Synthesis and Application of Thermally Activated Delayed Fluorescence Compounds with Space Charge Transfer Characteristic

WU Yunan; HE Yuan; JIN Tao; CHI Zhenguo

doi:10.37188/CJL.20230034

您当前的位置：

首页 >

文章列表页 >

Synthesis and Application of Thermally Activated Delayed Fluorescence Compounds with Space Charge Transfer Characteristic

Synthesis and Properties of Materials | 更新时间：2023-09-06

- Synthesis and Application of Thermally Activated Delayed Fluorescence Compounds with Space Charge Transfer Characteristic
  增强出版
- Chinese Journal of Luminescence Vol. 44, Issue 8, Pages: 1398-1403(2023)
- 作者机构：
  
  1.中科院广州化学有限公司，广东广州　510650
  2.中山大学化学学院，广东广州　510275
  3.中科检测技术服务（广州）股份有限公司，广东广州　510650
- 作者简介：
- 基金信息：
  
  Guangzhou Science and Technology Planning Project(202102021069)
- DOI：10.37188/CJL.20230034
  CLC： O625.6
- Received：20 February 2023，
  
  Revised：06 March 2023，
  
  Published：05 August 2023
- 稿件说明：
移动端阅览
吴育南,何缘,靳焘等.空间电荷转移热活性延迟荧光化合物合成和应用[J].发光学报,2023,44(08):1398-1403.

WU Yunan,HE Yuan,JIN Tao,et al.Synthesis and Application of Thermally Activated Delayed Fluorescence Compounds with Space Charge Transfer Characteristic[J].Chinese Journal of Luminescence,2023,44(08):1398-1403.
吴育南,何缘,靳焘等.空间电荷转移热活性延迟荧光化合物合成和应用[J].发光学报,2023,44(08):1398-1403. DOI： 10.37188/CJL.20230034.

WU Yunan,HE Yuan,JIN Tao,et al.Synthesis and Application of Thermally Activated Delayed Fluorescence Compounds with Space Charge Transfer Characteristic[J].Chinese Journal of Luminescence,2023,44(08):1398-1403. DOI： 10.37188/CJL.20230034.

摘要

设计合成了一种萘酰亚胺化合物oCz⁃NI。通过理论计算，发现其具有扭曲的结构且电子给体和电子受体在空间上具有较小的距离，有利于实现空间电荷转移。不同溶剂中的光致发光光谱表明，oCz⁃NI存在分子内电荷转移。进一步进行变温光谱测试，发现粉末的荧光强度随着温度升高而增大，这表明oCz⁃NI具有热活性延迟荧光特性。上述结果表明采用空间电荷转移策略设计TADF材料具有可行性。热重分析和差示扫描量热法分析表明其具有良好的热稳定性，其5%失重温度为350 ℃，玻璃化转变温度为121 ℃。采用oCz⁃NI作为发光材料制备的有机发光二极管，发射峰波长为496 nm，最大亮度为1 405 cd/m

，最大外量子效率为4.11%。

Abstract

A naphthalimide compound called oCz-NI was designed and synthesized. Theoretical calculations revealed a distorted structure with a small spatial distance between the electron donor and electron acceptor， which facilitated the space charge transfer. Photoluminescence spectroscopy in different solvents showed the presence of intramolecular charge transfer in oCz-NI. The variable temperature spectroscopy tests indicated an increase in the fluorescence intensity of the powder with rising temperature， suggesting the presence of thermally activated delayed fluorescence（TADF） properties in oCz-NI. These results highlight the feasibility of designing TADF materials using a space charge transfer strategy. The thermogravimetric analyses and differential scanning calorimetry measurements suggested good thermal stability of oCz-NI， while the thermal decomposition at 5% weight loss temperature was 350 ℃ and the glass transition temperature was 121 ℃. Furthermore，When oCz-NI was adopted to fabricate organic light-emitting diode， the electroluminescence peak wavelength was 496 nm， the maximum luminance was obtained to be 1 405 cd/m

and the maximum external quantum efficiency was achieved to be 4.11%.

