基于二酮基吡咯并吡咯的四配位有机硼化合物光电性质的理论研究
Theoretical investigation of photoelectric properties of the four-coordinate organoboron compounds based on diketopyrrolopyrrole derivatives
邢丽华 1靳瑞发2
作者信息
- 1. 赤峰学院资源环境与建筑工程学院,内蒙古赤峰 024000
- 2. 赤峰学院化学与生命科学学院,内蒙古赤峰 024000;赤峰学院蒙古自治区光电功能材料重点实验室,内蒙古赤峰24000
- 折叠
摘要
本文设计了系列基于二酮基吡咯并吡咯的四配位有机硼化合物,利用密度泛函理论(DFT)和含时密度泛函理论(TD-DFT)方法系统研究了吸电子和推电子基团对所设计化合物的电子和光学性质的影响.研究结果表明,引入吸电子或推电子基团可有效调节所设计化合物的前线轨道能级(ELUMO和EHOMO),HOMO-LUMO能隙(Eg),吸收光谱和荧光光谱.在母体化合物HBDPP(2,5-二(二苯基硼基)-3,6-二(2-吡啶基)吡咯[3,4-c]并吡咯-1,4(2H,5H)-二酮)分子中引入吸电子基团可使ELUMO,EHOMO和Eg降低,而引入推电子基团使ELUMO,EHOMO 和Ee升高.相对于母体化合物HBDPP的吸收光谱和荧光光谱,引入吸电子基团的化合物的吸收光谱和荧光光谱发生红移,而引入推电子基团的化合物的吸收光谱波长和和荧光光谱发生蓝移.另外,吸电子(推电子)基团的吸电子(推电子)能力越强,对化合物的电子和光学性质的影响越显著.
Abstract
In order to obtain high efficiency of organic light-emitting diodes and organic solar cells,a series of DPP-based four-coordinate organoboron compounds have been designed for photoelectric functional ma-terials.The effects of electron-donating and-withdrawing substituent on the electronic and optical proper-ties have been investigated by using density functional theory(DFT)and time-dependent DFT(TD-DFT)approaches systematically.It turned out that electron-donating and-withdrawing groups can tune effec-tively the frontier molecular orbital(FMO)energy level,energy gap,and absorption and fluorescence spectra.The introduction of electron-withdrawing groups for the parent molecule HBDPP(2,5-bis(diphe-nylboryl)-3,6-bis(pyridin-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione)favors the decrease for the FMO energy(ELUMO and EHOMO),HOMO-LUMO gaps(Eg),and the downhill energetic driving force(AEL-L),while the electron-donating groups can increase ELUMO,EHOMO,Eg,and AEL-L compared with that of HBDPP,respectively.The absorption and fluorescence spectra of the electron-withdrawing substi-tuted derivatives exhibit bathochromic shifts,while the absorption and fluorescence spectra of the electron-donating substituted derivatives show hypsochromic shifts compared with the parent molecule HBDPP,re-spectively.Furthermore,the stronger the electron-withdrawing/donating ability of group is,the more sig-nificant the effect in the optoelectronic properties.
关键词
二酮基吡咯并吡咯/四配位有机硼化合物/密度泛函理论/光学性质/有机太阳能电池/有机发光二极管Key words
diketopyrrolopyrrole/four-coordinate organoboron compound/density functional theory/opti-cal property/organic solar cell/organic light-emitting diodes引用本文复制引用
基金项目
National Natural Science Foundation of China(21563002)
Natural Science Foundation of Inner Mongolia Autonomous Region(2021LHMS 02001)
Research Program of Sciences at Universities of Inner Mongolia Autonomous Region(NJZY21175)
出版年
2024
NETL
NSTL
万方数据