论文部分内容阅读
用2-溴吡啶通过乌尔曼反应修饰9-(4-苯胺基)-9-苯基芴合成了一种具有大体积空间位阻的双极性分子(PFPh DPy),这种化合物因其大的空间位阻、芴优异的双极型传输特性、共轭阻断结构以及吸电子的吡啶官能团而有望获得良好的热稳定性、稳定的无定形态、高的三线态能级和良好的双极性特征.热重分析曲线表明其失重5%的分解温度为336°C.差示扫描量热曲线显示将该化合物加热到190°C既没有熔化现象也没有结晶现象,意味着该化合物具有高的形貌稳定性.通过密度泛函理论计算,该化合物的最高占有轨道(HOMO)和最低未占有轨道(LUMO)完全分离,说明该化合物具有双极性特征,通过磷光光谱得到三线态能级为3.0 e V.紫外光谱显示该化合物不依赖于溶剂效应的三个特征吸收峰分别为276、298和308 nm.荧光光谱在二氯甲烷、乙酸乙酯、乙醇和乙腈溶剂中随着溶剂的极性增加光谱发生蓝移,其最大发射峰从390 nm转变为363 nm.另外,该化合物的结构分别通过基质辅助激光解析电离飞行时间质谱(MALDI-TOF MS)、氢核磁共振(1H NMR)和碳核磁共振(13C NMR)谱进行了结构表征.
A bipolar molecule with large steric hindrance (PFPh DPy) was synthesized by the Ullmann reaction of 2-bromopyridine with 9- (4-anilino) -9-phenylfluorene. Because of its Large steric hindrance, excellent bipolar transmission properties of fluorene, conjugated blocking structures and electron-withdrawing pyridine functional groups, promising good thermal stability, stable amorphous state, high triplet energy level and good Bipolar characteristics.The thermogravimetric analysis showed a 5% weight loss decomposition temperature of 336 ° C. Differential Scanning Calorimetry showed that heating the compound to 190 ° C did not result in either melting nor crystallization, meaning that the compound Has a high morphological stability.The complete separation of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the compound by density functional theory shows that the compound has bipolar characteristics and the triplet state The energy level is 3.0 e V. The UV spectrum shows that the compound has three characteristic absorption peaks independent of the solvent effect of 276, 298 and 308 nm, respectively. Fluorescence spectroscopy in dichloromethane, ethyl acetate, ethanol and acetonitrile The polarity of the solvent increases light The maximum emission peak of the compound was changed from 390 nm to 363 nm. The structure of the compound was identified by MALDI-TOF MS, 1H NMR and C NMR Resonance (13C NMR) spectra were characterized.