公开(公告)号：US09761812B2

公开(公告)日：2017-09-12

申请号：US14088690

申请日：2013-11-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa

IPC: H01L51/50 ,  H01L51/00

CPC classification number: H01L51/0072 ,  H01L51/0061 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5088

Abstract: To provide a light-emitting element with high emission efficiency. In a light-emitting element including an organic compound between a pair of electrodes, the molecular weight X of the organic compound is 450 or more and 1500 or less, and the absorption edge of the organic compound is at 380 nm or more. By liquid chromatography mass spectrometry in a positive mode in which an argon gas is made to collide with the organic compound subjected to separation using a liquid chromatograph at any energy higher than or equal to 1 eV and lower than or equal to 30 eV, a product ion is detected at least around m/z=(X−240).

公开(公告)号：US09735372B2

公开(公告)日：2017-08-15

申请号：US14745804

申请日：2015-06-22

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Harue Osaka ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Tsunenori Suzuki ,  Hiromi Nowatari ,  Hiroki Suzuki ,  Kyoko Takeda

IPC: C09K11/06 ,  H01L51/50 ,  C07D409/14 ,  C07D403/10 ,  C07D209/82 ,  C07D209/86 ,  H01L51/00 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04

CPC classification number: H01L51/0074 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5056

Abstract: An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.

公开(公告)号：US09293723B2

公开(公告)日：2016-03-22

申请号：US14633845

申请日：2015-02-27

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tsunenori Suzuki ,  Nozomi Komatsu ,  Harue Osaka ,  Hiromi Seo ,  Satoshi Seo

IPC: H01L51/50 ,  H01L51/00

CPC classification number: H01L51/5012 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/5052 ,  H01L51/5056 ,  H01L51/506 ,  H01L51/5088

Abstract: Provided is a light-emitting element in which an adverse effect by halides in an EL layer is suppressed and which can be provided with low cost. The light-emitting element including at least two layers between an anode and a light-emitting layer. One of the two layers which is closer to the anode has higher concentration of halides and halogen elements than the other layer closer to the light-emitting layer.

公开(公告)号：US09269920B2

公开(公告)日：2016-02-23

申请号：US14504826

申请日：2014-10-02

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Shunpei Yamazaki ,  Satoshi Seo ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Hiroshi Kadoma ,  Harue Osaka

IPC: H01L29/08 ,  H01L21/00 ,  H01L51/50 ,  H01L27/32 ,  H01L51/00

CPC classification number: H01L51/504 ,  H01L27/3209 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5072 ,  H01L2251/5346 ,  H01L2251/5376 ,  H01L2251/5384

Abstract: A light-emitting element having extremely high efficiency of approximately 25% is provided. The light-emitting element includes a light-emitting layer which contains a phosphorescent guest, an n-type host, and a p-type host, where the light-emitting layer is interposed between an n-type layer including the n-type host and a p-type layer including the p-type host, and where the n-type host and the p-type host are able to form an exciplex in the light-emitting layer. The light-emitting element exhibits an extremely high emission efficiency (power efficiency of 74.3 lm/W, external quantum efficiency of 24.5%, energy efficiency of 19.3%) at a low driving voltage (2.6 V) at which luminance of 1200 cd/m2 is attainable.

Abstract translation: 提供了具有极高效率约25％的发光元件。 发光元件包括含有磷光客体，n型主体和p型主体的发光层，其中发光层插入在包括n型主体的n型层之间 以及包含p型主体的p型层，其中n型主体和p型主体能够在发光层中形成激光复合物。 在1200cd / m2的亮度的低驱动电压（2.6V）下，发光元件显示出极高的发光效率（74.3lm / W的功率效率，24.5％的外部量子效率，能量效率为19.3％） 是可以实现的

公开(公告)号：US20150287934A1

公开(公告)日：2015-10-08

申请号：US14745804

申请日：2015-06-22

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Harue Osaka ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Tsunenori Suzuki ,  Hiromi Nowatari ,  Hiroki Suzuki ,  Kyoko Takeda

IPC: H01L51/00 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14 ,  C07D405/14

CPC classification number: H01L51/0074 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5056

Abstract: An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.

