JP7032069B2 - 有機化合物 - Google Patents
有機化合物 Download PDFInfo
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- JP7032069B2 JP7032069B2 JP2017141007A JP2017141007A JP7032069B2 JP 7032069 B2 JP7032069 B2 JP 7032069B2 JP 2017141007 A JP2017141007 A JP 2017141007A JP 2017141007 A JP2017141007 A JP 2017141007A JP 7032069 B2 JP7032069 B2 JP 7032069B2
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- light emitting
- layer
- emitting element
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- electrode
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
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- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
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- SPDPTFAJSFKAMT-UHFFFAOYSA-N 1-n-[4-[4-(n-[4-(3-methyl-n-(3-methylphenyl)anilino)phenyl]anilino)phenyl]phenyl]-4-n,4-n-bis(3-methylphenyl)-1-n-phenylbenzene-1,4-diamine Chemical compound CC1=CC=CC(N(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=CC(=CC=2)N(C=2C=C(C)C=CC=2)C=2C=C(C)C=CC=2)C=2C=C(C)C=CC=2)=C1 SPDPTFAJSFKAMT-UHFFFAOYSA-N 0.000 description 4
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 4
- FQJQNLKWTRGIEB-UHFFFAOYSA-N 2-(4-tert-butylphenyl)-5-[3-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]phenyl]-1,3,4-oxadiazole Chemical compound C1=CC(C(C)(C)C)=CC=C1C1=NN=C(C=2C=C(C=CC=2)C=2OC(=NN=2)C=2C=CC(=CC=2)C(C)(C)C)O1 FQJQNLKWTRGIEB-UHFFFAOYSA-N 0.000 description 4
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
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- UOWJMUGYAQRRSK-UHFFFAOYSA-N 9-[4-[5-(4-carbazol-9-ylphenyl)-9,10-diphenylanthracen-1-yl]phenyl]carbazole Chemical compound C1=CC=CC=2C3=CC=CC=C3N(C1=2)C1=CC=C(C=C1)C1=CC=CC2=C(C3=C(C=CC=C3C(=C12)C1=CC=CC=C1)C1=CC=C(C=C1)N1C2=CC=CC=C2C=2C=CC=CC1=2)C1=CC=CC=C1 UOWJMUGYAQRRSK-UHFFFAOYSA-N 0.000 description 3
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- UFVXQDWNSAGPHN-UHFFFAOYSA-K bis[(2-methylquinolin-8-yl)oxy]-(4-phenylphenoxy)alumane Chemical compound [Al+3].C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC([O-])=CC=C1C1=CC=CC=C1 UFVXQDWNSAGPHN-UHFFFAOYSA-K 0.000 description 3
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- DKHNGUNXLDCATP-UHFFFAOYSA-N dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile Chemical group C12=NC(C#N)=C(C#N)N=C2C2=NC(C#N)=C(C#N)N=C2C2=C1N=C(C#N)C(C#N)=N2 DKHNGUNXLDCATP-UHFFFAOYSA-N 0.000 description 3
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- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
