公开(公告)号：US11450817B2

公开(公告)日：2022-09-20

申请号：US17071719

申请日：2020-10-15

申请人： KYULUX, INC.

发明人： Hajime Nakanotani ,  Chihaya Adachi ,  Takahiro Higuchi ,  Taro Furukawa

IPC分类号： H01L51/00 ,  H01L51/50 ,  C09K11/06

摘要： An organic electroluminescent device having an anode, a cathode, and a light emitting layer between the anode and the cathode, in which the light emitting layer contains a first organic compound, a second organic compound, and a third organic compound that satisfy the following expression (A), the second organic compound is a delayed fluorescent material, and the third organic compound is a light emitting material, is capable of enhancing the light emission efficiency. ES1(A), ES1(B) and ES1(C) represent a lowest singlet excitation energy level of the first, second and third organic compound, respectively. ES1(A)>ES1(B)>ES1(C)  (A)

公开(公告)号：US11322693B2

公开(公告)日：2022-05-03

申请号：US16471217

申请日：2017-12-20

申请人： KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION ,  KYULUX, INC.

发明人： Masashi Mamada ,  Chihaya Adachi ,  Hajime Nakanotani ,  YuSeok Yang

IPC分类号： H01L51/00 ,  C09K11/06 ,  H01L51/50

摘要： Disclosed is an organic light-emitting device using a compound capable of emitting delayed fluorescence and capable of undergoing intramolecular hydron transfer. The compound includes, for example, a compound represented by the general formula. X1 to X3 each represent O or S; R1 to R6 each represent nH or a substituent; n, n1 to n3 each represent an integer of 1 to 3.

公开(公告)号：US10276803B2

公开(公告)日：2019-04-30

申请号：US15293889

申请日：2016-10-14

申请人： KYULUX, INC

发明人： Chihaya Adachi ,  Hiroki Uoyama ,  Hiroko Nomura ,  Kenichi Goushi ,  Takuma Yasuda ,  Ryosuke Kondo ,  Katsuyuki Shizu ,  Hajime Nakanotani ,  Junichi Nishide

IPC分类号： C07D209/88 ,  H01L51/00 ,  C07D209/86 ,  C09K11/06 ,  C07D209/18 ,  C07D209/08 ,  H01L51/50

摘要： An organic light-emitting device having a light-emitting layer containing a compound represented by the general formula below has a high light emission efficiency. In the general formula, at least one of R1 to R5 represents a cyano group, at least one of R1 to R5 represents a 9-carbazolyl group, a 1,2,3,4-tetrahydro-9-carbazolyl group, a 1-indolyl group or a diarylamino group, and the balance of R1 to R5 represents a hydrogen atom or a substituent.

公开(公告)号：US10256415B2

公开(公告)日：2019-04-09

申请号：US15129070

申请日：2015-03-06

申请人： KYULUX, INC.

发明人： Tadahisa Sato ,  Shun Unayama ,  Jie Li ,  Chihaya Adachi

IPC分类号： H01L51/00 ,  C07D487/14 ,  C07D487/04 ,  C09K11/06 ,  H01L51/50

摘要： An organic light-emitting device having a compound represented by the following general formula in a light-emitting layer thereof has a high light emission efficiency. R1 to R5 each independently represent a hydrogen atom or a substituent having a Hammett σp value of 0 or more. R6 to R20 each independently represent a hydrogen atom or a substituent, provided that at least one of R6 to R20 represents a substituted or unsubstituted N,N-diarylamino group. m represents 1 or 2.

公开(公告)号：US10153438B2

公开(公告)日：2018-12-11

申请号：US15304973

申请日：2015-04-17

申请人： KYULUX, INC.

发明人： Jie Li ,  Qisheng Zhang ,  Hiroko Nomura ,  Chihaya Adachi

IPC分类号： H01L51/50 ,  H01L51/00 ,  C09K11/02 ,  C09K11/06 ,  C07D487/16

摘要： An organic light-emitting device containing a compound having a lone electron pair and a π electron orbital, the compound emitting fluorescent light by such a mechanism that when at least a part of electrons constituting the lone electron pair is excited to an excited triplet state 3nπ* through nπ* transition, the part of electrons undergoes inverse intersystem crossing from the excited triplet state 3nπ* to an excited singlet state 1nπ*, and returns from the excited singlet state 1nπ* to the ground state, at which the fluorescent light is emitted. The organic light-emitting device has a high light emission efficiency.

