JP7106366B2 - 有機化合物、発光素子、発光装置、電子機器、および照明装置 - Google Patents
有機化合物、発光素子、発光装置、電子機器、および照明装置 Download PDFInfo
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- JP7106366B2 JP7106366B2 JP2018117600A JP2018117600A JP7106366B2 JP 7106366 B2 JP7106366 B2 JP 7106366B2 JP 2018117600 A JP2018117600 A JP 2018117600A JP 2018117600 A JP2018117600 A JP 2018117600A JP 7106366 B2 JP7106366 B2 JP 7106366B2
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D497/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
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Description
本実施の形態では、本発明の一態様の有機化合物について、以下説明する。
一般式(G0)および(G1)において、Arで表される置換もしくは無置換の炭素数6乃至25のアリーレン基としては、例えば、フェニレン基、ナフチレン基、フルオレンジイル基、ビフェニルジイル基、スピロフルオレンジイル基などが挙げられる。具体的には、下記構造式(Ar-1)乃至(Ar-27)で表される基を適用することができる。なお、Arで表される基はこれらに限定されず、置換基を有していても良い。
一般式(G0)乃至(G4)として表される化合物の具体的な構造としては、下記構造式(100)乃至(135)で表される有機化合物等を挙げることができる。なお、一般式(G0)乃至(G4)として表される有機化合物は、下記例示に限られない。
本実施の形態では、本発明の一態様である一般式(G0)で表されるベンゾフロ[3,2-d]ピリミジン骨格またはベンゾチエノ[3,2-d]ピリミジン骨格を有する有機化合物の合成方法の一例について説明する。
本実施の形態では、本発明の一態様である有機化合物を有する発光素子について、図1を用いて以下に説明する。
まず、本発明の一態様の発光素子の構成について、図1(A)(B)(C)を用いて、以下説明する。
次に、発光層140の発光機構について、以下説明を行う。
・Host(141_1):有機化合物141_1(ホスト材料)
・Host(141_2):有機化合物141_2(ホスト材料)
・Guest(142):ゲスト材料142(りん光性化合物)
・SPH1:有機化合物141_1(ホスト材料)のS1準位
・TPH1:有機化合物141_1(ホスト材料)のT1準位
・SPH2:有機化合物141_2(ホスト材料)のS1準位
・TPH2:有機化合物141_2(ホスト材料)のT1準位
・SPG:ゲスト材料142(りん光性化合物)のS1準位
・TPG:ゲスト材料142(りん光性化合物)のT1準位
・SPE:励起錯体のS1準位
・TPE:励起錯体のT1準位
次に、本発明の一態様に係る発光素子の構成要素の詳細について、以下説明を行う。
発光層140中では、ホスト材料141が重量比で最も多く存在し、ゲスト材料142は、ホスト材料141中に分散される。ゲスト材料142が蛍光性化合物の場合、発光層140のホスト材料141(有機化合物141_1及び有機化合物141_2)のS1準位は、発光層140のゲスト材料(ゲスト材料142)のS1準位よりも高いことが好ましい。また、ゲスト材料142がりん光性化合物の場合、発光層140のホスト材料141(有機化合物141_1及び有機化合物141_2)のT1準位は、発光層140のゲスト材料(ゲスト材料142)のT1準位よりも高いことが好ましい。