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- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000005381 potential energy Methods 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229960000286 proflavine Drugs 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 150000002909 rare earth metal compounds Chemical class 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- SIGUVTURIMRFDD-UHFFFAOYSA-M sodium dioxidophosphanium Chemical compound [Na+].[O-][PH2]=O SIGUVTURIMRFDD-UHFFFAOYSA-M 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- KOUDKOMXLMXFKX-UHFFFAOYSA-N sodium oxido(oxo)phosphanium hydrate Chemical compound O.[Na+].[O-][PH+]=O KOUDKOMXLMXFKX-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 239000004575 stone Substances 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
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 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
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- 125000005579 tetracene group Chemical group 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical compound C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- QGJSAGBHFTXOTM-UHFFFAOYSA-K trifluoroerbium Chemical compound F[Er](F)F QGJSAGBHFTXOTM-UHFFFAOYSA-K 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- SXXNJJQVBPWGTP-UHFFFAOYSA-K tris[(4-methylquinolin-8-yl)oxy]alumane Chemical compound [Al+3].C1=CC=C2C(C)=CC=NC2=C1[O-].C1=CC=C2C(C)=CC=NC2=C1[O-].C1=CC=C2C(C)=CC=NC2=C1[O-] SXXNJJQVBPWGTP-UHFFFAOYSA-K 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 238000005019 vapor deposition process Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- OYQCBJZGELKKPM-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O-2].[Zn+2].[O-2].[In+3] OYQCBJZGELKKPM-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Images
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- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
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- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
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- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
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- 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
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- H10K50/00—Organic light-emitting devices
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- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
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- 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
- H10K50/12—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers comprising dopants
- H10K50/121—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers comprising dopants for assisting energy transfer, e.g. sensitization
Description
本実施の形態では、発光素子のEL層において、TTAが発生するメカニズムについて説明する。
本実施の形態では、本発明の一態様である有機化合物について説明する。なお、本実施の形態で説明する有機化合物は、実施の形態1で一例として挙げた1,5CzP2A、1,8CzP2A、1,5CzP2PAと同様にフェルスター機構によるエネルギー移動に起因するTTAの発生確率を高めることができる有機化合物である。
本実施の形態では、発光素子について図4を用いて説明する。
本実施の形態では、EL層を複数有する構造の発光素子(以下、タンデム型発光素子という)について説明する。
本実施の形態では、発光装置について説明する。
