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Synthesis, Characterization, and Computational Investigation of Bright Orange-Emitting Benzothiadiazole [10]Cycloparaphenylene.
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-06-08 , DOI: 10.1002/anie.202006350
Terri C Lovell 1 , Zachary R Garrison 1 , Ramesh Jasti 1
Affiliation  

Conjugated aromatic macrocycles are attractive due to their unique photophysical and optoelectronic properties. In particular, the cyclic radially oriented π‐system of cycloparaphenylenes (CPPs) gives rise to photophysical properties unlike any other small molecule or carbon nanomaterial. CPPs have tunable emission, possess large extinction coefficients, wide effective Stokes shifts, and high quantum yields. However, accessing bright CPPs with emissions beyond 500 nm remains difficult. Herein, we present a novel and bright orange‐emitting CPP‐based fluorophore showing a dramatic 105 nm red‐shift in emission and striking 237 nm effective Stokes shift while retaining a large quantum yield of 0.59. We postulate, and experimentally and theoretically support, that the quantum yield remains large due to the lack of intramolecular charge transfer.

中文翻译:

发出亮橙色的苯并噻二唑[10]环对亚苯基的合成,表征和计算研究。

共轭芳族大环化合物因其独特的光物理和光电特性而具有吸引力。特别是,与任何其他小分子或碳纳米材料不同,环对亚苯基(CPP)的环状径向π系统具有光物理性质。CPP的发射可调,消光系数大,有效斯托克斯位移宽,量子产率高。但是,要获得发射波长超过500 nm的明亮CPP仍然很困难。在本文中,我们介绍了一种新颖且明亮的橙色发射CPP基荧光团,显示出显着的105 nm红移和237 nm有效斯托克斯位移,同时保持了0.59的大量子产率。我们假设,并且从实验和理论上都支持,由于分子内电荷转移的缺乏,量子产率仍然很大。
更新日期:2020-08-10
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