本研究中的最終產物是以快速簡單的合成方法得到的二苯并[a,c]二氮蒽和二吡啶并[a,c]二氮蒽衍生物，分別以二苯并[a,c]二氮蒽和二吡啶并二氮蒽為剛硬的核心架構，且引入兩條柔軟的烷氧基側鏈，然後透過盤偶極的修飾探討其自組裝性。接著透過偏光顯微鏡、掃描式熱差分析儀和X光粉末繞射儀鑑定發現，雙烷氧基取代的二苯并[a,c]二氮蒽和二吡啶并吩嗪皆具有有序的層狀管柱排列的晶相。硝基取代的二苯并[a,c]二氮蒽則具有六角管柱排列和層狀管柱排列等多相態的晶相。

The final product in this study are dibenzo [a,c] phenazine and dipyrido [a,c] phenazine derivatives that can be synthesized rapidly using readily available strategy. Respectively, The dibenzo [a,c] phenazine and dipyridyl phenazine as rigid polycyclic aromatic structures, with two soft alkoxy side chains whereby further modification of the core dipole have been carried out. There were three series of compounds in this thesis. Firstly, the dialkoxy-dibenzo [a,c] phenazine synthesized showed ordered lamellar crystal phase. Next, dipyridyl phenazine were synthesized to study the influence of the core dipole on the self assembly, and the dibenzo [a,c] phenazine derivatives modified with nitro group were synthesized. Interestingly, the nitro derivative show polymorphous crystal phase from columnar hexagonal and columnar lamellar phase. They were identified by Polarized Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Powder X-Ray Diffraction (XRD).

審定書 ............................................................................................................................... i
摘要 .................................................................................................................................. ii
Abstract............................................................................................................................ iii
目錄 ................................................................................................................................. iv
圖目錄 ............................................................................................................................ vii
表目錄 ........................................................................................................................... xiii
第１章 緒論 .....................................................................................................................1
1.1 前言 ........................................................................................................... 1
1.2 液晶簡介 ................................................................................................... 2
1.3 液晶分類 ................................................................................................... 4
1.3.1 液晶形成的方式 ............................................................................ 4
1.3.2 液晶分子量大小 ............................................................................ 5
1.3.3 液晶元型狀 .................................................................................... 7
1.4 盤狀液晶之特性及應用 .......................................................................... 11
1.5 盤狀液晶之文獻回顧 ............................................................................. 16
1.5.1 三亞苯 .......................................................................................... 16
1.5.2 二苯并[a,c]二氮蒽 ....................................................................... 31
第２章 研究與討論 .......................................................................................................39
2.1 研究動機 ................................................................................................. 39
2.2 合成策略與實驗討論 ............................................................................. 41
2.2.1 系列一 (11,12-bis(alkyloxy)-dibenzo[a,c]phenazine) 12 (CR)... 41
2.2.2 系列二 (11,12-bis(alkyloxy)-10-nitrodibenzo[a,c]phenazine 13)
(CRNO2) ........................................................................................................ 47
2.2.3 系列三 (11,12-bis(alkyloxy)-dipyrido[a,c]phenazine 15) (NCR) 49
2.2.4 系列四 (11,12-bis(alkyloxy)-10-nitrodipyrido[a,c]phenazine 16)
(NCRNO2) ..................................................................................................... 51
第３章 物性鑑定 ...........................................................................................................53
3.1 液晶之鑑定 ............................................................................................. 53
3.1.1 偏光顯微鏡 .................................................................................. 54
3.1.2 掃描式熱差分析儀 ...................................................................... 55
3.1.3 X 光粉末繞射 ............................................................................... 57
3.2 物性的檢測與探討 ................................................................................. 59
3.2.1 系列一 CR (二苯并[a,c]二氮蒽) ................................................ 59
3.2.2 系列二 CRNO2 (10-硝基-二苯并[a,c]二氮蒽).......................... 71
3.2.3 系列三 NCR (二吡啶并[a,c]二氮蔥) ......................................... 87
vi
第４章 結論 ...................................................................................................................94
第５章 實驗部分 ...........................................................................................................96
5.1 儀器設備 ................................................................................................. 96
5.2 藥品與溶劑 ............................................................................................. 97
5.3 過程 ......................................................................................................... 97
5.4 化合物合成條件與檢測資料 ................................................................. 98
參考資料 ....................................................................................................................... 113
附錄 ........................................................................................................................... I

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