公开(公告)号：US20140034931A1

公开(公告)日：2014-02-06

申请号：US13958072

申请日：2013-08-02

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Miyako Morikubo ,  Naoaki Hashimoto ,  Hiromi Seo ,  Satoshi Seo ,  Miki Kanamoto ,  Tomoka Nakagawa

IPC: H01L51/00

CPC classification number: H01L51/0067 ,  C07D409/10 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5004 ,  H01L51/5016 ,  H01L51/5024 ,  H01L51/5072

Abstract: A light-emitting element with high heat resistance and high emission efficiency is provided. A novel heterocyclic compound that can be used in such a light-emitting element is provided. One embodiment of the present invention is a light-emitting element which includes, between a pair of electrodes, a layer containing a first organic compound, a second organic compound, and a light-emitting substance; the first organic compound includes one pyrimidine ring and one ring with a hole-transport skeleton; the second organic compound is an aromatic amine; and the light-emitting substance converts triplet excitation energy into light. A combination of the first organic compound, which includes the one pyrimidine ring and the one ring with the hole-transport skeleton, and the second organic compound, which is the aromatic amine, forms an exciplex.

Abstract translation: 提供具有高耐热性和高发光效率的发光元件。 可以提供可用于这种发光元件的新型杂环化合物。 本发明的一个实施方案是一种发光元件，其在一对电极之间包括含有第一有机化合物，第二有机化合物和发光物质的层; 第一有机化合物包括一个嘧啶环和一个具有空穴传输骨架的环; 第二有机化合物是芳族胺; 并且发光物质将三重态激发能量转换成光。 第一有机化合物（其包括一个嘧啶环和具有空穴传输骨架的一个环）和作为芳族胺的第二有机化合物的组合形成激元复合体。

公开(公告)号：US20130323869A1

公开(公告)日：2013-12-05

申请号：US13905720

申请日：2013-05-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Yasushi Kitano ,  Takao Hamada ,  Satoshi Seo ,  Hiroki Suzuki ,  Tomohiro Kubota

IPC: H01L51/00

CPC classification number: H01L51/0072 ,  H01L51/006 ,  H01L51/0074 ,  H01L51/0085 ,  H01L2251/308

Abstract: A novel organic material with fewer impurities, a light-emitting element including the organic material, and a light-emitting device, an electronic appliance, and a lighting device each of which includes the light-emitting element are provided. The organic material is obtained by coupling an aryl halide and an aryl boronic acid or an aryl boronic acid ester. The aryl boronic acid or the aryl boronic acid ester includes at least one of a first impurity in which a boryl group of the aryl boronic acid or the aryl boronic acid ester is substituted by hydrogen and a second impurity in which a molecular mass of 16 or 17 is added to the molecular mass of the first impurity. The concentration of an impurity other than the first impurity and the second impurity is 1% or lower.

Abstract translation: 提供了具有较少杂质的新型有机材料，包括有机材料的发光元件，以及包括发光元件的发光装置，电子设备和照明装置。 有机材料通过偶合芳基卤和芳基硼酸或芳基硼酸酯而获得。 芳基硼酸或芳基硼酸酯包括其中芳基硼酸或芳基硼酸酯的硼基被氢取代的第一杂质和第二杂质中的至少一种，其中分子量为16或 17添加到第一杂质的分子量。 除了第一杂质和第二杂质以外的杂质的浓度为1％以下。

公开(公告)号：US20130281693A1

公开(公告)日：2013-10-24

申请号：US13860858

申请日：2013-04-11

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Hideko Inoue ,  Tomoka Nakagawa ,  Tomoya Yamaguchi ,  Hiromi Seo ,  Satoshi Seo

IPC: H01L51/00

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/185 ,  H01L51/0067 ,  H01L51/5016 ,  H05B33/14

Abstract: As a novel substance having a novel skeleton, provided is a novel phosphorescent organometallic iridium complex that can emit phosphorescence in a blue green to red wavelength region and has high emission efficiency. The phosphorescent organometallic iridium complex has a ligand having a pyridyl pyrimidine skeleton, i.e., the phosphorescent organometallic iridium complex has a ligand having a structure represented by the following general formula (G0). Note that in the formula, R1 and R4 to R6 separately represent hydrogen or an alkyl group having 1 to 6 carbon atoms; and R2 and R3 separately represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, a phenyl group that may have a substituent, and a pyridyl group that may have a substituent.

