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CuOx/OMS-2 catalyzed synthesis of 4,5-dicyano-1H-imidazoles moiety: Directly access to D-A system for AIE-active mechanofluorochromic materials
Journal of Molecular Structure ( IF 4.0 ) Pub Date : 2021-11-01 , DOI: 10.1016/j.molstruc.2021.131791
Kaibo Zheng 1 , Hui Chen 1 , Yufeng Xiao 1 , Jiaying Yan 1 , Nuonuo Zhang 1 , Xiang Liu 1, 2, 3
Affiliation  

Although a lot of mechanofluorochromic (MFC) materials have been reported, it still needs to be further explored due to the lack of the universal design principle. The AIE moiety molecules with D-A framework have been widely regarded as the ideal structural models for MFC materials, because their optical properties is simply tuned by changing the molecule packing mode or conformation. Herein, we have developed a new and efficient synthetic methodology for the synthesis of 4,5-dicyano-1H-imidazoles moiety by using CuOx/OMS-2 as catalyst with excellent yields. The DCI moiety is a potential candidate for electron acceptor units and constructing the fluorescence skeleton with donor-acceptor system. Through the above synthesis method, we have constructed the new compound TPE-DCI with donor-acceptor framework by using tetraphenylethene as electron donor and DCI moiety as electron acceptor. As expected, TPE-DCI shown the excellent AIE behavior and significant MFC behavior (Δλ=25 nm). Furthermore, TPE-DCI was also successfully applied in cell staining. The results suggested that TPE-DCI is a promising candidate material for mechanical sensor, security protection and cell imaging.



中文翻译:

CuOx/OMS-2 催化合成 4,5-二氰基-1H-咪唑部分:直接访问 AIE 活性机械氟致变色材料的 DA 系统

尽管已经报道了大量的机械氟致变色(MFC)材料,但由于缺乏通用设计原则,仍需要进一步探索。具有 DA 骨架的 AIE 部分分子已被广泛认为是 MFC 材料的理想结构模型,因为它们的光学特性可以通过改变分子堆积模式或构象来简单地调整。在此,我们开发了一种新的、高效的合成方法,用于通过使用 CuO x /OMS-2 作为催化剂以优异的产率合成 4,5-二氰基-1H-咪唑部分。的DCI部分为电子受体单元的潜在候选者,构建具有给体-受体系统的荧光骨架。通过上述合成方法,我们构建了新化合物TPE-DCI具有供体-受体框架,以四苯乙烯为电子供体,DCI部分为电子受体。正如预期的那样,TPE-DCI表现出优异的 AIE 行为和显着的 MFC 行为(Δλ=25 nm)。此外,TPE-DCI也成功应用于细胞染色。结果表明,TPE-DCI是一种很有前途的机械传感器、安全保护和细胞成像候选材料。

更新日期:2021-11-01
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