本実施の形態では、本発明の一態様である発光装置を適用して完成させた様々な電子機器や自動車の一例について、説明する。
本実施の形態では、本発明の一態様である発光素子を適用して作製される照明装置の構成について図11を用いて説明する。
本実施の形態では、本発明の一態様である発光装置を適用した応用品である照明装置の一例について、図12を用いて説明する。
本実施の形態においては、本発明の一態様である発光素子または本発明の一態様である発光装置を有するタッチパネルについて、図13~図17を用いて説明を行う。
本実施の形態においては、本発明の一態様である有機化合物を用いた発光素子を有する表示装置の一例として、液晶素子と発光素子とを有し、透過モードと反射モードの両方の表示を行うことのできる表示装置について、図18~図20を用いて説明する。なお、このような表示装置は、ER-Hybrid display(Emissive OLED and Reflective LC Hybrid Display)とも呼ぶことができる。また、本実施の形態では、液晶素子として反射型の液晶素子を用いる場合について示すが、透過型の液晶素子を組み合わせた構成としても良い。
本実施の形態では、発光素子について説明する。なお、本実施の形態で説明する発光素子は、実施の形態2で説明した発光素子と異なる構成を有する。従って、発光素子の素子構造およびその作製方法について図21(A)(B)を用いて説明する。但し、実施の形態2で説明した発光素子と共通する部分については、実施の形態2の説明を参照することとして、説明を省略する。
まず、ガラス製の基板900上に酸化珪素を含むインジウム錫酸化物(ITO)をスパッタリング法により成膜し、陽極として機能する第1の電極901を形成した。なお、その膜厚は70nmとし、電極面積は2mm×2mmとした。
上記の発光素子1乃至発光素子5について、遅延蛍光測定を行った。測定にはピコ秒蛍光寿命測定システム(浜松ホトニクス社製)を用いた。本測定では、発光素子の発光層から得られる蛍光発光の寿命を測定するため、発光素子に矩形パルス電圧を印加して発光させ、その電圧の立下りから減衰していく発光をストリークカメラにより時間分解測定した。パルス電圧は10Hzの周期で印加し、繰り返し測定したデータを積算することにより、S/N比の高いデータを得た。また、測定は室温(23℃に保たれた雰囲気)で、印加パルス電圧が3V前後、印加パルス時間幅が100μsec、負バイアス電圧が-5V、測定時間範囲が50μsecの条件で行った。
作製した発光素子のうち、発光層にドーパント(発光物質)を含まない発光素子1、発光素子3および発光素子5、発光層にドーパント(発光物質)を含む発光素子2および発光素子4の動作特性についてそれぞれ測定した。なお、測定は室温(25℃に保たれた雰囲気)で行った。
本実施例では、有機化合物、1,5-ビス[4-(9H-カルバゾール-9-イル)フェニル]-9,10-ジフェニルアントラセン(略称:1,5CzP2PA)(構造式120)の合成方法について説明する。なお、1,5CzP2PAの構造を以下に示す。
200mL三口フラスコに1.6g(4.3mmol)の1,5-ジブロモ-9,10-アントラキノンと、2.7g(9.6mmol)の4-(9H-カルバゾール-9-イル)フェニルボロン酸、2.6g(19mmol)の炭酸カリウムを入れた。この混合物に、30mLのトルエンと10mLのエタノール、10mLの水を加えた。この混合物を減圧しながら攪拌することで脱気した。この混合物に100mg(87μmol)のテトラキス(トリフェニルホスフィン)パラジウム(0)を加え、窒素気流下、90℃で4時間攪拌した。撹拌後、混合物を濾過し、得られたろ物を水、エタノール、酢酸エチルで洗浄し、回収した。得られた黄色固体は、3.0g(crude)であった。なお、上記の合成方法を示す合成スキームを下記式(c-1)に示す。
200mLの三口フラスコに3.0g(4.3mmol)の1,5-ビス[4-(9H-カルバゾール-9-イル)フェニル]-9,10-アントラキノンを入れ、フラスコ内を窒素置換してから、フラスコへ45mLのテトラヒドロフランを加えた。この混合物を氷冷し、4.6mL(9.55mmol)のフェニルリチウムを滴下して加えた。滴下終了後、この溶液を室温で撹拌した。撹拌後、0℃にして、1M希塩酸を加え、30分撹拌した。撹拌後、この混合物に水と酢酸エチルを加え、有機層と水層を分離し、水層を酢酸エチルで2回抽出した。この抽出溶液と有機層を合わせて飽和食塩水で洗浄した。得られた有機層を硫酸マグネシウムにより乾燥した。この混合物を自然濾過により濾別し、濾液を濃縮し淡黄色固体3.8g(crude)を得た。なお、上記の合成方法を示す合成スキームを下記式(c-2)に示す。
200mLの三口フラスコに1,5-ビス[4-(9H-カルバゾール-9-イル)フェニル]-9,10-ジフェニルアントラセン-9,10-ジオール3.8g(crude)と、1.5g(9.1mmol)のヨウ化カリウムと、2.4g(23mmol)のホスフィン酸ナトリウム一水和物と、45mLの氷酢酸を入れた。この混合物を120℃で12時間攪拌した。攪拌後、この混合物濾過し、固体を酢酸、エタノール、水で洗浄し、回収した。得られたろ物をシリカゲルカラムクロマトグラフィー(展開溶媒:トルエン)で精製した。得られた固体をトルエンで2回再結晶し、淡黄色固体を1.1g、収率31%で得た。なお、上記の合成方法を示す合成スキームを下記式(c-3)に示す。
本合成例では、有機化合物、1,5-ビス[4-(9H-カルバゾール-9-イル)フェニル]アントラセン(略称:1,5CzP2A)(構造式100)の合成方法について説明する。なお、1,5CzP2Aの構造を以下に示す。
1.2g(3.6mmol)の1,5-ジブロモアントラセンと、2.3g(7.9mmol)の4-(9H-カルバゾール-9-イル)フェニルボロン酸と、2.2g(16mmol)の炭酸カリウムと、30mLのトルエンと、10mLのエタノールと、8mLの水と83mg(71μmol)のテトラキス(トリフェニルホスフィン)パラジウム(0)の混合物を、窒素気流下、90℃で14時間攪拌した。
本合成例では、有機化合物、1,8-ビス[4-(9H-カルバゾール-9-イル)フェニル]アントラセン(略称:1,8CzP2A)(構造式110)の合成方法について説明する。なお、1,8CzP2Aの構造を以下に示す。