公开(公告)号：US10050215B2

公开(公告)日：2018-08-14

申请号：US15121461

申请日：2015-02-25

申请人： KYULUX, INC.

发明人： Masatsugu Taneda ,  Katsuyuki Shizu ,  Hiroyuki Tanaka ,  Hiroki Noda ,  Hajime Nakanotani ,  Chihaya Adachi

IPC分类号： H01L51/00 ,  C07C255/58 ,  C07D209/86 ,  C09K11/06 ,  H01L51/50

CPC分类号： H01L51/0072 ,  C07C255/58 ,  C07D209/86 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1037 ,  C09K2211/1044 ,  H01L51/0059 ,  H01L51/5012

摘要： A compound represented by the general formula (1) is useful as a light-emitting material. R1, R3, and R5 each represent a cyano group, or R1, R2, R4, and R5 each represent a cyano group; and the others of R1 to R6 each represent a group represented by any one of the following general formula (4), etc.

公开(公告)号：US09773982B2

公开(公告)日：2017-09-26

申请号：US15124119

申请日：2015-03-04

申请人： KYULUX, INC.

发明人： Hiroki Noda ,  Masatsugu Taneda ,  Katsuyuki Shizu ,  Hiroyuki Tanaka ,  Chihaya Adachi

IPC分类号： C07D209/88 ,  C07D403/10 ,  C07D417/10 ,  C07D417/14 ,  C07D403/14 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50

CPC分类号： H01L51/0061 ,  C07D209/88 ,  C07D403/10 ,  C07D403/14 ,  C07D417/10 ,  C07D417/14 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1022 ,  C09K2211/1029 ,  C09K2211/1037 ,  C09K2211/1059 ,  H01L51/0067 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5016

摘要： A compound represented by the general formula (1) is useful as a light-emitting material. In the general formula (1), Ar1 to Ar3 each represent a substituted or unsubstituted aryl group, provided that at least one of Ar1 to Ar3 each represent a carbazolyl group having an N-position substituted with a group containing an electron withdrawing group.

公开(公告)号：US11101433B2

公开(公告)日：2021-08-24

申请号：US15036129

申请日：2014-11-12

申请人： KYULUX, INC.

发明人： Hiroyuki Tanaka ,  Hiroki Noda ,  Katsuyuki Shizu ,  Masatsugu Taneda ,  Chihaya Adachi

IPC分类号： H01L51/00 ,  C07D403/14 ,  C09K11/06 ,  C07D403/10 ,  C09K11/02 ,  H01L51/50

摘要： A light-emitting material containing a compound represented by the general formula (1) is capable of achieving an excellent external quantum efficiency on using in an organic light-emitting device. R1 to R8 represent a hydrogen atom or a substituent, provided that at least one of R1 to R8 represents a substituted or unsubstituted carbazolyl group; and Ar1 to Ar3 represent a substituted or unsubstituted aromatic ring or heteroaromatic ring.

公开(公告)号：US11637244B2

公开(公告)日：2023-04-25

申请号：US16471231

申请日：2017-12-21

申请人： KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION ,  KYULUX, INC.

发明人： Yan Geng ,  Chihaya Adachi ,  Hajime Nakanotani ,  Naoto Notsuka ,  Keiro Nasu

IPC分类号： H01L51/00 ,  C09K11/06 ,  C09K11/02 ,  C07D401/10 ,  C07D251/24 ,  H01L51/50

摘要： A compound represented by the following general formula is excellent in light emission properties. R1 and R2 each independently represent a fluorinated alkyl group, D represents a substituent in which Hammett's σp value is negative, and A represents a substituent in which Hammett's σp value is positive.

公开(公告)号：US11038118B2

公开(公告)日：2021-06-15

申请号：US16066814

申请日：2016-12-28

申请人： KYULUX, INC. ,  KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

发明人： Keiro Nasu ,  Chihaya Adachi ,  Hajime Nakanotani ,  Hiroko Nomura

IPC分类号： H01L51/50 ,  H01L51/00 ,  C09K11/06 ,  C07D209/86 ,  H01L51/56 ,  H01L51/52

摘要： A compound having a structure represented by the following general formula emits delayed fluorescent light and is useful as a light-emitting material. Three or more of R1, R2, R4, and R5 each represent a 9-carbazolyl group, a 10-phenoxazyl group, or a 10-phenothiazyl group, and the balance thereof and R3 each represent a hydrogen atom or a substituent, but exclude a cyano group. R3 excludes an aryl group, a heteroaryl group, and an alkynyl group.