公开(公告)号：US20240114780A1

公开(公告)日：2024-04-04

申请号：US18204474

申请日：2023-06-01

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Yukitoshi JINDE ,  Hisato MATSUMOTO ,  Keiichi YASUKAWA

IPC: H10K85/60

CPC classification number: H10K85/657 ,  H10K85/654 ,  H10K85/6572 ,  H10K85/658 ,  H10K50/11

Abstract: An emitting layer of an organic EL device contains a fluorescent first compound, a delayed fluorescent second compound, and a third compound that satisfy numerical formulae (Numerical Formula 1) to (Numerical Formula 4). (Numerical Formula 1): |Af(M1)−Af(M2)|≤0.40 eV, (Numerical Formula 2): Ip(M2)≥5.75 eV, (Numerical Formula 3): |Ip(M2)−Ip(M3)|≤0.25 eV, (Numerical Formula 4): S1(M3)≥S1(M2). Af(M1) is an affinity of the first compound, Af(M2) is an affinity of the second compound, Ip(M2) is an ionization potential of the second compound, S1(M2) is a lowest singlet energy of the second compound, Ip(M3) is an ionization potential of the third compound, and S1(M3) is a lowest singlet energy of the third compound.

公开(公告)号：US20240057478A1

公开(公告)日：2024-02-15

申请号：US18258060

申请日：2021-12-16

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Kazuki TERADA ,  Hisato MATSUMOTO ,  Keiichi YASUKAWA ,  Yuichiro KAWAMURA ,  Toshinari OGIWARA ,  Yuichi NISHIMAE

IPC: H10K85/60 ,  C07D495/04 ,  C09K11/06 ,  C07F5/02

CPC classification number: H10K85/657 ,  C07D495/04 ,  C09K11/06 ,  C07F5/027 ,  H10K85/658 ,  H10K50/11

Abstract: An organic electroluminescence device includes an anode, a cathode, and an emitting layer, in which the emitting layer contains a first compound represented by a formula (1) and a delayed fluorescent second compound represented by a formula (2), and singlet energy S1(M1) of the first compound and singlet energy S1(M2) of the second compound satisfy a relationship of Numerical Formula 1, S1(M2)>S1(M1) (Numerical Formula 1). In the formula, rings A, B, D, E, and F are each independently a cyclic structure selected from the group consisting of a substituted or unsubstituted aryl ring having 6 to 30 ring carbon atoms and a 10 substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms; one or both of the rings B and D are present; and one or both of the rings E and F are present

公开(公告)号：US20220380387A1

公开(公告)日：2022-12-01

申请号：US17764778

申请日：2021-01-22

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Takushi SHIOMI ,  Keiichi YASUKAWA ,  Hiromi NAKANO ,  Toshinari OGIWARA

IPC: C07F5/02 ,  C07D493/04 ,  C07C211/54 ,  C07C15/20 ,  C07D209/82 ,  C07D405/10 ,  C07D491/048 ,  C07D409/10 ,  C07D405/14 ,  C07F7/08 ,  C07D403/14 ,  C07D409/14 ,  C07D487/04 ,  C07D471/04 ,  C07D409/04 ,  C07D401/14 ,  C07D251/24 ,  C07D403/04 ,  C07D403/10 ,  C07D333/76 ,  C07D307/91 ,  C07D235/08 ,  C07F9/53 ,  C07C13/72 ,  C07D519/00 ,  C07D487/14 ,  C07D495/04 ,  C07C15/38 ,  C07D413/10 ,  C07D491/147 ,  C07D413/14 ,  C07D495/14 ,  C07D401/04 ,  C07D487/16 ,  C07D241/46 ,  H01L51/00 ,  H01L51/50

Abstract: An organic electroluminescence device includes an anode, a cathode, and an emitting layer disposed between the anode and the cathode. The emitting layer comprises a delayed fluorescent compound M2 having at least one deuterium atom and a compound M3 having at least one deuterium atom. A singlet energy S1(M2) of the compound M2 and a singlet energy S1(M3) of the compound M3 satisfy the relationship S1(M3)>S1(M2).

公开(公告)号：US20240215447A1

公开(公告)日：2024-06-27

申请号：US18546535

申请日：2022-02-16

Applicant: IDEMITSU KOSAN CO.,LTD. ,  TORAY INDUSTRIES, INC.

