Insight into solvation-regulated emission: Dissecting the switchable ESIPT/ESPT mechanisms in HNT molecule

IF 4.1 3区 化学 Q2 CHEMISTRY, PHYSICAL Journal of Photochemistry and Photobiology A-chemistry Pub Date : 2024-10-30 DOI:10.1016/j.jphotochem.2024.116124
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Abstract

As a crucial physical and chemical process, excited-state proton transfer has garnered significant interest among researchers due to its broad applications in photobiology. Recently, Wu et al. synthesized 3-(benzo[d]thiazol-2-yl) naphthalene-2-ol (HNT) molecule that exhibits excited-state intramolecular proton transfer (ESIPT) characteristic in THF while undergoes excited-state intermolecular proton transfer (ESPT) in aqueous solvent, which induce its solvent-regulated emission nature [Dyes and Pigments 182 (2020) 108665]. However, the dynamic interactions between the proton transfer mechanisms and the emission properties of the HNT molecule are yet to be fully elucidated. Specifically, the role of solvation effects in regulating inter- and intramolecular proton transfer, which leads to modifications in fluorescence properties, should be in-depth considered. In the present work, we delved into the ESIPT dynamics of the HNT molecule in aprotic THF, and examined the ESPT in protic aqueous solvent. Our findings indicate that the ESIPT process promotes the intersystem crossing process, which diminishes Keto* emission in THF solvent. Furthermore, the ESPT process within the HNT-water cluster accounts for the observed dual-fluorescence in aqueous solvent. This research illuminates the role of solute–solvent interactions in affecting the ESIPT/ESPT pathways, thereby clarifying the nature of HNT emission and providing an advantageous methodology for engineering novel dyes with customizable fluorescence characteristics.

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洞察溶解调节发射:剖析 HNT 分子中可切换的 ESIPT/ESPT 机制
激发态质子转移作为一种重要的物理和化学过程,由于其在光生物学中的广泛应用而备受研究人员的关注。最近,Wu 等人合成了 3-(苯并[d]噻唑-2-基)萘-2-醇(HNT)分子,该分子在四氢呋喃中表现出激发态分子内质子转移(ESIPT)特征,而在水溶剂中则发生激发态分子间质子转移(ESPT),从而诱导了其溶剂调控发射性质[染料和颜料 182 (2020) 108665]。然而,质子转移机制与 HNT 分子发射特性之间的动态相互作用仍有待全面阐明。具体来说,应深入考虑溶解效应在调节分子间和分子内质子转移中的作用,这将导致荧光特性的改变。在本研究中,我们深入研究了 HNT 分子在非沸腾四氢呋喃中的 ESIPT 动力学,并考察了其在质子水溶液中的 ESPT。我们的研究结果表明,ESIPT 过程促进了系统间的交叉过程,从而减少了 THF 溶剂中的 Keto* 发射。此外,HNT-水簇内的 ESPT 过程也是在水性溶剂中观察到双荧光的原因。这项研究揭示了溶质-溶剂相互作用在影响 ESIPT/ESPT 途径中的作用,从而阐明了 HNT 发射的性质,并为设计具有可定制荧光特性的新型染料提供了有利的方法。
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来源期刊
CiteScore
7.90
自引率
7.00%
发文量
580
审稿时长
48 days
期刊介绍: JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.
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