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公开(公告)号:US20240174706A1
公开(公告)日:2024-05-30
申请号:US18381473
申请日:2023-10-18
Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Inventor: Tomoya YAMAGUCHI , Hideko YOSHIZUMI , Yui YOSHIYASU , Masatoshi TAKABATAKE , Hiroki MURAKAMI , Nobuharu OHSAWA , Hiromitsu KIDO , Satoshi SEO
CPC classification number: C07F15/0086 , C09K11/06 , H10K85/346 , H10K85/654 , H10K85/6572
Abstract: A novel organometallic complex that is highly convenient, useful, or reliable, and a light-emitting device are provided. The organometallic complex is represented by General Formula (G2). In General Formula (G2), each of R1 to R6, R8 to R22, and R31 to R34 independently represents hydrogen (including deuterium), an alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, at least one of R31 to R34 represents an alkyl group having 1 to 10 carbon atoms or a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, and n is an integer of 1 to 4.
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公开(公告)号:US20240147835A1
公开(公告)日:2024-05-02
申请号:US18370219
申请日:2023-09-19
Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Inventor: Tomoya YAMAGUCHI , Hideko YOSHIZUMI , Yui YOSHIYASU , Masatoshi TAKABATAKE , Hiroki MURAKAMI , Nobuharu OHSAWA , Hiromitsu KIDO
CPC classification number: H10K85/346 , C07F15/0086 , C09K11/06 , H10K50/12
Abstract: To provide a novel organometallic complex and a novel light-emitting device that are useful or reliable. The organometallic complex includes platinum (Pt), a cyano group, and a phenyl group that has two alkyl groups at the ortho-positions. The light-emitting device includes an organic compound layer held between a pair of electrodes; the organic compound layer includes a light-emitting layer; the light-emitting layer contains an organic compound and the organometallic complex; the organometallic complex includes platinum (Pt), a cyano group, and a phenyl group that has two alkyl groups at the ortho-positions; and the difference between the LUMO level of the organic compound and the HOMO level of the organometallic complex is greater than or equal to 2.5 eV and less than or equal to 3.0 eV.
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公开(公告)号:US20210371427A1
公开(公告)日:2021-12-02
申请号:US17285251
申请日:2019-10-07
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Tomoya Yamaguchi , Hiromitsu KIDO , Hideko YOSHIZUMI , Satoshi SEO
IPC: C07D495/00 , H01L51/00
Abstract: An organic compound with high heat resistance is provided. A novel organic compound that can be used for a light-emitting device that emits red light or near-infrared light is provided. An organic compound represented by General Formula (G0) is provided. In General Formula (G0), Q represents oxygen or sulfur, Ar1 represents a substituted or unsubstituted fused aromatic ring, R1 and R2 each independently represent hydrogen or a group with 1 to 100, inclusive, carbon atoms in total, and at least one of R1 and R2 has a hole-transport skeleton or a fused ring.
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14.
公开(公告)号:US20210111352A1
公开(公告)日:2021-04-15
申请号:US17039623
申请日:2020-09-30
Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Inventor: Tomoya YAMAGUCHI , Hideko YOSHIZUMI , Yuta KAWANO , Hiromitsu KIDO , Satoshi SEO
Abstract: A novel organic compound is provided. The organic compound is represented by General Formulae (G1), (u1), and (g1), where Ar represents a substituted or unsubstituted condensed aromatic ring, one of R1 and R2 represents a group represented by General Formula (u1), and any one of R30 to R40 represents a bond. In addition, A is a group represented by General Formula (g1), and B represents a substituted or unsubstituted phenyl group. Moreover, n is an integer of 0 to 2, and Q1 and Q2 independently represent an oxygen atom or a sulfur atom.
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15.
公开(公告)号:US20200013967A1
公开(公告)日:2020-01-09
申请号:US16468608
申请日:2017-12-08
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Yui YAMADA , Hideko YOSHIZUMI , Takeyoshi WATABE , Tatsuyoshi TAKAHASHI , Hiromitsu KIDO , Satoshi SEO
Abstract: A novel organometallic complex with high emission efficiency is provided. The organometallic complex, which is represented by General Formula (G1), includes iridium and a ligand including an aryl group including a cyano group at the 1-position of a benzimidazole skeleton and a phenyl group at the 2-position of the benzimidazole skeleton. (In the formula, Ar1 represents an aryl group having one or more substituents and 6 to 13 carbon atoms, and Ar1 includes at least one cyano group as the substituent. Each of R1 to R8 separately represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms, and a cyano group.)
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16.
