Efficient orange-red thermally activated delayed fluorescence material containing a cyano group

Fei Xiang Huang; Hao Ze Li; Feng Ming Xie; Xin Yi Zeng; Yan Qing Li; Ying Yuan Hu; Jian Xin Tang; Xin Zhao

doi:10.1016/j.dyepig.2021.109731

Efficient orange-red thermally activated delayed fluorescence material containing a cyano group

Fei Xiang Huang
, Hao Ze Li
, Feng Ming Xie
, Xin Yi Zeng
, Yan Qing Li
, Ying Yuan Hu
, Jian Xin Tang^*
, Xin Zhao^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

The development of efficient long-wavelength TADF emitters has been full of challenges owing to the various strict molecular design limiting factors. Herein, two orange-red TADF emitters, namely 3DMAC-BP-Br and 3DMAC-BP-CN, based on donor 9,9-dimethyl-9,10-dihydroacridine (DMAC) and rigid acceptor dibenzo[a,c]phenazine (BP) modified by electron-withdrawing bromine atom or cyano group, were designed and synthesized. Both emitters have large twisted D-A-D structure. The strong electron-withdrawing capabilities of the bromine atom or cyano group can dramatically affect photoelectric properties of the emitters by enhancing the intramolecular charge transfer (ICT) effect and enlarge conjugation with the BP group. Hence, both emitters have high PLQY values (83% and 92%, respectively) in doped films and possess simultaneously small ΔE_ST values (0.04 and 0.02 eV, respectively). As a result, both 3DMAC-BP-Br and 3DMAC-BP-CN show superior device performance. Especially, DMAC-BP-CN based OLED exhibits a maximum external quantum efficiency (EQE) of 22.43% and low turn-on voltage of 2.8 V.

Original language	English
Article number	109731
Journal	Dyes and Pigments
Volume	195
DOIs	https://doi.org/10.1016/j.dyepig.2021.109731
State	Published - Nov 2021
Externally published	Yes

Keywords

Cyano group
Organic light-emitting diodes
Thermally activated delayed fluorescent
dibenzo[a,c]phenazine

Access to Document

10.1016/j.dyepig.2021.109731

Cite this

@article{ca3d7bbb86624de2bf5ecf74b56b80ee,

title = "Efficient orange-red thermally activated delayed fluorescence material containing a cyano group",

abstract = "The development of efficient long-wavelength TADF emitters has been full of challenges owing to the various strict molecular design limiting factors. Herein, two orange-red TADF emitters, namely 3DMAC-BP-Br and 3DMAC-BP-CN, based on donor 9,9-dimethyl-9,10-dihydroacridine (DMAC) and rigid acceptor dibenzo[a,c]phenazine (BP) modified by electron-withdrawing bromine atom or cyano group, were designed and synthesized. Both emitters have large twisted D-A-D structure. The strong electron-withdrawing capabilities of the bromine atom or cyano group can dramatically affect photoelectric properties of the emitters by enhancing the intramolecular charge transfer (ICT) effect and enlarge conjugation with the BP group. Hence, both emitters have high PLQY values (83\% and 92\%, respectively) in doped films and possess simultaneously small ΔEST values (0.04 and 0.02 eV, respectively). As a result, both 3DMAC-BP-Br and 3DMAC-BP-CN show superior device performance. Especially, DMAC-BP-CN based OLED exhibits a maximum external quantum efficiency (EQE) of 22.43\% and low turn-on voltage of 2.8 V.",

keywords = "Cyano group, Organic light-emitting diodes, Thermally activated delayed fluorescent, dibenzo[a,c]phenazine",

author = "Huang, \{Fei Xiang\} and Li, \{Hao Ze\} and Xie, \{Feng Ming\} and Zeng, \{Xin Yi\} and Li, \{Yan Qing\} and Hu, \{Ying Yuan\} and Tang, \{Jian Xin\} and Xin Zhao",

note = "Publisher Copyright: {\textcopyright} 2021 Elsevier Ltd",

year = "2021",

month = nov,

doi = "10.1016/j.dyepig.2021.109731",

language = "英语",

volume = "195",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Efficient orange-red thermally activated delayed fluorescence material containing a cyano group

AU - Huang, Fei Xiang

AU - Li, Hao Ze

AU - Xie, Feng Ming

AU - Zeng, Xin Yi

AU - Li, Yan Qing

AU - Hu, Ying Yuan

AU - Tang, Jian Xin

AU - Zhao, Xin

PY - 2021/11

Y1 - 2021/11

N2 - The development of efficient long-wavelength TADF emitters has been full of challenges owing to the various strict molecular design limiting factors. Herein, two orange-red TADF emitters, namely 3DMAC-BP-Br and 3DMAC-BP-CN, based on donor 9,9-dimethyl-9,10-dihydroacridine (DMAC) and rigid acceptor dibenzo[a,c]phenazine (BP) modified by electron-withdrawing bromine atom or cyano group, were designed and synthesized. Both emitters have large twisted D-A-D structure. The strong electron-withdrawing capabilities of the bromine atom or cyano group can dramatically affect photoelectric properties of the emitters by enhancing the intramolecular charge transfer (ICT) effect and enlarge conjugation with the BP group. Hence, both emitters have high PLQY values (83% and 92%, respectively) in doped films and possess simultaneously small ΔEST values (0.04 and 0.02 eV, respectively). As a result, both 3DMAC-BP-Br and 3DMAC-BP-CN show superior device performance. Especially, DMAC-BP-CN based OLED exhibits a maximum external quantum efficiency (EQE) of 22.43% and low turn-on voltage of 2.8 V.

AB - The development of efficient long-wavelength TADF emitters has been full of challenges owing to the various strict molecular design limiting factors. Herein, two orange-red TADF emitters, namely 3DMAC-BP-Br and 3DMAC-BP-CN, based on donor 9,9-dimethyl-9,10-dihydroacridine (DMAC) and rigid acceptor dibenzo[a,c]phenazine (BP) modified by electron-withdrawing bromine atom or cyano group, were designed and synthesized. Both emitters have large twisted D-A-D structure. The strong electron-withdrawing capabilities of the bromine atom or cyano group can dramatically affect photoelectric properties of the emitters by enhancing the intramolecular charge transfer (ICT) effect and enlarge conjugation with the BP group. Hence, both emitters have high PLQY values (83% and 92%, respectively) in doped films and possess simultaneously small ΔEST values (0.04 and 0.02 eV, respectively). As a result, both 3DMAC-BP-Br and 3DMAC-BP-CN show superior device performance. Especially, DMAC-BP-CN based OLED exhibits a maximum external quantum efficiency (EQE) of 22.43% and low turn-on voltage of 2.8 V.

KW - Cyano group

KW - Organic light-emitting diodes

KW - Thermally activated delayed fluorescent

KW - dibenzo[a,c]phenazine

UR - https://www.scopus.com/pages/publications/85113214262

U2 - 10.1016/j.dyepig.2021.109731

DO - 10.1016/j.dyepig.2021.109731

M3 - 文章

AN - SCOPUS:85113214262

SN - 0143-7208

VL - 195

JO - Dyes and Pigments

JF - Dyes and Pigments

M1 - 109731

ER -

Efficient orange-red thermally activated delayed fluorescence material containing a cyano group

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this