200mL三口フラスコに1.2g(3.7mmol)の1,8-ジブロモアントラセンと、2.3g(8.1mmol)の4-(9H-カルバゾール-9-イル)フェニルボロン酸と、2.2g(16mmol)の炭酸カリウムと、30mLのトルエンと、10mLのエタノールと、8mLの水と、85mg(74μmol)のテトラキス(トリフェニルホスフィン)パラジウム(0)の混合物を、窒素気流下、90℃で14時間攪拌した。
実施例1で説明した発光素子5と同様に発光素子6を作成した。なお、発光素子6の場合は、1,5CzP2PAおよびドーパント(発光物質)である9,10mMemFLPA2Aを、1,5CzP2PA:9,10mMemFLPA2A=1:0.05(質量比)となるように共蒸着し、25nmの膜厚で発光層913を形成した。
上記の発光素子6について、遅延蛍光測定を行った。測定は実施例1と同様に行った。測定結果を図43に示す。
発光素子6の、1000cd/m2付近における主な初期特性値を以下の表5に示す。
102 EL層
103 第2の電極
111 正孔注入層
112 正孔輸送層
113 発光層
114 電子輸送層
115 電子注入層
201 第1の電極
202(1) 第1のEL層
202(2) 第2のEL層
202(n-1) 第(n-1)のEL層
202(n) 第(n)のEL層
204 第2の電極
205(1)~205(n-1) 電荷発生層
301 素子基板
302 画素部
303 駆動回路部(ソース線駆動回路)
304a、304b 駆動回路部(ゲート線駆動回路)
305 シール材
306 封止基板
307 配線
308 FPC(フレキシブルプリントサーキット)
309 FET
310 FET
312 電流制御用FET
313a、313b 第1の電極(陽極)
314 絶縁物
315 EL層
316 第2の電極(陰極)
317a、317b 発光素子
318 空間
320a、320b 導電膜
321、322 領域
323 引き回し配線
324 有色層(カラーフィルタ)
325 黒色層(ブラックマトリクス)
326、327、328 FET
401 基板
402 第1の電極
404 第2の電極
403a、403b、403c EL層
405 発光素子
406 絶縁膜
407 隔壁
501 アントラセン骨格
502 カルバゾール骨格
600 表示装置
603 表示部
604 画素
605 導電膜
606 位置
607 開口部
610 液晶素子
611 発光素子
615 トランジスタ
616 トランジスタ
617 トランジスタ
618 端子部
619 端子部
621 基板
622 基板
623 発光素子
624 液晶素子
625 絶縁層
628 着色層
629 接着層
630 導電層
631 EL層
632 導電層
633 開口部
634 着色層
635 遮光層
636 構造体
637 導電層
638 液晶
639 導電層
640 配向膜
641 配向膜
642 接着層
643 導電層
644 FPC
645 接続層
646 絶縁層
647 接続部
648 接続体
900 基板
901 第1の電極
902 EL層
903 第2の電極
911 正孔注入層
912 正孔輸送層
913 発光層
914 電子輸送層
915 電子注入層
2000 タッチパネル
2000’ タッチパネル
2501 表示パネル
2502R 画素
2502t トランジスタ
2503c 容量素子
2503g 走査線駆動回路
2503t トランジスタ
2509 FPC
2510 基板
2511 配線
2519 端子
2521 絶縁層
2528 絶縁体
2550R 発光素子
2560 封止層
2567BM 遮光層
2567p 反射防止層
2567R 着色層
2570 基板
2590 基板
2591 電極
2592 電極
2593 絶縁層
2594 配線
2595 タッチセンサ
2597 接着層
2598 配線
2599 端子
2601 パルス電圧出力回路
2602 電流検出回路
2603 容量
2611 トランジスタ
2612 トランジスタ
2613 トランジスタ
2621 電極
2622 電極
3200 基板
3201 陰極
3202 EL層
3203 陽極
3213 発光層
3214 電子注入層
3215 正孔輸送層
3216 正孔注入層
3217 絶縁物
3300 ヘッド部
3301a 噴射部
3301c 噴射部
3302a 圧電素子
3302c 圧電素子
3303a インク
3303c インク
4000 照明装置
4001 基板
4002 発光素子
4003 基板
4004 電極
4005 EL層
4006 電極
4007 電極
4008 電極
4009 補助配線
4010 絶縁層
4011 封止基板
4012 シール材
4013 乾燥剤
4015 拡散板
4100 照明装置
4200 照明装置
4201 基板
4202 発光素子
4204 電極
4205 EL層
4206 電極
4207 電極
4208 電極
4209 補助配線
4210 絶縁層
4211 封止基板
4212 シール材
4213 バリア膜
4214 平坦化膜
4215 拡散板
4300 照明装置
5101 ライト
5102 ホイール
5103 ドア
5104 表示部
5105 ハンドル
5106 シフトレバー
5107 座席シート
5108 インナーリアビューミラー
7100 テレビジョン装置
7101 筐体
7103 表示部
7105 スタンド
7107 表示部
7109 操作キー
7110 リモコン操作機
7201 本体
7202 筐体
7203 表示部
7204 キーボード
7205 外部接続ポート
7206 ポインティングデバイス
7302 筐体
7304 表示部
7305 時刻を表すアイコン
7306 その他のアイコン
7311 操作ボタン
7312 操作ボタン
7313 接続端子
7321 バンド
7322 留め金
7400 携帯電話機
7401 筐体
7402 表示部
7403 操作用ボタン
7404 外部接続部
7405 スピーカ
7406 マイク
7407 カメラ
7500(1)、7500(2) 筐体
7501(1)、7501(2) 第1面
7502(1)、7502(2) 第2面
8001 照明装置
8002 照明装置
8003 照明装置
9310 携帯情報端末
9311 表示部
9312 表示領域
9313 ヒンジ
9315 筐体
Claims (5)
