在酯化反應中,經由實驗結果,我們發現離子液體對於此反應有催化的效果。離子液體 是在室溫下呈現液態的離子化合物,將醇類與酸酐放入離子液體中有助於酯化反應的進行, 基於這個新的發現,我們開始尋找使用不同種類的離子液體做實驗,選出適當的離子液體, 並且測試離子液體在不同環境下的催化效果,以及適合的使用計量;更進一步,我們找出離 子液體在催化反應之後,將離子液體回收的方法:利用有機溶劑將離子液體和產物分層並萃 取出產物,把離子液體回收再利用,符合現代推動綠色化學的趨勢。接下來我們探討離子液 體對催化反應的擴展性與應用,先由不同結構的一級醇反應到醯胺鍵的生成,最後推展到合 成阿斯匹靈,實驗結果說明,用離子液體做催化劑,也可以成功的合成阿斯匹靈。 We have established for the first time that ionic liquids, which possess the property of Lewis acid, can facilitate acylation of alcohols with anhydrides to form esters with photo-excitation. With the initial finding, we then screen through different types of ionic liquids with varying counter anions, loading, and external light or heat sources to sort out the best reaction conditions. To gain insights into the working mechanism, the dynamic profile of the catalytic reaction was monitored by analyzing the reaction mixture by using ‘H NMR spectroscopy. The ionic liquids can be recovered by extractive separation from the acylation product, which meets the major theme of green chemistry. To extend the substrate scope and applications of the new catalytic process, different functional primary alcohols and amines were further examined. More importantly, we have utilized the new catalytic protocol for the acetylating of salicylic acid, leading to aspirin with high efficiency.
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