本研究成功合成兩種螢光光學活性有機凝膠體Isosorbide-1, 4-bis [phenyl-4-(2-naphthamido)]benzoate(IPNB)與Cholesteryl N -(2-anthryl) carbamate (CAC)，為了誘 導螺旋自組裝結構的形成，於分子設計上分別導入了光學活性基團isosorbide與膽固醇基團；並透過分別導入螢光基團萘與蒽於有機凝膠體結構中，探討形成有機凝膠前後所造成螢光被抑制與增強的效應。由SEM與TEM結果顯示，作為新穎性自組裝材料，具有膽固醇基團的有機凝膠體分子可自組裝形成高秩序性的螺旋纖維結構，並進一步自組裝形成三維網狀結構而形成穩定的超分子凝膠(supramolecular gel)；由變溫1H-NMR圖譜變化可得知分子間氫鍵作用力、π-π堆疊和凡德瓦爾作用力確實有參與自組裝過程。透過凝膠化測試實驗可得知最小可凝膠化濃度。含isosorbide基團的凝膠體IPNB於形成凝膠後螢光由於濃度淬火效應而被抑制；而含膽固醇基團的凝膠體CAC於形成凝膠後螢光有被增強的效果，這是由於凝集誘導螢光增強效應所造成的螢光增強現象。

Synthesis and characterization of two novel chiral fluorescent low-molecular-weight-gelators (LMWGs) based on isosorbide and cholesteryl groups with naphthalene and anthracene fluorescent moieties were investigated in this study. In order to induce the formation of helical constructions, chiral isosorbide and cholesteryl groups were introduced into LMWGs. Fluorescence emission behavior of the synthesized LMWGs was studied before and after gelation.
From the results of SEM and TEM analyses, self-assembly of cholesteryl-contained LMWG forms highly-ordered helical fibers, further aggregation of the twisted fibers generates a 3D entangled network. Strong interaction between 3D entangled networks and organic solvents forms stable supramolecular gels. From results of 1H-NMR, intermolecular H-bonds and π-π interactions are considered to be the key factors for the formation of gels in benzene. The critical gelation concentration (CGC) was calculated via a typical gelation experiment. For the gelator based on isosorbide and naphthalene (IPNB) in pyridine/water (v/v=1/1), decrease of fluorescence intensity was observed. It could be due to the concentration quenching effect after formation of the gel. However, for the gelator based on cholesteryl and anthracene, a significant fluorescence enhancement after gelation was observed, which is ascribed to aggregation-induced enhanced emission (AIEE).

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