公开(公告)号：US09985221B2

公开(公告)日：2018-05-29

申请号：US14807426

申请日：2015-07-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Takao Hamada ,  Tatsuyoshi Takahashi ,  Yasushi Kitano ,  Hiroki Suzuki ,  Hideko Inoue

IPC: H01L51/50 ,  H01L51/00 ,  C07D403/14

CPC classification number: H01L51/0072 ,  C07D403/14 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0085 ,  Y02P20/582

Abstract: To provide a light-emitting element with an improved reliability, a light-emitting element with a high current efficiency (or a high quantum efficiency), and a novel dibenzo[f,h]quinoxaline derivative that is favorably used in a light-emitting element which is one embodiment of the present invention. A light-emitting element includes an EL layer between an anode and a cathode. The EL layer includes a light-emitting layer; the light-emitting layer contains a first organic compound having an electron-transport property and a hole-transport property, a second organic compound having a hole-transport property, and a light-emitting substance; the combination of the first organic compound and the second organic compound forms an exciplex; the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound; and a difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is less than or equal to 0.4 eV.

公开(公告)号：US20160172605A1

公开(公告)日：2016-06-16

申请号：US15051910

申请日：2016-02-24

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Hiromi SEO ,  Tatsuyoshi Takahashi

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

CPC classification number: H01L51/5016 ,  C09K11/02 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1092 ,  H01L51/0051 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0056 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0079 ,  H01L51/5004 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072 ,  H01L2251/552

Abstract: To provide a light-emitting element which uses a fluorescent material as a light-emitting substance and has higher luminous efficiency. To provide a light-emitting element which includes a mixture of a thermally activated delayed fluorescent substance and a fluorescent material. By making the emission spectrum of the thermally activated delayed fluorescent substance overlap with an absorption band on the longest wavelength side in absorption by the fluorescent material in an S1 level of the fluorescent material, energy at an S1 level of the thermally activated delayed fluorescent substance can be transferred to the S1 of the fluorescent material. Alternatively, it is also possible that the Si of the thermally activated delayed fluorescent substance is generated from part of the energy of a T1 level of the thermally activated delayed fluorescent substance, and is transferred to the S1 of the fluorescent material.

Abstract translation: 提供一种使用荧光材料作为发光物质并具有较高发光效率的发光元件。 提供包含热活化延迟荧光物质和荧光材料的混合物的发光元件。 通过使荧光材料的S1水平的热活化延迟荧光物质的发射光谱与荧光材料吸收的最长波长侧的吸收带重叠，则热活化延迟荧光物质的S1水平的能量可以 转移到荧光材料的S1。 或者，热活化延迟荧光物质的Si也可以由热活化的延迟荧光物质的T1水平的能量的一部分产生，并被转移到荧光材料的S1。

公开(公告)号：US09368732B2

公开(公告)日：2016-06-14

申请号：US14068319

申请日：2013-10-31

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Yasushi Kitano ,  Hiroshi Kadoma ,  Satoko Shitagaki ,  Satoshi Seo ,  Hiromi Seo ,  Tatsuyoshi Takahashi

IPC: H01L51/00 ,  C07D405/10 ,  C07D209/86 ,  C09K11/06

CPC classification number: H01L51/0072 ,  C07D209/86 ,  C07D405/10 ,  C09K11/06 ,  C09K2211/1416 ,  C09K2211/1425 ,  C09K2211/145 ,  C09K2211/1458 ,  H01L51/0073

Abstract: To provide a novel heterocyclic compound capable of being used as a host material in which a light-emitting substance is dispersed. To provide a light-emitting element having a long lifetime. A heterocyclic compound in which a dibenzo[f,h]quinoxalinyl group and a benzo[b]naphtho[1,2-d]furanyl group are bonded through an arylene group having 6 to 13 carbon atoms. The dibenzo[f,h]quinoxalinyl group, the benzo[b]naphtho[1,2-d]furanyl group, and the arylene group separately are unsubstituted or have, as a substituent, an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 13 carbon atoms.

Abstract translation: 提供能够用作其中分散有发光物质的主体材料的新型杂环化合物。 提供寿命长的发光元件。 其中二苯并[f，h]喹喔啉基和苯并[b]萘并[1,2-d]呋喃基通过具有6至13个碳原子的亚芳基键合的杂环化合物。 二苯并[f，h]喹喔啉基，苯并[b]萘并[1,2-d]呋喃基和亚芳基分别是未取代的或具有取代基的具有1至4个碳原子的烷基或 具有6至13个碳原子的芳基。

公开(公告)号：US09312498B2

公开(公告)日：2016-04-12

申请号：US14483743

申请日：2014-09-11

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Hiroki Suzuki ,  Hiromi Seo ,  Tatsuyoshi Takahashi ,  Satoshi Seo

IPC: H01L51/00 ,  H01L51/50

CPC classification number: H01L51/0072 ,  H01L51/0074 ,  H01L51/5016

Abstract: A novel organic compound is provided. In addition, a novel organic compound with high heat resistance is provided. In the organic compound, a dibenzoquinoxaline skeleton and a 4,4-bidibenzofuran skeleton or a 4,4′-bidibezothiophene skeleton are connected to each other through an arylene group.