关键词

Keywords

references

GATHER M C ， KÖHNEN A ， MEERHOLZ K . White organic light-emitting diodes ［J］. Adv. Mater. ， 2011 ， 23 （ 2 ）： 233 - 248 . doi: 10.1002/adma.201002636 http://dx.doi.org/10.1002/adma.201002636

文璞山，龚福杰，梁兴，等 . 有机发光二极管的结构、发展现状与应用前景［J］. 广州化工， 2020 ， 48 （ 10 ）： 17 - 19 . doi: 10.3969/j.issn.1001-9677.2020.10.007 http://dx.doi.org/10.3969/j.issn.1001-9677.2020.10.007

WEN P S ， GONG F J ， LIANG X ， et al . Structure， development and application prospect of organic light-emitting diodes ［J］. Guangzhou Chem. Ind. ， 2020 ， 48 （ 10 ）： 17 - 19 . （in Chinese） . doi: 10.3969/j.issn.1001-9677.2020.10.007 http://dx.doi.org/10.3969/j.issn.1001-9677.2020.10.007

刘欣，叶芸，唐谦，等 . 有机发光二极管显示屏的喷墨打印研究与展望［J］. 中国光学， 2020 ， 13 （ 2 ）： 217 - 228 . doi: 10.3788/CO.20201302.0217 http://dx.doi.org/10.3788/CO.20201302.0217

LIU X ， YE Y ， TANG Q ， et al . Progress of OLEDs prepared by inkjet printing ［J］. Chin. Opt. ， 2020 ， 13 （ 2 ）： 217 - 228 . （in Chinese） . doi: 10.3788/CO.20201302.0217 http://dx.doi.org/10.3788/CO.20201302.0217

UOYAMA H ， GOUSHI K ， SHIZU K ， et al . Highly efficient organic light-emitting diodes from delayed fluorescence ［J］. Nature ， 2012 ， 492 （ 7428 ）： 234 - 238 . doi: 10.1038/nature11687 http://dx.doi.org/10.1038/nature11687

曹云锋，李旭萍，卢建军 . 基于热活化延迟荧光双发射的有机电子给体-受体型材料研究进展［J］. 发光学报， 2021 ， 42 （ 9 ）： 1386 - 1395 . doi: 10.37188/CJL.20210181 http://dx.doi.org/10.37188/CJL.20210181

CAO Y F ， LI X P ， LU J J . Research progress of thermally activated delayed fluorescence materials with dual-emission based on donor-acceptor system ［J］. Chin. J. Lumin. ， 2021 ， 42 （ 9 ）： 1386 - 1395 . （in Chinese） . doi: 10.37188/CJL.20210181 http://dx.doi.org/10.37188/CJL.20210181

周涛，钱越，王宏健，等 . 热活化延迟荧光蓝光小分子取代基效应的研究进展［J］. 化学学报， 2021 ， 79 （ 5 ）： 557 - 574 . doi: 10.6023/a21010009 http://dx.doi.org/10.6023/a21010009

ZHOU T ， QIAN Y ， WANG J H ， et al . Recent advances in substituent effects of blue thermally activated delayed fluorescence small molecules ［J］. Acta Chim. Sinica ， 2021 ， 79 （ 5 ）： 557 - 574 . （in Chinese） . doi: 10.6023/a21010009 http://dx.doi.org/10.6023/a21010009

姜贺，靳继彪，陈润锋，等 . 基于给-受体结构的热活化延迟荧光材料［J］. 化学进展， 2016 ， 28 （ 12 ）： 1811 - 1823 . doi: 10.7536/PC160520 http://dx.doi.org/10.7536/PC160520

