Charge-Rearrangement Averaged Dye Design for Precise, Real-Time, and Portable Monitoring of Complex Solvent Environments

Zhongyu Li, Dr. Smruti R. Sahoo, Dr. Shen Shen, Dr. Hao Sun, Prof. Hans Ågren, Dr. Man Zhang, Prof. Gleb Baryshnikov, Prof. Liangliang Zhu
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Abstract

Although solvatochromic materials provide visual function to differentiate solvents, they fail to precisely monitor complex solvent environments where solvent composition varies dynamically, because of an insensitive absorptional shift in these environments. Relatively, their fluorescence signal change, which should be more sensitive, has always been inefficient, resulting from inherent challenges in excited-state dynamics. Here, we present a charge-rearrangement averaged dye design, instead of traditional donor-acceptor structures, to enable a high locally excited or twisted intramolecular charge transfer emission efficiency. A ratiometric dual-fluorescence behavior can be observed along with a solvent-dependent emission trade-off rather than complete quenching. In this case, the dyes can not only precisely visualize various mixed solvents but also enable heterogeneous detection with over hundreds of reuse cycles after being integrated into a crosslinked polymer. The leading portable material achieves a self-calibrated visual tracking of ethanol content (error<0.2%) with a robust working curve (R2 = 0.9992) while applied to E10 ethanol gasoline, operable via user-friendly software analysis through mobile phone photography.

Abstract Image

电荷重排平均染料设计精确,实时,便携式监测复杂的溶剂环境
尽管溶剂致变色材料提供了区分溶剂的视觉功能,但由于在这些环境中不敏感的吸收转移,它们无法精确监测溶剂成分动态变化的复杂溶剂环境。相对而言,由于激发态动力学固有的挑战,它们的荧光信号变化本来应该更加灵敏,但却一直效率低下。在这里,我们提出了一种电荷重排平均染料设计,而不是传统的供体-受体结构,以实现高的局部激发或扭曲分子内电荷转移发射效率。比率双荧光行为可以观察到与溶剂相关的发射权衡,而不是完全猝灭。在这种情况下,染料不仅可以精确地可视化各种混合溶剂,而且可以在集成到交联聚合物中后进行数百次重复使用循环的异质检测。领先的便携式材料实现了乙醇含量的自校准视觉跟踪(误差0.2%),工作曲线稳健(R2 = 0.9992),应用于E10乙醇汽油,可通过手机摄影通过用户友好的软件分析。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Angewandte Chemie
Angewandte Chemie 化学科学, 有机化学, 有机合成
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