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JP6860989B2 (ja) * | 2015-07-24 | 2021-04-21 | 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 |
KR102567674B1 (ko) | 2017-02-09 | 2023-08-16 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
US11889758B2 (en) * | 2018-04-06 | 2024-01-30 | North Carolina State University | Organic light emitting diode having an emitter layer with a host and an emitter and having a triplet injection layer comprising the emitter, and methods of use thereof |
CN109411633B (zh) * | 2018-08-31 | 2020-12-15 | 昆山国显光电有限公司 | 一种有机电致发光器件及其制备方法和显示装置 |
US20200212336A1 (en) * | 2018-12-27 | 2020-07-02 | Lg Display Co., Ltd. | Display device |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005072017A1 (ja) | 2004-01-21 | 2005-08-04 | Idemitsu Kosan Co., Ltd. | 有機エレクトロルミネッセンス素子用ホスト材料および有機エレクトロルミネッセンス素子 |
WO2005112519A1 (ja) | 2004-05-14 | 2005-11-24 | Idemitsu Kosan Co., Ltd. | 有機エレクトロルミネッセンス素子 |
JP2006303470A (ja) | 2005-03-23 | 2006-11-02 | Semiconductor Energy Lab Co Ltd | 複合材料、発光素子及び発光装置 |
US20110108826A1 (en) | 2008-07-11 | 2011-05-12 | Hye-Young Jang | Anthracene derivative and an organic electronic device using the same |
JP6860989B2 (ja) | 2015-07-24 | 2021-04-21 | 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 |
Family Cites Families (44)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100688694B1 (ko) * | 1998-12-28 | 2007-02-28 | 이데미쓰 고산 가부시키가이샤 | 유기 전기발광 소자 |
DE60111473T3 (de) | 2000-10-30 | 2012-09-06 | Kabushiki Kaisha Toyota Chuo Kenkyusho | Organische lichtemittierende Bauelemente |
TW519770B (en) | 2001-01-18 | 2003-02-01 | Semiconductor Energy Lab | Light emitting device and manufacturing method thereof |
ITTO20010692A1 (it) | 2001-07-13 | 2003-01-13 | Consiglio Nazionale Ricerche | Dispositivo elettroluminescente organico basato sull'emissione di ecciplessi od elettroplessi e sua realizzazione. |
US6863997B2 (en) | 2001-12-28 | 2005-03-08 | The Trustees Of Princeton University | White light emitting OLEDs from combined monomer and aggregate emission |
ITBO20020165A1 (it) | 2002-03-29 | 2003-09-29 | Consiglio Nazionale Ricerche | Dispositivo elettroluminescente organico con droganti cromofori |
TWI314947B (en) | 2002-04-24 | 2009-09-21 | Eastman Kodak Compan | Organic light emitting diode devices with improved operational stability |
US7175922B2 (en) | 2003-10-22 | 2007-02-13 | Eastman Kodak Company | Aggregate organic light emitting diode devices with improved operational stability |
US7597967B2 (en) | 2004-12-17 | 2009-10-06 | Eastman Kodak Company | Phosphorescent OLEDs with exciton blocking layer |
US20060134464A1 (en) | 2004-12-22 | 2006-06-22 | Fuji Photo Film Co. Ltd | Organic electroluminescent element |
CN101906065B (zh) | 2004-12-28 | 2012-10-17 | 株式会社半导体能源研究所 | 蒽衍生物、使用它的发光元件和使用它的发光器件 |
