臺灣博碩士論文加值系統

　　離子液體 (Ionic Liquid) 之特性包含有零蒸氣壓、低熔點、高極性，熱及化學穩定性，近年來被廣泛應用於有機反應。而我們將最常被使用的離子液體，[bmim][PF6]，做了大幅度的改良，將陽離子改良成化學穩定性較佳的[bdmim]陽離子，也將陰離子置換成為[Tf2N]這個具有出色物理性質的陰離子，這樣子的組合，[bdmim][Tf2N]，成為全新非水溶性之離子液體，其同時具有化學穩定性、低熔點、低黏度以及低含水量，隨後，我們將其應用於多步有機合成。
　　此外，我們也利用[bdmim][Tf2N]加速Pictet-Spengler反應，也將[bdmim][Tf2N]回收再利用，證明其化學穩定性非常好，不論是酸性或鹼性條件下的有機反應都可以適用，應用性非常廣泛。另一方面，我們設計了具有雙環陽離子的離子液體，[m-3C-im][Tf2N]，其具有[3,3,0]雙環之剛性結構，在未來也會討論其結構對有機反應之影響。

　　Ionic liquids are solvents that consist of cations and anions at ambient temperature. The high polarity, low melting point, thermal and chemical stability, as well as negligible vapor pressure properties of ionic liquids have rendered them as attractive alternatives to conventional organic solvents. Although the ionic liquid, [bmim][PFB6B], is currently the most popular ionic solvent used, the [bmim] cation is unstable under basic reaction conditions, and the [PFB6B] anion undergoes slow hydrolysis and releases HF. On the other hand, the ionic liquid, [bdmim][TfB2BN], is not only chemically stable, but also has a low melting point, low water content, and dynamic viscosity.
　　In this study, we not only used [bdmim][TfB2BN] as a recyclable solvent to catalyze Pictet-Spengler reaction, but also used it in a three-step synthesis of tetrahydro-β-carbolinequinoxalinones with good overall isolated yields. In addition, we designed another ionic liquid, [m-3C-im][TfB2BN], which has a novel and rigid structure. Potential applications of [m-3C-im][TfB2BN] as an organic solvent will also be discussed.

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