JIANG H ， JIN J B ， CHEN R F ， et al . Thermally activated delayed fluorescence materials based on donor-acceptor structures ［J］. Prog. Chem. ， 2016 ， 28 （ 12 ）： 1811 - 1823 . （in Chinese） . doi: 10.7536/PC160520 http://dx.doi.org/10.7536/PC160520

MÉHES G ， NOMURA H ， ZHANG Q S ， et al . Enhanced electroluminescence efficiency in a spiro-acridine derivative through thermally activated delayed fluorescence ［J］. Angew. Chem. Int. Ed. ， 2012 ， 51 （ 45 ）： 11311 - 11315 . doi: 10.1002/anie.201206289 http://dx.doi.org/10.1002/anie.201206289

RAJAMALLI P ， SENTHILKUMAR N ， GANDEEPAN P ， et al . A new molecular design based on thermally activated delayed fluorescence for highly efficient organic light emitting diodes ［J］. J. Am. Chem. Soc. ， 2016 ， 138 （ 2 ）： 628 - 634 . doi: 10.1021/jacs.5b10950 http://dx.doi.org/10.1021/jacs.5b10950

ISHIMATSU R ， MATSUNAMI S ， SHIZU K ， et al . Solvent effect on thermally activated delayed fluorescence by 1，2，3，5-tetrakis（carbazol-9-yl）-4，6-dicyanobenzene ［J］. J. Phys. Chem. A ， 2013 ， 117 （ 27 ）： 5607 - 5612 . doi: 10.1021/jp404120s http://dx.doi.org/10.1021/jp404120s

ZHU W H ， HU M ， YAO R ， et al . A novel family of twisted molecular luminescent materials containing carbazole unit for single-layer organic electroluminescent devices ［J］. J. Photochem. Photobiol. A： Chem. ， 2003 ， 154 （ 2-3 ）： 169 - 177 . doi: 10.1016/s1010-6030(02)00325-8 http://dx.doi.org/10.1016/s1010-6030(02)00325-8

ZHU W H ， TIAN H ， ELSCHNER A . Synthesis and electroluminescence of novel copolymers with charges transporting moieties ［J］. Chem. Lett. ， 1999 ， 28 （ 6 ）： 501 - 502 . doi: 10.1246/cl.1999.501 http://dx.doi.org/10.1246/cl.1999.501

BEZUGLYI M ， IVANIUK K ， VOLYNIUK D ， et al . An approach to discovering novel exciplex supramolecular complex based on carbazole-containing 1，8-naphthalimide ［J］. Dyes Pigm. ， 2018 ， 149 ： 298 - 305 . doi: 10.1016/j.dyepig.2017.10.013 http://dx.doi.org/10.1016/j.dyepig.2017.10.013

Views

439

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Effect of Solvation on Thermally Activated Delayed Fluorescence Within Electron Donor/Acceptor Chromophores

Electroluminescent Performances of Solution-processed Phosphorescent Organic Light-emitting Diodes Based on Cascade Energy Transfer of Ternary Blends

High Efficiency Blue Phosphorescent Organic Light Emitting Diode Based on mCP and UGH2 as Host with Double Emitting Layer Structure

Synthesis and Fluorescent Property of 4-Tetrahydroquinolone

Related Author

Wu Yu-nan

XIA Andong

SONG Di

ZHENG Tianrui

KUANG Zhuoran

GAO Yuhan

XIE Guohua

WU Yu-kun

Related Institution

School of Science， Beijing University of Posts and Telecommunications

College of Chemistry and Molecular Sciences， Wuhan University

Wuhan National Laboratory for Optoelectronics

Department of Chemistry and Key Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province， Shantou University

State Key Laboratory on Integrated Optoelectronics, College of Electronic Science and Engineering, Jilin University

Address：No.3888 Dong Nanhu Road, Changchun, Jilin, China Postal code：130033
Tel：0431-86176862 Email：fgxbt@126.com
Technical support is provided by Beijing Founder electronics co., LTD 吉ICP备11002662号-17 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