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  • 學位論文

具多醚鏈之亞胺酚基化合物之合成、鑑定以及其感測與錯合行為之研究

Synthesis, Characterization, Sensing, and Complexation of Polyether Salicyaldimine

指導教授 : 吳景雲

摘要


以亞胺酚基作為主架構,設計並成功合成四個新的螢光感測器,化合物5~8。利用紫外光-可見光吸收光譜以及螢光光譜,檢測其對於不同金屬陽離子的感測光譜變化。實驗結果顯示化合物6感測鋁離子和鉻離子有螢光增強的訊號。 以化合物5、6為配位基與金屬離子(錳、鈷、銅、鋅)進行錯合反應,合成化合物9~14。由一系列的實驗結果,可知化合物9~14除皆對鋁離子和鉻離子有辨識的效果外,化合物10、13、14可另外辨識鋅離子,而化合物11則亦可辨識銅離子。我們推測在辨識的過程中有取代反應發生;取代能力為Al3+>Cu2+>Zn2+>Co2+、Mn2+。

關鍵字

亞胺酚基 化學感測器 螢光

並列摘要


Four novel salicyalaimine-based fluorescence sensors have been successfully synthesized, named as compounds 5 ~ 8. Their cation recognition abilities toward various cations Li+, Na+, K+, Cs+, Mg2+, Ca2+, Ba2+, Al3+, Cr3+, Mn2+, Co2+, Ni2+, Cu2+, Ag+, Cd2+ , and Zn2+ have been examined by UV-Vis and fluorescence. Compound 6 shows significant fluorescent enhancement with the addition of Al3+ and Cr3+, in compared with other cations in DMSO solution. Compounds 9 ~14 are synthesized by the complexation of compounds 5 and 6 as a ligand with metal ion (manganese, cobalt, copper, zinc). Based on a series of experimental results, we found that compounds 9 ~ 14 can be used to detect Cr3 + and Al3 +. In addition, compounds 10, 13 and 14 can also detect Zn2+, wheres compound 11 can also detect Cu2+. We hypothesize that a substitution reaction occurs during the recognition process; the binding ability is approximately assigned in the order Al3 + > Cu2 + > Zn2 + > Co2 +, Mn2 +.

並列關鍵字

Salicyaldimine chemical sensors fluorescence

參考文獻


1. Lehn, J. M. Angew. Chem., Int. Ed. Engl. 1988, 27, 89-112.
2. Lehn, J. M. Angew. Chem., Int. Ed. Engl. 1990, 29, 1304-1319.
3. Lindsey, J. S. New J. Chem. 1991, 15, 153-180.
4. Philp, D.; Stoddart, J. F. Synlett. 1991, 7, 445-458.
5. Stokes, G. G. Philos. Trans. R. Soc. London, A 1852, 142, 463-562.

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