US8039122B2 (en) | 2005-03-28 | 2011-10-18 | Semiconductor Energy Laboratory Co., Ltd. | Anthracene derivative, material for light emitting element, light emitting element, light emitting device, and electronic device |
US20070090756A1 (en) | 2005-10-11 | 2007-04-26 | Fujifilm Corporation | Organic electroluminescent element |
JP4593631B2 (ja) | 2005-12-01 | 2010-12-08 | 新日鐵化学株式会社 | 有機電界発光素子用化合物及び有機電界発光素子 |
JP2008288344A (ja) | 2007-05-16 | 2008-11-27 | Nippon Hoso Kyokai <Nhk> | 有機el素子 |
US8034465B2 (en) | 2007-06-20 | 2011-10-11 | Global Oled Technology Llc | Phosphorescent oled having double exciton-blocking layers |
CN104910064A (zh) | 2008-04-24 | 2015-09-16 | 株式会社半导体能源研究所 | 蒽衍生物、发光元件、发光器件及电子设备 |
KR101367514B1 (ko) * | 2008-07-11 | 2014-02-27 | 주식회사 엘지화학 | 신규한 안트라센 유도체 및 이를 이용한 유기전자소자 |
JP5325707B2 (ja) | 2008-09-01 | 2013-10-23 | 株式会社半導体エネルギー研究所 | 発光素子 |
KR101596226B1 (ko) | 2008-09-05 | 2016-02-22 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치 및 전자기기 |
EP2330097B1 (en) | 2008-09-19 | 2013-01-23 | Semiconductor Energy Laboratory Co, Ltd. | Carbazole derivative and method for producing the same |
KR101380008B1 (ko) * | 2009-07-13 | 2014-04-02 | 주식회사 엘지화학 | 신규한 안트라센 유도체 및 이를 이용한 유기 전자 소자 |
US9054317B2 (en) | 2009-10-05 | 2015-06-09 | Thorn Lighting Ltd. | Multilayer organic device |
KR101352116B1 (ko) | 2009-11-24 | 2014-01-14 | 엘지디스플레이 주식회사 | 백색 유기 발광 소자 |
EP3176241A1 (en) | 2009-12-07 | 2017-06-07 | Nippon Steel & Sumikin Chemical Co., Ltd. | Organic light-emitting material and organic light-emitting element |
DE112012000828B4 (de) | 2011-02-16 | 2017-09-07 | Semiconductor Energy Laboratory Co., Ltd. | Lichtemittierendes Element |
KR102134951B1 (ko) | 2011-02-16 | 2020-07-16 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
TWI680600B (zh) | 2011-02-28 | 2019-12-21 | 日商半導體能源研究所股份有限公司 | 發光元件 |
KR20190014600A (ko) | 2011-03-23 | 2019-02-12 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
KR102255816B1 (ko) | 2011-03-30 | 2021-05-24 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
KR101803537B1 (ko) | 2012-02-09 | 2017-11-30 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자 |
KR101419810B1 (ko) | 2012-04-10 | 2014-07-15 | 서울대학교산학협력단 | 엑시플렉스를 형성하는 공동 호스트를 포함하는 유기 발광 소자 |
DE112013002110B4 (de) | 2012-04-20 | 2017-09-07 | Semiconductor Energy Laboratory Co., Ltd. | Licht emittierendes Element, Licht emittierende Vorrichtung, elektronisches Gerät und Beleuchtungsvorrichtung |
KR102407604B1 (ko) | 2013-05-16 | 2022-06-13 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
KR102523989B1 (ko) | 2013-12-02 | 2023-04-21 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 전자 기기, 및 조명 장치 |
US9362517B2 (en) | 2013-12-02 | 2016-06-07 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display module, lighting module, light-emitting device, display device, electronic appliance, and lighting device |
