公开(公告)号：US20220135595A1

公开(公告)日：2022-05-05

申请号：US17517194

申请日：2021-11-02

申请人： CANON KABUSHIKI KAISHA

发明人： Hirokazu Miyashita ,  Naoki Yamada ,  Yosuke Nishide ,  Jun Kamatani

IPC分类号： C07D519/00 ,  H01L51/00

摘要： 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

申请人： CANON KABUSHIKI KAISHA

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

IPC分类号： 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

摘要： 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

申请人： CANON KABUSHIKI KAISHA

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

IPC分类号： C07C255/51 ,  H01L51/00

摘要： 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

申请人： CANON KABUSHIKI KAISHA

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

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

摘要： 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

申请人： CANON KABUSHIKI KAISHA

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

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

摘要： 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

申请人： CANON KABUSHIKI KAISHA

发明人： Yosuke Nishide ,  Naoki Yamada ,  Jun Kamatani

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

摘要： 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

申请人： CANON KABUSHIKI KAISHA

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

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

摘要： 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

申请人： CANON KABUSHIKI KAISHA

发明人： Jun Kamatani ,  Yosuke Nishide ,  Hirokazu Miyashita ,  Naoki Yamada

IPC分类号： 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

摘要： 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.

公开(公告)号：US20190267545A1

公开(公告)日：2019-08-29

申请号：US16405874

申请日：2019-05-07

申请人： CANON KABUSHIKI KAISHA

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

IPC分类号： H01L51/00 ,  C07C225/24 ,  C07C211/61 ,  H01L27/30 ,  H01L51/42 ,  H01L51/44

摘要： The present disclosure provides a photoelectric conversion element including a lower electrode, a photoelectric conversion layer, and an upper electrode in this order, wherein the photoelectric conversion layer includes a first organic compound and a second organic compound having a lower reduction potential than that of the first organic compound, the first organic compound has an emission lifetime of 1.1 ns or more in chloroform solution, and the first organic compound is an organic compound represented by Formula [1] according to claim 1, a fluoranthene derivative, or a metal complex.

公开(公告)号：US20180342559A1

公开(公告)日：2018-11-29

申请号：US16056270

申请日：2018-08-06

申请人： CANON KABUSHIKI KAISHA

发明人： Jun Kamatani ,  Naoki Yamada ,  Hiroki Ohrui ,  Kengo Kishino ,  Hironobu Iwawaki ,  Satoru Shiobara ,  Tomona Yamaguchi ,  Masumi Itabashi ,  Yosuke Nishide ,  Hirokazu Miyashita

IPC分类号： H01L27/30 ,  H04N5/378 ,  H01L51/44 ,  H01L51/00

摘要： An organic photoelectric conversion element includes an electron-collecting electrode, a hole-collecting electrode, and a photoelectric conversion portion which is disposed between the electron-collecting electrode and the hole-collecting electrode. The photoelectric conversion portion includes a first organic compound layer. A second organic compound layer is disposed between the hole-collecting electrode and the photoelectric conversion portion. The first organic compound layer contains a first compound having at least a fullerene skeleton and a second compound having a fluoranthene skeleton.