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首页> 外文期刊>Dyes and Pigments >Fluorescence response of anthracene modified D-pi-A heterocyclic chromophores containing nitrogen atom to mechanical force and acid vapor
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Fluorescence response of anthracene modified D-pi-A heterocyclic chromophores containing nitrogen atom to mechanical force and acid vapor

机译：蒽改性的D-Pi-杂环色团的荧光反应含有氮原子与机械力和酸蒸气

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摘要

Three new 9-vinyl anthracene derivatives functionalized naphthalene (ANNP), quinoline (ANQL) and quinoxaline (ANQX) have been synthesized, and they exhibit excellent solid state luminescence. Optical properties and quantum chemical calculations indicate the absence of D-pi-A structure in ANNP, and the presence of typical D-pi-A structures in ANQL and ANQX. Though the differences between the three molecules are marginal, their stimuli-responsive behaviors are contrasting. Non-heteroatom-assisted ANNP has no clear chromic property. In contrast, heteroatom-assisted ANQL and ANQX show a clear response to external stimuli such as mechanical force (mechanofluorochromism) and protons (acidofluorochromism). On one hand, both of them exhibit contrasting MFC effects. Upon grinding, emission wavelength shifts are 16 nm and 28 nm, respectively. ANQX shows a large spectral change, which might be originated from nitrogen atom induced ICT process and twisted molecular conformation. On the other hand, two molecules show difference acidofluorochromic response. The presence of nitrogen atom leads to the formation of a stable complex between target molecule and TFA. The solution and film of ANQX achieve a fast response to TFA with high sensitivity and low detection limit. The present results suggest that the anthracene modified D-pi-A heterocyclic chromophores containing nitrogen atom can achieve fluorescence response to mechanical forces and acid vapor.
机译：已经合成了三种新的9-乙烯基蒽衍生物官能化萘（ANNP），喹啉（ANQL）和喹喔啉（ANQX），它们表现出优异的固态发光。光学性质和量子化学计算表明ANNP中没有D-PI-A结构，以及ANQL和ANQX中的典型D-PI-A结构。虽然三个分子之间的差异是边缘的，但​​它们的刺激响应行为是对比度。非杂原子辅助的annp没有明确的铬特性。相反，杂原子辅助的ANQL和ANQX显示出对外部刺激的清晰反应，例如机械力（机械氟色铬）和质子（酰氟色调）。一方面，它们都表现出对比的MFC效果。在研磨时，发射波长偏移分别为16nm和28nm。 ANQX显示出大的光谱变化，其可能源自氮原子诱导的ICT过程和扭曲的分子构象。另一方面，两个分子显示出差异酸氟色素反应。氮原子的存在导致靶分子和TFA之间的稳定复合物形成。 ANQx的溶液和薄膜实现了对TFA的快速响应，具有高灵敏度和低检测极限。本结果表明，含蒽改性的D-PI-含氮原子的杂环色团可以实现对机械力和酸蒸气的荧光响应。

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