KR20150130224A (ko) | 2014-05-13 | 2015-11-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 표시 장치, 전자 기기, 및 조명 장치 |
TWI777568B (zh) | 2014-05-30 | 2022-09-11 | 日商半導體能源研究所股份有限公司 | 發光元件,發光裝置,電子裝置以及照明裝置 |
KR102377360B1 (ko) | 2014-08-08 | 2022-03-21 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 발광 장치, 조명 장치, 표시 장치, 디스플레이 패널, 전자 기기 |
KR102353647B1 (ko) | 2014-08-29 | 2022-01-20 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 소자, 표시 장치, 전자 기기, 및 조명 장치 |
CN106716668B (zh) | 2014-09-30 | 2020-04-28 | 株式会社半导体能源研究所 | 发光元件、显示装置、电子设备以及照明装置 |
WO2016063169A1 (en) | 2014-10-23 | 2016-04-28 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element |
US10236448B2 (en) | 2014-10-31 | 2019-03-19 | Semiconductor Energy Laboratory Co., Ltd. | Benzo[a] anthracene compound, light-emitting element, display device, electronic device, and lighting device |
US10062861B2 (en) | 2015-02-24 | 2018-08-28 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element, display device, electronic device, and lighting device |
-
2017
- 2017-07-07 KR KR1020170086255A patent/KR20180010136A/ko active Application Filing
- 2017-07-18 US US15/652,799 patent/US10096783B2/en not_active Expired - Fee Related
- 2017-07-19 CN CN201710587987.5A patent/CN107641096B/zh active Active
- 2017-07-19 CN CN202211172657.7A patent/CN115716798A/zh active Pending
- 2017-07-20 JP JP2017141007A patent/JP7032069B2/ja active Active
-
2018
- 2018-10-04 US US16/151,659 patent/US10559762B2/en not_active Expired - Fee Related
-
2022
- 2022-09-01 KR KR1020220110476A patent/KR20220127194A/ko active IP Right Grant
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005072017A1 (ja) | 2004-01-21 | 2005-08-04 | Idemitsu Kosan Co., Ltd. | 有機エレクトロルミネッセンス素子用ホスト材料および有機エレクトロルミネッセンス素子 |
WO2005112519A1 (ja) | 2004-05-14 | 2005-11-24 | Idemitsu Kosan Co., Ltd. | 有機エレクトロルミネッセンス素子 |
JP2006303470A (ja) | 2005-03-23 | 2006-11-02 | Semiconductor Energy Lab Co Ltd | 複合材料、発光素子及び発光装置 |
US20110108826A1 (en) | 2008-07-11 | 2011-05-12 | Hye-Young Jang | Anthracene derivative and an organic electronic device using the same |
JP6860989B2 (ja) | 2015-07-24 | 2021-04-21 | 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 |
JP2021097253A (ja) | 2015-07-24 | 2021-06-24 | 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 |
Also Published As
Publication number | Publication date |
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KR20180010136A (ko) | 2018-01-30 |
JP2018021022A (ja) | 2018-02-08 |
CN107641096B (zh) | 2022-10-21 |
US20190036036A1 (en) | 2019-01-31 |
KR20220127194A (ko) | 2022-09-19 |
US20180026207A1 (en) | 2018-01-25 |
CN107641096A (zh) | 2018-01-30 |
US10559762B2 (en) | 2020-02-11 |
CN115716798A (zh) | 2023-02-28 |
US10096783B2 (en) | 2018-10-09 |
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