Luminescence and Stability of 1,4,5‐Triaryl‐1,2,3‐Triazoles

Luminescence and Stability of 1,4,5‐Triaryl‐1,2,3‐Triazoles
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1,4,5—三芳基—1,2,3—三唑的发光和稳定性

DOI:
10.1002/cphc.202300209
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发表时间:
2023
期刊:
影响因子:
2.9
通讯作者:
Zhu, Lei
Zhu, Lei
中科院分区:
化学3区
文献类型:
--
作者:
Nusser, Brandon D.;Accardo, Joseph V.;Zhu, Lei

文献摘要

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本文报道了二芳基和三芳基取代的1,2,3 -三唑的荧光、磷光和光化学性质。取代三唑的区域异构体的容易合成使得系统地研究区域化学与激发态性质之间的相关性,包括荧光的溶剂依赖性,单线态和三重态发射体之间的能量间隙,以及光子触发转换的倾向。携带电子(e)供体和电子受体芳基取代基的三唑在弱极性溶剂中表现出高荧光量子产率和溶剂依赖性荧光。研究了这些化合物在77 K时在玻璃基体中的发光特性。确定了这些化合物的热稳定性和光稳定性这两个参数,这两个参数对它们在光学器件中的潜在应用至关重要。电子给体取代基的位置对荧光发射能量和溶剂敏感性、单重态-三重态能隙、光化学反应性和稳定性有显著影响。用量子化学计算解释了结构与光物理和光化学性质的相关性。本研究为在供体-受体型荧光团上放置取代基以操纵一系列与光相关的性质提供了理论依据。
The fluorescence, phosphorescence, and photochemical properties of di‐ and triaryl‐substituted‐1,2,3‐triazoles are reported in this work. The ease of synthesis of regioisomers of substituted triazoles enables a systematic study on the correlation between regiochemistry and excited state properties, which include the solvent dependence of fluorescence, energy gap between singlet and triplet emitters, and propensity to photon‐triggered transformations. The triazoles that carry electron (e)‐donor and e‐acceptor aryl substituents show high fluorescence quantum yields in weakly polar solvents and exhibit solvent‐dependent fluorescence. The luminescence properties of these compounds in glass matrices at 77 K are characterized. The thermal and photo‐stability, two parameters that are crucial to their potential utilities in optical devices, of these compounds are determined. The position of the e‐donor substituent has a significant impact on the fluorescence emission energy and solvent sensitivity, singlet‐triplet energy gap, and photochemical reactivity and stability. The experimental observations on the structural correlation with the photophysical and photochemical properties are explained by quantum chemical calculations. This study provides a rationale on the placement of substituent on a donor‐acceptor type fluorophore to maneuver a range of photo‐related properties.