High quantum yield both in solution and solid state based on cyclohexyl modified triphenylamine derivatives for picric acid detection
High quantum yield both in solution and solid state based on cyclohexyl modified triphenylamine derivatives for picric acid detection
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用于苦味酸检测的基于环己基修饰的三苯胺衍生物的溶液和固态高量子产率
DOI：
10.1016/j.dyepig.2015.08.013
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发表时间：
2015-12
影响因子：
4.5
通讯作者：
Jiaxiang Yang
中科院分区：
文献类型：
--
作者：
Yuyang Zhang;Jianting Pan;Chenyang Zhang;Haowei Wang;Gaobin Zhang;Lin Kong;Yupeng Tian;Jiaxiang Yang
设计并合成了五个含环己基的三苯胺类化合物。这些化合物在溶液和固体中都具有很高的量子产率。我们的研究表明，椅子构象、环己基和强的分子内氢键的空间效应对高发射起着关键作用。此外，共轭的三苯胺核和强极性基团(吡啶基和羟基)及其在分子中的位置形成了典型的非平面推拉电子结构。这种特殊的化学结构赋予了分子溶剂变色效应，并在THF-H2O二元溶剂体系中表现出有趣的荧光行为，这是由于分子内强烈的电荷转移(ICT)，这一点已被DFT计算、化合物在不同极性溶剂中的吸收光谱和荧光光谱所证实。此外，还利用了它们在溶液和固体中的高发射特性用于苦味酸(PA)的检测。
Five triphenylamine derivatives containing cyclohexyl have been designed and synthesized with a solvent-free green procedure. The compounds possess high quantum yields both in solution and solid state. Our investigation shows that the steric effects of the chair conformation cyclohexyl and strong intramolecular hydrogen bond play a key role for the high emission. Moreover, a conjugated triphenylamine core and strong polar groups (pyridinyl and hydroxy) and their location in the molecule formed a typical non-planar push–pull electronic structure. This special chemical structure endows the molecules with solvatochromic effect and exhibit interesting fluorescent behavior in binary solvent systems of THF-H2O due to the strong intramolecular charge transfer (ICT), which has been confirmed by DFT calculation, absorption and fluorescence spectra of the compounds in different polar solvents. In addition, their high emission characters, both in solution and solid state are utilized for picric acid (PA) detection.
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