公开(公告)号：US09741937B2

公开(公告)日：2017-08-22

申请号：US14730407

申请日：2015-06-04

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Satoko Shitagaki ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Sachiko Kawakami ,  Satoshi Seo

IPC: H01L51/00 ,  C07C211/54 ,  H05B33/14 ,  H05B33/20 ,  C09B57/00 ,  H01L51/50

CPC classification number: H01L51/006 ,  C07C209/10 ,  C07C211/54 ,  C07C2603/18 ,  C09B57/00 ,  C09B57/008 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/5056 ,  H05B33/14 ,  H05B33/20

Abstract: An object is to provide a light-emitting element having high light-emission efficiency by provision of a novel fluorene derivative as represented by General Formula (G1) below. In the formula, R1 to R8 independently represent any of 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 independently represent any of a substituted or unsubstituted arylene group having 6 to 12 carbon atoms. Furthermore, Ar1 and Ar2 independently represent any of an aryl group having 6 to 13 carbon atoms in a ring and Ar3 represents an alkyl group having 1 to 6 carbon atoms or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms. J, k, m, and n each independently represent 0 or 1.

公开(公告)号：US09174927B2

公开(公告)日：2015-11-03

申请号：US14254479

申请日：2014-04-16

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Masakazu Egawa ,  Harue Osaka ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Satoshi Seo ,  Ryoji Nomura

IPC: C07D209/86 ,  C07D403/12 ,  C07C211/54 ,  H01L51/00 ,  C07D209/88 ,  H01L51/50

CPC classification number: C07C211/54 ,  C07D209/86 ,  C07D209/88 ,  C07D403/12 ,  H01L51/0052 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308

Abstract: A novel stilbene derivative is provided with motivation of providing a blue emissive material showing excellent color purity. The use of the stilbene derivative of the present invention allows the fabrication of a blue-emissive light-emitting element with excellent color purity. The invention also includes an electronic device equipped with a display portion in which the stilbene derivative is employed. The stilbene derivative of the present invention is represented by formula (1), in which Ar1 and Ar2 may form a 5-membered ring by being directly bonded to each other. In formula (1), A11 represents any one of substituents represented by general formulas (1-1) to (1-3). The variables shown in formula (1) and (1-1) to (1-3) are as defined in the specification.

Abstract translation: 提供了一种新颖的1,2-二苯乙烯衍生物，具有提供显示出优异色纯度的蓝色发光材料的动机。 使用本发明的1,2-二苯乙烯衍生物可以制造具有优异色纯度的蓝色发光发光元件。 本发明还包括配备有使用二苯乙烯衍生物的显示部分的电子装置。 本发明的1,2-二苯乙烯衍生物由式（1）表示，其中Ar 1和Ar 2可以通过直接键合形成5元环。 式（1）中，A11表示由通式（1-1）〜（1-3）表示的取代基中的任意一个。 式（1）和（1-1）至（1-3）所示的变量如本说明书中所定义。

公开(公告)号：US20150243899A1

公开(公告)日：2015-08-27

申请号：US14668239

申请日：2015-03-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Takako Takasu ,  Hiromi Nowatari ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Satoshi Seo ,  Kyoko Takeda ,  Sachiko Kawakami ,  Tsunenori Suzuki

IPC: H01L51/00 ,  C07C31/36 ,  C07C49/163 ,  C07D333/76 ,  C07D307/91

CPC classification number: H01L51/0058 ,  C07C25/02 ,  C07C25/22 ,  C07C31/36 ,  C07C33/46 ,  C07C33/50 ,  C07C49/163 ,  C07C49/333 ,  C07C49/80 ,  C07C2603/18 ,  C07C2603/24 ,  C07C2603/50 ,  C07D307/91 ,  C07D333/76 ,  C07D409/10 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0081 ,  H01L51/0085 ,  H01L51/5004 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/508 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5206 ,  H01L51/5221 ,  H01L2251/301 ,  H01L2251/308 ,  H01L2251/552 ,  H05B33/10 ,  Y10S428/917

Abstract: A substance having a hole-transport property and a wide band gap is provided. A fluorene compound represented by a general formula (G1) is provided. In the general formula (G1), α1 and α2 separately represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; Ar1 represents a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted 4-dibenzothiophenyl group, or a substituted or unsubstituted 4-dibenzofuranyl group; n and k separately represent 0 or 1; Q1 represents sulfur or oxygen; and R1 to R15 separately represent hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms.

Abstract translation: 提供具有空穴传输性和宽带隙的物质。 提供由通式（G1）表示的芴化合物。 在通式（G1）中，α1和α2分别表示取代或未取代的碳原子数为6〜13的亚芳基。 Ar1表示取代或未取代的碳原子数为6〜18的芳基，取代或未取代的4-二苯并噻吩基或取代或未取代的4-二苯并呋喃基; n和k分别表示0或1; Q1表示硫或氧; R1〜R15分别表示氢，碳原子数1〜12的烷基或碳原子数6〜14的芳基。

公开(公告)号：US20150171358A1

公开(公告)日：2015-06-18

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

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.

