公开(公告)号：US20220251106A1

公开(公告)日：2022-08-11

申请号：US17590434

申请日：2022-02-01

Applicant: CANON KABUSHIKI KAISHA

Inventor： Naoki Yamada ,  Jun Kamatani ,  Yosuke Nishide ,  Hirokazu Miyashita ,  Satoru Shiobara

IPC: C07D498/10 ,  H01L51/00

Abstract: An organic compound, represented by formula [1] or [2], suitably used for a thermally activated delayed fluorescent device: where X1 to X18 and X21 to X38 are each independently selected from the group consisting of a hydrogen atom, and substituents, Y is oxygen, sulfur, selenium, tellurium, a CR1R2 group, or a carbonyl group, where R1 and R2 are each independently selected from the group consisting of a hydrogen atom, and substituents, and Z is an alkyl group, an aryl group, or a heterocyclic group.

公开(公告)号：US20220140249A1

公开(公告)日：2022-05-05

申请号：US17512435

申请日：2021-10-27

Applicant: CANON KABUSHIKI KAISHA

Inventor： Naoki Yamada ,  Jun Kamatani ,  Yosuke Nishide ,  Hirokazu Miyashita

IPC: H01L51/00 ,  C07D311/96 ,  C09K11/06 ,  C07D335/04 ,  C07D405/04 ,  C07D409/12

Abstract: An organic compound represented by formula [1] or [2]: where X1 to X18 and X21 to X38 are each independently selected from a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an amino group, an aryl group, a heterocyclic group, an aryloxy group, a heteroaryloxy group, a silyl group, and a cyano group, in which at least one of X1 to X8 and at least one of X21 to X28 are substituted or unsubstituted amino groups; and each Y is oxygen, sulfur, selenium, tellurium, or a CR1CR2 group and may be the same or different, in which R1 and R2 are each independently selected from a hydrogen atom, an alkyl group, an alkoxy group, an amino group, an aryl group, a heterocyclic group, an aryloxy group, a heteroaryloxy group, a silyl group, or a cyano group.

公开(公告)号：US20220135595A1

公开(公告)日：2022-05-05

申请号：US17517194

申请日：2021-11-02

Applicant: CANON KABUSHIKI KAISHA

Inventor： Hirokazu Miyashita ,  Naoki Yamada ,  Yosuke Nishide ,  Jun Kamatani

IPC: C07D519/00 ,  H01L51/00

Abstract: An organic compound represented by formula [1] or [2]: where X1 to X20 are each independently selected from a hydrogen atom, a halogen atom, and alkyl, alkoxy, amino, aromatic hydrocarbon, heterocyclic, aryloxy, heteroaryloxy, silyl, and cyano groups, in which at least one of X1 to X10 and at least one of X11 to X20 are each an amino group or a group containing an amino group; Y1 and Y3 are each oxygen, sulfur, selenium, tellurium, a carbonyl group, or a CR1R2 group and are optionally the same or different, in which R1 and R2 are each independently selected from a hydrogen atom, a halogen atom, and alkyl, alkoxy, amino, aromatic hydrocarbon, heterocyclic, aryloxy, heteroaryloxy, silyl, and cyano groups, and Y2 and Y4 are each oxygen, sulfur, selenium, or tellurium and are optionally the same or different.

公开(公告)号：US20220081378A1

公开(公告)日：2022-03-17

申请号：US17471050

申请日：2021-09-09

Applicant: CANON KABUSHIKI KAISHA

Inventor： Hirokazu Miyashita ,  Naoki Yamada ,  Hiroki Ohrui ,  Yosuke Nishide ,  Jun Kamatani

IPC: C07C13/66 ,  C07D405/10 ,  C07D409/10 ,  C07D403/10 ,  C07D409/14 ,  C07C211/61 ,  C07D333/08 ,  C07C43/275 ,  C07C43/21 ,  C07D401/10 ,  C07D519/00 ,  C07D417/10 ,  C07D413/10 ,  C07C22/08 ,  C07C25/22 ,  C07C255/52 ,  H01L51/50 ,  H01L51/00

Abstract: An organic compound represented by the following formula [1] or [2]: wherein R1 to R22 independently denote a substituent selected from a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted silyl group, a cyano group, a trifluoromethyl group, a substituted or unsubstituted aromatic hydrocarbon group, and a substituted or unsubstituted heterocyclic group, and R5 and R6, and/or R7 and R8 may be bonded together to form a ring structure.

公开(公告)号：US20210139417A1

公开(公告)日：2021-05-13

申请号：US17010293

申请日：2020-09-02

Applicant: CANON KABUSHIKI KAISHA

Inventor： Hiroki Ohrui ,  Hirokazu Miyashita ,  Satoru Shiobara ,  Yosuke Nishide ,  Naoki Yamada ,  Jun Kamatani

IPC: C07C255/51 ,  H01L51/00

Abstract: An organic compound represented by formula [1]. In the formula rings Q represented by formula [1-1] are each independently present at positions *1 and *2 such that positions * of the rings Q correspond to the positions *1 and *2. The rings Q may be the same or different. R4 and R5 represent groups each independently selected from the group consisting of a hydrogen atom and a substituted or unsubstituted aryl group. The rings Q are aromatic hydrocarbons. R1 to R3 represent groups each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a cyano group. At least one of R1 to R3 represents a cyano group.

