公开(公告)号：US10910568B2

公开(公告)日：2021-02-02

申请号：US16859056

申请日：2020-04-27

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takeyoshi Watabe ,  Satoko Shitagaki ,  Kunihiko Suzuki ,  Harue Osaka ,  Satomi Mitsumori ,  Satoshi Seo

IPC: H01L51/54 ,  C09K11/06 ,  H01L51/00 ,  C09K11/02 ,  H01L27/32 ,  H01L51/50

Abstract: A light-emitting element with high emission efficiency and high reliability is provided. The light-emitting element includes a light-emitting layer containing a first organic compound, a second organic compound, and a guest material. The first organic compound has a nitrogen-containing six-membered heteroaromatic skeleton. In the light-emitting layer, the weight ratio of an organic compound having a nitrogen-containing five-membered heterocyclic skeleton with an NH group, a secondary amine skeleton with an NH group, or a primary amine skeleton with an NH group to the first organic compound is less than or equal to 0.03, or alternatively, the weight ratio of the organic compound having a nitrogen-containing five-membered heterocyclic skeleton with an NH group, a secondary amine skeleton with an NH group, or a primary amine skeleton with an NH group to the second organic compound is less than or equal to 0.01.

公开(公告)号：US10556864B2

公开(公告)日：2020-02-11

申请号：US16139412

申请日：2018-09-24

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko Nomura ,  Harue Osaka ,  Takahiro Ushikubo ,  Sachiko Kawakami ,  Satoshi Seo ,  Satoko Shitagaki

IPC: C07D209/96 ,  H01L51/00 ,  C07D209/86

Abstract: To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independently 0 or 1.

公开(公告)号：US10153437B2

公开(公告)日：2018-12-11

申请号：US15152232

申请日：2016-05-11

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoya Hirose ,  Harue Osaka ,  Takeyoshi Watabe ,  Satomi Mitsumori ,  Yuko Kubota ,  Satoshi Seo

IPC: H01L51/54 ,  H01L51/00 ,  C07D491/048 ,  C09K11/06 ,  H01L27/12 ,  H01L51/50

Abstract: Provided is a novel substance that can be used in an element capable of emitting phosphorescence, a novel substance that contributes to high emission efficiency, or a novel substance that contributes to light emission with high color purity. A light-emitting element includes a pair of electrodes and an EL layer between the pair of electrodes. The EL layer includes a substance including a carbazole skeleton. The substance is bonded to a substituted or unsubstituted first arylene group through a nitrogen atom included in the carbazole skeleton. The first arylene group is bonded to a substituted or unsubstituted benzofuropyridyl group or a substituted or unsubstituted benzothienopyridyl group. The first arylene group includes 1 to 5 substituted or unsubstituted second arylene groups which are bonded to one another. The EL layer may further include a layer including an emission center substance, specifically an iridium compound.

公开(公告)号：US10096783B2

公开(公告)日：2018-10-09

申请号：US15652799

申请日：2017-07-18

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kyoko Takeda ,  Harue Osaka ,  Yusuke Takita ,  Naoaki Hashimoto ,  Tsunenori Suzuki ,  Kunihiko Suzuki ,  Satoshi Seo

IPC: C07D209/86 ,  H01L51/00 ,  C09K11/06 ,  H01L51/50

Abstract: To provide a novel fluorescent organic compound (a fluorescent compound). The organic compound is a substance that emits fluorescence and an organic compound (a host material) in which TTA can occur efficiently. In the organic compound, triplet excitons, which do not contribute to light emission, can be efficiently converted into singlet excitons. The use of such an organic compound can increase emission efficiency of a light-emitting element.

公开(公告)号：US09985218B2

公开(公告)日：2018-05-29

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 ,  H01L51/52

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.

公开(公告)号：US20180009751A1

公开(公告)日：2018-01-11

申请号：US15713129

申请日：2017-09-22

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko Nomura ,  Harue Osaka ,  Takahiro Ushikubo ,  Sachiko Kawakami ,  Satoshi Seo ,  Satoko Shitagaki

IPC: C07D209/86 ,  H01L51/00

CPC classification number: C07D209/86 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0072

Abstract: To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independently 0 or 1.

公开(公告)号：US09831456B2

公开(公告)日：2017-11-28

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 ,  H01L51/00

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.

公开(公告)号：US09831435B2

公开(公告)日：2017-11-28

申请号：US15198244

申请日：2016-06-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kaori Ogita ,  Hiromi Nowatari ,  Harue Osaka ,  Takahiro Ushikubo ,  Satoshi Seo ,  Takako Takasu

IPC: H01L51/54 ,  C09K11/06 ,  H01L51/00 ,  H05B33/14 ,  C07F15/00

CPC classification number: H01L51/0052 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1092 ,  H01L51/0058 ,  H01L51/0072 ,  H01L51/0085 ,  H05B33/14

Abstract: A composite material which includes an organic compound and an inorganic compound and has a high carrier-transport property is provided. A composite material having a good property of carrier injection into an organic compound is provided. A composite material in which light absorption due to charge-transfer interaction is unlikely to occur is provided. A composite material having a high visible-light-transmitting property is provided. A composite material including a hydrocarbon compound and an inorganic compound exhibiting an electron-accepting property with respect to the hydrocarbon compound is provided. The hydrocarbon compound has a substituent bonded to a naphthalene skeleton, a phenanthrene skeleton, or a triphenylene skeleton and has a molecular weight of 350 to 2000, and the substituent has one or more rings selected from a benzene ring, a naphthalene ring, a phenanthrene ring, and a triphenylene ring.

公开(公告)号：US09540315B2

公开(公告)日：2017-01-10

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: H01L51/50 ,  C07C211/54 ,  C09K11/06 ,  H01L51/00 ,  H05B33/14 ,  H01L27/32 ,  H01L51/52

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：US09478749B2

公开(公告)日：2016-10-25

申请号：US14222786

申请日：2014-03-24

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Masato Suzuki ,  Nobuharu Ohsawa ,  Satoko Shitagaki ,  Harue Osaka

IPC: H01L51/00 ,  C09K11/02 ,  C09K11/06 ,  C07C13/72 ,  C07D209/86 ,  C07D241/38 ,  H01L51/50

CPC classification number: H01L51/0056 ,  C07C13/72 ,  C07C2603/94 ,  C07C2603/97 ,  C07D209/86 ,  C07D241/38 ,  C07D307/91 ,  C09B57/00 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1059 ,  C09K2211/185 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5072

Abstract: An organic compound having a high T1 level is provided. An element emitting phosphorescence in the blue and green regions is provided. An organic compound having a high glass-transition temperature is provided. A light-emitting element, a light-emitting device, an electronic appliance, or a lighting device having high heat resistance is provided. A light-emitting element includes at least a hole-transport layer, a light-emitting layer, and an electron-transport layer between an anode and a cathode. An anthracene compound represented by General Formula (G1) is contained in at least one of the hole-transport layer, the light-emitting layer, and the electron-transport layer.

Abstract translation: 提供具有高T1水平的有机化合物。 提供了在蓝色和绿色区域中发射磷光的元件。 提供了玻璃化转变温度高的有机化合物。 提供具有高耐热性的发光元件，发光装置，电子设备或照明装置。 发光元件在阳极和阴极之间至少包括空穴传输层，发光层和电子传输层。 由通式（G1）表示的蒽化合物包含在空穴传输层，发光层和电子传输层中的至少一个中。