公开(公告)号：US11171292B2

公开(公告)日：2021-11-09

申请号：US15822900

申请日：2017-11-27

申请人： SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

发明人： Sachiko Kawakami ,  Nobuharu Ohsawa

IPC分类号： H01L51/00 ,  C09K11/07 ,  H05B33/14 ,  C07D209/86 ,  C09K11/06 ,  H01L51/50 ,  H01L27/32

摘要： An anthracene derivative represented by a general formula (1) and an organic compound represented by a general formula (8) are provided. Further, by use of the anthracene derivative represented by the general formula (1), a light-emitting element with high emission efficiency can be obtained. Furthermore, by use of the anthracene derivative represented by the general formula (1), a light-emitting element that emits blue light with high color purity can be obtained.

公开(公告)号：US11090577B2

公开(公告)日：2021-08-17

申请号：US16090914

申请日：2017-03-30

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Sachiko Kawakami ,  Yasushi Kitano ,  Kanata Abe

IPC分类号： B01D7/02 ,  B01D7/00 ,  B01D1/14 ,  C07B63/00 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50 ,  H01L51/56 ,  H01L51/52

摘要： A novel sublimation purification method is provided. Moreover, a novel sublimation purification apparatus is provided. A purification method using a purification apparatus including a purification portion where a substance is purified by vaporization, a temperature adjustment means, a gas supply means, and a gas discharge means is provided. In the purification method, the inside of the purification portion is made to have a first pressure with use of the gas discharge means, a temperature gradient is generated in the purification portion with use of the temperature adjustment means such that the substance is purified, the pressure in the purification portion is then set at a second pressure with use of the gas supply means, and the purification portion is cooled with use of the temperature adjustment means. The second pressure is higher than the first pressure and the second pressure is higher than or equal to an atmospheric pressure.

公开(公告)号：US10243151B2

公开(公告)日：2019-03-26

申请号：US15477847

申请日：2017-04-03

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Satoshi Seo ,  Sachiko Kawakami ,  Hiroko Nomura ,  Nobuharu Ohsawa

IPC分类号： C07F5/02 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50 ,  H05B33/10 ,  H05B33/14 ,  C07D263/57 ,  C07D271/07 ,  C07D413/10 ,  C07D417/10

摘要： Disclosed is a novel organic semiconductor material which has a twisted quaterphenylene skeleton as a central unit and simultaneously possesses a skeleton having an electron-transporting property and a skeleton having a hole-transporting property at the terminals of the quaterphenylene skeleton. Specifically, the organic semiconductor material has a [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group, and one of the terminals of the [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group is bonded to a skeleton having an electron-transporting property such as a benzoxazole group or an oxadiazole group. A skeleton having a hole-transporting property such as diarylamino group is introduced at the other terminal. This structure allows the formation of a compound having a bipolar property, a high molecular weight, an excellent thermal stability, a large band gap, and high triplet excitation energy.

公开(公告)号：US09899602B2

公开(公告)日：2018-02-20

申请号：US15404331

申请日：2017-01-12

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Sachiko Kawakami ,  Harue Nakashima

IPC分类号： H01L51/50 ,  H01L51/00 ,  H01L51/52 ,  H01L27/32 ,  H01L29/49 ,  C07C211/61

CPC分类号： H01L51/006 ,  C07C211/61 ,  C07C2103/97 ,  C07C2603/94 ,  C07C2603/97 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1029 ,  H01L27/3248 ,  H01L27/3262 ,  H01L29/4908 ,  H01L51/0056 ,  H01L51/0058 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0096 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5203 ,  H01L51/5218 ,  H01L51/5221 ,  H01L2251/301 ,  H01L2251/308 ,  H05B33/14

摘要： It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R2 and R3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and may be identical or different. R4 is an aryl group having 6 to 15 carbon atoms. Each of R5 and R6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)

公开(公告)号：US09741937B2

公开(公告)日：2017-08-22

申请号：US14730407

申请日：2015-06-04

申请人： SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

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

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

CPC分类号： 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

摘要： 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：US09586924B2

公开(公告)日：2017-03-07

申请号：US14809427

申请日：2015-07-27

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Sachiko Kawakami ,  Naoaki Hashimoto ,  Tsunenori Suzuki ,  Satoshi Seo

IPC分类号： C07D307/77 ,  H01L51/00 ,  C07C211/61 ,  C09K11/06 ,  H01L51/50

CPC分类号： H01L51/006 ,  C07C211/61 ,  C07D307/77 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1022 ,  C09K2211/1088 ,  H01L51/0054 ,  H01L51/0061 ,  H01L51/0073 ,  H01L51/5012

摘要： An organic compound that emits blue light with high color purity and has a long lifetime is provided as a novel substance. The organic compound is a fluorescent organic compound having a structure in which benzonaphthofuranylamine is bonded to the 1-position and the 6-position of a pyrene skeleton.

