本實驗我們進行了將三種不同烷基鏈長度的離子液體包覆進beta-cyclodextrin(β環糊精)的中心腔的包合反應實驗，進而研究主客包合物類的超分子結構與壓力變化的關係，分別是用三個碳的1-Methyl-3-propylimidazolium hexafluorophosphate、四個碳的1-Butyl-3-methylimidazolium hexafluorophosphate、八個碳的1-Methyl-3-octylimidazolium hexafluorophosphate，結果我們發現當包合物生成後，β環糊精的OH stretching會有紅位移的情況發生，估計是因為兩個分子結合後會改變環糊精原本的分子內氫鍵結構。
當我們對純離子液體和包合物進行加壓，並研究其紅外光譜時，純離子液體的特徵峰加壓之後會有藍位移的現象，部分峰甚至有裂分的情況；利用烷基鏈長度不同的離子液體合成的包合物會有不同的情況發生，當使用短烷基鏈離子液體進行實驗，會發現在壓力達到1.1GPa以上的時候離子液體從β環糊精的中心空腔中推擠出來，若繼續加壓離子液體所貢獻的訊號會恢復如純離子液體的訊號；而用長烷基鏈的離子液體進行實驗，發現離子液體不但沒有被擠壓出來，甚至因為β環糊精的包覆，影響到加壓後的排列方式。所以我們發現包合物的對壓力的穩定性和其客體的烷基鏈長度有關，因此在應用上需要注意受壓力的影響。

In this experiment, we carried out an inclusion reaction experiment in which three different alkyl chain length ionic liquids were coated into the central cavity of beta-cyclodextrin (β-cyclodextrin) to study the supramolecular structure and pressure changes of host-guest inclusions. The relationship is three-carbon 1-Methyl-3-propylimidazolium hexafluorophosphate, four carbon 1-Butyl-3-methylimidazolium hexafluorophosphate, eight carbon 1-Methyl-3-octylimidazolium hexafluorophosphate, and we found that when After the formation of the compound, the OH stretching of the β-cyclodextrin has a red shift, which is estimated to be because the binding of the two molecules changes the original intramolecular hydrogen bond structure of the cyclodextrin.
When we pressurize pure ionic liquids and clathrates and study their infrared spectra, the characteristic peaks of pure ionic liquids will have blue shift after pressurization, and some peaks may even have splitting. The inclusion complexes of different lengths of ionic liquids may have different conditions. When experiments are carried out using short alkyl chain ionic liquids, it is found that the ionic liquid is from the central cavity of β-cyclodextrin when the pressure reaches 1.1 GPa or more. Pushing out, if the signal contributed by continuing to pressurize the ionic liquid will recover the signal like pure ionic liquid; while experimenting with the long alkyl chain ionic liquid, it is found that the ionic liquid is not squeezed out, even because of the β-ring paste. Fine coating affects the arrangement after pressurization. Therefore, we found that the stability of the inclusion complex is related to the length of the alkyl chain of the guest, so it is necessary to pay attention to the influence of pressure in the application.

壹、 序論
1. 研究動機.....................................................1
2. 超分子(Supramolecular).......................................3
3. 環糊精(Cyclodextrins).......................................10
4. 離子液體(Ionic liquids).....................................15
5. 離子液體/環糊精包合物........................................20
貳、 實驗
1. 儀器........................................................23
2. 藥品........................................................25
3. 方法及試驗步驟...............................................26
參、 結果與討論
1. 常壓實驗.....................................................31
2. 高壓實驗....................................................36
肆、 結論......................................................50
伍、 參考文獻...................................................52

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