參芴及雙苯基芴衍生物之自組裝奈米結構探討－ 合成、光電性質與應用

Abstract

本論文主要目的為合成參芴及雙苯基芴衍生物，並研究其光電性質及應用。在第一部份中，兩個具有良好藍光性質的單體ter-(9,9-arylfluorene)與ter-(9,9-alkylfluorene)成功被合成出來，並在三個芴環的九號位置導入末端具有羥基的長碳鏈。此分子透過溶膠-凝膠製程(sol-gel process)在酸性條件下與矽源(TEOS)反應，並研究其自組裝後所形成中孔洞薄膜間的分子吸引力關係。此以參芴分子為兩性介面活性劑，其與含氧矽烷所形成的自組裝薄膜，可有效的將發光分子固定在矽材所產生之奈米孔洞中，避免在薄膜態所產生分子之堆疊，進而提高發光效率。在電激發光元件方面，此奈米薄膜可以旋轉塗佈製程元件。而在電荷遷移率的量測方面，顯示出此芴環三體分子具有特殊的雙載子遷移率(ambipolar carrier transport mobility)，其電子與電洞的遷移率均可達 10-8 ~ 4 × 10-8 m2/Vs間。

在第二部分中，在雙苯基芴的兩側分別導入醣類分子作為親水端，十二個碳的烷鏈作為疏水端作為兩性分子的架構，並探討此含醣液晶分子之液晶相及自組裝之奈米結構。

The goal of this study is aimed at synthesizing amphiphilic materials based on terfluorene and diphenylfluorene derivatives and study their electro-optical properties and application. In the first part, two monomers, i.e., ter-(9,9-arylfluorene) and ter- (9,9-alkylfluorene) which show intriguing blue light were synthesized. Long hydroxy-alkyl chains as hydrophilic tail at C-9 position of three fluorene rings were incorporated. The formation of the hybrid meso-structured nanocomposites by sol-gel co-assembly with tetraethyl ortho-silicate (TEOS) was demonstrated, and the molecular interactions within the mesopores were studied. The blue emissive films made of fluorene-based amphiphile/silica co-assembled nanocomposite have been successfully prepared; the chromophores are confined within silica nanopores to avoid aggregation on film state and to improve luminescent efficiency. The nanocomposite thin films can be fabricated via spin-coating process. In aspect of the charge mobility, both nanocomposites show ambipolar carrier transport mobility; the hole and electron mobilities of two nanocomposites are measured to be 10-8 ~ 4.0 × 10-8 m2/Vs.

In the second part, a chiral sugar moiety was introduced to the diphenylfluorene core as the hydrophilic head while a long alkyl chain was incorporated to the other side which acts as hydrophobic tail. The liquid crystal phase and self-assembled nanostructures of this glycoside-containing material were studied.