摘要
為了要改良本實驗室先前開發的順式二苯乙烯/芴螺旋混成體系統，我們成功合成了以雙鍵為核心架橋的順式二苯乙烯/芴雙鍵架橋混成體，並接上拉電子基團作為一電子傳輸層材料，進一步觀察其元件特性。綠色磷光元件的表現上，順式二苯乙烯/芴螺旋混成體為核心的PSP 材料，在電流密度為 20 mA/cm2 時外部量子效率可到達10.8%、電流效率為38.8 cd/A、功率效率為 20.9 lm/W。而使用順式二苯乙烯/芴雙鍵架橋混成體的 27FPHP 在電流密度為 20 mA/cm2 時外部量子效率可到達 13.3%、電流效率為 46.7 cd/A、功率效率為 20.7 lm/W。但是操作電壓在亮度為 1000 cd/m2 下 PSP 為 6.3 V，27FPHP 為 7.6 V。壽命表現 PSP 為 1456 小時，27FPHP 僅 290 小時。然而應用在藍色螢光元件上，在電流密度為 20 mA/cm2 下 PSP 的外部量子效率為 6.5%、電流效率為 9.1 cd/A、功率效率為 3.3 lm/W。27FPHP 在電流密度為 20 mA/cm2 時外部量子效率僅 3.8%、電流效率為 5.5 cd/A、功率效率為 2.2 lm/W。可見本實驗室雙鍵架橋模板效率表現比螺旋混成體更好，卻有操作電壓過高和壽命太短的問題。可見螺旋混成體的剛性結構的確對於元件壽命有很大的幫助，因此順式二苯乙烯/芴螺旋混成體仍然是一個極有潛力的電子傳輸層模板。

Abstract
In order to further improve the cis-stilbene/fluorene spiro hybrid system which we created in the past 8 years. We synthesize a new olefin bridge type of cis-stilbene/fluorene hybrid system with connected electron withdrawing groups, which act as electron transporting materials. Besides, we also explore how it works on OLED devices. The cis-stilbene/fluorene spiro hybrid system material, PSP, was used as an electron transporting material on green phosphorus device, which shows an EQE of 10.8%, current efficiency of 38.8cd/A, power efficiency of 20.9 lm/W at 20 mA/cm2. The olefin type of cis-stilbene/fluorene hybrid system material, 27FPHP, was used on green phosphorus device, which shows an EQE of 13.3%, current efficiency of 46.7 cd/A, power efficiency of 20.7 lm/W at 20 mA/cm2. However the operation voltage of PSP is 6.3V and 27FPHP is 7.6V at 1000cd/m2. The lifetime of PSP is 1456 hours and 27FPHP is 290 hours. On the other hand, PSP on a blue fluorescent device shows an EQE of 6.5%, current efficiency of 9.1 cd/A, power efficiency of 3.3 lm/W at 20 mA/cm2. On the other hand, 27FPHP on a blue fluorescent device shows EQE of 3.8%, current efficiency of 5.5 cd/A, power efficiency of 2.2 lm/W at 20 mA/cm2. The olefin type of system certainly increases the EQE and current efficiency by 35% and 20%. albeit with poorer performance in operational voltage and lifetime (reduced by 40% and 81%). We therefore conclude that the spirally configured system with a more rigid structural motif led to devices with a better lifetime. We still consider spirally configured system as a more promising electron transporting core template.

目錄
謝誌
中文摘要
Abstract
流程目錄 I
圖目錄 II
表目錄 VI
第一章 有機電機光二極體之緒論 1
第一節 前言 1
第二節 分子發光機制 4
壹 激發 4
貳 緩解 4
參 電激發 5
肆 電激發主客體系統發光機制 6
第三節 有機電激發光二極體之發展 8
第四節 有機電激發光二極體元件基本結構 8
第五節 有機電激發光二極體材料 9
壹 陽極材料 (Anode Materials) 9
貳 電洞注入材料 (Hole Injection Materials) 9
參 電洞傳輸材料 (Hole Transporting Materials) 10
肆 電洞阻擋材料 (Hole Blocking Materials) 11
伍 電子傳輸材料 (Electron Transporting Materials) 11
陸 電子注入材料 (Electron Injection Materials) 12
柒 陰極材料 (Cathode Materials) 12
捌 螢光發光材料 (Fluorescent Emitting Materials) 12
玖 磷光發光材料 (Phosphorescent Emitting Materials) 13
第六節 有機電激發光二極體材料之電荷移動率 15
第七節 有機電激發光二極體之光色 16
第八節 有機電激發光二極體之效率 17
壹 量子產率 17
貳 發光效率及電源效率 19
第二章 二芐環庚烯衍生模板於有機電激發光二極體之應用 20
第一節 文獻回顧 20
壹 電子傳輸層材料之特性 20
貳 電子傳輸層材料之種類 21
參 二苯基磷氧類型電子傳輸層之文獻回顧 22
第二節 研究背景 26
第三節 分子設計、合成 30
第四節 結構解析、熱、光、電化學性質探討 35
壹 X光單晶繞射之結構探討 35
貳 熱、光物理性質之探討 37
參 吸收、放射光譜與理論計算之探討 39
肆 循環伏安法之電化學探討 45
第五節 元件結果討論 50
壹 元件蒸鍍裝置相關資訊 50
貳 綠色磷光元件之電子傳輸特性探討 51
參 藍色螢光元件之電子傳輸特性探討 64
第三章 結論與未來展望 68
第一節 結論 68
第二節 未來展望 69
第四章 儀器設備與實驗 70
第一節 分析儀器 70
第二節 蒸鍍相關藥品、設備及耗材 73
壹 真空蒸鍍材料 73
貳 元件製作及蒸鍍 74
第三節 實驗步驟及數據分析 76
參考文獻 錯誤! 尚未定義書籤。
附錄 S1
壹、核磁共振光譜圖 S1
貳、薄膜 HOMO 能階測量 (AC-II) S32
參 X光單晶繞射結構解析 S34

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