Chiral Spiro-Axis Induced Blue Thermally Activated Delayed Fluorescence Material for Efficient Circularly Polarized OLEDs with Low Efficiency Roll-Off

被引：140

作者：

Zhang, Yi-Pin ^{[1
]}

Liang, Xiao ^{[1
]}

Luo, Xu-Feng ^{[1
]}

Song, Shi-Quan ^{[1
]}

Li, Si ^{[1
,2
,3
]}

Wang, Yi ^{[1
]}

Mao, Zhi-Ping ^{[4
]}

Xu, Wen-Ye ^{[4
]}

Zheng, You-Xuan ^{[1
,2
,3
]}

Zuo, Jing-Lin ^{[1
,2
,3
]}

Pan, Yi ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Adv Organ Mat, State Key Lab Coordinat Chem,Collaborat Innovat C, Nanjing 210023, Peoples R China

[2] Zhengzhou Univ, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

[3] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China

[4] Guangzhou Res & Creat Biotechnol Co Ltd, Guangzhou 510700, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2021年 / 60卷 / 15期

基金：

中国国家自然科学基金;

关键词：

chiral spiro-axis; circularly polarized TADF material; high efficiency; low efficiency roll-off; organic light-emitting diodes;

D O I：

10.1002/anie.202015411

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A spiro-axis skeleton not only introduces circularly polarized luminescence (CPL) into thermally activated delayed fluorescence (TADF) molecules but also enhances the intramolecular through space charge transfer (TSCT) process. Spiral distributed phenoxazine and 2-(trifluoromethyl)-9H-thioxanthen-9-one-10,10-dioxide act as donor and acceptor units, respectively. The resulting TADF enantiomers, (rac)-OSFSO, display emission maxima at 470 nm, small singlet-triplet energy gap (Delta E-ST) of 0.022 eV and high photoluminescence quantum yield (PLQY) of 81.2 % in co-doped film. The circularly polarized OLEDs (CP-OLEDs) based on (R)-OSFSO and (S)-OSFSO display obvious circularly polarized electroluminescence (CPEL) signals with dissymmetry factor up to 3.0x10(-3) and maximum external quantum efficiency (EQE(max)) of 20.0 %. Moreover, the devices show remarkably low efficiency roll-off with an EQE of 19.3 % at 1000 cd m(-2) (roll-off ca. 3.5 %), which are among the top results of CP-OLEDs.

引用

页码：8435 / 8440

页数：6

共 65 条

[1] Circularly Polarized Phosphorescent Electroluminescence with a High Dissymmetry Factor from PHOLEDs Based on a Platinahelicene [J].

Brandt, Jochen R. ;

Wang, Xuhua ;

Yang, Ying ;

Campbell, Alasdair J. ;

Fuchter, Matthew J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (31) :9743-9746

[2] Multifunctional Materials for High-Performance Double-Layer Organic Light-Emitting Diodes: Comparison of Isomers with and without Thermally Activated Delayed Fluorescence [J].

Cai, Minghan ;

Zhang, Dongdong ;

Huang, Tianyu ;

Song, Xiaozeng ;

Duan, Lian .

ACS APPLIED MATERIALS & INTERFACES, 2017, 9 (20) :17280-17290

[3] Thermally Activated Delayed Fluorescence (TADF) Path toward Efficient Electroluminescence in Purely Organic Materials: Molecular Level Insight [J].

Chen, Xian-Kai ;

Kim, Dongwook ;

Bredas, Jean-Luc .

ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (09) :2215-2224

[4] High Circular Polarization of Electroluminescence Achieved via Self-Assembly of a Light-Emitting Chiral Conjugated Polymer into Multidomain Cholesteric Films [J].

Di Nuzzo, Daniele ;

Kulkarni, Chidambar ;

Zhao, Baodan ;

Smolinsky, Eilam ;

Tassinar, Francesco ;

Meskers, Stefan C. J. ;

Naaman, Ron ;

Meijer, E. W. ;

Friend, Richard H. .

ACS NANO, 2017, 11 (12) :12713-12722

[5] Design and Synthesis of New Circularly Polarized Thermally Activated Delayed Fluorescence Emitters [J].

Feuillastre, Sophie ;

Pauton, Mathilde ;

Gao, Longhui ;

Desmarchelier, Alaric ;

Riives, Adrian J. ;

Prim, Damien ;

Tondelier, Denis ;

Geffroy, Bernard ;

Muller, Gilles ;

Clavier, Gilles ;

Pieters, Gregory .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (12) :3990-3993

[6] Maximizing Chiral Perturbation on Thermally Activated Delayed Fluorescence Emitters and Elaboration of the First Top-Emission Circularly Polarized OLED [J].

Frederic, Lucas ;

Desmarchelier, Alaric ;

Plais, Romain ;

Lavnevich, Leonid ;

Muller, Gilles ;

Villafuerte, Cassie ;

Clavier, Gilles ;

Quesnel, Etienne ;

Racine, Benoit ;

Meunier-Della-Gatta, Sylvia ;

Dognon, Jean-Pierre ;

Thuery, Pierre ;

Crassous, Jeanne ;

Favereau, Ludovic ;

Pieters, Gregory .

ADVANCED FUNCTIONAL MATERIALS, 2020, 30 (43)

[7]

Fuchter, 2017, NAT REV CHEM, V1

[8] Origin of strong chiroptical activities in films of nonafluorenes with a varying extent of pendant chirality [J].

Geng, YH ;

Trajkovska, A ;

Culligan, SW ;

Ou, JJ ;

Chen, HMP ;

Katsis, D ;

Chen, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (46) :14032-14038

[9] Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices [J].

Han, Jianmei ;

Guo, Song ;

Lu, Hu ;

Liu, Shujuan ;

Zhao, Qiang ;

Huang, Wei .

ADVANCED OPTICAL MATERIALS, 2018, 6 (17)

[10] Circularly Polarized Phosphorescent Electroluminescence from Chiral Cationic Iridium(III) Isocyanide Complexes [J].

Han, Jianmei ;

Guo, Song ;

Wang, Jiong ;

Wei, Liuwei ;

Zhuang, Yanling ;

Liu, Shujuan ;

Zhao, Qiang ;

Zhang, Xinwen ;

Huang, Wei .

ADVANCED OPTICAL MATERIALS, 2017, 5 (22)

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