Bipolar Fluorenylcarbazole-based Host Materials for Efficient Red Phosphorescent Organic Light-emitting Diodes

Qian-kun LING; Bi-zheng DONG; Zhi-kuan CHEN; Hua WANG; Ting-wei WEI; Xiang-zhi LI; Bo ZHAO; Tian-bao LI; Fei CHEN

doi:10.37188/CJL.20210397

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Bipolar Fluorenylcarbazole-based Host Materials for Efficient Red Phosphorescent Organic Light-emitting Diodes

Synthesis and Properties of Materials | 更新时间：2022-04-07

- Bipolar Fluorenylcarbazole-based Host Materials for Efficient Red Phosphorescent Organic Light-emitting Diodes
  增强出版
- 发光学报 Vol. 43, Issue 3, Pages: 359-370(2022)
- 作者机构：
  
  1.太原理工大学　新材料界面科学与工程教育部重点实验室，山西　太原　030024
  2.西北工业大学　宁波研究院，浙江　宁波　315199
  3.宁波诺丁汉大学　化学环境工程系，浙江　宁波　315199
- 作者简介：
  
  [ "凌乾坤(1994 -)，男，河南商丘人，硕士研究生，2019年于河南工程学院获得学士学位，主要从事应用于有机发光二极管的红光磷光双极性主体材料的研究。E-mail: 1192142380@qq.com" ]
  [ "陈志宽(1967-)，男，四川绵阳人，博士，教授，博士生导师，1995年于北京大学获得博士学位，主要从事有机光电材料的设计与合成、材料光电特性及薄膜特性、材料的器件特性及其与材料结构的构效关系及器件制程、器件物理、器件集成等方面的研究。E-mail: zkchen@lumilan.cn" ]
  [ "王华(1977-)，男，山西平定县人，博士，教授，博士生导师，2007年于太原理工大学获得博士学位，主要从事有机半导体光电材料与器件的研究。E-mail: wanghua001@tyut.edu.cn" ]
  [ "李天保(1974-)，男，山西临县人，博士，教授，博士生导师，2008年于太原理工大学获得博士学位，主要从事光电半导体器件及制备工艺的研究。E-mail: litianbao@tyut.edu.cn" ]
- 基金信息：
  
  国家自然科学基金(62074109;21875106)
- DOI：10.37188/CJL.20210397
  CLC： O482.31
- Received：16 December 2021，
  
  Revised：2022-01-07，
  
  Published：2022-03
- 稿件说明：
移动端阅览
Qian-kun LING, Bi-zheng DONG, Zhi-kuan CHEN, et al. Bipolar Fluorenylcarbazole-based Host Materials for Efficient Red Phosphorescent Organic Light-emitting Diodes[J]. 发光学报, 2022, 43(3): 359-370.
DOI：

Qian-kun LING, Bi-zheng DONG, Zhi-kuan CHEN, et al. Bipolar Fluorenylcarbazole-based Host Materials for Efficient Red Phosphorescent Organic Light-emitting Diodes[J]. 发光学报, 2022, 43(3): 359-370. DOI： 10.37188/CJL.20210397.

摘要

为提高有机发光二极管的发光效率，设计合成了两种新的红光磷光双极性主体材料FC-CZ-PQZ和FC-BCz-PQZ，两种材料均表现出优秀的光物理性能、较高热稳定能力和平衡的载流子传输能力，FC-BCz-PQZ表现最佳，与FC-Cz-PQZ相比，FC-BCz-PQZ的热稳定能力更强、载流子传输平衡性更好. 以FC-CZ-PQZ和FC-BCz-PQZ为主体，制备了红色PhOLEDs

FC-BCz-PQZ表现出了较高的电致发光性能，电流效率、功率效率和最大外量子效率分别为13.5 cd/A、14.2 lm/W 和 14.8%

说明FC-BCz-PQZ有潜力成为红光PhOLED主体材料.

