臺灣博碩士論文加值系統

摘要

本論文分兩部分，在第一部分中，我們合成一系列以2-(2’-氨基苯)苯并噻(2-(2’-aminophenyl) benzothiazole)為基本核心結構的衍生物，其擁有氨基型氫鍵(H-N•••H)，不同於擁有羥基型氫鍵 (O•••H)的化合物。
我們藉由在氨基及苯胺對位修飾推拉電子基團，來研究amino-type excited-state intramolecular proton transfer (amino-type ESIPT)。得到的化合物經過一系列的光物理實驗及理論計算研究，可以歸納出氨基上及對位的推拉電子基團對於激發態質子轉移的動力學及熱力學上的影響(如下圖)，這提供我們新材料開發的有用知識。


在第二部分中，我們延續第一部份中的分子骨架，做上BF2使分子更加僵化，想要藉此提高分子的quantum yield，希望能發展出更好的發光材料，下圖是化合物在二氯甲烷中的螢光(366 nm激發)，可以看到化合物在接上BF2後螢光都增強很多。

Abstract

In this study, we synthesize a series of derivatives based on 2-(2’-aminophenyl) benzothiazole. The photophysical properties of all these compounds are measured and some molecules with suitable structure modifications show ESIPT behavior which is different from the common hydroxyl-based ESIPT molecules. After a series of photophysical experiments and theoretical studies, we summarize the influences of the withdrawing/donating groups on the kinetics and thermodynamics of amino-based ESIPT. This will provide useful information for us to develop new materials.


In part two, we modify some of the molecules in part one with BF2 to rigidfy the structures. We expect the quantum yields of these molecules will be much higher and can be designed as novel luminescent materials in the future. The following figure shows the fluorescence of some BF2 compounds and their parent compounds under 365nm excitation. The fluorescence enhancements are quite obvious in all cases.

目錄

摘要 i
Abstract ii
目錄 iii
第一部分 1
1-1 緒論 1
1-1.1 前言 1
1-1.2 背景 2
1-2 實驗 4
1-2.1 設計 4
1-2.2 合成 5
1-3 結果討論 10
1-3.1 1H NMR探討 10
1-3.2 光物理性質量測 13
1-4 結論 17
1-5 合成步驟 18
1-6 參考文獻 22
第二部分 25
2-1 緒論 25
2-1.1 前言 25
2-1.2 背景介紹 25
2-2 實驗 27
2-2.1 分子設計 27
2-2.2 合成和結果 28
2-3 結論 37
2-4 合成步驟 38
2-5 參考文獻 39
附錄 41

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