Self-Regulating Photoactuation of Molecular Crystals Based on Halogenstyrylquinoxalines

IF 3.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Crystal Growth & Design Pub Date : 2025-03-26 DOI:10.1021/acs.cgd.5c0001810.1021/acs.cgd.5c00018

Xiqiao Yang, Shuting Dai, Jingbo Sun, Yuanhong Shu, Cheng Liu, Yuan Yue, Liuyang Jin, Jiangbin Zhong, Xinyu Liu, Kaiqi Ye and Ran Lu*,

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Abstract

Herein, we synthesized (E)-2-chloro-3-styrylquinoxaline (4HQXL) and its halogen-substituted derivatives (E)-2-chloro-3-(4-fluorostyryl)quinoxaline (4FQXL), (E)-2-chloro-3-(4-chlorostyryl)quinoxaline (4ClQXL), and (E)-2-chloro-3-(4-bromostyryl)quinoxaline (4BrQXL), which can undergo [2 + 2] cycloaddition upon 365 nm irradiation. Remarkably, the obtained needle-like crystals of 4FQXL, 4ClQXL, and 4BrQXL exhibited photoinduced bending followed by rotating under UV irradiation, and such photomechanical moving can constantly turn the backlight surface of the crystal toward the light source. Hence, the innovative mechanical motion optimized the conversion of light energy into chemical and mechanical energy. In the case of the crystal of 4HQXL, a remarkable photosalient behavior was observed upon exposure to UV light. The crystalline structures of the halogenstyrylquinoxalines illustrated that the substitution of halogen atoms significantly affected the molecular packing mode, which exerted a profound influence on the photomechanical properties of the crystals.

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卤素苯基喹啉类分子晶体的自调节光致动

本文合成了(E)-2-氯-3-苯乙烯基喹啉（4HQXL）及其卤素取代衍生物(E)-2-氯-3-（4-氟苯乙烯基）喹诺啉（4FQXL）、(E)-2-氯-3-（4-氯苯乙烯基）喹诺啉（4ClQXL）和(E)-2-氯-3-（4-溴苯乙烯基）喹诺啉（4BrQXL），在365 nm辐照下可进行[2 + 2]环加成。值得注意的是，得到的4FQXL、4ClQXL和4BrQXL的针状晶体在紫外线照射下表现出光致弯曲和旋转，这种光致运动可以使晶体的背光表面不断向光源方向移动。因此，创新的机械运动优化了光能转化为化学能和机械能。在4HQXL晶体的情况下，暴露在紫外光下观察到显著的光显性行为。卤代苯乙烯基喹啉类化合物的晶体结构表明，卤素原子的取代显著影响了分子的排列方式，这对晶体的光力学性能产生了深远的影响。

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

Crystal Growth & Design 化学-材料科学：综合

CiteScore

6.30

自引率

10.50%

发文量

650

审稿时长

1.9 months

期刊介绍： The aim of Crystal Growth & Design is to stimulate crossfertilization of knowledge among scientists and engineers working in the fields of crystal growth, crystal engineering, and the industrial application of crystalline materials. Crystal Growth & Design publishes theoretical and experimental studies of the physical, chemical, and biological phenomena and processes related to the design, growth, and application of crystalline materials. Synergistic approaches originating from different disciplines and technologies and integrating the fields of crystal growth, crystal engineering, intermolecular interactions, and industrial application are encouraged.