自然界中分子的不對稱性(掌性)是生命現象重要的基礎性質之一，其在生物系統中的尖端功能性是不可少的要素。本研究合成一種掌性化合物cholesteryl 4-(carbonyloxy)4-(hexyloxyl)benzoate (CCH*)，並探討非掌性膠體化合物oxalyl acid N',N'-di(4-(hexyloxy)benzoyl)-hydrazide (AG6) 和 oxalyl acid N',N'-di(4-(undecyloxy) benzoyl)-hydrazide (AG11) 在不同有機溶劑結合下形成膠體的特性。利用SEM與TEM 分析凝膠微結構及形態發現，兩種非掌性有機凝膠體在特定溶劑中可自組裝成奈米或微米級超分子結構，並導致形成具有高度排序的三維網格狀結構。利用變溫1H-NMR分析有機凝膠分子間相互作用力，結果顯示凡德瓦爾力與π-π作用力為形成超分子的主要驅動力。為研究CCH*化合物對不對稱性結構誘導能力，我們將不具凝膠特性的CCH*化合物當作自組裝凝膠的掌性摻混物。利用CD光譜、SEM與TEM分析進一步證實，摻入CCH*到非掌性膠體可誘導出不對稱凝膠結構。另外，為了研究CCH*在液晶上的應用特性，將CCH*掌性摻混物與市售向列型液晶進行摻混，利用POM可觀察到指紋型膽固醇液晶相的生成。使用所合成之化合物製備STN型液晶裝置，通過對液晶盒施加電場，結果顯示可逆的開-關光電特性。

Chirality is one of fundamental properties in nature, it is essential to functioning and sophisticated in biological system. Chiral cholesteryl 4-(carbonyloxy)-4-(hexyloxyl)benzoate (CCH*) was synthesized in this study. Gelation characterization of pre-design organogelators oxalyl acid N',N'-di(4-(hexyloxy)benzoyl)-hydrazide (AG6) and oxalyl acid N',N'-di(4-(undecyloxy)benzoyl)-hydrazide (AG11) in various organic solvents was studied. The microstructures and morphologies of the organogelators were investigated using SEM and TEM analysis. Both achiral organogelators self-assembled into nano- or micro-scale superstructures in an appropriate organic solvents and resulting in the formation of highly ordered three-dimensional networks. The results of the temperature-dependent 1H-NMR analysis of the organogelators revealed that van der Waals forces and π-π interactions acted as driving forces leading to self-assembly into three-dimensional networks. The synthesized chiral CCH* does not show gelation in organic solvents. To estimate the effect of CCH* on the induction of asymmetric construction, CCH* was used as a chiral dopant on the self-assembly of gelators. The results indicate that doping of CCH* into the achiral gel systems offered achiral environment inducing asymmetric constructions. The chiral induction was further evidenced via CD spectra, XRD, SEM and TEM analysis. To study the application of CCH* on liquid crystals, CCH* was further added into commercially available nematic liquid crystal (HSG-222000) to form chiral nematic liquid crystal (N*LC). Cholesteric fingerprint textures of N*LC was observed using POM analysis. A supper-twisted nematic liquid crystal (STNLC) cell was fabricated using the synthesized N*LC. Electro-optical properties of the fabricated STNLC was investigated showing reversible ON and OFF states via electric field bias on the sample cells.

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