JP5099013B2 - 有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 - Google Patents
有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 Download PDFInfo
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- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920001601 polyetherimide Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004673 propylcarbonyl group Chemical group 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- VEPOUCHBIJXQFI-UHFFFAOYSA-N pyrazabole Chemical compound [B-]1N2C=CC=[N+]2[B-][N+]2=CC=CN12 VEPOUCHBIJXQFI-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000005400 pyridylcarbonyl group Chemical group N1=C(C=CC=C1)C(=O)* 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical class C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- DLJHXMRDIWMMGO-UHFFFAOYSA-N quinolin-8-ol;zinc Chemical compound [Zn].C1=CN=C2C(O)=CC=CC2=C1.C1=CN=C2C(O)=CC=CC2=C1 DLJHXMRDIWMMGO-UHFFFAOYSA-N 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 238000007347 radical substitution reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- IBBLKSWSCDAPIF-UHFFFAOYSA-N thiopyran Chemical compound S1C=CC=C=C1 IBBLKSWSCDAPIF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- DANYXEHCMQHDNX-UHFFFAOYSA-K trichloroiridium Chemical compound Cl[Ir](Cl)Cl DANYXEHCMQHDNX-UHFFFAOYSA-K 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000006617 triphenylamine group Chemical group 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
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Description
2.前記一般式(1a)が下記一般式(1)で表されることを特徴とする前記1に記載の有機エレクトロルミネッセンス素子材料。
3.前記一般式(1)が下記一般式(2)で表されることを特徴とする前記2に記載の有機エレクトロルミネッセンス素子材料。
4.前記一般式(1)又は一般式(2)において、Y1、Y2が−CR4=、−CR5=(R4、R5は水素原子または置換基を表す。)であることを特徴とする前記2又は3に記載の有機エレクトロルミネッセンス素子材料。
3 画素
5 走査線
6 データ線
7 電源ライン
10 有機EL素子
11 スイッチングトランジスタ
12 駆動トランジスタ
13 コンデンサ
A 表示部
B 制御部
102 ガラスカバー
105 陰極
106 有機EL層
107 透明電極付きガラス基板
108 窒素ガス
109 捕水剤
本発明に係る金属錯体は、例えば上記一般式(1a)で説明するとm1>m2である場合、m1を有する括弧内に示す部分構造、もしくはその互変異性体で表される部分構造を主配位子と称し、m2を有する括弧内に示す部分構造、もしくはその互変異性体で表される部分構造を副配位子と称す。本発明においては、一般式(1a)に代表されるように、該金属錯体は主配位子もしくはその互変異性体と副配位子もしくはその互変異性体の組み合わせで構成されるか、m2=0の場合、すなわち該金属錯体の配位子の全てが、主配位子またはその互変異性体で表される部分構造のみで構成されていてもよい。
15.2gの中間体1を2−エトキシエタノール200ml、水75ml中に溶解し、窒素雰囲気下、塩化イリジウム4.7g加え、加熱還流を3時間行った。反応液を放冷し、析出した固体をろ取し、メタノールで洗浄し、乾燥し錯体Aを12.1g得た。
錯体Aの8.4gを2−エトキシエタノール150mlに溶解し、アセチルアセトン7ml、炭酸ナトリウム7.0gを加え、窒素雰囲気下加熱還流を3時間行った。反応液を放冷し、300mlの水にあけ、析出した固体をろ取し、水で洗浄し錯体Bを得た。更なる精製は行わず、次工程に用いた。
上記のごとく合成した錯体Bをエチレングリコール200mlに溶解し、中間体1を4.2g加え、窒素雰囲気下で150℃で加熱しながら4時間撹拌した。反応液を放冷した後、水200mlを加え、析出した固体をろ取し、メタノールで洗浄した。さらに少量の塩化メチレンに溶解し、シリカゲルカラムクロマトグラフィーで精製し、目的とする例示化合物2−425を7.7g得た。