正孔注入層111は、一対の電極の一方(電極101または電極102)からのホール注入障壁を低減することでホール注入を促進する機能を有し、例えば遷移金属酸化物、フタロシアニン誘導体、あるいは芳香族アミンなどによって形成される。遷移金属酸化物としては、モリブデン酸化物やバナジウム酸化物、ルテニウム酸化物、タングステン酸化物、マンガン酸化物などが挙げられる。フタロシアニン誘導体としては、フタロシアニンや金属フタロシアニンなどが挙げられる。芳香族アミンとしてはベンジジン誘導体やフェニレンジアミン誘導体などが挙げられる。ポリチオフェンやポリアニリンなどの高分子化合物を用いることもでき、例えば自己ドープされたポリチオフェンであるポリ(エチレンジオキシチオフェン)/ポリ(スチレンスルホン酸)などがその代表例である。
正孔輸送層112は正孔輸送性材料を含む層であり、正孔注入層111の材料として例示した正孔輸送性材料を使用することができる。正孔輸送層112は正孔注入層111に注入された正孔を発光層140へ輸送する機能を有するため、正孔注入層111のHOMO(Highest Occupied Molecular Orbital、最高被占軌道ともいう)準位と同じ、あるいは近いHOMO準位を有することが好ましい。
電子輸送層118は、電子注入層119を経て一対の電極の他方(電極101または電極102)から注入された電子を発光層140へ輸送する機能を有する。電子輸送性材料としては、正孔よりも電子の輸送性の高い材料を用いることができ、1×10-6cm2/Vs以上の電子移動度を有する材料であることが好ましい。電子を受け取りやすい化合物(電子輸送性を有する材料)としては、含窒素複素芳香環化合物のようなπ電子不足型複素芳香環化合物や金属錯体などを用いることができ、本発明の一態様に係る有機化合物はピリミジン骨格を有するため、好適に用いることができる。他の具体例としては、発光層140に用いることができる電子輸送性材料として挙げたピリジン誘導体、ビピリジン誘導体、ピリミジン誘導体、トリアジン誘導体、キノキサリン誘導体、ジベンゾキノキサリン誘導体、フェナントロリン誘導体、トリアゾール誘導体、ベンゾイミダゾール誘導体、オキサジアゾール誘導体などが挙げられる。また、1×10-6cm2/Vs以上の電子移動度を有する物質であることが好ましい。なお、正孔よりも電子の輸送性の高い物質であれば、上記以外の物質を電子輸送層として用いても構わない。また、電子輸送層118は、単層だけでなく、上記物質からなる層が二層以上積層してもよい。
電子注入層119と電極102の界面における電子注入障壁を低減することで電子注入を促進する機能を有し、例えば第1族金属、第2族金属、あるいはこれらの酸化物、ハロゲン化物、炭酸塩などを用いることができる。また、先に示す電子輸送性材料と、これに対して電子供与性を示す材料の複合材料を用いることもできる。電子供与性を示す材料としては、第1族金属、第2族金属、あるいはこれらの酸化物などを挙げることができる。具体的には、フッ化リチウム(LiF)、フッ化ナトリウム(NaF)、フッ化セシウム(CsF)、フッ化カルシウム(CaF2)、リチウム酸化物(LiOx)等のようなアルカリ金属、アルカリ土類金属、またはそれらの化合物を用いることができる。また、フッ化エルビウム(ErF3)のような希土類金属化合物を用いることができる。また、電子注入層119にエレクトライドを用いてもよい。該エレクトライドとしては、例えば、カルシウムとアルミニウムの混合酸化物に電子を高濃度添加した物質等が挙げられる。また、電子注入層119に、電子輸送層118で用いることが出来る物質を用いても良い。
量子ドットは、数nmから数十nmサイズの半導体ナノ結晶であり、1×103個から1×106個程度の原子から構成されている。量子ドットはサイズに依存してエネルギーシフトするため、同じ物質から構成される量子ドットであっても、サイズによって発光波長が異なる。そのため、用いる量子ドットのサイズを変更することによって、容易に発光波長を変更することができる。
電極101及び電極102は、発光素子の陽極または陰極としての機能を有する。電極101及び電極102は、金属、合金、導電性化合物、およびこれらの混合物や積層体などを用いて形成することができる。
また、本発明の一態様に係る発光素子は、ガラス、プラスチックなどからなる基板上に作製すればよい。基板上に作製する順番としては、電極101側から順に積層しても、電極102側から順に積層しても良い。