公开(公告)号：US08541574B2

公开(公告)日：2013-09-24

申请号：US13680705

申请日：2012-11-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Satoshi Seo ,  Nobuharu Ohsawa

IPC: C07F15/00

CPC classification number: C09K11/06 ,  C07F15/0033

Abstract: According to the present invention, a wider variation of organometallic complexes that can emit phosphorescence can be provided by applying, as a ligand, an organic compound from which a variety of derivatives can be easily synthesized. In particular, an organometallic complex having a sharp emission spectrum is provided. Further, an organometallic complex having high emission efficiency is provided. An organometallic complex represented by the general formula (G1) is provided. In the formula, Ar represents an aryl group, R represents an alkoxy group having 1 to 4 carbon atoms, and R1 and R2 individually represent either hydrogen or an alkyl group having 1 to 4 carbon atoms.

Abstract translation: 根据本发明，可以通过应用可以容易地合成各种衍生物的有机化合物作为配体，提供可发射磷光的有机金属配合物的更广泛的变化。 特别地，提供具有尖锐发射光谱的有机金属络合物。 此外，提供了发光效率高的有机金属络合物。 提供由通式（G1）表示的有机金属络合物。 式中，Ar表示芳基，R表示碳原子数1〜4的烷氧基，R 1和R 2分别表示氢或碳原子数1〜4的烷基。

公开(公告)号：US20130079516A1

公开(公告)日：2013-03-28

申请号：US13680705

申请日：2012-11-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Satoshi Seo ,  Nobuharu Ohsawa

IPC: C09K11/06

CPC classification number: C09K11/06 ,  C07F15/0033

Abstract: According to the present invention, a wider variation of organometallic complexes that can emit phosphorescence can be provided by applying, as a ligand, an organic compound from which a variety of derivatives can be easily synthesized. In particular, an organometallic complex having a sharp emission spectrum is provided. Further, an organometallic complex having high emission efficiency is provided. An organometallic complex represented by the general formula (G1) is provided. In the formula, Ar represents an aryl group, R represents an alkoxy group having 1 to 4 carbon atoms, and R1 and R2 individually represent either hydrogen or an alkyl group having 1 to 4 carbon atoms.

Abstract translation: 根据本发明，可以通过应用可以容易地合成各种衍生物的有机化合物作为配体，提供可以发射磷光的有机金属配合物的更广泛的变化。 特别地，提供具有尖锐发射光谱的有机金属络合物。 此外，提供了发光效率高的有机金属络合物。 提供由通式（G1）表示的有机金属络合物。 式中，Ar表示芳基，R表示碳原子数1〜4的烷氧基，R 1和R 2分别表示氢或碳原子数1〜4的烷基。

公开(公告)号：US12150325B2

公开(公告)日：2024-11-19

申请号：US18372263

申请日：2023-09-25

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Satoko Shitagaki ,  Satoshi Seo ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Masahiro Takahashi ,  Kunihiko Suzuki

IPC: H10K50/11 ,  C09K11/02 ,  C09K11/06 ,  H05B33/14 ,  H10K50/15 ,  H10K50/16 ,  H10K50/17 ,  H10K50/818 ,  H10K50/828 ,  H10K85/60 ,  H10K85/30 ,  H10K101/00 ,  H10K101/10

Abstract: Provided is a light-emitting element with high external quantum efficiency, or a light-emitting element with a long lifetime. The light-emitting element includes, between a pair of electrodes, a light-emitting layer including a guest material and a host material, in which an emission spectrum of the host material overlaps with an absorption spectrum of the guest material, and phosphorescence is emitted by conversion of an excitation energy of the host material into an excitation energy of the guest material. By using the overlap between the emission spectrum of the host material and the absorption spectrum of the guest material, the energy smoothly transfers from the host material to the guest material, so that the energy transfer efficiency of the light-emitting element is high. Accordingly, a light-emitting element with high external quantum efficiency can be achieved.