本発明の有機EL素子材料を用いて本発明の有機EL素子を作製する場合、有機EL素子の構成層(詳細は後述する)の中で、発光層または電子阻止層に本発明の有機EL素子材料を用いることが好ましい。また、発光層中では上記のように発光ドーパントとして好ましく用いられる。
発光層中の主成分であるホスト化合物である発光ホストに対する発光ドーパントとの混合比は、好ましくは質量で0.1〜30質量%未満の範囲に調整することである。
本発明に用いられるホスト化合物とは、発光層に含有される化合物のうちで室温(25℃)においてリン光発光のリン光量子収率が、0.01未満の化合物を表す。
本発明の有機EL素子の構成層について説明する。
(ii)陽極/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極
(iii)陽極/正孔輸送層/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極
(iv)陽極/正孔輸送層/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極
(v)陽極/正孔輸送層/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極バッファー層/陰極
(vi)陽極/陽極バッファー層/正孔輸送層/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極バッファー層/陰極
(vii)陽極/陽極バッファー層/正孔輸送層/電子阻止層/発光層/正孔阻止層/電子輸送層/陰極バッファー層/陰極
《阻止層(電子阻止層、正孔阻止層)》
本発明に係る阻止層(例えば、電子阻止層、正孔阻止層)について説明する。
正孔阻止層とは広い意味では電子輸送層の機能を有し、電子を輸送する機能を有しつつ正孔を輸送する能力が著しく小さい材料からなり、電子を輸送しつつ正孔を阻止することで電子と正孔の再結合確率を向上させることができる。
一方、電子阻止層とは広い意味では正孔輸送層の機能を有し、正孔を輸送する機能を有しつつ電子を輸送する能力が著しく小さい材料からなり、正孔を輸送しつつ電子を阻止することで電子と正孔の再結合確率を向上させることができる。また、後述する正孔輸送層の構成を必要に応じて電子阻止層として用いることができる。
正孔輸送層とは正孔を輸送する機能を有する材料を含み、広い意味で正孔注入層、電子阻止層も正孔輸送層に含まれる。正孔輸送層は単層もしくは複数層設けることができる。
、有機物、無機物のいずれであってもよい。例えば、トリアゾール誘導体、オキサジアゾール誘導体、イミダゾール誘導体、ポリアリールアルカン誘導体、ピラゾリン誘導体及びピラゾロン誘導体、フェニレンジアミン誘導体、アリールアミン誘導体、アミノ置換カルコン誘導体、オキサゾール誘導体、スチリルアントラセン誘導体、フルオレノン誘導体、ヒドラゾン誘導体、スチルベン誘導体、シラザン誘導体、アニリン系共重合体、また導電性高分子オリゴマー、特にチオフェンオリゴマー等が挙げられる。
電子輸送層とは電子を輸送する機能を有する材料からなり、広い意味で電子注入層、正孔阻止層も電子輸送層に含まれる。電子輸送層は単層もしくは複数層を設けることができる。
注入層は必要に応じて設け、電子注入層と正孔注入層があり、上記のごとく陽極と発光層または正孔輸送層の間、及び陰極と発光層または電子輸送層との間に存在させてもよい。
本発明の有機EL素子に係る陽極としては、仕事関数の大きい(4eV以上)金属、合金、電気伝導性化合物及びこれらの混合物を電極物質とするものが好ましく用いられる。このような電極物質の具体例としては、Au等の金属、CuI、インジウムチンオキシド(ITO)、SnO2、ZnO等の導電性透明材料が挙げられる。また、IDIXO(In2O3−ZnO)等非晶質で透明導電膜を作製可能な材料を用いてもよい。陽極はこれらの電極物質を蒸着やスパッタリング等の方法により薄膜を形成させ、フォトリソグラフィー法で所望の形状のパターンを形成してもよく、あるいはパターン精度をあまり必要としない場合は(100μm以上程度)、上記電極物質の蒸着やスパッタリング時に所望の形状のマスクを介してパターンを形成してもよい。この陽極より発光を取り出す場合には、透過率を10%より大きくすることが望ましく、また陽極としてのシート抵抗は数百Ω/□以下が好ましい。更に膜厚は材料にもよるが通常10〜1000nm、好ましくは10〜200nmの範囲で選ばれる。
一方、本発明に係る陰極としては、仕事関数の小さい(4eV以下)金属(電子注入性金属と称する)、合金、電気伝導性化合物及びこれらの混合物を電極物質とするものが用いられる。このような電極物質の具体例としては、ナトリウム、ナトリウム−カリウム合金、マグネシウム、リチウム、マグネシウム/銅混合物、マグネシウム/銀混合物、マグネシウム/アルミニウム混合物、マグネシウム/インジウム混合物、アルミニウム/酸化アルミニウム(Al2O3)混合物、インジウム、リチウム/アルミニウム混合物、希土類金属等が挙げられる。これらの中で、電子注入性及び酸化等に対する耐久性の点から、電子注入性金属とこれより仕事関数の値が大きく安定な金属である第二金属との混合物、例えば、マグネシウム/銀混合物、マグネシウム/アルミニウム混合物、マグネシウム/インジウム混合物、アルミニウム/酸化アルミニウム(Al2O3)混合物、リチウム/アルミニウム混合物、アルミニウム等が好適である。陰極はこれらの電極物質を蒸着やスパッタリング等の方法により、薄膜を形成させることにより作製することができる。また、陰極としてのシート抵抗は数百Ω/□以下が好ましく、膜厚は通常10〜1000nm、好ましくは50〜200nmの範囲で選ばれる。なお、発光を透過させるため、有機EL素子の陽極または陰極のいずれか一方が、透明または半透明であれば発光輝度が向上し好都合である。
