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A series of 4,5,9,10-tetrahydropyrene-based tetraarylethenes: synthesis, structures and solid-state emission behavior

机译:一系列基于4,5,9,10-四氢py的四芳烃:合成,结构和固态发射行为

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By controlling the number of 4,5,9,10-tetrahydropyrene segments around the tetraarylethene core, a series of 4,5,9,10-tetrahydropyrene-based tetraarylethenes were synthesized and structurally characterized. An aggregation-induced emission (AIE) study indicated that all the compounds are AIE active: they are weak emitters in good solvents but highly emissive in the condensed phase, and hence are potential solid-state emitters. Their optical properties, electrochemical properties and theoretical calculations were investigated, and the results prove that the π-conjugation degree of these compounds increases with the increasing number of 4,5,9,10-tetrahydropyrene units. However, the fluorescence quantum yield in the solid state doesn't increase with increasing π-conjugation. We studied the reason for this by analyzing the crystal structures of some compounds, and proposed that the close degree of molecular packing in the solid state may be responsible for it. Loose packing of tetraarylethenes in the solid state can restrict the rotation of the aromatic rings but cannot constrain other non-radiative pathways efficiently, such as vibration, which leads to the unpredictable emission of the compounds.
机译:通过控制围绕四芳基乙烯核的4,5,9,10-四氢segments片段的数目,合成了一系列基于4,5,9,10-四氢py的四芳烃,并对其结构进行了表征。聚集诱导发射(AIE)研究表明,所有化合物均具有AIE活性:它们在良溶剂中是弱发射体,但在冷凝相中是高发射体,因此是潜在的固态发射体。研究了它们的光学性质,电化学性质和理论计算,结果证明这些化合物的π-共轭度随4,5,9,10-四氢hydro单元数目的增加而增加。但是,固态的荧光量子产率不会随着π共轭的增加而增加。我们通过分析某些化合物的晶体结构来研究其原因,并提出可能是由于固态分子堆积的紧密程度造成的。固态四芳烃的松散堆积可以限制芳环的旋转,但不能有效地约束其他非辐射途径,例如振动,这导致化合物的排放无法预测。

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