- 學位論文
設計與合成含咪唑之衍生物及其對於酸鹼和陰離子之螢光感測研究
Design and Synthesis of Imidazole-Containing Derivatives and Their Fluorescence Sensing Studies for pH and Anions
摘要
最近，聚集誘導發射發光體（AIEgens）作為熒光傳感器被廣泛研究，用於生物成像和其他光電應用。在這項研究中，我們新發現了苯並噁唑基-咪唑和苯並噻唑基-咪唑衍生物及二甲基吲哚-咪唑衍生物，在固態和聚合狀態下顯示 AIE 特性。對含咪唑之衍生物在不同pH值下的光物理性質進行了比較。有趣的是，我們發現二甲基吲哚-咪唑衍生物在 pH12下比苯並噻唑和苯並噁唑基-咪唑表現出更亮的發射特徵，這表明雜原子效應對光物理性質的重要性。除了酸鹼值的研究以外，也對針對不同陰離子進行選擇性研究，可發現此含咪唑之衍生物在各種不同離子(F、PF6、Cl、ClO4、Br、I、HSO4)的存在下，仍表現出對氟離子具有選擇性，且檢測過程迅速、靈敏。本篇論文設計並合成一系列含咪唑之衍生物且其具有多重感應的特性，並與傳統螢光分子不同具有聚集誘導發光的現象，未來可應用於pH傳感器或是氟離子感測器。
關鍵字
螢光感測並列摘要
Aggregation-induced emission luminophores (AIEgens) have been extensively studied as fluorescent sensors for bioimaging and other optoelectronic applications. In this study, we have newly discovered benzoxazolyl-imidazole, benzothiazolyl-imidazole and dimethylindole-imidazole derivatives that exhibit AIE properties in both solid and aggregated states. The photophysical properties of imidazole-containing derivatives at different pH values were investigated. We found that dimethylindole-imidazole derivatives showed brighter emission intensities compared to those of benzothiazole and benzoxazolyl-imidazole at pH 12. In addition to the pH study, the investigation of selectivity for different anions was also carried out. It was found that the imidazole-containing derivatives remained stable in the presence of various ions (F, PF6, Cl, ClO4, Br, I, HSO4). It shows selectivity to fluoride ions, and the detection process is rapid and sensitive. In this thesis, we designed and synthesized a series of imidazole-containing derivatives with multi-sensing properties and AIE, which are different from traditional fluorescent molecules. Therefore, we demonstrated that the imidazole-containing molecules can be used as fluorescence sensors.