本発明の有機EL素子に係る基体としては、ガラス、プラスチック等の種類には特に限定はなく、また透明のものであれば特に制限はないが、好ましく用いられる基板としては、例えば、ガラス、石英、光透過性樹脂フィルムを挙げることができる。特に好ましい基体は、有機EL素子にフレキシブル性を与えることが可能な樹脂フィルムである。
本発明の有機EL素子の作製方法の一例として、陽極/正孔注入層/正孔輸送層/発光層/正孔阻止層/電子輸送層/陰極バッファー層/陰極からなる有機EL素子の作製法について説明する。
本発明の表示装置について説明する。本発明の表示装置は上記有機EL素子を有する。
本発明の照明装置について説明する。本発明の照明装置は上記有機EL素子を有する。
《有機EL素子1−1の作製》
陽極としてガラス上にITOを150nm成膜した基板(NHテクノグラス社製:NA−45)にパターニングを行った後、このITO透明電極を設けた透明支持基板をiso−プロピルアルコールで超音波洗浄し、乾燥窒素ガスで乾燥し、UVオゾン洗浄を5分間行った。この透明支持基板を市販の真空蒸着装置の基板ホルダーに固定し、一方5つのタンタル製抵抗加熱ボートにα−NPD、H4、Ir−12、BCP、Alq3をそれぞれ入れ、真空蒸着装置(第1真空槽)に取り付けた。
有機EL素子1−1の作製において、表1に記載のように発光ホスト、発光ドーパント及び正孔阻止材料を変更した以外は同様にして、有機EL素子1−2〜1−☆を作製した。
《有機EL素子2−1の作製》
25mm×25mm×0.5mmのガラス支持基板上に直流電源を用い、スパッタ法にてインジウム錫酸化物(ITO、インジウム/錫=95/5モル比)の陽極を形成した(厚み200nm)。この陽極の表面抵抗は10Ω/□であった。これにポリビニルカルバゾ−ル(正孔輸送性バインダーポリマー)/Ir−13(青発光性オルトメタル化錯体)/2−(4−ビフェニリル)−5−(4−t−ブチルフェニル)−1,3,4−オキサジアゾ−ル(電子輸送材)=200/2/50質量比を溶解したジクロロエタン溶液をスピンコ−タ−で塗布し、100nmの発光層を得た。この有機化合物層の上にパタ−ニングしたマスク(発光面積が5mm×5mmとなるマスク)を設置し、蒸着装置内で陰極バッファー層としてフッ化リチウム0.5nm及び陰極としてアルミニウム150nmを蒸着して陰極を設けて、青色発光の有機EL素子2−1を作製した。
有機EL素子2−1の作製において、表2に記載のように発光ドーパントを変更した以外は同様にして、有機EL素子2−2〜2−14を作製した。
得られた有機EL素子2−1〜2−14を評価するに際しては、作製後の各有機EL素子の非発光面をガラスケースで覆い、厚み300μmのガラス基板を封止用基板として用いて、周囲にシール材として、エポキシ系光硬化型接着剤(東亞合成社製ラックストラックLC0629B)を適用し、これを上記陰極上に重ねて前記透明支持基板と密着させ、ガラス基板側からUV光を照射して、硬化させて、封止して、図5、図6に示すような照明装置を形成して評価した。
東洋テクニカ製ソ−スメジャ−ユニット2400型を用いて、直流電圧を有機EL素子に印加して発光させ、10Vの直流電圧を印加した時の発光輝度(cd/m2)と2.5mA/cm2の電流を通じた時の発光効率(lm/W)を測定した。得られた結果を表2に示す。有機EL素子2−1を100とする相対値で表した。
実施例3
《フルカラー表示装置の作製》
(青色発光素子の作製)
実施例1の有機EL素子1−12を青色発光素子として用いた。
実施例1の有機EL素子1−1において、Ir−12をIr−1に変更した以外は同様にして、緑色発光素子を作製し、これを緑色発光素子として用いた。
実施例1の有機EL素子1−1において、Ir−12をIr−9に変更した以外は同様にして、赤色発光素子を作製し、これを赤色発光素子として用いた。
《白色発光素子及び白色照明装置の作製−1》
実施例1の透明電極基板の電極を20mm×20mmにパターニングし、その上に実施例1と同様に正孔注入/輸送層としてα−NPDを25nmの厚さで成膜し、更にH4の入った前記加熱ボートと例示化合物2−425の入ったボート及びIr−9の入ったボートをそれぞれ独立に通電して、発光ホストであるH1と発光ドーパントである例示化合物2−425及びIr−9の蒸着速度が100:5:0.6になるように調節し、膜厚30nmの厚さになるように蒸着し、発光層を設けた。
《白色発光素子及び白色照明装置の作製−2》
陽極として100mm×100mm×1.1mmのガラス基板上にITO(インジウムチンオキシド)を100nm製膜した基板(NHテクノグラス社製NA−45)にパターニングを行った後、このITO透明電極を設けた透明支持基板をイソプロピルアルコールで超音波洗浄し、乾燥窒素ガスで乾燥し、UVオゾン洗浄を5分間行った。
Claims (11)
- 下記一般式(1a)で表される金属錯体であることを特徴とする有機エレクトロルミネッセンス素子材料。
さらに、一般式(1a)中、Aで表される環状基が下記一般式(1b)で表される基であるか、又は、一般式(1a)で表される金属錯体上に下記一般式(1b)で表される基を置換基として有する。
Z1、Z2、Z3、Z4は独立に窒素原子または−CR4=(R4は水素原子または置換基を表す。)を表し、Z1、Z2、Z3、Z4のうちひとつは窒素原子である。X1−L1−X2は2座の配位子を表し、X1、X2は各々独立に炭素原子、窒素原子または酸素原子を表す。L1はX1、X2と共に2座の配位子を形成する原子群を表す。m1は1、2または3の整数を表し、m2は0、1または2の整数を表すが、m1+m2は2または3である。金属原子であるM1は元素周期表における8族〜10族の金属を表す。〕 - 前記一般式(1a)が下記一般式(1)で表されることを特徴とする請求の範囲第1項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)が下記一般式(2)で表されることを特徴とする請求の範囲第2項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)又は一般式(2)において、Y1、Y2が−CR4=、−CR5=(R4、R5は水素原子または置換基を表す。)