以高扭曲結構為核心之電洞傳輸材料設計、合成與元件的應用

近年來有機發光二極體的研究蓬勃發展，從生動的影像顯示色彩至近紅外光的影像探測，都展現了有機發光二極體的無限潛能。本論文將具有高立體障礙的官能基引入分子設計當中，合成出一系列具有高扭曲結構的電洞傳輸材料，透過與相對應的電子傳輸材料結合，形成一系列具有熱激延遲螢光性質的激發錯合物，並應用於有機發光二極體的放光層當中，嘗試製作高效率的有機發光元件。第一章的部分，簡述了有機發光二極體的歷史、基本的光物理介紹，以及具延遲螢光性質的有機發光二極體材料之設計方向以及需求。第二章的部分，以具高立體障礙的旋環雙芴的結構作為核心，引入不同推電子能力以及不同大小的電子予體，發展出一系列的電洞傳輸材料，並結合適當的電子傳輸材料組成激發錯合物，進行其後續的光物理探討以及發光元件之應用。第三章則是以具高度扭曲結構的六苯基苯作為發想，引入不同推電子能力的電子予體，使其成為具高三重態能階的電洞傳輸材料，並結合適當的電子傳輸材料組成激發錯合物，進行其後續的光物理探討以及發光元件之應用。最後，第四章的部分則是在推電子基-拉電子基的架構下 (即Ｄonor-Acceptor 架構），在電子受體端引入氟原子，形成具有三重態能階的 D-A 架構電洞傳輸材料，並藉由篩選適當的電子傳輸材料搭配形成激發錯合物，以利於進一步探討引入氟原子的電洞傳輸材料，對於激發錯合物的形成與光物理行為之影響。

關鍵字

激發複合物

並列摘要

In recent year organic light emitting diodes (OLEDs) have received fascinating attention as one of the promising technologies for display. Nowadays, the OLED-based application not only affords great success for thin flat-panel displays with vivid colors but also further attempts to develop near-infrared OLEDs for various applications like night-vision display, optical telecommunication, bioimaging, etc. In this thesis, a series of highly steric derivatives were designed as the hole-transporting materials (HTL) to probe the exciplex-forming systems and their characteristics. These new blends have been examined as the emitting layer of the OLED device. In the first chapter, a brief introduction of the OLED development and working principle. In the secondary chapter, a series of spirobifluorene-centered derivatives were designed by introducing the different electron-donating groups with different degrees of steric effect. These new materials were combined with various electron-transporting materials (ETL) for examining the exciplex formation and their application in OLED devices fabrication. In the third chapter, the hexaphenylbenzene (HPB)-based molecules with different electron-donating groups were developed for exciplex-based OLEDs application. The highly-twisted structure of the HPB core leads to the higher triplet state, which is beneficial for giving high efficiency exciplex-based OLED device. In the last chapter, the Donor-Acceptor (D-A)-configured molecules containing the fluorine-substituted acceptor were synthesized for giving subtle intramolecular charge transfer that minimizes the singlet-triplet splitting. By screening the appropriate ETL to form exciplex, the structural influence of the F-modified D-A-configured HTL on exciplex formation and photophysical behavior were explored.