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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：使用氰基苯乙烯基苯并咪唑衍生物的聚集诱导发射可逆的机械荧光致变色和酸性致变色

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A novel D–π–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：设计并合成了一种新型的D-π-A结构的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发射（AIE）特征。通过以下事实证明：聚集体在高水分数的THF /水中发出强烈的黄光，而在THF中几乎不发光。更有趣的是，TBM显示了多刺激响应的荧光行为。首先，TBM表现出显着的溶剂变色效果，通过将溶剂从非极性己烷更改为极性二甲基亚砜，发光颜色从绿色变为橙色。其次，TBM表现出可逆的机械荧光致变色。研磨后发出黄色荧光的TBM原始晶体可转变为发射橙色发射的粉末，当研磨的粉末用甲醇蒸气熏制时可恢复。 XRD和DSC结果表明，可逆的机械荧光致变色归因于结晶态和非晶态之间的转变，这可以归因于其在固态下的不同分子堆积模式。最后，我们发现TBM在溶液和薄膜中显示出显着的酸诱导的荧光猝灭作用，而三氯乙酸（TFA）可以猝灭CHCl 3 中TBM的发射。 ）。这项工作提供了氰基苯乙烯基苯并咪唑衍生物，可用作机械传感器和有机酸的敏感荧光指示剂。

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