であることを特徴とする請求の範囲第2項又は第3項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)又は一般式(2)において、R1がメチル基、アリール基であることを特徴とする請求の範囲第2項〜第4項の何れか1項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)又は一般式(2)において、R1が2,6位に置換基を有するアリール基であることを特徴とする請求の範囲第2項〜第5項の何れか1項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)又は一般式(2)において、M1がIrまたはPtであることを特徴とする請求の範囲第2項〜第6項の何れか1項に記載の有機エレクトロルミネッセンス素子材料。
- 前記一般式(1)又は一般式(2)において、m2が0であることを特徴とする請求の範囲第2項〜第7項の何れか1項に記載の有機エレクトロルミネッセンス素子材料。
- 請求の範囲第1項〜第8項の何れか1項に記載の有機エレクトロルミネッセンス素子材料を発光層に含有することを特徴とする有機エレクトロルミネッセンス素子。
- 請求の範囲第9項に記載の有機エレクトロルミネッセンス素子を有することを特徴とする表示装置。
- 請求の範囲第9項に記載の有機エレクトロルミネッセンス素子を有することを特徴とする照明装置。
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20180069860A (ko) | 2015-12-15 | 2018-06-25 | 코니카 미놀타 가부시키가이샤 | 유기 일렉트로루미네센스 소자, 유기 일렉트로루미네센스 소자의 제조 방법, 표시 장치, 조명 장치 및 유기 일렉트로루미네센스 소자 재료 |
Families Citing this family (167)
Publication number | Priority date | Publication date | Assignee | Title |
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US11834459B2 (en) | 2018-12-12 | 2023-12-05 | Universal Display Corporation | Host materials for electroluminescent devices |
US11895853B2 (en) | 2019-01-17 | 2024-02-06 | The Regents Of The University Of Michigan | Organic photovoltaic device having a lateral charge transport channel |
US11349099B2 (en) | 2019-01-25 | 2022-05-31 | The Regents Of The University Of Michigan | Method of fabricating a light emitting device having a polymer film with a specified surface rouggness |
US11342526B2 (en) | 2019-01-29 | 2022-05-24 | The Regents Of The University Of Michigan | Hybrid organic light emitting device |
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US11773320B2 (en) | 2019-02-21 | 2023-10-03 | Universal Display Corporation | Organic electroluminescent materials and devices |
US11758807B2 (en) | 2019-02-22 | 2023-09-12 | Universal Display Corporation | Organic electroluminescent materials and devices |
US11512093B2 (en) | 2019-03-04 | 2022-11-29 | Universal Display Corporation | Compound used for organic light emitting device (OLED), consumer product and formulation |
US11552247B2 (en) | 2019-03-20 | 2023-01-10 | The Regents Of The University Of Michigan | Organic vapor jet nozzle with shutter |
US11613550B2 (en) | 2019-04-30 | 2023-03-28 | Universal Display Corporation | Organic electroluminescent materials and devices comprising benzimidazole-containing metal complexes |
US11920070B2 (en) | 2019-07-12 | 2024-03-05 | The University Of Southern California | Luminescent janus-type, two-coordinated metal complexes |