本実施の形態においては、実施の形態3に示す発光素子の構成と異なる構成の発光素子、について、図2を用いて、以下説明を行う。なお、図2において、図1(A)に示す符号と同様の機能を有する箇所には、同様のハッチパターンとし、符号を省略する場合がある。また、同様の機能を有する箇所には、同様の符号を付し、その詳細な説明は省略する場合がある。
図2は、発光素子250の断面模式図である。
本実施の形態では実施の形態3及び実施の形態4で説明した発光素子を用いた発光装置について、図3(A)及び図3(B)を用いて説明する。
図4には発光装置の一例として、白色発光を呈する発光素子を形成し、着色層(カラーフィルタ)を形成した発光装置の例を示す。
トップエミッション型の発光装置の断面図を図5に示す。この場合、基板1001は光を通さない基板を用いることができる。TFTと発光素子の陽極とを接続する接続電極を作製するまでは、ボトムエミッション型の発光装置と同様に形成する。その後、第3の層間絶縁膜1037を電極1022を覆って形成する。この絶縁膜は平坦化の役割を担っていても良い。第3の層間絶縁膜1037は第2の層間絶縁膜1021と同様の材料の他、他の様々な材料を用いて形成することができる。
本実施の形態では、本発明の一態様の電子機器について説明する。
本実施の形態では、本発明の一態様の発光素子を様々な照明装置に適用する一例について、図10及び図11を用いて説明する。本発明の一態様である発光素子を用いることで、発光効率が良好な、信頼性の高い照明装置を作製できる。
<ステップ1:2,4,5-トリクロロ-6-(5-クロロ-2-メトキシフェニル)ピリミジンの合成>
2,4,5,6-テトラクロロピリミジン26g(121mmol)、5-クロロ-2-メトキシフェニルボロン酸15g(81mmol)、リン酸三カリウム34g(161mmol)、アセトニトリル320mL、水80mLを1Lの三口フラスコに入れ、フラスコ内を脱気、窒素置換した。この混合物にトリフェニルホスフィン2.1g(8.0mmol)、酢酸パラジウム0.90g(4mmol)を加え、室温で16時間撹拌した。所定時間経過後、得られた反応混合物を吸引ろ過し、ろ液を水層と有機層に分液した後、水層をトルエンで抽出した。有機層と得られた抽出溶液を合わせて、飽和食塩水で洗浄し、無水硫酸マグネシウムを加え乾燥させた。この混合物を自然ろ過し、ろ液を濃縮して固体を得た。この固体をフラッシュカラムクロマトグラフィーにより精製した。展開溶媒はトルエン:ヘキサン=1:1の混合溶媒を用い、トルエン:ヘキサン=5:1まで徐々にトルエンの割合を変化させながら行った。得られたフラクションを濃縮して目的物である白色固体を15g、収率57%で得た。ステップ1の合成スキームを下記式(A-1)に示す。なお、本ステップを2回実施した。
ステップ1で得られた2,4,5-トリクロロ-6-(5-クロロ-2-メトキシフェニル)ピリミジン16g(49mmol)、ジクロロメタン180mLを1L三口フラスコに入れ、この混合物を氷浴中で冷却した。ここに、三臭化ホウ素(ジクロロメタン溶液 1mol/L)100mLを滴下し、室温まで昇温しながら24時間撹拌した。所定時間経過後、反応混合物を水300mLに注ぎ入れ、室温で1時間撹拌した。得られた混合物に飽和炭酸水素ナトリウム水溶液270mLを加えて中和した。水層と有機層を分液し、水層をジクロロメタンで抽出した。有機層と抽出溶液の混合溶液をチオ硫酸ナトリウム水溶液、飽和食塩水の順で洗浄し、該混合溶液に無水硫酸マグネシウムを加えて乾燥させた。得られた混合物を自然濾過し、ろ液を濃縮して目的物である黄色固体を14g、収率91%で得た。ステップ2の合成スキームを下記式(A-2)に示す。
上記ステップ2で得られた4-クロロ-2-(2,5,6-トリクロロピリミジン-4-イル)フェノール12g(38mmol)、ジメチルアセトアミド(DMAc)370mLを1L三口フラスコに入れ、フラスコ内をアルゴン置換した。この混合物に2-チオフェンカルボン酸銅7.9g(41mmol)を加え、マイクロ波を400W、140℃の条件で20分間照射し、反応を行った。所定時間経過後、得られた反応混合物に0.5M塩酸600mLを加え、水層をジクロロメタンで抽出した。得られた抽出溶液を水、飽和炭酸水素ナトリウム水溶液、飽和食塩水の順で洗浄し、無水硫酸マグネシウムを加えて乾燥させた。得られた混合物を自然濾過し、ろ液を濃縮して油状物を得た。この油状物をフラッシュカラムクロマトグラフィーにより精製した。展開溶媒には、ジクロロメタン:ヘキサン=1:1の混合溶媒を用いた。得られたフラクションを濃縮して目的物の白色固体を1.5g、収率15%で得た。ステップ3の合成スキームを下記式(A-3)に示す。