公开(公告)号：US10903433B2

公开(公告)日：2021-01-26

申请号：US16157655

申请日：2018-10-11

Applicant: CANON KABUSHIKI KAISHA

Inventor： Hirokazu Miyashita ,  Naoki Yamada ,  Hiroki Ohrui ,  Hironobu Iwawaki ,  Yosuke Nishide ,  Jun Kamatani

IPC: C07D409/04 ,  H01L51/00 ,  H01L51/42 ,  C07D221/18 ,  H04N5/232 ,  H04N5/225 ,  H04N5/374 ,  H01L27/30

Abstract: An organic compound represented by the following formula [1] has a high absorption coefficient in a long wavelength region and is thermally stable. In formula [1], Ar1 and Ar2 each represent a group independently selected from the group consisting of aryl group and heterocyclic groups, and A represents a cyclic structure. m represents an integer of 0 to 2. Q represents a structure represented by one of the following formulas [1-1] and [1-2], wherein n represents an integer of 0 to 2, and when n is 2, the two R4's may be the same as or different from each other, and the two R5's may be the same as or different from each other.

公开(公告)号：US10861903B2

公开(公告)日：2020-12-08

申请号：US16051724

申请日：2018-08-01

Applicant: CANON KABUSHIKI KAISHA

Inventor： Naoki Yamada ,  Yosuke Nishide ,  Hiroki Ohrui ,  Hironobu Iwawaki ,  Hirokazu Miyashita ,  Jun Kamatani

IPC: C07D495/04 ,  H01L27/30 ,  H01L51/00 ,  H04N5/378 ,  H01L51/44 ,  H01L27/146 ,  H04N5/374 ,  H01L51/42

Abstract: Provided is an organic compound represented by the following general formula [1], the compound having an absorption peak in a long wavelength region of a visible light region: where Ar1 and Ar2 each represent an aryl group or the like, Ar3 represents an arylene group or the like, m represents an integer of 0 to 3, R1 to R4 each represent a hydrogen atom or the like, X1 and X2 are each independently selected from oxygen and sulfur, Q represents, for example, a substituent represented by the general formula [1-1], R5 to R7 each represent a hydrogen atom or the like, and n represents an integer of 0 to 2.

公开(公告)号：US20200255358A1

公开(公告)日：2020-08-13

申请号：US16784945

申请日：2020-02-07

Applicant: CANON KABUSHIKI KAISHA

Inventor： Yosuke Nishide ,  Naoki Yamada ,  Jun Kamatani

IPC: C07C15/20 ,  C07D333/54 ,  C07D213/06 ,  H01L51/00

Abstract: An organic compound is represented by formula (1). In the formula (1), R1 to R24 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a silyl group, and a cyano group.

公开(公告)号：US10468614B2

公开(公告)日：2019-11-05

申请号：US15806004

申请日：2017-11-07

Applicant: CANON KABUSHIKI KAISHA

Inventor： Satoru Shiobara ,  Naoki Yamada ,  Tetsuo Takahashi ,  Jun Kamatani ,  Yosuke Nishide ,  Hirokazu Miyashita ,  Tomona Yamaguchi ,  Hironobu Iwawaki ,  Hiroki Ohrui ,  Masumi Itabashi ,  Norifumi Kajimoto

IPC: H04N5/378 ,  H01L51/42 ,  H01L27/30 ,  H01L51/00 ,  H04N5/38

Abstract: The present disclosure provides a photoelectric conversion element including a lower electrode, a photoelectric conversion layer, and an upper electrode in this order; a voltage is applied between the lower electrode and the upper electrode; the photoelectric conversion layer contains a first organic compound and a second organic compound; the first organic compound has a lower oxidation potential than the second organic compound, and ΔE represented by the following formula (A) satisfies the following formula (B); where ΔE=oxidation potential of first organic compound−reduction potential of second organic compound (A) ΔE≥1.79[V]  (B).

公开(公告)号：US10403827B2

公开(公告)日：2019-09-03

申请号：US15529047

申请日：2015-10-20

Applicant: CANON KABUSHIKI KAISHA

Inventor： Jun Kamatani ,  Yosuke Nishide ,  Hirokazu Miyashita ,  Naoki Yamada

IPC: H01L51/50 ,  H01L51/00 ,  C07D235/20 ,  C07D409/14 ,  C09B23/10 ,  C09B57/00 ,  C07D401/14 ,  G03G15/04 ,  H01L27/32 ,  H01L27/12 ,  H01L29/786 ,  H01L51/52 ,  H05B33/08

Abstract: A stable 2,2′-bibenzo[d]imidazolidene compound is provided. The 2,2′-bibenzo[d]imidazolidene compound is expressed by the following General Formula (1). In General Formula (1), Ar1 to Ar8 each represent a substituted or unsubstituted condensed ring. R1 to R8 each represent a hydrogen atom or a substituent.