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1. 信阳师范学院 化学化工学院,河南 信阳,464000
2. 有机电子与信息显示国家重点实验室培育基地, 信息材料与纳米技术研究院, 江苏先进生物与化学制造协同创新中心, 南京邮电大学,江苏 南京,210023
Received:04 May 2018,
Revised:03 August 2018,
Published Online:23 August 2018,
Published:05 April 2019
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赵祥华, 王莉敏, 王竞园等. 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[J]. 发光学报, 2019,40(4): 476-483
ZHAO Xiang-hua, WANG Li-min, WANG Jing-yuan etc. A Facile Method to Synthesis of Phenylsulfonyl/Spiro[fluorene-9,9'-xanthene] Bipolar Molecule: Molecular Structure, Optical and Electrochemical Properties[J]. Chinese Journal of Luminescence, 2019,40(4): 476-483
赵祥华, 王莉敏, 王竞园等. 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[J]. 发光学报, 2019,40(4): 476-483 DOI: 10.3788/fgxb20194004.0476.
ZHAO Xiang-hua, WANG Li-min, WANG Jing-yuan etc. A Facile Method to Synthesis of Phenylsulfonyl/Spiro[fluorene-9,9'-xanthene] Bipolar Molecule: Molecular Structure, Optical and Electrochemical Properties[J]. Chinese Journal of Luminescence, 2019,40(4): 476-483 DOI: 10.3788/fgxb20194004.0476.
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T
1
为2.77 eV。利用密度泛函计算得知其 HOMO(-5.83 eV)和 LUMO(-1.62 eV)轨道相分离。通过循环伏安法得到其HOMO、LUMO和
E
g
分别为-6.33,-2.34,3.94 eV。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267 nm和274/351 nm左右,发射峰分别位于408 nm和341 nm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.
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