一种苯磺酰基/螺-9,9′-氧杂蒽芴双极性分子的简易合成法:分子结构与光电性质（英文）

A Facile Method to Synthesis of Phenylsulfonyl/Spiro [fluorene-9,9’-xanthene] Bipolar Molecule:Molecular Structure,Optical and Electrochemical Properties

利用一种简易合成法制备了2′-苯磺酰基-螺-9,9′-氧杂蒽芴(PSSFX)。热重分析曲线和差热扫描曲线表明该化合物在222℃时失重5%,加热到160℃没有玻璃化转变温度,其熔点为124℃。通过磷光光谱计算得到该化合物的三线态能级T1为2.77eV。利用密度泛函计算得知其HOMO(-5.83eV)和LUMO(-1.62eV)轨道相分离。通过循环伏安法得到其HOMO、LUMO和Eg分别为-6.33,-2.34,3.94eV。这表明缺电子的苯磺酰基有利于改善其电子注入/传输性能。PSSFX在二氯甲烷溶液和晶体粉末的紫外吸收峰分别位于267nm和274/351nm左右,发射峰分别位于408nm和341nm左右。

In this work, a facile method was used to prepare 2′-(phenylsulfonyl)spiro[fluorene-9,9′-xanthene](PSSFX). The thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) curves demonstrate that PSSFX losed 5% weight at decomposition transition temperature of 222 ℃ and melted at 124 ℃ with no crystallization phenomena by heating to 160 ℃. The high triplet energy level(T 1, 2.77 eV) of the compound was calculated from phosphorescence spectrum. The separated the highest occupied molecular orbital (HOMO,-5.83 eV) and the lowest unoccupied molecular orbital (LUMO,-1.62 eV) of the compound were calculated by density functional theory(DFT). Cyclic voltammetry measurements were employed in experiment to obtain the HOMO, LUMO, and E g of -6.33 ,-2.34, 3.94 eV, respectively. The optical properties of PSSFX were researched in dichloromethane and crystal powder with absorption peaks around 267, 274/351 nm, and emission peaks at about 408, 341 nm, respectively.