摘要翻译： 作为新物质，提供了发出高纯度且寿命长的蓝光的有机化合物。 有机化合物是具有苯并萘并呋喃胺与芘骨架的1位和6位结合的荧光有机化合物。

公开(公告)号：US20160380211A1

公开(公告)日：2016-12-29

申请号：US15264062

申请日：2016-09-13

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Hiroki Suzuki ,  Kyoko Takeda ,  Sachiko Kawakami ,  Tsunenori Suzuki ,  Satoshi Seo ,  Nobuharu Ohsawa

IPC分类号： H01L51/00 ,  C09K11/02 ,  C07D409/14 ,  C07D405/14 ,  C07D409/04 ,  C07D405/04

CPC分类号： H01L51/0072 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C09K11/025 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0566 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072

摘要： An object is to provide a novel carbazole derivative that has an excellent carrier-transport property and can be suitably used for a transport layer or as a host material of a light-emitting element. Another object is to provide an organic semiconductor material and a light-emitting element material each using the carbazole derivative. As the carbazole derivative that can achieve the above objects, a carbazole derivative in which a carbazolyl group whose either 2- or 3-position of carbazole is substituted by the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is bonded to aromatic hydrocarbon that has 14 to 70 carbon atoms and includes a condensed tricyclic ring, a condensed tetracyclic ring, a condensed pentacyclic ring, a condensed hexacyclic ring, or a condensed heptacyclic ring has been able to be synthesized.

摘要翻译： 本发明的目的是提供一种具有优异载流子传输性能的新型咔唑衍生物，可适用于传输层或作为发光元件的主体材料。 另一个目的是提供各自使用咔唑衍生物的有机半导体材料和发光元件材料。 作为能够实现上述目的的咔唑衍生物，可以举出二苯并噻吩骨架或二苯并呋喃骨架的4-位取代咔唑的2-或3-位的咔唑基与咔唑衍生物， 具有14至70个碳原子，并且可以合成包括稠合的三环，缩合的四环，缩合的五环，缩合的六环或缩合的七环。

公开(公告)号：US09478751B2

公开(公告)日：2016-10-25

申请号：US14466422

申请日：2014-08-22

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Harue Nakashima ,  Sachiko Kawakami ,  Kumi Kojima ,  Ryoji Nomura ,  Nobuharu Ohsawa

IPC分类号： H01L51/50 ,  H01L51/00 ,  C07D403/12 ,  C09K11/06 ,  H05B33/14

CPC分类号： H01L51/0061 ,  C07D209/88 ,  C07D403/12 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308 ,  H05B33/14

摘要： It is an object of the present invention to provide a light emitting element, which is resistant to repetition of an oxidation reaction. It is another object of the invention to provide a light emitting element, which is resistant to repetition of a reduction reaction. An anthracene derivative is represented by a general formula (1). In the general formula (1), R1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R2 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 12 carbon atoms, R3 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 12 carbon atoms, Ph1 represents a phenyl group, and X1 represents an arylene group having 6 to 15 carbon atoms.

公开(公告)号：US09397299B2

公开(公告)日：2016-07-19

申请号：US14064658

申请日：2013-10-28

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Hiroko Nomura ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC分类号： H01L51/50 ,  H01L51/00 ,  C09K11/06 ,  C07D215/38 ,  C07D249/08 ,  C07D403/14

CPC分类号： H01L51/0067 ,  C07D215/38 ,  C07D249/08 ,  C07D401/14 ,  C07D403/10 ,  C07D403/14 ,  C09K11/025 ,  C09K11/06 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5072 ,  H01L51/5092 ,  H01L51/5203 ,  Y10S428/917

摘要： It is an object of the present invention to provide a novel triazole derivative. Further, it is another object of the present invention to provide a light-emitting element having high luminous efficiency with the use of the novel triazole derivative. Moreover, it is still another object of the present invention to provide a light-emitting device and electronic devices which have low power consumption. A light-emitting element having high luminous efficiency can be manufactured with the use of a triazole derivative which is a 1,2,4-triazole derivative, in which an aryl group or a heteroaryl group is bonded to each of 3-position, 4-position, and 5-position, and in which any one of the aryl group or heteroaryl group has a 9H-carbazol-9-yl group.

公开(公告)号：US09324951B2

公开(公告)日：2016-04-26

申请号：US14584311

申请日：2014-12-29

申请人： Semiconductor Energy Laboratory Co., Ltd.

发明人： Hiroko Murata ,  Masakazu Egawa ,  Harue Nakashima ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC分类号： H01L51/00 ,  C07D241/12 ,  C07D403/12 ,  C07D403/14 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

CPC分类号： H01L51/0067 ,  C07D241/12 ,  C07D403/12 ,  C07D403/14 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5016 ,  H05B33/14 ,  Y10S428/917 ,  Y10T428/265 ,  Y10T428/31504

摘要： It is an object to provide a novel material having a bipolar property, a light emitting element provided with the novel material, and a display device that includes the light emitting element. It is an object to provide a pyrazine derivative represented by the following general formula (g-1).

摘要翻译： 本发明的目的是提供一种具有双极性的新型材料，具有该新型材料的发光元件以及包括该发光元件的显示装置。 本发明的目的是提供由以下通式（g-1）表示的吡嗪衍生物。