School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:19-25. doi: 10.1016/j.saa.2012.02.087. Epub 2012 Mar 3.
A novel A-π-D-π-D-π-A type compound, containing two benzothiazole rings as electron acceptors and two N-ethylcarbazole groups as electron donors, (E)-1,2-bis(3-(benzothiazol-2-yl)-9-ethylcarbazol-6-yl)ethene (BBECE), was synthesized and characterized by elemental analysis, NMR, MS and thermogravimetric analysis. Electrochemical property of compound BBECE was studied by cyclic voltammetry analysis. The absorption and emission spectra of BBECE was experimentally determined in several solvents and simultaneously computed using density functional theory (DFT) and time-dependent density functional theory (TDDFT). The calculated absorption and emission wavelengths are coincident with the measured data. The lowest-lying absorption spectra can be mainly attributed to intramolecular charge transfer (ICT), and the fluorescence spectra can be mainly described as originating from an excited state with intramolecular charge transfer (ICT) character. The molecular orbitals (HOMO and LUMO), the ionization potential (IP), the electron affinity (EA) and reorganization energy of compound BBECE were also investigated using density functional theory (DFT). The results show that compound BBECE exhibited excellent thermal stability and electrochemical stability as well as high fluorescence quantum yield, indicating its potential applications as an excellent optoelectronic material in optical fields.
一种新型 A-π-D-π-D-π-A 型化合物，包含两个苯并噻唑环作为电子受体和两个 N-乙基咔唑基团作为电子给体，（E）-1,2-双（3-（苯并噻唑-2-基）-9-乙基咔唑-6-基）乙烯（BBECE），通过元素分析、NMR、MS 和热重分析进行了合成和表征。通过循环伏安法分析研究了化合物 BBECE 的电化学性质。BBECE 的吸收和发射光谱在几种溶剂中进行了实验测定，并同时使用密度泛函理论（DFT）和含时密度泛函理论（TDDFT）进行了计算。计算的吸收和发射波长与测量数据一致。最低吸收光谱主要归因于分子内电荷转移（ICT），荧光光谱主要描述为源自具有分子内电荷转移（ICT）特征的激发态。使用密度泛函理论（DFT）还研究了化合物 BBECE 的分子轨道（HOMO 和 LUMO）、电离势（IP）、电子亲和能（EA）和重组能。结果表明，化合物 BBECE 表现出优异的热稳定性和电化学稳定性以及高荧光量子产率，表明其在光学领域作为一种优异的光电材料具有潜在的应用前景。
