研究生: |
洪憲榮 Hung, Hsien-Jung |
---|---|
論文名稱: |
新穎性光學活性化合物之合成及其在光電材料上之應用研究 Study on the Synthesis of Novel Chiral Compounds and their Applications on the Electro-optical Materials |
指導教授: |
劉瑞祥
Liu, Jui-Hsiang |
學位類別: |
博士 Doctor |
系所名稱: |
工學院 - 化學工程學系 Department of Chemical Engineering |
論文出版年: | 2008 |
畢業學年度: | 96 |
語文別: | 中文 |
論文頁數: | 151 |
中文關鍵詞: | 光學活性化合物 、β-環糊精包容錯合物 、β-環糊精 、光異構化 、聚合物穩定型膽固醇液晶薄膜 |
外文關鍵詞: | chiral compound, β-CD, photochemical, cyclodextrin inclusion complex, polymer stabilized cholesteric texture, self assembled |
相關次數: | 點閱:134 下載:5 |
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本研究為有關於新穎性光學活性化合物之合成及其在光電材料上之應用研究,將不同化學結構的光學活性化合物,如苯酸菠酯、偶氮苯酸菠酯等,當作掺混物或單體,分別添加入液晶和β-環糊精,來作一系列的光電材料之合成及特性探討。本論文主題包含聚合物穩定型膽固醇液晶薄膜(PSCT)之製備及光電特性探討;以及高次序度自我排列型穿插單體之合成及特性探討。本研究合成了光學活性化合物Bornyl 4-(6-acryloyloxyhexyloxy) phenyl-4´-benzoate (BAPB), Bornyl 4-[4-(6-acryloyloxyhexyloxy)phenylazo]-benzoate (BAPAB)與雙官能性單體4,4’-Bis(6-acryloyxy-hexyloxy) biphenyl (BAHB),所合成的化合物均使用FTIR, NMR, TGA, DSC, X-ray 和 EA等儀器來鑑定其結構。本研究以光聚合法製備高分子穩定型膽固醇液晶薄膜(PSCT),來探討其膽固醇型-向列型液晶間之相轉移、光電及光異構化等特性,包括反射波長、螺旋距、分子扭旋轉力及光化學相轉換、光化學異構化之特性探討。膽固醇液晶膜所具有之彩色光反射、以及外加電壓開/關間之相對可逆變化皆有詳細探討。PSCT液晶膜在UV光照射後反射波長有藍位移現象,不同顏色反射波長及不同外加電壓下所造成光穿透度之變化,均有詳細研究。另外,線型單體末端經樟腦衍生阻斷後,再經由β-環糊精穿插而形成穿插錯合物(inclusion complex)單體。研究中發現,該穿插錯合物單體具有自組裝(self-assembly)的特性,可形成高秩序度超分子(supramolecule)。β-環糊精、BAPB單體、及穿插錯合物單體結構,分別以FTIR、UV、13C CP/MAS NMR、1H-NMR和XRD證實。此錯合物分子經由1H-NMR儀器證明為一個BAPB單體穿插有三個β-環糊精之管柱型穿插錯合物。穿插錯合物單體具有自我排列特性,因而形成纖維狀結構,此高次序度排列超分子,使用SEM、TEM、及POM證實。此種高次序度穿插錯合物β-CD-BAPB在偏光顯微鏡(POM)可明顯被觀察到雙折射性,其形狀類似奈米纖維,可與甲基丙烯酸甲酯或其他單體共聚合,可期待被應用於奈米纖維材料、及微機電系統(MEMS)中薄膜機械強度之補強。
In this investigation, synthesis of novel chiral compounds and their applications on the electro-optical devices were carried out. Bornyl benzoate and bornyl phenylazo benzoate were synthesized and used as chiral dopants for the preparation of liquid crystal display and induction of supramolecules. This thesis consists of both the fabrication and the characterization of polymer stabilized cholesteric liquid crystal membranes, and the synthesis and the characterization of self assembled inclusion complex monomers threaded with β-CD. Both chiral monomers of Bornyl 4-(6-acryloyloxyhexyloxy) phenyl-4´-benzoate (BAPB), Bornyl 4-[4-(6-acryloyloxyhexyloxy)phenylazo]-benzoate (BAPAB) and 4,4’-Bis(6-acryloyxy-hexyloxy) biphenyl (BAHB) were synthesized and the molecular structures were identified using FTIR, NMR, TGA, DSC, X-ray, and EA. Polymer stabilized cholesteric liquid crystal films were fabricated using UV curing technique. Optical properties, reflective band of films, and twisting power of the cholesteric liquid crystals were investigated. Dependence of UV irradiation on the reflective bands and optical properties of the PSCT cells were investigated in detail. Furthermore, BAPB monomer blocked with a bulky bornyl group was synthesized which was then threaded with β–cyclodextrin (β-CD). The β-CD threaded monomer, an inclusion complex (β-CD-BAPB), was found to reveal self assembly property. Arrangement of the inclusion complexes forms spramolecules. Molecular structure of β-CD, BAPB, and (CD-BAPB) were identified using FTIR, UV, 13C CP/MAS NMR, 1H-NMR, and XRD. The numbers of β-CD threaded onto BAPB monomer was estimated as three using 1H-NMR. The highly ordered self assembled nano monomer fiber was studied using SEM, TEM, and POM.Birefringence of the self assembled nano monomer fiber was confirmed using POM. The nano-size fibrous monomer assembly is expected to be used to prepare nano-polymeric fibers and to reinforce nano-plastic films used in micromachine and microelectro system (MEMS) system.
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