公开(公告)号：US11088333B2

公开(公告)日：2021-08-10

申请号：US16940724

申请日：2020-07-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroki Suzuki ,  Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Satoshi Seo ,  Tatsuyoshi Takahashi ,  Hiromitsu Kido ,  Satomi Watabe

IPC: H01L51/00 ,  C07D491/048 ,  H05B33/20 ,  H01L51/50 ,  C09K11/06

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving the element characteristics and reliability is provided. The organic compound has a benzofuroquinoxaline skeleton or a benzothienoquinoxaline skeleton. The organic compound is represented by General Formula (G1). In the formula, Q represents O or S, and each of R1 to R8 independently represents any of hydrogen, a halogeno group, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. At least one of R1 to R8 includes a substituted or unsubstituted condensed aromatic or heteroaromatic ring having 3 to 24 carbon atoms.

公开(公告)号：US11050032B2

公开(公告)日：2021-06-29

申请号：US16791231

申请日：2020-02-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Naoaki Hashimoto ,  Tsunenori Suzuki ,  Satoshi Seo ,  Hiromi Seo ,  Hiromitsu Kido

IPC: H01L51/50 ,  H01L27/32 ,  H01L51/52 ,  H01L51/00

Abstract: A light-emitting element that includes a fluorescent material and has a high emission efficiency is provided. A light-emitting element in which a delayed fluorescence component due to TTA accounts for a high proportion of emissive components is provided. A novel light-emitting device with a high emission efficiency and a low power consumption is provided. A light-emitting element includes an anode, a cathode, and an EL layer. The EL layer includes a light-emitting layer including a host material and an electron-transport layer including a first material in contact with the light-emitting layer. The LUMO level of the first material is lower than that of the host material. The proportion of a delayed fluorescence component due to TTA is greater than or equal to 10 percent of the light emission from the EL layer. The proportion of the delayed fluorescence component due to TTA may be greater than or equal to 15 percent of the light emission.

公开(公告)号：US11024809B2

公开(公告)日：2021-06-01

申请号：US15687861

申请日：2017-08-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takeyoshi Watabe ,  Satomi Watabe ,  Hideko Yoshizumi ,  Tomoka Hara ,  Yui Yamada ,  Takahiro Ishisone ,  Hiromitsu Kido ,  Kunihiko Suzuki ,  Satoshi Seo

IPC: H01L51/00 ,  C07D213/06 ,  C07D249/10 ,  C09K11/06 ,  C07F15/00 ,  H01L51/50 ,  G01R33/46

Abstract: In a light-emitting element, a layer including an organic compound includes a light-emitting layer; the light-emitting layer includes a tris iridium complex; and on the assumption that there is a rectangle which covers the iridium complex and in which at least one atom of the iridium complex is located over each of four sides when the iridium complex is two-dimensionally seen from a direction of a C3 symmetry axis of the iridium complex, A×B/C2 is greater than or equal to 2.5, where A represents a maximum length of a long side of the rectangle, B represents a length of a short side of the rectangle when the length of the long side of the rectangle is A, and C represents a width in the direction of the C3 symmetry axis when the iridium complex is two-dimensionally seen from a normal direction of the C3 symmetry axis.

公开(公告)号：US10573837B2

公开(公告)日：2020-02-25

申请号：US15985748

申请日：2018-05-22

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Naoaki Hashimoto ,  Tsunenori Suzuki ,  Satoshi Seo ,  Hiromi Seo ,  Hiromitsu Kido

IPC: H01L51/50 ,  H01L51/00

Abstract: A light-emitting element that includes a fluorescent material and has a high emission efficiency is provided. A light-emitting element in which a delayed fluorescence component due to TTA accounts for a high proportion of emissive components is provided. A novel light-emitting device with a high emission efficiency and a low power consumption is provided. A light-emitting element includes an anode, a cathode, and an EL layer. The EL layer includes a light-emitting layer including a host material and an electron-transport layer including a first material in contact with the light-emitting layer. The LUMO level of the first material is lower than that of the host material. The proportion of a delayed fluorescence component due to TTA is greater than or equal to 10 percent of the light emission from the EL layer. The proportion of the delayed fluorescence component due to TTA may be greater than or equal to 15 percent of the light emission.

公开(公告)号：US09985234B2

公开(公告)日：2018-05-29

申请号：US15597339

申请日：2017-05-17

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Hiromi Seo ,  Tsunenori Suzuki ,  Hiromitsu Kido

IPC: H01L51/52 ,  H01L51/50 ,  H01L51/00 ,  H01L51/56 ,  H01L27/32 ,  C09K11/06 ,  C07D209/82

CPC classification number: H01L51/5016 ,  C07D209/82 ,  C09K11/06 ,  H01L27/3209 ,  H01L27/3244 ,  H01L27/3258 ,  H01L51/0034 ,  H01L51/0056 ,  H01L51/006 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/504 ,  H01L51/5068 ,  H01L51/5084 ,  H01L51/5092 ,  H01L51/52 ,  H01L51/5215 ,  H01L51/5234 ,  H01L51/5246 ,  H01L51/5262 ,  H01L51/5265 ,  H01L51/56 ,  H01L2251/5384 ,  H01L2251/55

Abstract: A light-emitting element is provided. The light-emitting element includes first and second electrodes and an EL layer therebetween. The EL layer includes a light-emitting layer containing first and second substances. The amount of the first substance is larger than that of the second substance. The second substance emits light. Average transition dipole moments of the second substance are divided into three components in x-, y-, and z-directions which are orthogonal to each other. Components parallel to the first or second electrode are assumed to be the components in the x- and y-directions, and a component perpendicular to the first or second electrode is assumed to be the component in the z-direction. The proportion of the component in the z-direction is represented by a, which is less than or equal to 0.2.

