公开(公告)号：US20230203054A1

公开(公告)日：2023-06-29

申请号：US18068575

申请日：2022-12-20

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Sachiko KAWAKAMI ,  Yuki HAYASHI ,  Miyako MORIKUBO ,  Tomohiro KUBOTA ,  Hiromitsu KIDO ,  Tomoya YAMAGUCHI ,  Hideko YOSHIZUMI ,  Satoshi SEO

IPC: C07D491/048 ,  H10K10/46 ,  H10K85/60

CPC classification number: C07D491/048 ,  H10K10/46 ,  H10K85/6572 ,  H10K85/6574 ,  H10K85/657

Abstract: An organic compound with a long lifetime and high emission efficiency is provided. An organic compound represented by General Formula (G1) is provided. In the formula, any one of X1 to X4 represents N, another one represents C, and the others represent C or N. Any one of C is bonded to a group represented by General Formula (r1), and the others are bonded to hydrogen (H), an alkyl (R) group, a cycloalkyl (Cy) group, an aryl (Ar) group, or a heteroaryl (Het) group. Ar1 represents an aromatic hydrocarbon, and is fused to an adjacent ring at a given site. When Ar1 represents a benzene ring, the benzene ring includes an Ar group or a Het group. Q and Z represent O or S. Any of R31 to R34 represents a bond to any one of X1 to X4, and the others represent H, an R group, a Cy group, an Ar group, or a Het group. Any one of R35 to R38 represents a polycyclic ring aromatic hydrocarbon group or a Het group, and the others represent H, an R group, a Cy group, an Ar group, or a Het group.

公开(公告)号：US20230089346A1

公开(公告)日：2023-03-23

申请号：US17865921

申请日：2022-07-15

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Sachiko KAWAKAMI ,  Yui YOSHIYASU ,  Nobuharu OHSAWA ,  Tsunenori SUZUKI ,  Toshiki SASAKI ,  Naoaki HASHIMOTO ,  Tomohiro KUBOTA ,  Satoshi SEO

IPC: H01L51/00

Abstract: A light-emitting device with high heat resistance is provided. The light-emitting layer device includes an anode, a cathode; and an EL layer between the anode and the cathode. The EL layer includes a light-emitting layer and a first layer. The first layer is between the light-emitting layer and the cathode. The light-emitting layer is in contact with the first layer. The light-emitting layer includes a first organic compound and a light-emitting substance. The first layer includes a second organic compound. The light-emitting substance is a substance that emits blue light. The first organic compound is an organic compound including a fused aromatic hydrocarbon ring. The second organic compound is an organic compound including a heteroaromatic ring skeleton including one selected from a pyridine ring, a diazine ring, and a triazine ring; and a bicarbazole skeleton.

公开(公告)号：US20230076945A1

公开(公告)日：2023-03-09

申请号：US17863025

申请日：2022-07-12

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Sachiko KAWAKAMI ,  Yui YOSHIYASU ,  Nobuharu OHSAWA ,  Tsunenori SUZUKI ,  Toshiki SASAKI ,  Naoaki HASHIMOTO ,  Tomohiro KUBOTA ,  Satoshi SEO

IPC: H01L51/00

Abstract: A light-emitting device having favorable heat resistance is provided. The light-emitting device includes an anode, a cathode, and an EL layer positioned between the first anode and the cathode. The EL layer includes a light-emitting layer and a first layer. The first layer is positioned between the light-emitting layer and the cathode. The light-emitting layer and the first layer are in contact with each other. The light-emitting layer contains a first organic compound, a second organic compound, and a light-emitting substance. The first layer contains a third organic compound. The first organic compound and the third organic compound each have an electron-transport property. The second organic compound has a hole-transport property. The light-emitting substance emits red light. The first organic compound is represented by General Formula (G100). The third organic compound is represented by General Formula (G300).