公开(公告)号:US20180182976A1
公开(公告)日:2018-06-28
申请号:US15843870
申请日:2017-12-15
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Miki KURIHARA , Hideko YOSHIZUMI , Hiromitsu KIDO , Tatsuyoshi TAKAHASHI , Satoshi SEO
IPC: H01L51/00 , C07D491/048 , C07D495/04
CPC classification number: H01L51/0072 , C07D491/048 , C07D495/04 , H01L51/0052 , H01L51/0054 , H01L51/0071 , H01L51/0073 , H01L51/0074 , H01L51/0085 , H01L51/5016 , H01L51/508
Abstract: A novel organic compound is provided. Moreover, a light-emitting element with high emission efficiency and a long lifetime is provided. A novel organic compound having a bicarbazole skeleton and a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton that includes at least one condensed ring or two condensed rings is provided. Moreover, a light-emitting element including the organic compound is provided.
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17.
公开(公告)号:US20240341171A1
公开(公告)日:2024-10-10
申请号:US18682194
申请日:2022-08-08
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Ryo NARUKAWA , Hideko YOSHIZUMI , Anna TADA , Kazuki KAJIYAMA , Sachiko KAWAKAMI
CPC classification number: H10K85/621 , H10K30/40
Abstract: A novel light-receiving device that is highly convenient, useful, or reliable is provided. A light-receiving device including a light-receiving layer (203) between a pair of electrodes (201, 202) is provided. The light-receiving layer 203 includes an active layer. The active layer includes a first organic compound. An SP value of the first organic compound is greater than or equal to 9.0 [(cal/cm3)1/2] and less than or equal to 11.0 [(cal/cm3)1/2]. Alternatively, a light-receiving device including a light-receiving layer (203) between a pair of electrodes (201, 202) is provided. The light-receiving layer (203) includes an active layer. The active layer includes a first organic compound. An absolute value of a difference in an SP value between the first organic compound and an oxygen-containing solvent except for alcohol is less than or equal to 1.0 [(cal/cm3)1/2].
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公开(公告)号:US20240206225A1
公开(公告)日:2024-06-20
申请号:US18515345
申请日:2023-11-21
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Takeyoshi WATABE , Hideko YOSHIZUMI , Nobuharu OHSAWA
CPC classification number: H10K59/1201 , H10K59/805 , H10K85/20
Abstract: A novel light-emitting device that is highly convenient, useful, or reliable is provided. The light-emitting device includes a first electrode, a second electrode, a first unit, a second unit, and a first intermediate layer. The first unit is between the first electrode and the second electrode. The first unit contains a first light-emitting material. The second unit is between the first unit and the second electrode. The second unit contains a second light-emitting material. The first intermediate layer is between the first unit and the second unit. The first intermediate layer contains a first organic compound and a second organic compound. The first organic compound has an acid dissociation constant pKa larger than or equal to 8. The second organic compound has an acid dissociation constant pKa smaller than 4.
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19.
公开(公告)号:US20240059720A1
公开(公告)日:2024-02-22
申请号:US18267173
申请日:2021-12-16
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Hideko YOSHIZUMI , Hiromitsu KIDO , Satomi WATABE , Satoshi SEO
CPC classification number: C07F15/0033 , H10K85/654
Abstract: A novel organometallic complex is provided. An organometallic complex represented by General Formula (G1) includes iridium, a first ligand, and a second ligand. Each of the first ligand and the second ligand is a cyclometalated ligand. The first ligand has a quinoline ring coordinated to the iridium. The second ligand has a pyrimidine ring coordinated to the iridium. At least one of the first ligand and the second ligand includes a substituted or unsubstituted aryl group as a substituent. The proportion of the first ligand is twice the proportion of the second ligand.
(In General Formula (G1), R1 to R16 each independently represent any one of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms.)-
公开(公告)号:US20240008301A1
公开(公告)日:2024-01-04
申请号:US18214844
申请日:2023-06-27
Applicant: Semiconductor Energy Laboratory Co., Ltd.
Inventor: Toshiki Sasaki , Hiromitsu KIDO , Tsunenori SUZUKI , Nobuharu OHSAWA , Hideko YOSHIZUMI , Satoshi SEO , Satoko NUMATA , Eriko AOYAMA , Yui YOSHIYASU
CPC classification number: H10K50/13 , H10K50/16 , H10K50/15 , H10K85/649 , C09K11/06 , H10K2101/27
Abstract: A green phosphorescent light-emitting device with a long lifetime is provided. The light-emitting device includes a first electrode, a second electrode, and a light-emitting layer. The light-emitting layer is between the first electrode and the second electrode. The light-emitting layer includes a first organic compound, a second organic compound, and a phosphorescent light-emitting substance. The first organic compound includes a heteroaromatic ring skeleton and an aromatic hydrocarbon group. The second organic compound includes a bicarbazole skeleton. The lowest triplet excited level of the first organic compound is derived from only the aromatic hydrocarbon group. The energy of the lowest triplet excited level of the second organic compound is higher than or equal to 2.20 eV and lower than or equal to 2.65 eV.
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