公开(公告)号：US20180006221A1

公开(公告)日：2018-01-04

申请号：US15634322

申请日：2017-06-27

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Hiromi Seo ,  Tsunenori Suzuki ,  Hiromitsu Kido

IPC: H01L51/00 ,  C09K11/02 ,  C09K11/06 ,  H01L51/50

CPC classification number: H01L51/001 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5028

Abstract: A method for manufacturing a light-emitting element, in particular, a method for manufacturing a light-emitting element with high emission efficiency is provided. In the method for manufacturing a light-emitting element that includes a light-emitting layer containing a host material and a light-emitting material that is an organic compound or an organic metal complex, the light-emitting layer is formed by co-evaporation of the light-emitting material and the host material, and the light-emitting layer is deposited by co-evaporation while the percentage of the partial pressure of carbon dioxide with respect to the total pressure in an evaporation chamber for the co-evaporation is kept higher than that in the air.

公开(公告)号：US12239010B2

公开(公告)日：2025-02-25

申请号：US17101101

申请日：2020-11-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Hideko Inoue ,  Miki Kurihara ,  Yui Yamada ,  Tatsuyoshi Takahashi ,  Hiromitsu Kido

IPC: H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  H10K50/11 ,  H10K85/30 ,  H10K101/10 ,  H10K101/30 ,  H10K101/40

Abstract: A novel organometallic complex with high reliability is provided. A light-emitting element includes an EL layer between a pair of electrodes. The EL layer includes at least a light-emitting layer. The light-emitting layer contains an organometallic complex. The organometallic complex includes a first ligand and a second ligand which are coordinated to a central metal. The HOMO is distributed over the first ligand, and the LUMO is distributed over the second ligand. The first ligand and the second ligand are cyclometalated ligands.

公开(公告)号：US12145946B2

公开(公告)日：2024-11-19

申请号：US17287407

申请日：2019-11-20

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Satoshi Seo ,  Nobuharu Ohsawa ,  Toshiki Sasaki ,  Hiromitsu Kido

IPC: C07D519/00 ,  C09K11/06 ,  H10K50/11 ,  H10K50/15 ,  H10K50/16 ,  H10K85/60 ,  H10K101/10 ,  H10K101/40

Abstract: An object is to provide a novel composition for an EL device. Another object of one embodiment of the present invention is to provide a composition for an EL device capable of easily manufacturing an EL device with stable characteristics. Another object of one embodiment of the present invention is to provide a composition for an EL device capable of manufacturing an EL device with stable characteristics at low cost. The present inventors have studied a composition for an EL device in which different substances are mixed in advance and which does not cause change in characteristics of the EL device even when evaporation is repeated with use of the composition. As a result, a composition for an EL device in which a difference in the 5% weight loss temperature under a pressure lower than or equal to 0.1 Pa between contained substances is less than or equal to 50° C. is provided.

公开(公告)号：US12043624B2

公开(公告)日：2024-07-23

申请号：US16621070

申请日：2018-06-12

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Miki Kurihara ,  Tomoka Hara ,  Hideko Yoshizumi ,  Satomi Watabe ,  Hiromitsu Kido ,  Satoshi Seo

IPC: C07D491/048 ,  H10K50/11 ,  H10K85/60 ,  H10K101/10

CPC classification number: C07D491/048 ,  H10K85/622 ,  H10K85/6576 ,  H10K50/11 ,  H10K2101/10

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving the element characteristics and reliability is provided. The organic compound has a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton and is represented by General Formula (G1). Note that in General Formula (G1), Q represents oxygen or sulfur; α represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; n represents an integer of 0 to 4; A1 represents a group including an aryl group or a heteroaryl group and having 6 to 100 carbon atoms; R1 to R4 independently represent any one of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and A2 represents a condensed ring.

公开(公告)号：US10586931B2

公开(公告)日：2020-03-10

申请号：US15385064

申请日：2016-12-20

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Miki Kanamoto ,  Hideko Inoue ,  Tatsuyoshi Takahashi ,  Hiromitsu Kido ,  Satoshi Seo

IPC: H01L51/00 ,  C07D491/048 ,  C09K11/06 ,  H01L27/32 ,  H01L51/50 ,  H01L51/52

Abstract: A compound includes a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton, a first substituent, and a second substituent. Each of the first substituent and the second substituent includes a furan skeleton, a thiophene skeleton, or a pyrrole skeleton. The first substituent is bonded to a pyrimidine ring included in the benzofuropyrimidine skeleton or a pyrimidine ring included in the benzothienopyrimidine skeleton. The second substituent is bonded to a benzene ring included in the benzofuropyrimidine skeleton or a benzene ring included in the benzothienopyrimidine skeleton. The light-emitting element includes the compound.