氟取代噻咯衍生物结构和光电性能的理论研究

高等学校化学学报 ›› 2009, Vol. 30 ›› Issue (11): 2274.

氟取代噻咯衍生物结构和光电性能的理论研究

杨桂霞^1,2, 黄宗浩¹, 杨培培¹, 辛毅¹, 蒋子江¹, 张莲姬¹

1. 东北师范大学化学学院, 长春 130024;
2. 吉林农业大学资源与环境学院, 长春 130118

收稿日期:2008-11-05 出版日期:2009-11-10 发布日期:2009-11-10
通讯作者: 黄宗浩, 男, 教授, 博士生导师, 主要从事光电功能材料的理论与实验研究. E-mail: huangzh295@nenu.edu.com
基金资助:
国家自然科学基金(批准号: 20774017)资助.

Theoretical Studies on the Structural and Optoelectronic Properties of F-Substituted Silole Derivatives

YANG Gui-Xia^1,2, HUANG Zong-Hao^1*, YANG Pei-Pei¹, XIN Yi¹, JIANG Zi-Jiang¹, ZHANG Lian-Ji¹

1. Faculty of Chemistry, Northeast Normal University, Changchun 130024, China;
2. College of Resource and Environmental Science, Jilin Agricultural University, Changchun 130118, China

Received:2008-11-05 Online:2009-11-10 Published:2009-11-10
Contact: HUANG Zong-Hao. E-mail: huangzh295@nenu.edu.com
Supported by:
国家自然科学基金(批准号: 20774017)资助.

摘要/Abstract

摘要：

采用密度泛函理论在B3LYP/6-31G(d)水平上计算了1,1-二甲基-2,3,4,5-四苯基噻咯(PSP)及其8种氟取代衍生物的几何结构与光电性质. 计算结果表明, 2,5位苯基上氟取代对PSP结构和光电性质的影响主要由氟原子的取代位置决定, 而取代基个数的增加能加强相关影响. 苯基上邻对位氟取代对分子构型影响较大, 导致HOMO-LUMO能隙增大, 光谱显著蓝移; 而间位氟取代显示诱导作用突出, 使2,5位侧链吸电子能力增强, 同时LUMO能级降低, 电子亲和势增大更有利于电子的注入.

关键词: 噻咯衍生物; 氟取代; 高效有机发光二极管; 电子亲和势; 密度泛函理论

Abstract:

The geometrical and optoelectronic properties of 1,1-dimethy-2,3,4,5-tetraphenylsiole(PSP) and its eight F-substituted derivatives were investigated via Density Functional Theory(DFT) method at B3LYP/6-31(d) level. Calculation results show that the F-substitution′s position on side chain plays a key role on the geometric and optoelectronic properties of PSP. In addition, the increase of the substitutions′ number can enhance the related effects. Substitutions on ortho and para positions will bring significant impact on the molecular configurations. An increase of HOMO-LUMO energy gap and a blue-shift spectrum can be observed after substitution. Substitutions on meta positions show an obvious induction and electron withdrawing effects .At the same time, LUMO energy level decreases and the increase of electron affinity are favorable for the electron injection.

Key words: Silole derivative; F-Substituent; Organic light-emitting diode; Electron affinity; Density func-tional theory

TrendMD:

杨桂霞, 黄宗浩, 杨培培, 辛毅, 蒋子江, 张莲姬. 氟取代噻咯衍生物结构和光电性能的理论研究. 高等学校化学学报, 2009, 30(11): 2274.

YANG Gui-Xia, HUANG Zong-Hao*, YANG Pei-Pei, XIN Yi, JIANG Zi-Jiang, ....... Theoretical Studies on the Structural and Optoelectronic Properties of F-Substituted Silole Derivatives. Chem. J. Chinese Universities, 2009, 30(11): 2274.

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