Abstract translation: 本发明的目的是提供一种具有高发光效率的发光元件，其包括具有宽能隙的新型咔唑衍生物，可用于发光元件中的输送层或主体材料。 通过使用咔唑衍生物，能够使二苯并噻吩或二苯并呋喃的4-位与咔唑的2-或3-位相连的咔唑衍生物。 此外，通过使用咔唑衍生物，能够提供发光效率高的发光元件。

公开(公告)号：US09096578B2

公开(公告)日：2015-08-04

申请号：US13663810

申请日：2012-10-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Nobuharu Ohsawa

IPC: H01L51/50 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/00

CPC classification number: C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/0061 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5072

Abstract: A novel compound which can be used as a material for a light-emitting element is provided. Specifically, a novel compound is provided which can be suitably used as a material for a light-emitting element where a phosphorescent compound enabling high emission efficiency of the light-emitting element is used as a light-emitting substance. In addition, a novel compound is provided which can be easily synthesized and inexpensively manufactured as well as having the above-described characteristics. A compound is provided in which at least one dibenzothiophenyl group or dibenzofuranyl group is directly bonded to a dibenzo[f,h]quinoxaline skeleton.

Abstract translation: 提供了可用作发光元件材料的新型化合物。 具体地说，提供了可以适合用作发光元件的发光效率高的磷光化合物作为发光物质的发光元件的材料的新型化合物。 此外，提供了可以容易地合成和廉价地制造以及具有上述特征的新型化合物。 提供了一种化合物，其中至少一个二苯并噻吩基或二苯并呋喃基直接键合到二苯并[f，h]喹喔啉骨架上。

公开(公告)号：US20150141697A1

公开(公告)日：2015-05-21

申请号：US14605286

申请日：2015-01-26

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Takahiro USHIKUBO ,  Nobuharu OHSAWA ,  Satoshi SEO ,  Tsunenori SUZUKI

IPC: C07C211/54 ,  H01L51/00

CPC classification number: H01L51/006 ,  C07C211/54 ,  C07C2601/14 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/185 ,  H01L27/3209 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5278 ,  H05B33/14 ,  Y10S428/917

Abstract: A triarylamine derivative represented by a general formula (G1) given below is provided. Note that in the formula, Ar represents either a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group; α represents a substituted or unsubstituted naphthyl group; β represents either hydrogen or a substituted or unsubstituted naphthyl group; n and m each independently represent 1 or 2; and R1 to R8 each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.

Abstract translation: 提供由下述通式（G1）表示的三芳基胺衍生物。 注意，在该式中，Ar表示取代或未取代的苯基或取代或未取代的联苯基; α表示取代或未取代的萘基; ＆bgr 表示氢或取代或未取代的萘基; n和m各自独立地表示1或2; R 1〜R 8各自独立地表示氢，碳原子数1〜6的烷基或苯基中的任一个。

公开(公告)号：US20140353654A1

公开(公告)日：2014-12-04

申请号：US14459847

申请日：2014-08-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Shunpei Yamazaki ,  Kunihiko Suzuki ,  Harue Osaka ,  Masahiro Takahashi

IPC: H01L51/50 ,  H01L51/52

CPC classification number: H01L51/5012 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/5016 ,  H01L51/506 ,  H01L51/5203 ,  H01L2251/558

Abstract: A light-emitting element which at least includes a monomolecular layer including a luminescent center material with a fluorescent light-emitting property, and a monomolecular layer including a host material with a carrier (electron or hole)-transport property and a band gap larger than a band gap (note that a band gap refers to the energy difference between a HOMO level and a LUMO level) of the luminescent center material, between a pair of electrodes, in which the monomolecular layer including the host material and the monomolecular layer including the luminescent center material share the same interface, is provided.