Abstract

Achieving high-efficiency red phosphorescent organic light-emitting diodes(PhOLEDs) is still a challenge

which is largely related to the host material used in device fabrication. Two new bipolar hosts

2-(9

-carbazol-9-yl)-7

7-dimethyl-5-(4-phenylquinazolin-2-yl)-5

7-dihydroindeno［2

1-b］carbazole(FC-CZ-PQZ) and 2-(4-(9

-carbazol-9-yl)phenyl)-7

7-dimethyl-5-(4-phenylquinazolin-2-yl)-5

7-dihydroindeno［2

1-b］carbazole(FC-BCz-PQZ)

were designed and synthesised as host materials to fabricate red PhOLEDs. The two compounds exhibited excellent physical properties with high thermal stabilities and balanced charge transport. FC-BCz-PQZ has a better bipolar carrier transport compared to FC-CZ-PQZ. FC-BCz-PQZ-based device demonstrated good electroluminescence performance with the maximum current efficiency

power efficiency and external quantum efficiency of 13.5 cd/A

14.2 lm/W and 14.8%

respectively

suggesting its promising application as a host material for red PhOLEDs.

关键词

Keywords

references

TANG C W , VANSLYKE S A . Organic electroluminescent diodes [J]. Appl. Phys. Lett. , 1987 , 51 ( 12 ): 913 - 915 .

BALDO M A , O'BRIEN D F , YOU Y , et al . Highly efficient phosphorescent emission from organic electroluminescent devices [J]. Nature , 1998 , 395 ( 6698 ): 151 - 154 .

D'ANDRADE B W , FORREST S R . White organic light-emitting devices for solid-state lighting [J]. Adv. Mater. , 2004 , 16 ( 18 ): 1585 - 1595 .

LIU X Y , LIANG F , YUAN Y , et al . Utilizing 9,10-dihydroacridine and pyrazine-containing donor-acceptor host materials for highly efficient red phosphorescent organic light-emitting diodes [J]. J. Mater. Chem. C , 2016 , 4 ( 33 ): 7869 - 7874 .

SASABE H , TOYOTA N , NAKANISHI H , et al . 3,3'-bicarbazole-based host materials for high-efficiency blue phosphorescent OLEDs with extremely low driving voltage [J]. Adv. Mater. , 2012 , 24 ( 24 ): 3212 - 3217 .

CHIDIRALA S , ULLA H , VALABOJU A , et al . Pyrene-oxadiazoles for organic light-emitting diodes:triplet to singlet energy transfer and role of hole-injection/hole-blocking materials [J]. J. Org. Chem. , 2016 , 81 ( 2 ): 603 - 614 .

MA Y G , ZHANG H Y , SHEN J C , et al . Electroluminescence from triplet metal-ligand charge-transfer excited state of transition metal complexes [J]. Synth. Met. , 1998 , 94 ( 3 ): 245 - 248 .

XU H , CHEN R F , SUN Q , et al . Recent progress in metal-organic complexes for optoelectronic applications [J]. Chem. Soc. Rev. , 2014 , 43 ( 10 ): 3259 - 3302 .

HUANG H , WANG Y X , ZHUANG S Q , et al . Simple phenanthroimidazole/carbazole hybrid bipolar host materials for highly efficient green and yellow phosphorescent organic light-emitting diodes [J]. J. Phys. Chem. C , 2012 , 116 ( 36 ): 19458 - 19466 .

TING H C , CHEN Y M , YOU H W , et al . Indolo[3,2- b ] carbazole/benzimidazole hybrid bipolar host materials for highly efficient red,yellow,and green phosphorescent organic light emitting diodes [J]. J. Mater. Chem. , 2012 , 22 ( 17 ): 8399 - 8407 .

HUANG J J , LEUNG M K , CHIU T L , et al . Novel benzimidazole derivatives as electron-transporting type host to achieve highly efficient sky-blue phosphorescent organic light-emitting diode (PHOLED) device [J]. Org. Lett. , 2014 , 16 ( 20 ): 5398 - 5401 .