US11825687B2 (en) | 2019-07-17 | 2023-11-21 | The Regents Of The University Of Michigan | Organic light emitting device |
US11832504B2 (en) | 2019-11-25 | 2023-11-28 | The Regents Of The University Of Michigan | System and method for organic electronic device patterning |
WO2021137888A1 (en) | 2020-01-03 | 2021-07-08 | Trustees Of Boston University | Microelectromechanical shutters for organic vapor jet printing |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006096697A (ja) * | 2004-09-29 | 2006-04-13 | Konica Minolta Holdings Inc | 微粒子分散液、有機el素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
JP2006120905A (ja) * | 2004-10-22 | 2006-05-11 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
WO2007108327A1 (ja) * | 2006-03-17 | 2007-09-27 | Konica Minolta Holdings, Inc. | 有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
WO2007108362A1 (ja) * | 2006-03-17 | 2007-09-27 | Konica Minolta Holdings, Inc. | 有機エレクトロルミネッセンス素子、表示装置および照明装置 |
WO2008035595A1 (fr) * | 2006-09-19 | 2008-03-27 | Konica Minolta Holdings, Inc. | Dispositifs électroluminescents organiques |
WO2008035571A1 (fr) * | 2006-09-20 | 2008-03-27 | Konica Minolta Holdings, Inc. | Élément électroluminescent organique |
JP2008084913A (ja) * | 2006-09-26 | 2008-04-10 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、表示装置および照明装置 |
-
2007
- 2007-10-11 JP JP2008538748A patent/JP5099013B2/ja active Active
- 2007-10-11 WO PCT/JP2007/069822 patent/WO2008044723A1/ja active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006096697A (ja) * | 2004-09-29 | 2006-04-13 | Konica Minolta Holdings Inc | 微粒子分散液、有機el素子材料、有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
JP2006120905A (ja) * | 2004-10-22 | 2006-05-11 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
WO2007108327A1 (ja) * | 2006-03-17 | 2007-09-27 | Konica Minolta Holdings, Inc. | 有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
WO2007108362A1 (ja) * | 2006-03-17 | 2007-09-27 | Konica Minolta Holdings, Inc. | 有機エレクトロルミネッセンス素子、表示装置および照明装置 |
WO2008035595A1 (fr) * | 2006-09-19 | 2008-03-27 | Konica Minolta Holdings, Inc. | Dispositifs électroluminescents organiques |
WO2008035571A1 (fr) * | 2006-09-20 | 2008-03-27 | Konica Minolta Holdings, Inc. | Élément électroluminescent organique |
JP2008084913A (ja) * | 2006-09-26 | 2008-04-10 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、表示装置および照明装置 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20180069860A (ko) | 2015-12-15 | 2018-06-25 | 코니카 미놀타 가부시키가이샤 | 유기 일렉트로루미네센스 소자, 유기 일렉트로루미네센스 소자의 제조 방법, 표시 장치, 조명 장치 및 유기 일렉트로루미네센스 소자 재료 |
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---|---|
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