本篇論文合成出三個含有醯胺基團之乙炔?衍生物，分別為以碳氟長鏈的單取代膠體片段FH95、以碳氫長鏈的單取代膠體片段FH109，以及以碳氫長鏈的雙取代膠體片段FH117進行探討。從形成凝膠的能力測試結果可以發現此三個化合物皆可在多種溶劑中形成凝膠，其中FH117可以在最多種溶劑中形成凝膠，它在benzene中的臨界凝膠濃度為3.5 mg/mL，是膠體測試中形成凝膠能力最好的溶劑。以變溫1H NMR可得知凝膠分子主要是透過分子間氫鍵、π-π作用力進行自組裝。透過變溫吸收光譜、放射光譜及不同濃度與狀態下的吸收、放射光譜探討分子間作用力及光物理變化，FH95及FH109的凝膠分子可能是透過J-type aggregation形式進行自組裝；特別的是FH117它在高溫時會形成?的excimer，隨著溫度降低溶劑參與分子自組裝，因此?之間的作用力減弱，轉變為類似單體的形式聚集，因此在變溫放射光譜會觀察到隨著溫度降低，螢光有逐漸藍移的趨勢。經由SEM的觀察會發現凝膠分子會以纖維狀結構或是球狀結構聚集。利用PXRD來探討形成乾凝膠後的堆疊模式，並對FH95、FH109及FH117的粉末進行固態刺激響應行為的測試。;In this thesis, we synthesized three anthracene-based organogelators, FH95, FH109 and FH117. Compound FH95 contains perfluoroalkyl chain and pyridine dicarboxamide functional groups. Compounds FH109 and FH117 contain hydrocarbon chain and pyridine dicarboxamide functional groups. These gelators are able to immobilize many organic solvents and transform into organogels. FH117 exhibits the best ability to form stable gel in benzene (the critical gelation concentration is 3.5 mg/mL). A variety of spectroscopic methods were employed to identify the driving forces responsive for gel formation and to explore the photo-physical properties. The primary driving forces are intermolecular hydrogen bonding and π-π interactions. Compounds FH95 and FH109 are considered to form J-type aggregation upon gel formation. Interestingly, the anthracene-based excimer of FH117 was identified at high temperature. As temperature decrease, solvent participate in self-assemble so anthracene moiety will gradually lose interaction between each other and FH117 monomer will aggregate together with fluorescence blue-shift. The morphologies studied by SEM revealed that the gelators can self-assemble into fibers or spheres. Besides, PXRD was utilized to explore the molecular stacking pattern in xerogels. A variety of external stimulus was applied to FH95, FH109 and FH117 in solid state to explore the stimuli-responsive behaviors of these powder samples.
