Multifunctional Hydrazone-Based AIEgens Enabled by Hydrogen-Halogen Interaction,Advanced Optical Materials

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Multifunctional Hydrazone-Based AIEgens Enabled by Hydrogen-Halogen Interaction
Advanced Optical Materials ( IF 8.0 ) Pub Date : 2023-12-25 , DOI: 10.1002/adom.202302781
Minjie Zhang ₁ , Jianyu Zhang ₁ , Zicong Zhang ₂ , Ryan T.K. Kwok ₁ , Jacky W. Y. Lam ₁ , Guocheng Jia ₁ , Ben Zhong Tang _{1,

2,

3,

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Affiliation

Stimuli-responsive molecules with dynamic covalent bonds show physicochemical changes in response to external stimuli but also exhibit active molecular motions and poor luminescent properties. Hence, the manipulation and balance of dynamic and static behaviors are crucial for the development of multifunctional materials. In this work, a series of hydrazone-based compounds with aggregation-induced emission characteristics and hydrogen-halogen interactions are designed and synthesized. Among them, TPAHPyCl showed the highest quantum yield of 54.0% and morphology-dependent mechanochromic properties due to the strong chlorine-hydrogen interactions and other multiple intermolecular interactions in the aggregate state. With the help of the turn-on emission response to the non-polar environment of lipid droplets, TPAHPyCl is also utilized for high-resolution latent fingerprint detection and intracellular lipid-droplet imaging, demonstrating multiple functions with dynamic and static properties. This work highlights the role of halogen-hydrogen interactions and provides a new strategy to develop stimuli-responsive materials with dynamic and static features.

中文翻译：

通过氢-卤素相互作用实现多功能腙基 AIEgens

具有动态共价键的刺激响应分子在响应外部刺激时表现出物理化学变化，但也表现出活跃的分子运动和较差的发光特性。因此，动态和静态行为的操纵和平衡对于多功能材料的开发至关重要。在这项工作中，设计并合成了一系列具有聚集诱导发射特性和氢卤素相互作用的腙基化合物。其中，TPAHPyCl由于聚集态下强烈的氯-氢相互作用和其他多种分子间相互作用而表现出最高的量子产率（54.0%）和形态依赖的力致变色特性。借助对脂滴非极性环境的开启发射响应，TPAHPyCl还用于高分辨率潜指纹检测和细胞内脂滴成像，展示了具有动态和静态特性的多种功能。这项工作强调了卤素-氢相互作用的作用，并提供了开发具有动态和静态特征的刺激响应材料的新策略。

更新日期：2023-12-25

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