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：US20230006138A1

公开(公告)日：2023-01-05

申请号：US17765197

申请日：2021-04-20

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Hiromi NAKANO ,  Hisato MATSUMOTO ,  Yuichi NISHIMAE

IPC: H01L51/00 ,  C07F5/02 ,  C09K11/06

Abstract: A compound of formula (1) wherein X1 is CR1 or a nitrogen atom, X2 is CR2 or a nitrogen atom, X3 is CR3 or a nitrogen atom, X4 is CR4 or a nitrogen atom, X5 is CR5 or a nitrogen atom, X6 is CR6 or a nitrogen atom, X7 is CR7, a nitrogen atom, or a carbon atom single-bonded to X8, X8 is CR8, a nitrogen atom, or a carbon atom single-bonded to X7, X9 is CR9 or a nitrogen atom, X10 is CR10 or a nitrogen atom, X11 is CR11 or a nitrogen atom, X12 is CR12 or a nitrogen atom, and Q is CRQ or a nitrogen atom, and Y is NRY1, an oxygen atom, a sulfur atom, C(RY2)(RY3) or Si(RY4)(RY5), each R being a hydrogen atom or a substituent.

公开(公告)号：US20220006026A1

公开(公告)日：2022-01-06

申请号：US17345450

申请日：2021-06-11

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Takushi SHIOMI ,  Hisato MATSUMOTO ,  Hiromi NAKANO ,  Toshinari OGIWARA

IPC: H01L51/00

Abstract: An organic EL device includes an anode, a cathode, and an emitting layer. The emitting layer contains a first compound represented by a formula (1X) or a formula (1Y), a second compound, and a third compound that exhibits delayed fluorescence. The second compound is different in structure from the first compound. The second compound is different in structure from the third compound. Singlet energies S1 of the first, second, third compounds satisfy Numerical Formula 1 and Numerical Formula 2 below, A is, for example, a group represented by a formula (a1); Y11˜Y13 are, for example, each independently a nitrogen atom or CRy; Ry is, for example, a substituent or a group represented by a formula (1Z); R1X to R3X are, for example, each independently a substituent or a group represented by a formula (1Z).

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：US20230033529A1

公开(公告)日：2023-02-02

申请号：US17345427

申请日：2021-06-11

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Takushi SHIOMI ,  Hisato MATSUMOTO ,  Hiromi NAKANO ,  Toshinari OGIWARA

IPC: H01L51/00 ,  C07D498/04 ,  C09K11/06

Abstract: An organic EL device includes: an anode, a cathode, and an emitting layer, in which the emitting layer contains a first compound of a formula (1), a second compound of a formula (2), and a third compound that exhibits delayed fluorescence, and singlet energies S1 of the first compound, the second compound, and the third compound satisfy Numerical Formula 1 and Numerical Formula 2. In the formula (1), A represents a group of a formula (a1) or the like, L represents a linking group or the like, and B represents an aryl group or the like. The first compound of the formula (1) has no carbonyl group. In the formula (2), Y21 to Y26 each independently represent an N atom, CRA, or the like. RA represents a substituent, a group of a formula (2A), or the like.

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：US20230050369A1

公开(公告)日：2023-02-16

申请号：US17784426

申请日：2020-12-08

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Takushi SHIOMI ,  Hiromi NAKANO ,  Toshinari OGIWARA ,  Hisato MATSUMOTO

IPC: H01L51/00 ,  H01L51/50

Abstract: An organic electroluminescence device includes: an anode; a cathode; and an emitting layer provided between the anode and the cathode, in which the emitting layer contains a delayed fluorescent compound M2 and a compound M3 represented by a formula (3) 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, S1(M3)>S1(M2) . . . (Numerical Formula 1). In the formula (3), A3 is a group represented by a formula (3a) or the like.

公开(公告)号：US20220263030A1

公开(公告)日：2022-08-18

申请号：US17629289

申请日：2020-07-20

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

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

IPC: H01L51/00 ,  C07D491/048 ,  C09K11/06 ,  C07D495/04 ,  C07F5/02

Abstract: An organic-EL device includes an emitting-layer, first-layer adjacent to the emitting-layer near the anode, and second-layer adjacent to the emitting-layer near the cathode. The emitting-layer contains first, second and third compounds. The first-layer contains a compound of formula-(A). The second-layer contains a compound of formula-(B). The first, second and third compounds are a fluorescent compound of formula-(1), delayed-fluorescent compound of formula-(2), and compound of formula-(3), respectively. Singlet energies S1 of the first to third compounds satisfy S1(M3)>S1(M2)>S1(M1). In the formula-(A), Ra1-Ra5 etc. each represent a substituent etc. In the formula-(B), X1-X3 each represent N atom etc, Ar1 and Ar2 each represent a group of formula-(1B) etc. A represents the group of the formula-(1B). In the formula-(1B), HAr is of formula-(2B), a is 1 to 5, and L1 is a linking group etc. In the formula-(2B), X11-X18 each represent N atom etc, and Y1 represent O, S, or N atom etc.

公开(公告)号：US20220231227A1

公开(公告)日：2022-07-21

申请号：US17614092

申请日：2020-05-25

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Hiromi NAKANO ,  Hisato MATSUMOTO ,  Takushi SHIOMI ,  Toshinari OGIWARA ,  Keiji OKINAKA

IPC: H01L51/00 ,  C09K11/06

Abstract: An organic EL device includes an emitting layer, a first layer adjacent to an anode-side of the emitting layer, and a second layer adjacent to a cathode-side thereof. The emitting layer contains first to third compounds. The first and second layers contain compounds of Formulae (1) and (2), respectively. The first and second compounds exhibits fluorescence and delayed fluorescence, respectively. Singlet energies S1 of the first to third compounds satisfy S1(M3)>S1(M2)>S1(M1). In Formula (1), Ra1-Ra5, Rb1-Rb5 and Rc1-Rc5 are each a substituent, etc. In Formula (2), X1-X3 are each nitrogen atom, etc, Ar1-Ar2 are each a group of Formula (2A) or aryl group, etc, A is a group of Formula (2A) in which HAr is of Formula (2B), a is 1 to 5, L1 is a linking group, etc. In Formula (2B), X11-X18 are each nitrogen atom, etc, and Y1 is oxygen, sulfur or nitrogen atom, etc,

公开(公告)号：US20240397816A1

公开(公告)日：2024-11-28

申请号：US18568551

申请日：2022-06-09

Applicant: IDEMITSU KOSAN CO.,LTD.

Inventor： Keiichi YASUKAWA ,  Hisato MATSUMOTO ,  Kazuki TERADA ,  Maiko IIDA

IPC: H10K85/60 ,  C07D495/14 ,  C07D519/00 ,  C09K11/06 ,  H10K50/11 ,  H10K101/25

Abstract: A compound may have formula (1): D11 and D12 independently being a group of formula (11), (12), or (13): At least one D11 may be a group of formula (12) or (13). R may be, for instance, a hydrogen atom or an aryl group.