公开(公告)号：US10205100B2

公开(公告)日：2019-02-12

申请号：US15288229

申请日：2016-10-07

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

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

IPC: H01L51/00 ,  C09K11/06 ,  C09B57/00 ,  C07D241/38 ,  C07D209/86 ,  C07D307/91 ,  C07C13/72 ,  H01L51/50

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.

公开(公告)号：US10181563B2

公开(公告)日：2019-01-15

申请号：US15436272

申请日：2017-02-17

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Takako Takasu ,  Hiroshi Kadoma ,  Yuko Kawata ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Satoshi Seo

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

Abstract: A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R1, R2, Ar3, and α3). Further, a substituent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R1, R2, Ar3, and α3).

公开(公告)号：US10128455B2

公开(公告)日：2018-11-13

申请号：US15258622

申请日：2016-09-07

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Yusuke Nonaka ,  Satoshi Seo ,  Harue Osaka ,  Tsunenori Suzuki ,  Takeyoshi Watabe

IPC: H01L29/08 ,  H01L35/24 ,  H01L51/00 ,  H01L27/15 ,  H01L29/26 ,  H01L31/12 ,  H01L33/00 ,  H01L51/50 ,  H01L51/52

Abstract: To increase emission efficiency of a fluorescent light-emitting element by efficiently utilizing a triplet exciton generated in a light-emitting layer. The light-emitting layer of the light-emitting element includes at least a host material and a guest material. The triplet exciton generated from the host material in the light-emitting layer is changed to a singlet exciton by triplet-triplet annihilation (TTA). The guest material (fluorescent dopant) is made to emit light by energy transfer from the singlet exciton. Thus, the emission efficiency of the light-emitting element is improved.

公开(公告)号：US09972790B2

公开(公告)日：2018-05-15

申请号：US14712483

申请日：2015-05-14

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC: H01L51/00 ,  C07D209/86 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

CPC classification number: H01L51/0072 ,  C07D209/86 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  H01L51/0002 ,  H01L51/0021 ,  H01L51/0052 ,  H01L51/5012 ,  H05B33/14

Abstract: Novel anthracene derivatives, novel materials capable of blue light emission with high color purity, and a light-emitting element, a light-emitting device, and an electronic device using any of the novel materials. The anthracene derivative represented by general formula (1) is provided. With the anthracene derivative, a light-emitting element with high emission efficiency can be provided. With the anthracene derivative, a light-emitting element emitting blue light with high color purity can be provided. In the formula, A1 represents a substituted or unsubstituted phenyl group, B1 represents any of an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted phenyl group, α represents any of a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyl-4,4′-diyl group, and R1 to R9 individually represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl group.

公开(公告)号：US20170365797A1

公开(公告)日：2017-12-21

申请号：US15696776

申请日：2017-09-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa

IPC: H01L51/00 ,  H01L51/50

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：US09799843B2

公开(公告)日：2017-10-24

申请号：US15068031

申请日：2016-03-11

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：US09799834B2

公开(公告)日：2017-10-24

申请号：US14708632

申请日：2015-05-11

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Nobuharu Ohsawa ,  Masato Suzuki

IPC: C07D401/04 ,  H01L51/00 ,  C07D401/14 ,  H01L51/50

CPC classification number: H01L51/0072 ,  C07D401/14 ,  H01L51/0067 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072

Abstract: A novel carbazole compound is provided which can be used as a host material for a light-emitting substance (substance emitting fluorescence or substance emitting phosphorescence). A light-emitting element with high emission efficiency, and a light-emitting device, an electronic device, or a lighting device which has low power consumption are provided. A carbazole compound represented by General Formula (G1) below. (In the formula, Ar1 represents any of hydrogen, a substituted or unsubstituted phenyl group, and a carbazolyl group; R1 to R3 each independently represent any of hydrogen, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; α represents any of a substituted or unsubstituted phenylene group and a substituted or unsubstituted biphenylene group; and n is any of 0, 1, and 2.)