ZHUANG J Y , SU W M , LI W F , et al . Configuration effect of novel bipolar triazole/carbazole-based host materials on the performance of phosphorescent OLED devices [J]. Org. Electron. , 2012 , 13 ( 10 ): 2210 - 2219 .

SHIH P I , CHIEN C H , CHUANG C Y , et al . Novel host material for highly efficient blue phosphorescent OLEDs [J]. J. Mater. Chem. , 2007 , 17 ( 17 ): 1692 - 1698 .

KAUTNY P , WU Z B , EICHELTER J , et al . Indolo[3,2,1- jk ] carbazole based planarized CBP derivatives as host materials for PhOLEDs with low efficiency roll-off [J]. Org. Electron. , 2016 , 34 : 237 - 245 .

SEO J A , JEON S K , LEE J Y . Acridine derived stable host material for long lifetime blue phosphorescent organic light-emitting diodes [J]. Org. Electron. , 2016 , 34 : 33 - 37 .

XIE Y M , CUI L S , LIU Y , et al . Efficient blue/white phosphorescent organic light-emitting diodes based on a silicon-based host material via a direct carbon-nitrogen bond [J]. J. Mater. Chem. C , 2015 , 3 ( 20 ): 5347 - 5353 .

PATIL B N , LADE J J , VADAGAONKAR K S , et al . Pyrrolo [1,2-a] quinoxaline-based bipolar host materials for efficient red phosphorescent OLEDs [J]. ChemistrySelect , 2018 , 3 ( 35 ): 10010 - 10018 .

TAVGENIENE D , KRUCAITE G , BARANAUSKYTE U , et al . Phenanthro [9,10- d ] imidazole based new host materials for efficient red phosphorescent OLEDs [J]. Dyes Pigm. , 2017 , 137 : 615 - 621 .

WANG F , ZHAO Y P , XU H X , et al . Two novel bipolar hosts based on 1,2,4-triazole derivatives for highly efficient red phosphorescent OLEDs showing a small efficiency roll-off [J]. Org. Electron. , 2019 , 70 : 272 - 278 .

WANG H , LIU Y W , HU W J , et al . Novel spironaphthalenone-based host materials for efficient red phosphorescent and thermally activated delayed fluorescent OLEDs [J]. Org. Electron. , 2018 , 61 : 376 - 382 .

XU H X , ZHANG D , ZHAO Y P , et al . Novel donor-acceptor-donor hosts for green and red phosphorescent OLEDs achieving high device efficiency and low efficiency roll-off [J]. Dyes Pigm. , 2020 , 180 : 108491-1-6 .

LIU X Y , MA Y Y , ZHANG W J , et al . A novel linking strategy of using 9,10-dihydroacridine to construct efficient host materials for red phosphorescent organic light-emitting diodes [J]. Chem. Eur. J. , 2018 , 24 ( 45 ): 11755 - 11762 .

KUMAR S , LI D , WANG Y K , et al . One-shot triphenylamine/phenylketone hybrid as a bipolar host material for efficient red phosphorescent organic light-emitting diodes [J]. Synth. Met. , 2019 , 254 : 42 - 48 .

BEZVIKONNYI O , GRYBAUSKAITE-KAMINSKIENE G , VOLYNIUK D , et al . 3,3'-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices [J]. Mater. Sci. Eng. B , 2020 , 261 : 114662-1-8 .

BEZVIKONNYI O , GUDEIKA D , VOLYNIUK D , et al . Pyrenyl substituted 1,8-naphthalimide as a new material for weak efficiency-roll-off red OLEDs:a theoretical and experimental study [J]. New J. Chem. , 2018 , 42 ( 15 ): 12492 - 12502 .

CHEN X , ZHUANG X M , WANG Z Y , et al . A multifunctional bipolar host material based on phenanthroimidazole for efficient green and red PhOLEDs with low turn-on voltage [J]. Org. Electron. , 2019 , 69 : 85 - 91 .