公开(公告)号：US20220204438A1

公开(公告)日：2022-06-30

申请号：US17054859

申请日：2019-05-09

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomohiro KUBOTA ,  Takeyoshi WATABE ,  Satoshi SEO ,  Nobuharu OHSAWA

IPC: C07C211/54 ,  H01L51/00

Abstract: A novel organic compound is provided. A novel organic compound having a carrier-transport property is provided. A novel organic compound having a hole-transport property is provided. An organic compound having a low refractive index is provided. An organic compound having a low refractive index and a carrier-transport property is provided. An organic compound having a low refractive index and a hole-transport property is provided. An organic compound represented by the following general formula (G1) is provided.

公开(公告)号：US20210317069A1

公开(公告)日：2021-10-14

申请号：US17213709

申请日：2021-03-26

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Satoshi SEO ,  Nobuharu OHSAWA ,  Tomohiro KUBOTA ,  Takeyoshi WATABE ,  Airi UEDA ,  Yasushi KITANO ,  Takao TOSU

IPC: C07C211/56 ,  H01L51/00

Abstract: To provide a novel arylamine compound with a low refractive index. The provided arylamine compound includes at least one aromatic group. The aromatic group includes a first benzene ring, a second benzene ring, a third benzene ring, and at least three alkyl groups. The first benzene ring, the second benzene ring, and the third benzene ring are directly bonded in this order. The first benzene ring is bonded to nitrogen of amine. The first benzene ring may further include a substituted or unsubstituted phenyl group. The second benzene ring or the third benzene ring may further include an alkylated phenyl group. Each of first positions and third positions of two or more of the first to third benzene rings is independently bonded to another benzene ring, a benzene ring of the alkylated phenyl group, any of the at least three alkyl groups, or the nitrogen of the amine.

公开(公告)号：US20210005814A1

公开(公告)日：2021-01-07

申请号：US16919291

申请日：2020-07-02

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takeyoshi WATABE ,  Tomohiro KUBOTA ,  Airi UEDA ,  Satoshi SEO ,  Nobuharu OHSAWA ,  Yuko KUBOTA

IPC: H01L51/00 ,  C07C211/61 ,  C09K11/06

Abstract: A material for a hole-transport layer includes a monoamine compound. The first aromatic group, the second aromatic group, and the third aromatic group are bonded to the nitrogen atom of the monoamine compound. The first and second aromatic groups each independently include 1 to 3 benzene rings. One or both of the first and second aromatic groups have one or more hydrocarbon groups each having 1 to 12 carbon atoms each forming a bond only by the sp3 hybrid orbitals. The total number of the carbon atoms in the hydrocarbon group in the first or second aromatic group is 6 or more. The total number of the carbon atoms in all of the hydrocarbon groups in the first and second aromatic groups is 8 or more. The third aromatic group is a substituted or unsubstituted monocyclic condensed ring or a substituted or unsubstituted bicyclic or tricyclic condensed ring.

公开(公告)号：US20250160198A1

公开(公告)日：2025-05-15

申请号：US19019922

申请日：2025-01-14

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Tomohiro KUBOTA ,  Takao TOSU ,  Takeyoshi WATABE ,  Airi UEDA ,  Yuta KAWANO ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: H10K85/60 ,  C07C211/61 ,  C09K11/06 ,  H10K50/15 ,  H10K50/17 ,  H10K59/12 ,  H10K101/30

Abstract: An organic compound having a hole-transport property and a low refractive index is provided. An organic compound represented by General Formula (G1) shown below is provided. In General Formula (G1), Ar1 represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms in a ring, n represents an integer of 0 or 1, and Ar2 represents an aryl group having 6 to 10 carbon atoms in a ring and includes at least one branched-chain or cyclic alkyl group having 3 to 12 carbon atoms. The total number of carbon atoms of the branched-chain or cyclic alkyl group in Ar2 is more than or equal to 6. R1 to R4 each independently represent an alkyl group having 1 to 6 carbon atoms. R11 to R14 and R21 to R24 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Any one of R15 to R18 and any one of R25 to R28 each represent a bond directly bonded to a nitrogen atom, and the others each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

