雙咪唑鹽與單咪唑鹽離子液體的合成與性質研究

Syntheses and properties of diimidazolium ionic liquid and monoimidazolium ionic liquid

簡清旭(Ching-Shiu Jian)

指導教授 ： 劉陵崗

國立中央大學/理學院/化學系/碩士(2006年)

摘要

本論文中所合成出來的雙咪唑離子液體(1-1-1、2-1-2、3-1-3、4-1-4)，環上2號與5號位置上的質子都會進行氫氘交換反應，只不過兩者反應條件並不相同。在2號位置上的氫氘交換反應，只需要在中性D2O中即可進行；能否交換與溶液的pH值有關，當pH值小於2時，氫氘交換反應並不會進行，隨著pH的增加氫氘交換反應的速率加快。在5號位置上的氫氘交換反應，必須有額外的鹼(如N-甲基咪唑)才會進行，其交換反應速率與N-甲基咪唑的濃度呈現正比的關係。

本論文中也合成兩類單咪唑離子液體。第一類是在室溫下為液態的磁性離子液體[BMIM]FeCl4。其磁化率為40.6x10-6 emu g-1。第二類為掌性離子液體(1R、1S、2R、2S)，是在高壓反應器中進行脫水縮合合成的，實驗過程較為簡單，產率與文獻法比較相似。對掌性離子液體1R、1S、2R、2S均測得其旋光度。

關鍵字

氫氘交換反應 ； 離子液體

並列摘要

The diimidazolium-based ionic liquids (1-1-1, 2-1-2, 3-1-3 and 4-1-4) were successfully synthesized. The C-2 and C-5 protons of the imidazolium ring show H-D exchange in D2O to different extents. There is a large pH effect on the H-D exchange rate constant for the C-2 protons. Once the pH value gets lower than 2, the H-D exchange for the C-2 protons almost stops. For the H-D exchange of C-5 protons, it needs the addition of a base (N-methyl imidazole) for the reaction to proceed. A linear relationship between the H-D exchange rate constant and the concentration of N-methyl imidazole was observed.

The monoimidazolium-based ionic liquids were also prepared, among which are two types of ionic liquids: (1) The magnetic ionic liquid [BMIM]FeCl4, which is a liquid at room temperature and exhibits a magnetic susceptibility of 40.6x10-6 emu g-1. (2) chiral ionic liquids (1R,1S,2R,2S) which can be obtained by condensation in an autoclave. The preparation with autoclave resueted in a good yields, which are comparable to the yields regarted earlier. The optical rotation characters were measured for these chiral ionic liquids.

並列關鍵字

H-D exchange reaction ； ionic liquid

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