Inventor： Hiromi NAKANO ,  Hisato MATSUMOTO ,  Takushi SHIOMI ,  Toshinari OGIWARA ,  Keiichi YASUKAWA ,  Kazunari KAWAMOTO ,  Takashi TOKUDA ,  Kazumasa NAGAO

IPC: H10K85/60 ,  C09K11/06

CPC classification number: H10K85/658 ,  C09K11/06 ,  H10K85/657 ,  H10K85/6572 ,  H10K85/6574 ,  H10K50/12

Abstract: An organic electroluminescence device may include an emitting layer between an anode and a cathode, in which the emitting layer contains a first compound that fluoresces, a second compound that exhibits delayed fluorescence, and a third compound. The first compound may have formula (1):




the second compound may have formula (2):






the third compound may have formula (3):






, and

a singlet energy of the first compound S1(M1), a singlet energy of the second compound S1(M2), and a singlet energy of the third compound S1(M3) satisfy a Inequality






S1(M3)>S1(M2)>S1(M1)   (Eq. 1).

公开(公告)号：US20220388991A1

公开(公告)日：2022-12-08

申请号：US17766051

申请日：2020-09-30

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Shota SAWANO ,  Keiichi YASUKAWA ,  Takushi SHIOMI ,  Kazuki TERADA

IPC: C07D403/14 ,  C07D211/82 ,  C07D519/00 ,  C07D495/04 ,  C07D491/048 ,  C07F5/02 ,  C07D493/04 ,  H01L51/00 ,  H01L51/50

Abstract: A compound is represented by a formula (1) below. D is a group represented by a formula (11), (12) or (13) below; at least one D is a group represented by the formula (12) or (13); at least one R is a substituent; and a sum of the number of R serving as a substituent and the number of a group represented by the formula (12) or (13) is 3 or 4.

公开(公告)号：US20210242428A1

公开(公告)日：2021-08-05

申请号：US17059352

申请日：2019-05-28

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Kazuki NISHIMURA ,  Toshinari OGIWARA ,  Keiji OKINAKA ,  Keiichi YASUKAWA

IPC: H01L51/52 ,  H01L27/32 ,  H01L51/50 ,  H01L51/56 ,  H01L51/00

Abstract: An organic electroluminescence device including: at least a first pixel and a blue pixel apposed on a substrate, in which the first pixel and the blue pixel each have an anode and a cathode, and the first pixel and the blue pixel have a first emitting layer and a blue emitting layer, respectively; a hole transporting zone provided between the first emitting layer and the anode and between the blue emitting layer and the anode; and an electron transporting zone provided between the first emitting layer and the cathode and between the blue emitting layer and the cathode, in which the first emitting layer includes a delayed fluorescent second compound and a fluorescent first compound capable of emitting light ranging from 500 nm to 660 nm, and the electron transporting zone includes: a first common layer; and an additional layer provided between the first emitting layer and the cathode.

公开(公告)号：US20240407244A1

公开(公告)日：2024-12-05

申请号：US18700407

申请日：2022-10-04

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Yukitoshi JINDE ,  Takushi SHIOMI ,  Keiichi YASUKAWA ,  Tetsuya MASUDA ,  Hiroyuki IWABUCHI ,  Masato NAKAMURA

IPC: H10K71/12 ,  C09K11/02 ,  C09K11/06 ,  H10K85/60 ,  H10K101/20

Abstract: A mixed powder for an organic electroluminescence device, including a first organic compound and a second organic compound, and being solid at ordinary temperatures and pressures, wherein the organic electroluminescence device includes a cathode, an anode, and an emitting layer arranged between the cathode and the anode, and the emitting layer includes a compound C2 having delayed fluorescence, and each of the first organic compound and the second organic compound is a compound selected from the group consisting of a fluorescent emitting compound C1, the compound C2, and a compound C3 different from both the compound C1 and the compound C2, and they have the specific combination, wherein when MOL1 [mol %] is used as the molar concentration of the first organic compound in the mixed powder and MOL2 [mol %] is used as the molar concentration of the second organic compound in the mixed powder, MOL1 [mol %] and MOL2 [mol %] satisfy the following formula (1), wherein when M1 [kg/mol] is used as the molecular weight of the first organic compound, when P1 [Pa] is used as the vapor pressure obtained by ThermoGravimetry-Differential Thermal Analysis of the first organic compound at arbitrary temperature, when M2 [kg/mol] is used as the molecular weight of the second organic compound, and when P2 [Pa] is used as the vapor pressure obtained by ThermoGravimetry-Differential Thermal Analysis of the second organic compound at arbitrary temperature, the temperature T1 [° C.] of the first organic compound in the case of P1/M11/2=0.04×{MOL1/(MOL1+MOL2)} and the temperature T2 [° C.] of the second organic compound in the case of P2/M21/2=0.04×{MOL2/(MOL1+MOL2)} satisfy the following formula (2): 0