Abstract translation: 提供了一种新颖的有机化合物。 另外，提供了具有高耐热性的新型有机化合物。 在有机化合物中，二苯并喹喔啉骨架和4,4'-二苯并呋喃骨架或4,4'-二溴噻吩骨架通过亚芳基彼此连接。

公开(公告)号：US09130182B2

公开(公告)日：2015-09-08

申请号：US14313356

申请日：2014-06-24

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiromi Seo ,  Tatsuyoshi Takahashi

IPC: H01L29/72 ,  H01L51/50 ,  H01L51/52

CPC classification number: H01L51/5012 ,  H01L51/5024 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5206 ,  H01L51/5221 ,  H01L2251/5376

Abstract: A light-emitting element with high emission efficiency is provided. A light-emitting element with a long lifetime is provided. The light-emitting element includes an anode; a hole-transport layer over the anode, containing a hole-transport compound and a compound; a light-emitting layer over the hole-transport layer, containing a host material and a guest material; and a cathode over the light-emitting layer. The host material is an electron-transport compound. The guest material and the compound are each independently a phosphorescent compound or a thermally activated delayed fluorescence material. A peak of an emission spectrum of the compound is on a shorter wavelength side than a peak of an emission spectrum of the guest material. Only the guest material emits light.

Abstract translation: 提供发光效率高的发光元件。 提供寿命长的发光元件。 发光元件包括阳极; 阳极上的空穴传输层，含有空穴传输化合物和化合物; 空穴传输层上的发光层，含有主体材料和客体材料; 和在发光层上的阴极。 主体材料是电子传输化合物。 客体材料和化合物各自独立地是磷光化合物或热活化的延迟荧光材料。 化合物的发射光谱的峰值在比客体材料的发射光谱的峰值更短的波长侧。 只有宾客物质才能发光。

公开(公告)号：US20140319492A1

公开(公告)日：2014-10-30

申请号：US14260836

申请日：2014-04-24

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiromi Seo ,  Tatsuyoshi Takahashi ,  Satoshi Seo

IPC: H01L51/00

CPC classification number: H01L51/0067 ,  H01L51/0059 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/5012 ,  H01L2251/5384

Abstract: Provided is a light-emitting element with high emission efficiency. The light-emitting element including a first electrode, a second electrode, and a layer containing an organic compound between the first electrode and the second electrode. The layer containing the organic compound includes a light-emitting layer at least containing a first organic compound, a second organic compound, and a fluorescent substance. The first organic compound has an electron-transport property. The second organic compound has a hole-transport property. The second organic compound has a triarylamine skeleton. At least one of three aryl groups in the triarylamine skeleton is a group including a p-biphenyl skeleton.

Abstract translation: 具有发光效率高的发光元件。 发光元件包括第一电极，第二电极和在第一电极和第二电极之间含有有机化合物的层。 含有有机化合物的层包括至少含有第一有机化合物，第二有机化合物和荧光物质的发光层。 第一有机化合物具有电子传递性。 第二有机化合物具有空穴传输性。 第二有机化合物具有三芳基胺骨架。 三芳基胺骨架中的三个芳基中的至少一个是包含对联苯骨架的基团。

公开(公告)号：US20140284578A1

公开(公告)日：2014-09-25

申请号：US14220398

申请日：2014-03-20

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kyoko Takeda ,  Satoshi Seo ,  Hiromi Seo ,  Tatsuyoshi Takahashi

IPC: H01L51/00 ,  H01L51/50

CPC classification number: H01L51/006 ,  H01L51/0052 ,  H01L51/0061 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/5016

Abstract: An organic compound having a low HOMO level and a high hole-transport property is provided. The organic compound is represented by Formula (G1), where Ar1 represents a substituted or unsubstituted fluorenyl group, Ar2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and A1 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group. The low HOMO level and the high hole-transport property of the organic compound allow the formation of an exciplex with another organic compound, which leads to a highly efficient light-emitting element in the presence of a phosphorescent compound due to the effective overlapping between the emission of the exciplex and the longest absorption band of the phosphorescent compound.