公开(公告)号：US20240023431A1

公开(公告)日：2024-01-18

申请号：US18013374

申请日：2021-06-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takeyoshi WATABE ,  Airi UEDA ,  Kyoko TAKEDA ,  Nobuharu OHSAWA ,  Satoshi SEO ,  Tomohiro KUBOTA ,  Takashi HIRAHARA

IPC: H10K85/60 ,  C07D409/12 ,  C09K11/06 ,  C07D405/12 ,  C07C211/61

CPC classification number: H10K85/636 ,  H10K50/17 ,  C09K11/06 ,  C07D405/12 ,  C07C211/61 ,  H10K85/633 ,  C09K2211/1018 ,  H10K85/6572 ,  H10K85/6576 ,  H10K85/6574 ,  C07C2603/18 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  H10K85/615 ,  C07D409/12

Abstract: Provided is a light-emitting device with high emission efficiency. Provided is a light-emitting device including an anode, a cathode, and an EL layer positioned therebetween; the EL layer includes a light-emitting layer, a first layer, and a second layer; the first layer is positioned between the anode and the light-emitting layer; the first layer is in contact with the second layer; the second layer contains a monoamine compound having an arylamine structure; a first group, a second group, and a third group are bonded to a nitrogen atom included in the amine in the monoamine compound; the first group is a group including a carbazole structure; the second group is a group including a dibenzofuran structure or a dibenzothiophene structure; the third group includes an aromatic hydrocarbon structure having 6 to 18 carbon atoms or a heteroaromatic hydrocarbon structure having 4 to 26 carbon atoms; and a refractive index of the first layer is lower than a refractive index of the light-emitting layer.

公开(公告)号：US20220348534A1

公开(公告)日：2022-11-03

申请号：US17706887

申请日：2022-03-29

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Tomohiro KUBOTA ,  Takao TOSU ,  Takeyoshi WATABE ,  Airi UEDA ,  Yuta KAWANO ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: C07C211/61 ,  H01L51/00

Abstract: An organic compound having a hole-transport property and a low refractive index is provided. An organic compound represented by General Formula (G1) is provided. In the formula, Ar12 represents an aryl group having 6 to 10 carbon atoms in a ring and includes at least one branched-chain or cyclic alkyl group having 3 to 12 carbon atoms. The total number of carbon atoms of the branched-chain or cyclic alkyl group having 3 to 12 carbon atoms in Ar12 is 6 to 36. Ar11 and Ar21 each represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms in a ring. Ar22 represents a substituted or unsubstituted aryl group having 6 to 10 carbon atoms in a ring. In addition, n and m each independently represent an integer of 0 or 1. Ar1 represents a phenyl group including at least one alkyl group having 1 to 6 carbon atoms. Ar2 represents a phenyl group including at least one alkyl group having 1 to 6 carbon atoms, or an alkyl group having 1 to 4 carbon atoms.

公开(公告)号：US20210395245A1

公开(公告)日：2021-12-23

申请号：US17292742

申请日：2019-11-12

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takeyoshi WATABE ,  Tomohiro KUBOTA ,  Satoshi SEO

IPC: C07D471/00 ,  H01L51/00

Abstract: An object is to provide an organic compound with a low refractive index. Alternatively, a novel organic compound with a low refractive index and an electron-donating property is provided. Alternatively, an EL device with high emission efficiency is provided. An organic compound having an arylamine skeleton including a fluorine atom or an acridine skeleton including a fluorine atom and an EL device using the organic compound are provided. The EL device preferably includes a hole-injection layer containing the organic compound having an arylamine skeleton including a fluorine atom or an acridine skeleton including a fluorine atom and a substance showing an electron-accepting property with respect to the organic compound.