此論文研究目的主要在於合成一系列含苯并[1,2,5]噻二唑的二苯并[a,c]二氮蔥新型盤型液晶，透過不對稱的結構設計，進而影響其液晶性質與超分子組裝，此外，透過引入缺電性之苯并[1,2,5]噻二唑，改變二苯并[a,c]二氮蔥芳香族剛性圓盤之光電性質，製造具雙極性之盤型液晶，並透過光學顯微鏡、差示掃描熱量法和粉末X-射線繞射等技術檢測新型液晶化合物的熱性質，並預期將此材料應用於有機半導體之光電元件。

Discotic liquid crystals (DLCs) have gain importance in recent years as charge and energy transporting materials for potential applications as organic photovoltaics (OPVs), organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs) devices. As such, much keen interests have been concentrated on tuning the mesomorphic and electronic properties of the DLCs. In our previous research, dibenzo[a,c]phenazines (DBP) has been found to be a good ambipolar candidate. However, to date little studies have been undertaken to tune the molecular energy by modifying the structure of DBP to further extend their usefulness in device applications
The objective of this study is to incorporate an electron-deficient benzo[1,2,5]thiadiazole (BT) fragments onto the π-conjugated system of DBP with the following aims: (i) desymmetrization of the DBP for tuning the mesomorphism, and (ii) tuning the absorption and electrochemical properties of the discogen. Herein, we report the synthesis a series of tetraalkoxydibenzo[a,c]-[1,2,5]thiadiazolo[3,4-h]phenazines (sDBTPs). In addition, the liquid crystal properties will be investigated systematically using POM, DSC and X-ray diffraction. The primary findings will enable further development of new discotic core for application in devices such as bulky junction solar cell based on ambipolar molecules.

Abstract iv
Table of Contents v
List of Figures vii
List of Schemes xi
List of Tables xii
List of Supporting Information xiii
Chapter1: Introduction 1
1.1 Introduction to Liquid Crystals 1
1.2 Discotic Liquid Crystals 3
1.3 Architectures of Discotic Liquid Crystals Assembly 5
1.4 Application of Discotic Liquid Crystals 12
1.5 Reviews on Dibenzo[a,c]phenazine Mesogens 14
1.6 Aim of Research 27
Chapter 2: Results and Discussions 30
2.1 Synthesis 30
2.2 Mesogenic Properties 32
2.3 Photophysical and Electrochemical Properties 50
2.4 Ambipolar charge mobility studies 56
2.5 Synthesis of 7,8-bis(3,4-bis(alkoxy)phenyl)-[1,2,5]thiadiazolo[3,4-f]quinoxaline (TQ) 58
Chapter 3: Conclusion 59
Chapter 4: Experimental Section 60
4.1 General Experimental Methods 60
4.2 Characterization Techniques of Liquid Crystals 61
4.3 Synthesis procedures and characterization of compounds 71
Reference 81
Supporting Information　89

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