多鹵素對具掌性烷氧鏈六苯并蔻衍生物液晶性質影響及具烷氧鏈或具酯基之六苯并蔻衍生物合成探討

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Title:	多鹵素對具掌性烷氧鏈六苯并蔻衍生物液晶性質影響及具烷氧鏈或具酯基之六苯并蔻衍生物合成探討
Other Titles:	Synthesis and liquid crystalline properties of multi-halogen hexabenzocoronenes with chiral alkoxy chains and synthetic studies of alkoxy or ester derivatized hexabenzocoronenes
Authors:	林歆穎;Lin, Xin-Ying
Contributors:	淡江大學化學學系碩士班徐秀福
Keywords:	六苯并寇;Scholl反應;烷氧鏈;hexa-peri-hexabenzocoronene;Scholl reaction;alkoxy chain
Date:	2014
Issue Date:	2015-05-04 09:48:31 (UTC+8)
Abstract:	本論文利用Scholl反應 (Scholl reaction)進行氧化環化去氫反應 (oxidative cyclodehydrogenation)，嘗試改變不同催化劑及反應條件，分別合成多鹵素具掌性烷氧鏈及具烷氧鏈或具酯基之六苯并寇衍生物。六苯基苯外圍的六個苯環上之酯取代基為拉電子基，降低芳香環的反應性，反應無法進行；將酯取代基置換成單條烷氧鏈進行Scholl反應時，形成醌類副產物，同時改變烷氧鏈的鏈數及取代位置，探討其合成產物；最後分別將氟及氯取代基引入具烷氧鏈之六苯并寇衍生物，探討原子間立體 (steric)效應、電子(electronic)效應及可極化(polarizability)效應的差異，對降低六苯并寇液晶材料液晶性質影響。 The goal of this thesis is trying different catalysts and conditions for synthesizing hexabenzocoronenes (HBCs) with alkoxy-chains or ester group. First, the electron-withdrawing ester substitution deactivied the aromatic ring and the reaction did not work. Second, monoalkoxy-hexaphenylbenzene forms quinoal compound when doing Scholl reaction. Third, changing the number and position of alkoxy chain of HBCs were compared with monoalkoxy one. Last, introducing the fluoride or chloride substitution on alkoxy- HBCs to study the influence of steric, electronic, and polarizability to HBC liquid crystal materials.
Appears in Collections:	[Graduate Institute & Department of Chemistry] Thesis

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