公开(公告)号：US20240147852A1

公开(公告)日：2024-05-02

申请号：US18381846

申请日：2023-10-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Takao Hamada ,  Tatsuyoshi Takahashi ,  Yasushi Kitano ,  Hiroki Suzuki ,  Hideko Inoue

IPC: H10K85/60 ,  C07D403/14

CPC classification number: H10K85/6572 ,  C07D403/14 ,  H10K85/342 ,  Y02P20/582

Abstract: To provide a light-emitting element with an improved reliability, a light-emitting element with a high current efficiency (or a high quantum efficiency), and a novel dibenzo[f,h]quinoxaline derivative that is favorably used in a light-emitting element which is one embodiment of the present invention. A light-emitting element includes an EL layer between an anode and a cathode. The EL layer includes a light-emitting layer; the light-emitting layer contains a first organic compound having an electron-transport property and a hole-transport property, a second organic compound having a hole-transport property, and a light-emitting substance; the combination of the first organic compound and the second organic compound forms an exciplex; the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound; and a difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is less than or equal to 0.4 eV.

公开(公告)号：US11800799B2

公开(公告)日：2023-10-24

申请号：US18094154

申请日：2023-01-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Takao Hamada ,  Tatsuyoshi Takahashi ,  Yasushi Kitano ,  Hiroki Suzuki ,  Hideko Inoue

IPC: H10K85/60 ,  C07D403/14 ,  H10K85/30

CPC classification number: H10K85/6572 ,  C07D403/14 ,  H10K85/342 ,  H10K85/633 ,  H10K85/636 ,  Y02P20/582

Abstract: To provide a light-emitting element with an improved reliability, a light-emitting element with a high current efficiency (or a high quantum efficiency), and a novel dibenzo[f,h]quinoxaline derivative that is favorably used in a light-emitting element which is one embodiment of the present invention. A light-emitting element includes an EL layer between an anode and a cathode. The EL layer includes a light-emitting layer; the light-emitting layer contains a first organic compound having an electron-transport property and a hole-transport property, a second organic compound having a hole-transport property, and a light-emitting substance; the combination of the first organic compound and the second organic compound forms an exciplex; the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound; and a difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is less than or equal to 0.4 eV.

公开(公告)号：US11600789B2

公开(公告)日：2023-03-07

申请号：US16911892

申请日：2020-06-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Miki Kanamoto ,  Hiromi Seo ,  Satoshi Seo ,  Tatsuyoshi Takahashi ,  Tomoka Nakagawa

IPC: H01L51/54 ,  H01L51/00 ,  C07D491/048 ,  H01L51/50

Abstract: A light-emitting element having high emission efficiency is provided. A light-emitting element having a low driving voltage is provided. A novel compound which can be used for a transport layer or as a host material or a light-emitting material of a light-emitting element is provided. A novel compound with a benzofuropyrimidine skeleton is provided. Also provided is a light-emitting element which includes the compound with the benzofuropyrimidine skeleton between a pair of electrodes.

公开(公告)号：US11552256B2

公开(公告)日：2023-01-10

申请号：US16570062

申请日：2019-09-13

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Takao Hamada ,  Tatsuyoshi Takahashi ,  Yasushi Kitano ,  Hiroki Suzuki ,  Hideko Inoue

IPC: H01L51/50 ,  H01L51/00 ,  C07D403/14

Abstract: To provide a light-emitting element with an improved reliability, a light-emitting element with a high current efficiency (or a high quantum efficiency), and a novel dibenzo[f,h]quinoxaline derivative that is favorably used in a light-emitting element which is one embodiment of the present invention. A light-emitting element includes an EL layer between an anode and a cathode. The EL layer includes a light-emitting layer; the light-emitting layer contains a first organic compound having an electron-transport property and a hole-transport property, a second organic compound having a hole-transport property, and a light-emitting substance; the combination of the first organic compound and the second organic compound forms an exciplex; the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound; and a difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is less than or equal to 0.4 eV.