以benzothiazole與isoxazole為中心架構之液晶材料合成與研究

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题名:	以benzothiazole與isoxazole為中心架構之液晶材料合成與研究
作者:	温少綱;Wen,Shao-Gang
贡献者:	化學學系
关键词:	液晶;配位化合物;層列型液晶;benzothiazole;isoxazole
日期:	2013-07-24
上传时间:	2013-08-22 11:39:51 (UTC+8)
出版者:	國立中央大學
摘要:	本篇論文系列一合成設計出含有benzothiazole衍生物的配位基和鈀金屬錯合物，藉由改變側鏈基的長短，討論其液晶之行為，並透過DSC、POM、XRD 等儀器來觀察其液晶在不同溫度下的性質。研究發現，含有benzothiazole衍生物的配位基當其側鏈基長碳鏈數目為8時具有Nematic以及Smectic C液晶相，側鏈基長碳鏈數目為10、12、14以及16時只具有SmC液晶相。將benzothiazole衍生物的配位基和金屬配位，並藉由DSC確認錯合物的相轉變的熱值變化以及POM觀察錯合物的光學紋理圖。從POM發現benzothiazole衍生物之鈀金屬錯合物皆不具任何液晶相，判定為玻璃相。系列二合成設計出含有isoxazole衍生物，並針對其結構作修飾，探討分子結構對液晶行為之影響，研究中發現isoxazole雜環上修飾不同取代基，則會產生不同液晶性質；若修飾上推電子基，則會產生Smectic A液晶相；若修飾取上拉電子基，則無法產生液晶相。並利用分子計算模擬、PXRD及dipole moment等性質說明液晶相形成的原因。 In this thesis, two series of new heterocyclic compounds, derived from benzothiazoles 2 and isoxazoles 3 were prepared and their mesomorphic properties investigated. In the first series, the synthesis, characterization and mesomorphic behavior of benzothiazole derivatives 2 and their palladium complexes 1 are described. All compounds were characterized by 1H, 13C NMR spectroscope and mass measurements. The mesomorphic properties were investigated using polarized optical microscopy (POM), differential scanning calorimetry (DSC) and powder X-ray diffractions (XRD). The results indicated that ligands 2 based on benzothiazoles with a carbon length of n = 8 showed nematic (N) and smectic C (SmC) mesophases while other derivatives with a carbon length of n = 10, 12, 14, 16 showed smectic C (SmC) mesophases. In contrast, their palladium(II) complexes of benzothiazoles 1 were not mesogenic. All palladium(II) complexes with a carbon length of n =10, 12, 14 showed glass (G) phase. In the second series, the synthesis, characterization and mesomorphic behavior of isoxazole derivatives 3 are described. All compounds were characterized by 1H, 13C NMR spectroscope and mass measurements. The effect of substituent group on the formation of the mesophases was investigated, and their correlations with their dipole moments were also discussed. A SmA phase was observed for derivatives with a strong electron-donating substituent, whereas a crystal phase was observed for the derivatives with an electron-withdrawing substituent.
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