Abstract translation: 提供了抑制EL层中的卤化物的不良影响的发光元件，能够以低成本提供。 发光元件在阳极和发光层之间至少包含两层。 靠近阳极的两层之一具有比靠近发光层的另一层更高的卤化物和卤素元素的浓度。

公开(公告)号：US09040720B2

公开(公告)日：2015-05-26

申请号：US14076453

申请日：2013-11-11

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: C07C209/86 ,  C07C25/02 ,  H01L51/50 ,  H01J1/62 ,  H01L51/00 ,  C07D209/86 ,  C09K11/06

CPC classification number: H01L51/0072 ,  C07D209/86 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/5004 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5088 ,  H01L2251/303 ,  H01L2251/5376 ,  H01L2251/552 ,  Y10S428/917

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).

Abstract translation: 提供了可以实现发光元件的寿命和发光效率的新型物质。 提供具有由通式（G1）表示的结构的咔唑化合物。 另外，作为通式（G1）（R1，R2，Ar3）中的各取代基，分别使用使氢取代基的氢原子被氢取代的化合物的HOMO能级和LUMO能级的取代基 ，和α3）。 另外，作为通式（G1）中的各取代基，使用通式（G1）的各取代基（R1，R2，R2），使带隙（Bg）的取代基和取代基的氢原子被氢原子和高的取代基取代的化合物的T1电平 ，Ar3和α3）。

公开(公告)号：US08969863B2

公开(公告)日：2015-03-03

申请号：US14042899

申请日：2013-10-01

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.

Abstract translation: 提供了抑制EL层中的卤化物的不良影响的发光元件，能够以低成本提供。 发光元件在阳极和发光层之间至少包含两层。 靠近阳极的两层之一具有比靠近发光层的另一层更高的卤化物和卤素元素的浓度。

公开(公告)号：US08852758B2

公开(公告)日：2014-10-07

申请号：US13682356

申请日：2012-11-20

Applicant: Semiconductor Energy Laboratory Co., Ltd.

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

IPC: H01L51/54 ,  H05B33/14 ,  C07D209/86 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50

CPC classification number: C07D209/86 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0081 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5088 ,  H05B33/14 ,  Y10S428/917

Abstract: Novel aromatic amine compounds are provided. Light-emitting elements having high emission efficiency and high reliability are provided. Further, light-emitting devices and electronic devices using the light-emitting devices are provided. Specifically, an aromatic amine compound represented by the general formula (1), and light-emitting elements, light-emitting devices and electronic devices that are formed using the aromatic amine compound represented by the general formula (1) are provided. By using the aromatic amine compound represented by the general formula (1) for light-emitting elements, light-emitting devices and electronic devices, the light-emitting elements, light-emitting devices and electronic devices can have high emission efficiency.

Abstract translation: 提供了新的芳香族胺化合物。 提供了发光效率高，可靠性高的发光元件。 此外，提供使用发光装置的发光装置和电子装置。 具体地，提供由通式（1）表示的芳族胺化合物，以及使用由通式（1）表示的芳族胺化合物形成的发光元件，发光元件和电子器件。 通过使用由通式（1）表示的芳族胺化合物作为发光元件，发光元件和电子器件，发光元件，发光元件和电子器件可以具有高发光效率。

公开(公告)号：US20140206887A1

公开(公告)日：2014-07-24

申请号：US14208356

申请日：2014-03-13

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

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：US20140145166A1

公开(公告)日：2014-05-29

申请号：US14088690

申请日：2013-11-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa

IPC: H01L51/00

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).

Abstract translation: 提供发光效率高的发光元件。 在包含一对电极之间的有机化合物的发光元件中，有机化合物的分子量X为450以上且1500以下，有机化合物的吸收边缘为380nm以上。 通过使用液体色谱仪以任何高于或等于1eV且低于或等于30eV的能量使氩气与进行分离的有机化合物碰撞的正模式的液相色谱质谱法， 至少在m / z =（X-240）周围检测离子。

公开(公告)号：US20140091293A1

公开(公告)日：2014-04-03

申请号：US14042899

申请日：2013-10-01

Applicant: Semiconductor Energy Laboratory Co., Ltd.

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

IPC: H01L51/50

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.

Abstract translation: 提供了抑制EL层中的卤化物的不良影响的发光元件，能够以低成本提供。 发光元件在阳极和发光层之间至少包含两层。 靠近阳极的两层之一具有比靠近发光层的另一层更高的卤化物和卤素元素的浓度。