Lu Huixiong, He Daohang
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 24;124:91-6. doi: 10.1016/j.saa.2013.12.104. Epub 2014 Jan 7.
Six novel asymmetric 1,3,4-oxadiazole derivatives containing naphthalene and stilbene units have been efficiently synthesized and characterized by FT-IR, (1)H NMR, (13)C NMR, mass spectrometry and elemental analysis. The UV-vis absorption maximum wavelength, fluorescence excitation wavelength, fluorescence emission wavelength and fluorescence quantum yield were measured in dilute tetrahydrofuran solution. The solvent effect was also studied. The HOMO and LUMO levels of these compounds were calculated by density functional theory (DFT) (B3LYP, 6-31G(*)) method and cyclic voltammetry. They emit bright violet to blue emission with high fluorescence quantum yields (0.23-0.94) and large Stokes shifts (53-102 nm). These compounds possess high HOMO levels (-5.03 to -5.17 eV) and suitable band gaps, indicating that they could be benefit for hole injection. The results show that they have a potential for application in optoelectronic materials.
六种含有萘和芪单元的新型不对称1,3,4-恶二唑衍生物已被高效合成，并通过傅里叶变换红外光谱（FT-IR）、核磁共振氢谱（¹H NMR）、核磁共振碳谱（¹³C NMR）、质谱和元素分析进行了表征。在稀四氢呋喃溶液中测量了紫外可见吸收最大波长、荧光激发波长、荧光发射波长和荧光量子产率。还研究了溶剂效应。通过密度泛函理论（DFT）（B3LYP，6-31G(*)）方法和循环伏安法计算了这些化合物的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）能级。它们发出明亮的紫色至蓝色荧光，具有高荧光量子产率（0.23 - 0.94）和大斯托克斯位移（53 - 102 nm）。这些化合物具有较高的HOMO能级（-5.03至-5.17 eV）和合适的带隙，表明它们有利于空穴注入。结果表明它们在光电子材料方面具有应用潜力。