Abstract translation: 提供具有低HOMO水平和高空穴传输性能的有机化合物。 有机化合物由式（G1）表示，其中Ar1表示取代或未取代的芴基，Ar2表示取代或未取代的碳原子数6〜13的芳基，A1表示取代或未取代的二苯并呋喃基和 取代或未取代的二苯并噻吩基。 有机化合物的低HOMO水平和高空穴传输性能允许与另一有机化合物形成激元复合物，这导致在磷光化合物存在下的高效发光元件，这是由于 磷光复合物的发射和磷光化合物的最长吸收带。

公开(公告)号：US20140034930A1

公开(公告)日：2014-02-06

申请号：US13957612

申请日：2013-08-02

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Hiromi Seo ,  Tatsuyoshi Takahashi

IPC: H01L51/50

CPC classification number: H01L51/5016 ,  C09K11/02 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1092 ,  H01L51/0051 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0056 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0079 ,  H01L51/5004 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072 ,  H01L2251/552

Abstract: To provide a light-emitting element which uses a fluorescent material as a light-emitting substance and has higher luminous efficiency. To provide a light-emitting element which includes a mixture of a thermally activated delayed fluorescent substance and a fluorescent material. By making the emission spectrum of the thermally activated delayed fluorescent substance overlap with an absorption band on the longest wavelength side in absorption by the fluorescent material in an S1 level of the fluorescent material, energy at an S1 level of the thermally activated delayed fluorescent substance can be transferred to the S1 of the fluorescent material. Alternatively, it is also possible that the S1 of the thermally activated delayed fluorescent substance is generated from part of the energy of a T1 level of the thermally activated delayed fluorescent substance, and is transferred to the S1 of the fluorescent material.

Abstract translation: 提供一种使用荧光材料作为发光物质并具有较高发光效率的发光元件。 提供包含热活化延迟荧光物质和荧光材料的混合物的发光元件。 通过使荧光材料的S1水平的热活化延迟荧光物质的发射光谱与荧光材料吸收的最长波长侧的吸收带重叠，则热活化延迟荧光物质的S1水平的能量可以 转移到荧光材料的S1。 或者，热活化延迟荧光物质的S1也可以由热激活的延迟荧光物质的T1水平的能量的一部分产生，并被转移到荧光材料的S1。

公开(公告)号：US12225748B2

公开(公告)日：2025-02-11

申请号：US18788835

申请日：2024-07-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Tatsuyoshi Takahashi ,  Takeyoshi Watabe ,  Satomi Mitsumori

IPC: H10K50/12 ,  C07F15/00 ,  C09K11/06 ,  H10K50/11 ,  H10K50/15 ,  H10K50/16 ,  H10K59/12 ,  H10K59/38 ,  H10K59/40 ,  H10K85/30 ,  H10K85/60 ,  H10K101/00 ,  H10K101/10 ,  H10K101/30 ,  H10K101/40

Abstract: A light-emitting element with high emission efficiency. The light-emitting element includes a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than the LUMO level of the second organic compound. The HOMO level of the first organic compound is lower than the HOMO level of the second organic compound. The HOMO level of the guest material is higher than the HOMO level of the second organic compound. The energy difference between the LUMO level of the guest material and the HOMO level of the guest material is larger than the energy difference between the LUMO level of the first organic compound and the HOMO level of the second organic compound. The guest material has a function of converting triplet excitation energy into light emission. The first organic compound and the second organic compound form an exciplex.

公开(公告)号：US12127479B2

公开(公告)日：2024-10-22

申请号：US18381846

申请日：2023-10-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Takao Hamada ,  Tatsuyoshi Takahashi ,  Yasushi Kitano ,  Hiroki Suzuki ,  Hideko Inoue

IPC: H01L51/50 ,  C07D403/14 ,  H10K85/60 ,  H10K85/30

CPC classification number: H10K85/6572 ,  C07D403/14 ,  H10K85/342 ,  H10K85/633 ,  H10K85/636 ,  Y02P20/582

Abstract: To provide a light-emitting element with an improved reliability, a light-emitting element with a high current efficiency (or a high quantum efficiency), and a novel dibenzo[f,h]quinoxaline derivative that is favorably used in a light-emitting element which is one embodiment of the present invention. A light-emitting element includes an EL layer between an anode and a cathode. The EL layer includes a light-emitting layer; the light-emitting layer contains a first organic compound having an electron-transport property and a hole-transport property, a second organic compound having a hole-transport property, and a light-emitting substance; the combination of the first organic compound and the second organic compound forms an exciplex; the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound; and a difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is less than or equal to 0.4 eV.