置及び電子機器 |
WO2007013537A1 (en) | 2005-07-27 | 2007-02-01 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, material for light emitting element, light emitting element, light emitting device, and electronic appliance |
JP5041767B2 (ja) | 2005-08-31 | 2012-10-03 | 株式会社半導体エネルギー研究所 | カルバゾール誘導体、発光素子用材料、発光素子、発光装置及び電子機器 |
WO2007026626A1 (en) | 2005-08-31 | 2007-03-08 | Semiconductor Energy Laboratory Co., Ltd. | Carbazole derivative, material for light emitting element, light emitting element, light emitting device, and electronic device |
JP2007235081A (ja) | 2006-01-31 | 2007-09-13 | Optrex Corp | 有機led素子 |
JP4776393B2 (ja) | 2006-02-20 | 2011-09-21 | 株式会社 日立ディスプレイズ | 有機el表示装置 |
WO2007125934A1 (en) * | 2006-04-28 | 2007-11-08 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, and light-emitting element, light-emitting device, electronic device using anthracene derivative |
TWI502049B (zh) * | 2006-12-28 | 2015-10-01 | Semiconductor Energy Lab | 有機化合物及合成有機化合物與蒽衍生物之方法 |
US7723722B2 (en) * | 2007-03-23 | 2010-05-25 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, anthracene derivative, and light-emitting element, light-emitting device, and electronic device using anthracene derivative |
US8835018B2 (en) * | 2007-04-25 | 2014-09-16 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, anthracene derivative, and light-emitting element, light-emitting device, and electronic device in which the anthracene derivative is used |
TWI524567B (zh) | 2007-09-27 | 2016-03-01 | 半導體能源研究所股份有限公司 | 發光元件,照明裝置,發光裝置,與電子裝置 |
TWI479712B (zh) | 2007-10-19 | 2015-04-01 | Semiconductor Energy Lab | 發光裝置 |
US8420229B2 (en) * | 2007-10-26 | 2013-04-16 | Global OLED Technologies LLC | OLED device with certain fluoranthene light-emitting dopants |
EP2120275A3 (en) | 2008-05-16 | 2012-08-22 | Semiconductor Energy Laboratory Co, Ltd. | Light-emitting element, lighting apparatus, light-emitting device, electronic appliance, and display |
-
2008
- 2008-09-17 TW TW097135664A patent/TWI524567B/zh active
- 2008-09-19 US US12/234,258 patent/US8283856B2/en active Active
- 2008-09-24 CN CN201210291691.6A patent/CN102832354B/zh active Active
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- 2018-10-22 US US16/166,610 patent/US10636992B2/en active Active
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- 2022-09-28 US US17/954,879 patent/US20230071734A1/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002329578A (ja) * | 2001-04-27 | 2002-11-15 | Toyota Central Res & Dev Lab Inc | 有機電界発光素子 |
JP2004311231A (ja) * | 2003-04-08 | 2004-11-04 | Denso Corp | 有機el素子 |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8722904B2 (en) | 2008-04-02 | 2014-05-13 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting device and electronic appliance |
US8592053B2 (en) | 2008-04-24 | 2013-11-26 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting element, light-emitting device, and electronic appliance |
US9257654B2 (en) | 2008-04-24 | 2016-02-09 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting element, light-emitting device, and electronic appliance |
WO2009131199A1 (en) * | 2008-04-24 | 2009-10-29 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, light-emitting element, light-emitting device, and electronic appliance |
US8518492B2 (en) | 2008-05-16 | 2013-08-27 | Semiconductor Energy Laboratory Co., Ltd. | Composition, method for manufacturing thin film, and method for manufacturing light-emitting element |
US8231942B2 (en) | 2008-05-16 | 2012-07-31 | Semiconductor Energy Laboratory Co., Ltd. | Composition, method for manufacturing thin film, and method for manufacturing light-emitting element |
US8845926B2 (en) | 2008-05-16 | 2014-09-30 | Semiconductor Energy Laboratory Co., Ltd. | Composition, method for manufacturing thin film, and method for manufacturing light-emitting element |
WO2010134613A1 (ja) * | 2009-05-22 | 2010-11-25 | 出光興産株式会社 | 有機エレクトロルミネセンス素子 |
JP5639181B2 (ja) * | 2010-09-24 | 2014-12-10 | 株式会社日立製作所 | 有機発光装置及びこれを用いた光源装置 |
JP2015232993A (ja) * | 2013-10-16 | 2015-12-24 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、および照明装置 |
JP2019197738A (ja) * | 2013-10-16 | 2019-11-14 | 株式会社半導体エネルギー研究所 | 発光素子、発光装置、電子機器、及び照明装置 |
WO2018146570A1 (ja) * | 2017-02-09 | 2018-08-16 | 株式会社半導体エネルギー研究所 | 有機化合物、発光素子、発光装置、電子機器、および照明装置 |
US11665960B2 (en) | 2017-02-09 | 2023-05-30 | Semiconductor Energy Laboratory Co., Ltd. | Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device |
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CN102832354A (zh) | 2012-12-19 |
JP2016012575A (ja) | 2016-01-21 |
JP5580974B2 (ja) | 2014-08-27 |
US10636992B2 (en) | 2020-04-28 |
JP5829724B2 (ja) | 2015-12-09 |
CN102832354B (zh) | 2016-03-09 |
US20230071734A1 (en) | 2023-03-09 |
US8664849B2 (en) | 2014-03-04 |
KR101644469B1 (ko) | 2016-08-01 |
US11108009B2 (en) | 2021-08-31 |
US20190058145A1 (en) | 2019-02-21 |
CN101399315B (zh) | 2012-10-03 |
CN101399315A (zh) | 2009-04-01 |
US20130009140A1 (en) | 2013-01-10 |
TWI524567B (zh) | 2016-03-01 |
JP6215893B2 (ja) | 2017-10-18 |
KR20150118068A (ko) | 2015-10-21 |
US10115926B2 (en) | 2018-10-30 |
US9685623B2 (en) | 2017-06-20 |
KR101593902B1 (ko) | 2016-02-16 |
US20200251676A1 (en) | 2020-08-06 |
US20170279065A1 (en) | 2017-09-28 |
JP2014197547A (ja) | 2014-10-16 |
US20090085479A1 (en) | 2009-04-02 |
US11462704B2 (en) | 2022-10-04 |
US8283856B2 (en) | 2012-10-09 |
KR20090033083A (ko) | 2009-04-01 |
US20140175418A1 (en) | 2014-06-26 |
TW200933947A (en) | 2009-08-01 |
US20210384455A1 (en) | 2021-12-09 |
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