含1,3,5三嗪之共軛材料合成與物理性質探討

本實驗利用2,4,6-三氯-1,3,5-三嗪分子之獨特取代反應特性，設計合成共11個三嗪分子衍生物，其中包含兩系列，其一以兩邊取代為3,5-二甲基?唑為主體之三嗪衍生物，其二為兩邊取代的二苯胺與3-苯基-5-甲基?唑為主體之三嗪衍生物。而三嗪分子衍生物的第三邊的取代基，是以修飾不同推拉電子能力之官能基(如: 3,5-二甲基?唑、哌啶、苯酚、二苯胺、3-苯基-5-甲基?唑)，使其衍生物之分子共軛長度與電子分布有所變化，而在紫外線可見光之吸光與放光強度與波長上皆有所差異。所有的三嗪分子衍生物皆以核磁共振儀與質譜儀，鑑定其分子結構與分子量。此外，亦使用熱重分析儀量測三嗪分子衍生物之熱種損失率，進而探討其結構穩定性。

關鍵字

三嗪螢光性質；分子內電荷轉移

並列摘要

In the thesis, eleven triazine-based compounds are reported to be successfully prepared through the unique substitution reaction of 2,4,6-trichloro-1,3,5-triazine. All of them are divided into two categories; one is the derivative of 2,4-di(3,5-dimethyl pyrazole)-6-chloro-1,3,5-triazine and the other is the derivative of 2-diphenyl amine-4-(3-phenyl-5-methyl pyrazole)-6-chloro-1,3,5-triazine. Further, the chloro atom of　 2,4-di(3,5-dimethylpyrazole)-6-chloro-1,3,5-triazine and the 2-diphenyl amine-4-(3-phenyl-5-methyl pyrazole)-6-chloro-1,3,5-triazine was replaced by the different functional groups, such as 3,5-dimethyl pyrazole, phenol, diphenyl amine and 3-phenyl-5-methyl pyrazole…etc. The functional groups make these triazine-based compounds have different π-conjugated and electron distribution and cause the UV-vis adsorption and emission variation. In addition, these compounds have been characterized by NMR spectroscopy and mass spectrometer to characterize their molecular structures and molecular weight. The thermal stability of these compound were studied by the thermogravimetric analysis.