公开(公告)号：US20170125705A1

公开(公告)日：2017-05-04

申请号：US15350822

申请日：2016-11-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomonori Nakayama ,  Takako Takasu ,  Satoko Shitagaki ,  Harue Osaka ,  Toshiki Hamada

IPC: H01L51/00 ,  C09K11/02 ,  C09K11/06 ,  C07D487/14

CPC classification number: H01L51/0072 ,  C07D487/14 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1029 ,  C09K2211/1059 ,  C09K2211/185 ,  H01L51/0058 ,  H01L51/0067 ,  H01L51/0071 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5004 ,  H01L51/5016 ,  H01L2251/552 ,  H05B33/14

Abstract: A light-emitting element emitting phosphorescence and having high emission efficiency, in which a property of injecting holes to a light-emitting layer is increased, is provided. The light-emitting layer of the light-emitting element includes a first organic compound represented by the following general formula (G1) and a second organic compound which is a phosphorescent compound. The difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is lower than or equal to 0.3 eV.

公开(公告)号：US09553273B2

公开(公告)日：2017-01-24

申请号：US14161847

申请日：2014-01-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kaori Ogita ,  Tsunenori Suzuki ,  Harue Osaka ,  Satoshi Seo

IPC: H01L51/00 ,  H01L51/50 ,  C07C211/61 ,  C09K11/06 ,  H05B33/10

CPC classification number: H01L51/006 ,  C07C211/54 ,  C07C211/61 ,  C07C2601/14 ,  C07C2603/18 ,  C07C2603/24 ,  C07C2603/50 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/5004 ,  H01L51/5012 ,  H01L2251/552 ,  H05B33/10

Abstract: An object is to provide a new fluorene derivative as a good light-emitting material for organic EL elements. A fluorene derivative represented by General Formula (G1) is provided. In the formula, R1 to R8 separately represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. Further, α1 to α4 separately represent a substituted or unsubstituted phenylene group. Ar1 represents a substituted or unsubstituted condensed aromatic hydrocarbon having 14 to 18 carbon atoms forming a ring. Ar2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms forming a ring. Ar3 represents an alkyl group having 1 to 6 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms. Further, j, m, and n separately represent 0 or 1, and p represents 1 or 2.

Abstract translation: 目的是提供一种新的芴衍生物作为有机EL元件的良好发光材料。 提供由通式（G1）表示的芴衍生物。 式中，R 1〜R 8分别表示氢原子，碳原子数1〜6的烷基，取代或未取代的苯基或取代或未取代的联苯基。 此外，±1〜±4分别表示取代或未取代的亚苯基。 Ar 1表示具有14〜18个碳原子的取代或未取代的稠合芳香族烃，形成环。 Ar 2表示取代或未取代的碳原子数6〜13的芳基，形成环。 Ar 3表示碳原子数1〜6的烷基或碳原子数6〜12的取代或未取代的芳基。 此外，j，m和n分别表示0或1，p表示1或2。

公开(公告)号：US09123907B2

公开(公告)日：2015-09-01

申请号：US14285754

申请日：2014-05-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

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

IPC: H05B33/14 ,  H01L51/50 ,  C09K11/06 ,  H01L51/00

CPC classification number: H01L51/5028 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5024 ,  H05B33/14

Abstract: To provide a light-emitting element with high emission efficiency or long lifetime, in which the use amount of a phosphorescent compound is small. To provide a light-emitting element including a light-emitting layer between a pair of electrodes, wherein the light-emitting layer includes a phosphorescent compound, a first organic compound, and a second organic compound, and the combination of the first organic compound and the second organic compound forms an exciplex. The light-emitting element transfers energy by utilizing the overlap between the emission spectrum of the exciplex and the absorption spectrum of the phosphorescent compound and thus has high energy transfer efficiency, even when the concentration of the phosphorescent compound is low.

Abstract translation: 为了提供磷光化合物的使用量小的发光效率高，寿命长的发光元件。 为了提供一种在一对电极之间包括发光层的发光元件，其中发光层包括磷光化合物，第一有机化合物和第二有机化合物，以及第一有机化合物和 第二有机化合物形成激元复合物。 发光元件利用激光复合物的发射光谱和磷光化合物的吸收光谱之间的重叠而传递能量，因此即使当磷光化合物的浓度低时，也具有高的能量转移效率。