Deng Lili, Xiong Jian, Liu Wenqin, Wu Lixue, Hu Huiyi, Wu Jiaqing, Liu Yue, Yu Lide, Zhou Yuling, Gao Wenjun, He Haifeng, Yin Weiyan
School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang 330013, China.
Jiangxi Provincial Engineering Research Center for Waterborne Coatings, School of Chemistry and Chemical Engineering, Jiangxi Science and Technology Normal University, Nanchang 330013, China.
Molecules. 2023 Oct 16;28(20):7111. doi: 10.3390/molecules28207111.
A D-A type of luminophore, TPA-CDP, was designed and synthesized by using triphenylamine (TPA) as D (electron donor), 1,3-diaryl pyrazole with cyano groups (CDP) as A (electron acceptor) and employing a cyanovinyl segment as a recognition group. Firstly, TPA-CDP demonstrates effective fluorescence quenching as a sensor for I by the nucleophilic addition reaction of the cyanovinyl segment with a high level of sensitivity, selectivity and a low determination limit of 4.43 μM. Interestingly, TPA-CDP exhibited an AIE phenomenon with the value reaching 50%. In addition, TPA-CDP displayed distinct mechanochromic fluorescence behavior with 70 nm red shift, which was observed over four repeated cycles. Furthermore, the mechanochromic fluorescence behavior of TPA-CDP, as observed in powder XRD experiments, was found to be associated with the morphological transition from a crystalline state to an amorphous state. These results confirm the significant potential of CDP as a powerful electron-deficient component in the creation of D-A-type mechanochromic fluorescence materials and biosensors for detecting I.
设计并合成了一种D-A型发光体TPA-CDP，它以三苯胺（TPA）作为D（电子供体），含氰基的1,3-二芳基吡唑（CDP）作为A（电子受体），并采用氰基乙烯基片段作为识别基团。首先，TPA-CDP作为碘离子传感器，通过氰基乙烯基片段的亲核加成反应表现出有效的荧光猝灭，具有高灵敏度、高选择性，测定下限低至4.43 μM。有趣的是，TPA-CDP表现出聚集诱导发光（AIE）现象，其发光增强值达到50%。此外，TPA-CDP表现出明显的机械变色荧光行为，红移70 nm，在四个重复循环中均可观察到。此外，在粉末X射线衍射实验中观察到，TPA-CDP的机械变色荧光行为与从结晶态到非晶态的形态转变有关。这些结果证实了CDP作为一种强大的缺电子组分在制备用于检测碘离子的D-A型机械变色荧光材料和生物传感器方面具有巨大潜力。
