JP6238317B2 - 遅延蛍光化合物、これを含む有機発光ダイオード素子及び表示装置 - Google Patents
遅延蛍光化合物、これを含む有機発光ダイオード素子及び表示装置 Download PDFInfo
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- JP6238317B2 JP6238317B2 JP2015222000A JP2015222000A JP6238317B2 JP 6238317 B2 JP6238317 B2 JP 6238317B2 JP 2015222000 A JP2015222000 A JP 2015222000A JP 2015222000 A JP2015222000 A JP 2015222000A JP 6238317 B2 JP6238317 B2 JP 6238317B2
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- 238000004768 lowest unoccupied molecular orbital Methods 0.000 claims description 26
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- 239000001257 hydrogen Substances 0.000 claims description 12
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- 125000000217 alkyl group Chemical group 0.000 claims description 5
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/02—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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Description
1.化合物1の合成
(1)化合物aの合成
(1)化合物fの合成
(1)化合物hの合成
(1)化合物iの合成
(1)化合物jの合成
(1)化合物kの合成
(1)化合物lの合成
(1)化合物aの合成
(1)化合物gの合成
(1)化合物jの合成
(1)化合物kの合成
(1)化合物lの合成
(1)化合物mの合成
(1)化合物nの合成
(1)化合物aの合成
(1)化合物eの合成
(1)化合物fの合成
(1)化合物hの合成
(1)化合物iの合成
(1)化合物jの合成
(1)化合物kの合成
(1)化合物lの合成
(1)化合物mの合成
(1)化合物nの合成
ITO基板の発光面積が3mm×3mmのサイズとなるようパターニングした後、洗浄した。次に、前記基板を真空蒸着チャンバー内に移した。ベース圧力が約10−6〜10−7Torrとなるようにした後、陽極であるITOの上に、i)正孔注入層、500Å(NPB、N,N′−ジ(ナフタレン−1−イル)−N,N′−ジフェニル−ベンジジン)、ii)正孔輸送層、100Å(mCP、N,N′−ジカルバゾリル−3,5−ベンゼン)、iii)発光物質層、350Å(ホスト、ビス{2−[ジ(フェニル)ホスフィノ]フェニル}エーテルオキシド)/ドーパント(6%))、iv)電子輸送層、300Å(1,3,5−トリ(フェニル−2−ベンズイミダゾール)−ベンゼン)、v)電子注入層(LiF)、vi)陰極(Al)を順次に積層した。
前述した素子において、発光物質層のドーパントに下記化学式(8)の化合物を用いた。
前述した素子において、発光物質層のドーパントに化合物3を用いた。
前述した素子において、発光物質層のドーパントに化合物6を用いた。
前述した素子において、発光物質層のドーパントに化合物7を用いた。
前述した素子において、発光物質層のドーパントに化合物9を用いた。
前述した素子において、発光物質層のドーパントに化合物11を用いた。
前述した素子において、発光物質層のドーパントに化合物13を用いた。
前述した素子において、発光物質層のドーパントに化合物15を用いた。
前述した素子において、発光物質層のドーパントに化合物16を用いた。
前述した素子において、発光物質層のドーパントに化合物17を用いた。
前述した素子において、発光物質層のドーパントに化合物19を用いた。
前述した素子において、発光物質層のドーパントに化合物20を用いた。
前述した素子において、発光物質層のドーパントに化合物21を用いた。
前述した素子において、発光物質層のドーパントに化合物22を用いた。
前述した素子において、発光物質層のドーパントに化合物23を用いた。
前述した素子において、発光物質層のドーパントに化合物24を用いた。
前述した素子において、発光物質層のドーパントに化合物30を用いた。
Claims (10)
- 前記遅延蛍光化合物の一重項エネルギーと三重項エネルギーとの差は、0.3eV以下である、請求項1に記載の遅延蛍光化合物。
- 前記遅延蛍光化合物の一重項エネルギーと三重項エネルギーとの差は、0.3eV以下である、請求項3に記載の有機発光ダイオード素子。
- 前記遅延蛍光化合物はドーパントとして利用され、前記有機発光層はホストをさらに含む、請求項3に記載の有機発光ダイオード素子。
- 前記ホストの最高被占軌道のレベル(HOMOHost)と前記ドーパントの最高被占軌道のレベル(HOMODopant)との差(|HOMOHost−HOMODopant|)、または前記ホストの最低空軌道のレベル(LUMOHost)と前記ドーパントの最低空軌道のレベル(|LUMODopant|)との差(|LUMOHost−LUMODopant|)は、0.5eV以下である、請求項5に記載の有機発光ダイオード素子。
- 前記遅延蛍光化合物はホストとして利用され、前記有機発光層はドーパントをさらに含む、請求項3に記載の有機発光ダイオード素子。
- 前記遅延蛍光化合物は第1ドーパントとして利用され、前記有機発光層はホスト及び第2ドーパントをさらに含み、
前記第1ドーパントの第1三重項エネルギーは、前記ホストの第2三重項エネルギーより小さく、かつ前記第2ドーパントの第3三重項エネルギーより大きい、請求項3に記載の有機発光ダイオード素子。 - 前記有機発光層は、正孔注入層と、正孔輸送層と、発光物質層と、電子輸送層と、電子注入層とを含み、
前記正孔注入層と、前記正孔輸送層と、前記発光物質層と、前記電子輸送層と、前記電子注入層のうち、少なくとも一つが前記遅延蛍光化合物を含む、請求項3に記載の有機発光ダイオード素子。 - 基板と、
前記基板上に位置する請求項3に記載の有機発光ダイオード素子と、
前記有機発光ダイオード素子を覆う封止フィルムと、
前記封止フィルム上のカバーガラスとを含む表示装置。
Applications Claiming Priority (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20140156946 | 2014-11-12 | ||
KR10-2014-0156946 | 2014-11-12 | ||
KR10-2014-0169077 | 2014-11-28 | ||
KR20140169077 | 2014-11-28 | ||
KR10-2014-0169004 | 2014-11-28 | ||
KR20140169004 | 2014-11-28 | ||
KR10-2015-0141568 | 2015-10-08 | ||
KR10-2015-0141569 | 2015-10-08 | ||
KR1020150141570A KR102544403B1 (ko) | 2014-11-28 | 2015-10-08 | 지연 형광 화합물 이를 포함하는 유기발광다이오드소자 및 표시장치 |
KR1020150141568A KR102519546B1 (ko) | 2014-11-12 | 2015-10-08 | 지연 형광 화합물, 이를 포함하는 유기발광다이오드소자 및 표시장치 |
KR1020150141569A KR102519545B1 (ko) | 2014-11-28 | 2015-10-08 | 지연 형광 화합물, 이를 포함하는 유기발광다이오드소자 및 표시장치 |
KR10-2015-0141570 | 2015-10-08 |
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