Abstract translation: 至少包括具有荧光发光性的发光中心材料的单分子层的发光元件和包含载体（电子或空穴） - 传输特性的主体材料和带隙大于的带隙的单分子层 在一对电极之间的发光中心材料的带隙（注意，带隙是指HOMO能级和LUMO能级之间的能量差），其中包括主体材料的单分子层和包括主体材料的单分子层 发光中心材料共享相同的界面。

公开(公告)号：US20140034925A1

公开(公告)日：2014-02-06

申请号：US13954121

申请日：2013-07-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Hiroshi Kadoma ,  Yasushi Kitano ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC: H01L51/00 ,  H01L51/50

CPC classification number: H01L51/0067 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/5016 ,  H01L51/5278

Abstract: A light-emitting element with low drive voltage, a light-emitting element with high current efficiency, and/or a light-emitting element with a long lifetime are/is provided. Specifically, a light-emitting element with low drive voltage, a light-emitting element with high current efficiency, and/or a light-emitting element with a long lifetime are/is provided by the use of an organic compound with a dibenzo[f,h]quinoxaline skeleton in a light-emitting layer. In a light-emitting element which includes a light-emitting layer containing an organic compound between a pair of electrodes, the organic compound has a 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton, a hole-transport skeleton selected from a substituted or unsubstituted dibenzothiophene skeleton, a substituted or unsubstituted dibenzofuran skeleton, and a substituted or unsubstituted carbazole skeleton, and an arylene skeleton, and the 2,3-unsubstituted dibenzo[f,h]quinoxaline skeleton and the hole-transport skeleton are bonded through the arylene skeleton.

Abstract translation: 提供具有低驱动电压的发光元件，具有高电流效率的发光元件和/或具有长寿命的发光元件。 具体地说，通过使用具有二苯并[f]的有机化合物，提供具有低驱动电压的发光元件，具有高电流效率的发光元件和/或具有长寿命的发光元件 ，h]喹喔啉骨架。 在包括在一对电极之间含有有机化合物的发光层的发光元件中，有机化合物具有2,3-取代的二苯并[f，h]喹喔啉骨架，空穴传输骨架，其选自 取代或未取代的二苯并噻吩骨架，取代或未取代的二苯并呋喃骨架，取代或未取代的咔唑骨架和亚芳基骨架，2,3-未取代的二苯并[f，h]喹喔啉骨架和空穴输送骨架通过 亚芳基骨架。

公开(公告)号：US20130112954A1

公开(公告)日：2013-05-09

申请号：US13663810

申请日：2012-10-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Nobuharu Oshawa

IPC: C07D405/10 ,  C07D405/14 ,  C07D409/14 ,  H01L51/54 ,  C07D409/10

CPC classification number: C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/0061 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5072

Abstract: A novel compound which can be used as a material for a light-emitting element is provided. Specifically, a novel compound is provided which can be suitably used as a material for a light-emitting element where a phosphorescent compound enabling high emission efficiency of the light-emitting element is used as a light-emitting substance. In addition, a novel compound is provided which can be easily synthesized and inexpensively manufactured as well as having the above-described characteristics. A compound is provided in which at least one dibenzothiophenyl group or dibenzofuranyl group is directly bonded to a dibenzo[f,h]quinoxaline skeleton.

Abstract translation: 提供了可用作发光元件材料的新型化合物。 具体地说，提供了可以适合用作发光元件的发光效率高的磷光化合物作为发光物质的发光元件的材料的新型化合物。 此外，提供了可以容易地合成和廉价地制造以及具有上述特征的新型化合物。 提供了一种化合物，其中至少一个二苯并噻吩基或二苯并呋喃基直接键合到二苯并[f，h]喹喔啉骨架上。