上記ステップ3で得られた2,4,8-トリクロロ-[1]ベンゾフロ[3,2-d]ピリミジン1.5g(5.5mmol)、フェニルボロン酸0.68g(5.5mmol)、アセトニトリル20mL、水20mLを100mL丸底フラスコに入れ、フラスコ内をアルゴン置換した。この混合物にビス(トリフェニルホスフィン)パラジウム(II)ジクロリド0.18mg(0.25mmol)を加えて、マイクロ波を100W、65℃の条件で1時間照射した。所定時間経過後、さらにビス(トリフェニルホスフィン)パラジウム(II)ジクロリド34mg(0.05mmol)を加え、マイクロ波を100W、65℃の条件で30分間照射した。所定時間経過後、析出した固体を吸引ろ過し、水、エタノールの順で洗浄した。得られた固体をシリカゲルカラムクロマトグラフィーにより精製した。展開溶媒にはトルエン:ヘキサン=1:1の混合溶媒を用いた。得られたフラクションを濃縮して白色固体を得た。この固体をヘキサンで洗浄して、目的物の白色固体を1.2g、収率67%で得た。ステップ4の合成スキームを下記式(A-4)に示す。
ステップ4で得られた2,8-ジクロロ-4-フェニル-[1]ベンゾフロ[3,2-d]ピリミジン0.42g(1.3mmol)、3-(ジベンゾチオフェン-4-イル)フェニルボロン酸0.93g(3.0mmol)、リン酸三カリウム1.9g(9.0mmol)、ジグリム15mL、tert-ブタノール0.67g(9.0mmol)を三口フラスコに入れ、フラスコ内を窒素置換した。この混合物を60℃に昇温し、酢酸パラジウム(II)12mg(0.053mmol)、ジ(1-アダマンチル)-n-ブチルホスフィン38mg(0.11mmol)を加え、140℃で6時間加熱撹拌した。得られた反応混合物に水を加え、析出した固体を吸引ろ過し、水、エタノールの順で洗浄した。得られた固体をトルエンに溶解し、セライト・アルミナの順に積層したものを通して吸引ろ過した。得られたろ液を濃縮して得た固体を、シリカゲルカラムクロマトグラフィーにより精製した。展開溶媒にはトルエン:ヘキサン=1:1の混合溶媒を用いた。得られたフラクションを濃縮して固体を得た。この固体をトルエン/エタノールにて再結晶して、目的物の白色粉末を0.52g、収率52%で得た。ステップ5の合成スキームを下記式(A-5)に示す。
次に、4Ph-2,8mDBtP2Bfpmのトルエン溶液の紫外可視吸収スペクトル(以下、単に「吸収スペクトル」という)及び発光スペクトルを測定した。吸収スペクトルの測定には、紫外可視分光光度計((株)日本分光製 V550型)を用いた。また、発光スペクトルの測定には、蛍光光度計((株)浜松ホトニクス製 FS920)を用いた。得られたトルエン溶液の吸収スペクトルおよび発光スペクトルの測定結果を図13に示す。横軸は波長、縦軸は吸収強度及び発光強度を表す。
ガラス基板上に電極101として、ITSO膜をスパッタリング法にて厚さが70nmになるように形成した。なお、電極101の電極面積は、4mm2(2mm×2mm)とした。次に基板上に発光素子を形成するための前処理として、基板表面を水で洗浄し、200℃で1時間乾燥させた後、UVオゾン処理を370秒行った。その後、1×10-4Pa程度の真空度に保たれた真空蒸着装置に基板を入れ、170℃で30分間のベークを行った。その後、基板を30分程度放冷した。
比較発光素子2の作製工程は、先に示した発光素子1と発光層140及び電子輸送層118の作製工程のみ異なり、その他の作製工程は発光素子1と同様としたため、詳細な説明は省略する。素子構造の詳細は図1(A)及び表1を参照すれば良い。
次に、上記作製した発光素子1及び比較発光素子2の特性を測定した。輝度およびCIE色度の測定には色彩輝度計(トプコン社製、BM-5A)を用い、電界発光スペクトルの測定にはマルチチャンネル分光器(浜松ホトニクス社製、PMA-11)を用いた。
101 電極