CHEN Y , WEI X , CAO J , et al . Novel bipolar indole-based solution-processed host material for efficient green and red phosphorescent OLEDs [J]. ACS Appl. Mater. Interfaces , 2017 , 9 ( 16 ): 14112 - 14119 .

FENG Z L , GAO Z X , QU W S , et al . Rational design of quinoxaline-based bipolar host materials for highly efficient red phosphorescent organic light-emitting diodes [J]. RSC Adv. , 2019 , 9 ( 19 ): 10789 - 10795 .

LADE J , LEE N Y , PATIL B , et al . Novel benzothiadiazine 1,1-dioxide based bipolar host materials for efficient red phosphorescent organic light emitting diodes [J]. Org. Electron. , 2021 , 92 : 106104-1-9 .

HAN C M , ZHANG Z , DING D X , et al . Dipole-dipole interaction management for efficient blue thermally activated delayed fluorescence diodes [J]. Chem , 2018 , 4 ( 9 ): 2154 - 2167 .

HAN C M , YANG W B , XU H . Asymmetrically phosphorylated carbazole host for highly efficient blue and white thermally activated delayed fluorescence diodes [J]. Chem. Eng. J. , 2020 , 401 : 126049-1-8 .

HAN C M , ZHANG J , MA P , et al . Host engineering based on multiple phosphorylation for efficient blue and white TADF organic light-emitting diodes [J]. Chem. Eng. J. , 2021 , 405 : 126986 .

LI H H , WANG Y Z , YU L , et al . V-shaped triazine host featuring intramolecular non-covalent interaction for highly efficient white electroluminescent devices [J]. Chem. Eng. J. , 2021 , 425 : 131487 .

孙军 , 张玉祥 , 赵卫华 , 等 . 基于7-(9H-carbazol-9-yl)-N,N-diphenyl-9,9'-spirobi [fluoren]-2-amine主体材料的高效红色电致磷光器件 [J]. 发光学报 , 2014 , 35 ( 3 ): 327 - 331 .

SUN J , ZHANG Y X , ZHAO W H , et al . Highly efficient red electrophosphorescent devices based on 7-(9H-carbazol-9-yl)-N,N-diphenyl-9,9'-spirobi [fluoren]-2-amine host material [J]. Chin. J. Lumin. , 2014 , 35 ( 3 ): 327 - 331 . (in Chinese)

PATIL B , LADE J , CHIOU S S , et al . Carbazole/triphenylamine-cyanobenzimidazole hybrid bipolar host materials for green phosphorescent organic light-emitting diodes [J]. Org. Electron. , 2021 , 92 : 106090-1-14 .

KIM S M , YUN J H , HAN S H , et al . Novel aromatic extended carbazoles as a chemical platform of bipolar hosts for improved lifetime in phosphorescent organic light-emitting diodes [J]. J. Ind. Eng. Chem. , 2020 , 84 : 217 - 225 .

LIPUNOVA G N , NOSOVA E V , CHARUSHIN V N , et al . Functionalized quinazolines and pyrimidines for optoelectronic materials [J]. Curr. Org. Synth. , 2018 , 15 ( 6 ): 793 - 814 .

LI B W , WANG Z H , SU S J , et al . Quinazoline-based thermally activated delayed fluorecence for high-performance OLEDs with external quantum efficiencies exceeding 20% [J]. Adv. Opt. Mater. , 2019 , 7 ( 9 ): 1801496-1-8 .

HUA M M , XU Q H , JIANG Y X , et al . Bipolar carbazole/quinoxaline-based host materials for efficient red PhOLEDs [J]. Dyes Pigm. , 2018 , 150 : 185 - 192 .

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Related Institution

aKey Laboratory of Interface Science and Engineering in Advanced Materials， Ministry of Education， Taiyuan University of Technology

bNingbo Research Institute of Northwestern Polytechnical University

cDepartment of Chemical and Environmental Engineering， The University of Nottingham Ningbo China

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