六苯炔基苯外圍苯環引入間、對位二乙二醇與三乙二醇官能基之化合物合成與陽離子作用之性質探討

Synthesis and Properties of Hexakis(phenylethynyl)benzene Induce p, m triethylene glycol and p, m diethylene glycol

周昊正(Hao-Jheng Jhou)

指導教授 ： 徐秀福

淡江大學/理學院/化學學系碩士班/碩士(2022年)

https://doi.org/10.6846/TKU.2022.00575

摘要

本論文以苯炔基苯作為分子主體架構，外圍苯環引入不同鏈長之間、對位寡乙二醇官能化之衍生物。因寡乙二醇衍生物在低極性溶劑中對鈉離子有良好作用力與選擇性，本實驗利用核磁共振光譜儀與紅外線光譜儀監測寡乙二醇衍生物與鈉離子在低極性溶劑二氯甲烷與氘−二氯甲烷之作用。以紅外線光譜儀測量寡乙二醇衍生物與鈉離子作用之光譜計算其結合常數，得到不同官能化位置與數量之寡乙二醇衍生物對於鈉離子作用之趨勢。

關鍵字

超分子 ； 主客體化學 ； 冠醚 ； 寡乙二醇 ； 結合常數

並列摘要

In the thesis, We dssigned a new structure base on Hexaynylphenylbenzene induce diffrenets length p, m- oligo(ethylene glycol) (OEG) side chain modification.Since the OEG derivatives good interation and high selectivity with alkali metal in low polarity solvent. in study, we detected the interation of OEG derivatives with diffrenets equivalents of Na+ ion in DCM and d−DCM by NMR. Calculating the binding constant of OEG derivative with Na+ ion by UV spectra.Obtan the relation of interation of oligo(ethylene glycol) deravitive with Na+ ion by binding constant.

並列關鍵字

supermolecular ； host-guest chemistry ； crown ether ； oligo (ethylene glycol) (OEG) ； binding constant

參考文獻

參考資料

1. Pedersen, C. J., The Discovery of Crown Ethers. Science 1988, 241, 536－540.

2. Christensen, J.; Hill, J.; Izatt., Ion Binding by Synthetic Macrocyclic Compounds. Science 1971, 174, 459－467.

3. (a)Cram, D. J.; Cram, J. M. Host-Guest Chemistry: Complexes between organic compounds simulate the substrate selectivity of enzymes. Science 1974, 183 (4127), 803－809; (b)Cram, D. J.; Cram, J. M. Container molecules and their guests; Royal Society of Chemistry, 1997.

4. Lehn, J.-M. Supramolecular chemistry. Science 1993, 260 (5115), 1762－1763.