102 電極
106 発光ユニット
108 発光ユニット
111 正孔注入層
112 正孔輸送層
113 電子輸送層
114 電子注入層
115 電荷発生層
116 正孔注入層
117 正孔輸送層
118 電子輸送層
119 電子注入層
120 発光層
140 発光層
141 ホスト材料
141_1 有機化合物
141_2 有機化合物
142 ゲスト材料
150 発光素子
170 発光層
250 発光素子
601 ソース側駆動回路
602 画素部
603 ゲート側駆動回路
604 封止基板
605 シール材
607 空間
608 引き回し配線
610 素子基板
611 スイッチング用TFT
612 電流制御用TFT
613 電極
614 絶縁物
616 EL層
617 電極
618 発光素子
623 nチャネル型TFT
624 pチャネル型TFT
900 携帯情報端末
901 筐体
902 筐体
903 表示部
905 ヒンジ部
910 携帯情報端末
911 筐体
912 表示部
913 操作ボタン
914 外部接続ポート
915 スピーカ
916 マイク
917 カメラ
920 カメラ
921 筐体
922 表示部
923 操作ボタン
924 シャッターボタン
926 レンズ
1001 基板
1002 下地絶縁膜
1003 ゲート絶縁膜
1006 ゲート電極
1007 ゲート電極
1008 ゲート電極
1020 層間絶縁膜
1021 層間絶縁膜
1022 電極
1024B 電極
1024G 電極
1024R 電極
1024W 電極
1025B 下部電極
1025G 下部電極
1025R 下部電極
1025W 下部電極
1026 隔壁
1028 EL層
1029 電極
1031 封止基板
1032 シール材
1033 基材
1034B 着色層
1034G 着色層
1034R 着色層
1035 黒色層
1036 オーバーコート層
1037 層間絶縁膜
1040 画素部
1041 駆動回路部
1042 周辺部
2100 ロボット
2101 照度センサ
2102 マイクロフォン
2103 上部カメラ
2104 スピーカ
2105 ディスプレイ
2106 下部カメラ
2107 障害物センサ
2108 移動機構
2110 演算装置
3500 多機能端末
3502 筐体
3504 表示部
3506 カメラ
3508 照明
3600 ライト
3602 筐体
3608 照明
3610 スピーカ
5000 筐体
5001 表示部
5002 第2の表示部
5003 スピーカ
5004 LEDランプ
5005 操作キー
5006 接続端子
5007 センサ
5008 マイクロフォン
5012 支持部
5013 イヤホン
5100 掃除ロボット
5101 ディスプレイ
5102 カメラ
5103 ブラシ
5104 操作ボタン
5120 ゴミ
5140 携帯電子機器
5150 携帯情報端末
5151 筐体
5152 表示領域
5153 屈曲部
8501 照明装置
8502 照明装置
8503 照明装置
8504 照明装置
9000 筐体
9001 表示部
9006 接続端子
9055 ヒンジ
9200 携帯情報端末
9201 携帯情報端末
9202 携帯情報端末
Claims (10)
- 下記一般式(G1)で表される有機化合物。
(一般式(G1)において、Xは酸素または硫黄を表し、Arは、置換もしくは無置換の炭素数6乃至25のアリーレン基を表し、R 1 は置換もしくは無置換の炭素数6乃至25のアリール基を表し、R 2 乃至R 4 は水素を表し、nは0乃至4の整数を表し、lは1乃至4の整数を表し、Ht1及びHt2はそれぞれ独立に、置換もしくは無置換の縮合複素芳香環を表し、前記縮合複素芳香環は、カルバゾール骨格、ジベンゾフラン骨格、及びジベンゾチオフェン骨格の中から選ばれるいずれか一または複数を含み、前記縮合複素芳香環の炭素数が12乃至30である。Ar、R 1 、Ht 1 及びHt 2 がさらに置換基を有する場合、該置換基は、それぞれ独立に、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、tert-ブチル基、n-ヘキシル基、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、フェニル基、ナフチル基、ビフェニル基、フルオレニル基、スピロフルオレニル基のいずれかである。) - 下記一般式(G2)で表される有機化合物。
