Song Jinzhao, Wang Qilian, Feng Yongliang, Liu Keyu, Guo Aodi, Gao Xingrui, Xu Hemin, Nie Qianqian, Wang Jucai, Zhang Haining, Guo Hui, Li Ziyong
Luoyang Key Laboratory of Organic Functional Molecules, College of Food and Drug, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, PR China.
Luoyang Key Laboratory of Organic Functional Molecules, College of Food and Drug, College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471934, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2025 Mar 5;328:125454. doi: 10.1016/j.saa.2024.125454. Epub 2024 Nov 19.
The development of photochromic dithienylethene (DTE) derivatives activated by visible light, particularly those exhibiting aggregation-induced emission (AIE) properties, is highly sought after for applications in photoelectric functional materials and biological systems. In this study, we rationally designed and successfully synthesized a novel cyanostilbene- and nitro-functionalized DTE derivative (6) featuring a reinforced acceptor (A)-DTE-acceptor (A) structural motif. Each of the two cyanostilbene fragments bearing nitrobenzene groups imparts both electron-withdrawing effects and AIE characteristics, thereby ensuring efficient visible light-driven photochromic performance. The chemical structure of compound 6 was characterized using standard techniques, including H NMR, C NMR, and HRMS. As anticipated, the resulting DTE (6) demonstrates efficient photochromism in various solvents when alternately irradiated with blue light (λ = 460-470 nm) and near-infrared (NIR) light (λ = 730-740 nm). Prior to blue light irradiation, the AIE performance and solid-state luminescence behavior were assessed. Furthermore, DTE (6) exhibits enhanced photoswitching behavior within a poly(methyl methacrylate) (PMMA) film. The experimental findings are corroborated by density functional theory (DFT) calculations. Ultimately, this derivative has been successfully employed for information recording and erasing, thereby demonstrating its potential for information storage and encryption.
可见光激活的光致变色二噻吩乙烯（DTE）衍生物，特别是那些具有聚集诱导发光（AIE）特性的衍生物，在光电功能材料和生物系统中的应用备受关注。在本研究中，我们合理设计并成功合成了一种新型的氰基芪和硝基功能化的DTE衍生物（6），其具有增强的受体（A）-DTE-受体（A）结构 motif。两个带有硝基苯基团的氰基芪片段各自兼具吸电子效应和AIE特性，从而确保了高效的可见光驱动光致变色性能。使用包括1H NMR、13C NMR和HRMS在内的标准技术对化合物6的化学结构进行了表征。正如预期的那样，所得的DTE（6）在交替用蓝光（λ = 460 - 470 nm）和近红外（NIR）光（λ = 730 - 740 nm）照射时，在各种溶剂中都表现出高效的光致变色现象。在蓝光照射之前，评估了其AIE性能和固态发光行为。此外，DTE（6）在聚甲基丙烯酸甲酯（PMMA）薄膜中表现出增强的光开关行为。密度泛函理论（DFT）计算证实了实验结果。最终，这种衍生物已成功用于信息记录和擦除，从而证明了其在信息存储和加密方面的潜力。
