研究生: |
林季瑩 |
---|---|
論文名稱: |
以二芐環庚烯為主體且下盤具羧基掌性之螺旋烯在液晶光學開關的探討 |
指導教授: | 陳建添 |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2005 |
畢業學年度: | 93 |
語文別: | 中文 |
論文頁數: | 211 |
中文關鍵詞: | 螺旋烯異構物 、相似鏡像異構物 、光學對拆離作用 |
論文種類: | 學術論文 |
相關次數: | 點閱:130 下載:4 |
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本篇論文合成一系列以二芐環庚烯為主體之螺旋烯類化合物,且在下盤苯環之 C(2) 位置引進具有掌性oxazoline,(R)-alpha-(1-Naphthyl)ethylamine 和 (1S, 2R)-2-1-(2-Naphthyl-1methylethyl
cyclohexanol光學輔助基。對於螺旋烯化合物絕對立體化學的判斷,最直接的方法是利用 X-ray 單晶繞射,或配合 HPLC 沖堤順序及CD 激發子掌性 (excition chirality) 的關係判定。在本論文中也進行螺旋烯化合物光學行為及光學開關的探討,我們發現下盤C(2) 位置引進(R)-alpha-(1-Naphthyl)ethylamine的螺旋烯化合物不是一個好的光學開關,因為不論改變照光波長或溶劑,其切換結果都是一樣 ( P/M = 54/46)。而對於下盤 C(2) 位置引進 (1S, 2R)-2-1-(2-Naphthyl-1-methylethyl cyclohexanol 的螺旋烯化合物,由 1H NMR 來看,其P/M = 81/19,推測應該會有不錯的光學切換效果。
We have examined a series of symmetrical dibenzosuberene derivatives upper part and unsymmetrical -tetralone (C2) substituted with chiral oxazoline, (R)-alpha-(1-naphthyl)ethylamine and (1S, 2R) -2-1-(2-Naphthyl-1methylethylcyclohexanol ester lower part. We can detect the absolute configuration of helicenes by X-ray, or CD-ORD. The last work of these system is study of photochemistry if the helicenes are suitable for optical switch. We found that compound 5 is not good photoswitch, irradiated at different wavelength or solvent, the result is the same (P/M = 54/46). We think that the compound 6 is a good photoswitch, because the ratio of P:M is 81:19 from 1H NMR.
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