(一般式(G2)において、Xは酸素または硫黄を表し、R 1 は置換もしくは無置換の炭素数6乃至25のアリール基を表し、R 2 乃至R 4 は水素を表し、nは0乃至4の整数を表し、lは1乃至4の整数を表し、Ht1及びHt2はそれぞれ独立に、置換もしくは無置換の縮合複素芳香環を表し、前記縮合複素芳香環は、カルバゾール骨格、ジベンゾフラン骨格、及びジベンゾチオフェン骨格の中から選ばれるいずれか一または複数を含み、前記縮合複素芳香環の炭素数が12乃至30である。R 1 、Ht 1 及びHt 2 がさらに置換基を有する場合、該置換基は、それぞれ独立に、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、tert-ブチル基、n-ヘキシル基、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、フェニル基、ナフチル基、ビフェニル基、フルオレニル基、スピロフルオレニル基のいずれかである。) - 下記一般式(G3)で表される有機化合物。
(一般式(G3)において、Xは酸素または硫黄を表し、R 1 は置換もしくは無置換の炭素数6乃至25のアリール基を表し、R 2 乃至R 4 は水素を表し、nは0乃至4の整数を表し、lは1乃至4の整数を表し、Ht1及びHt2はそれぞれ独立に、置換もしくは無置換の縮合複素芳香環を表し、前記縮合複素芳香環は、カルバゾール骨格、ジベンゾフラン骨格、及びジベンゾチオフェン骨格の中から選ばれるいずれか一または複数を含み、前記縮合複素芳香環の炭素数が12乃至30である。R 1 、Ht 1 及びHt 2 がさらに置換基を有する場合、該置換基は、それぞれ独立に、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、tert-ブチル基、n-ヘキシル基、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、フェニル基、ナフチル基、ビフェニル基、フルオレニル基、スピロフルオレニル基のいずれかである。) - 請求項1乃至請求項3のいずれか一項において、
前記Ht1及び前記Ht2がそれぞれ独立に、下記一般式(Ht-1)乃至(Ht-4)で表される基のいずれかである有機化合物。
(一般式(Ht-1)乃至(Ht-4)中、R5乃至R13はそれぞれ独立に水素、炭素数1乃至6のアルキル基、置換もしくは無置換の炭素数3乃至7のシクロアルキル基、置換もしくは無置換の炭素数6乃至25のアリール基、置換もしくは無置換の炭素数12乃至30の複素芳香族炭化水素基を表す。ただし、R5乃至R8及びR9乃至R12は互いに結合し、飽和環若しくは不飽和環を形成しても良い。R 5 乃至R 13 がさらに置換基を有する場合、該置換基は、それぞれ独立に、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、tert-ブチル基、n-ヘキシル基、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、フェニル基、ナフチル基、ビフェニル基、フルオレニル基、スピロフルオレニル基のいずれかである。) - 請求項1乃至請求項6のいずれか一項に記載の有機化合物を用いた発光素子。
- 請求項7に記載の発光素子と、
カラーフィルタおよびトランジスタの少なくとも一と、を有する発光装置。 - 請求項8に記載の発光装置と、
筐体およびタッチセンサの少なくとも一と、を有する電子機器。 - 請求項7に記載の発光素子と、
筐体およびタッチセンサの少なくとも一と、を有する照明装置。
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WO2018234932A1 (en) | 2018-12-27 |
KR102645515B1 (ko) | 2024-03-07 |
KR20200019709A (ko) | 2020-02-24 |
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