公开(公告)号：US20240215440A1

公开(公告)日：2024-06-27

申请号：US18282302

申请日：2022-03-14

Applicant: IDEMITSU KOSAN CO., LTD.

Inventor： Takushi SHIOMI ,  Hisato MATSUMOTO ,  Yukitoshi JINDE ,  Kengo KISHINO ,  Kazuki TERADA ,  Keiichi YASUKAWA ,  Toshinari OGIWARA

IPC: H10K85/60 ,  C07D495/04 ,  C07F5/02 ,  C09K11/06 ,  H10K50/11

CPC classification number: H10K85/657 ,  C07D495/04 ,  C07F5/027 ,  C09K11/06 ,  H10K85/658 ,  C09K2211/1018 ,  H10K50/11

Abstract: An organic electroluminescence device includes: an anode; a cathode; and an emitting layer between the anode and the cathode, in which the emitting layer contains a delayed fluorescent compound M2 represented by a formula (2) below and a compound M3 represented by a formula (3) below, and a singlet energy S1 (M2) of the compound M2 and a singlet energy S1 (M3) of the compound M3 satisfy a relationship of a numerical formula (Numerical Formula 1) below,

公开(公告)号：US20230011206A1

公开(公告)日：2023-01-12

申请号：US17287406

申请日：2019-10-24

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Keiichi YASUKAWA ,  Shota SAWANO ,  Hiromi NAKANO ,  Takushi SHIOMI

IPC: H01L51/00 ,  C07D495/04 ,  C09K11/06 ,  C07D491/048 ,  C07D487/04 ,  C07D209/80 ,  C07D491/147

Abstract: A compound is represented by a formula (1). n is 2 to 4, m is 1 to 4, q is 0 to 3, and m+n+q=6; CN is a cyano group; D1 is a group represented by a formula (2), (3) or (3X), the plurality of D1 are the same; and Rx is a hydrogen atom or substituent. R1 to R8 are each independently a hydrogen atom or substituent. R31 to R38 and R41 to R48 are each independently a hydrogen atom or substituent; p, px and py are each independently 1 to 4; A to C are each independently a cyclic structure represented by a formula (131) or (132). R19 and R20 are each independently a hydrogen atom or substituent. X1 is a sulfur atom or the like, and * represents a bonding position with a carbon atom of a benzene ring in the formula (1).

公开(公告)号：US20210143341A1

公开(公告)日：2021-05-13

申请号：US16765681

申请日：2019-07-24

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Keiichi YASUKAWA ,  Shota SAWANO ,  Keiji OKINAKA ,  Toshinari OGIWARA ,  Takushi SHIOMI

IPC: H01L51/00 ,  C09K11/06 ,  C09K11/02 ,  C07D491/048 ,  C07D209/94 ,  C07D495/04

Abstract: A compound is represented by one of formulae (11) to (13). R1 to R4 each independently represent a group represented by a formula (1-1) or the like, or a group represented by a formula (2-1), a group represented by a formula (2-2) or the like. At least one of R1 to R4 is the group represented by the formula (1-1) or the like. At least one of R1 to R4 is the group represented by the formula (2-1), (2-2) or the like. For instance, X1 represents an oxygen atom, a sulfur atom, or CR151R152, R101 to R110 and R151 and R152 each independently representing a hydrogen atom or a substituent. For instance, R161 to R168 and R171 and R180 each independently represent a hydrogen atom or a substituent. * each independently represents a bonding position to a carbon atom in a benzene ring in each of formulae (11) to (13):