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首页> 外文期刊>RSC Advances >Reversible mechanofluorochromism and acidochromism using a cyanostyrylbenzimidazole derivative with aggregation-induced emission
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Reversible mechanofluorochromism and acidochromism using a cyanostyrylbenzimidazole derivative with aggregation-induced emission

机译：具有聚氰基苯磺苯和苯并咪唑衍生物的可逆机械荧光铬和酰氯化合物，具有聚集诱导的发射

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摘要

A novel D-pi-A structure triphenylamine functionalized benzimidazole derivative TBM was designed and synthesized. It was found that the compound TBM exhibited typical aggregation-induced emission (AIE) characteristic. It was proved by the fact that the aggregates emitted strong yellow light in THF/water with high water fraction, while it was almost non-emissive in THF. More interestingly, the TBM showed multi-stimuli responsive fluorescent behaviors. First, TBM showed significant solvatochromic effect, with emission color tuning from green to orange by changing the solvent from nonpolar hexane to polar dimethyl sulfoxide. Second, TBM exhibited reversible mechanofluorochromism. The pristine crystal of TBM emitting yellow fluorescence could be transformed into powder emitting an orange emission upon grinding, and it could be restored when the ground powder were fumed with methanol vapor. XRD and DSC results demonstrated that the reversible mechanofluorochromism was due to the transformation between the crystalline and amorphous states, which could be ascribed to its different molecular stacking mode in the solid state. Finally, we found that the TBM revealed remarkable acid-induced fluorescence quenching effect in solution and film, and the emission of TBM in CHCl3 could be quenched by trifluoroacetic acid (TFA) significantly. This work offered cyanostyrylbenzimidazole derivative that could be used as sensitive fluorescent indicator for mechanical sensors and organic acids.
机译：设计和合成了一种新型D-PI-A结构三苯胺官能化苯并咪唑衍生物TBM。发现化合物TBM表现出典型的聚集诱导的发射（AIE）特征。事实证明，聚集体在具有高水平的THF /水中发出强黄光，而在THF中几乎是非发光。更有趣的是，TBM显示多刺激响应荧光行为。首先，TBM显示出显着的溶性溶剂效应，通过将来自非极性己烷的溶剂改变为极性二甲基砜，从绿色到橙色到橙色。其次，TBM表现出可逆的机械氟色料。发射黄色荧光的TBM的原始晶体可以转化为在研磨时发出橙色排放的粉末，并且当用甲醇蒸气卷起地面粉末时，可以恢复。 XRD和DSC结果表明，可逆的机械荧光变性是由于晶体和非晶态之间的转化，其可以在固态中归因于其不同的分子堆叠模式。最后，我们发现TBM揭示了溶液和膜中的显着酸诱导的荧光猝灭作用，并且可以显着通过三氟乙酸（TFA）淬灭CHCl 3中TBM的发射。该工作提供了氰棒甾烷基苯和咪唑衍生物，可用作机械传感器和有机酸的敏感荧光指示剂。

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  • 来源
    《RSC Advances》 |2017年第77期|共8页
  • 作者

    Zhan Yong; Wei Quanpeng; Zhao Jinyu; Zhang Xiaojing;

  • 作者单位

    Shenyang Pharmaceut Univ Key Lab Struct Based Drug Design &

    Discovery Minist Educ Shenyang 110016 Liaoning Peoples R China;

    Shenyang Pharmaceut Univ Key Lab Struct Based Drug Design &

    Discovery Minist Educ Shenyang 110016 Liaoning Peoples R China;

    Jilin Univ Coll Chem Changchun 130012 Jilin Peoples R China;

    Shenyang Pharmaceut Univ Key Lab Struct Based Drug Design &

    Discovery Minist Educ Shenyang 110016 Liaoning Peoples R China;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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