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研究生： 蔡函諺
Tsai, Han-Yan
論文名稱： 新型鈣鈦礦太陽能電池之電洞傳輸材料與面向雙三配位銥金屬錯合物合成、光物理性質探討
Synthesis of Novel Hole Transport Materials for Perovskite Solar Cells and Facially Coordinated Bis-Tridentate Iridium(III) Metal Emitters
指導教授： 季昀
Chi, Yun
口試委員: 衛子健
Wei, Tzu-Chien
徐秀福
Hsu, Hsiu-Fu
學位類別： 碩士
Master
系所名稱： 理學院 - 化學系
Department of Chemistry
論文出版年： 2018
畢業學年度： 106
語文別： 中文
論文頁數： 121
中文關鍵詞： 鈣鈦礦太陽能電池電洞傳輸材料 、銥金屬錯合物 、有機發光二極體
外文關鍵詞： Perovskite Solar Cells hole transmission materials, Iridium(iii) complexes, OLED
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    • 本篇論文主要分為兩個部分，第一部分是應用在鈣鈦礦太陽能電池的新型電洞傳輸材料，第二部分為探討銥金屬磷光材料的研究與合成。
    在第一部分，本研究延續過去實驗室使用之 phenyl-pyrazole 結構，結合陳建添教授團隊開發之3,7-二溴-二苯並[a，d]環庚烯-5-酮，成功合成出化合物 THY-1~5 ，這系列的化合物有適用於鈣鈦礦太陽能電池電洞傳輸材料的 HOMO 能階。元件製作則是委託清大化工系衛子健老師實驗室進行，初步元件結果以 THY-3 和 THY-5 效率可達到 14% 與對照組的 spiro-OMeTAD 相同。
    第二部分方面，不同於過去實驗室在雙三牙配位銥金屬錯合物大都為meridional 構形，本研究利用 triphenyl phosphite 這個過去已知會形成單邊 facial 構形的配位基，再搭配 2,2'-(9-fluorenylidene)dipyridine 作為潛在的三配位配位基，成功合成出 facial 構形的雙三配位銥金屬錯合物，並探討其光物理與電化學性質。

    In the first part, we report the successfully synthesis of a series of spiro-phenylpyrazole/ dibenzosuberenone based hole transport materials THY-1~5 from reaction of 5-(2-bromophenyl)-1H-pyrazole and 3,7-dibromo-5H-dibenzo[a,d][7]annulen-5-one, the latter was developed by Prof. Chien-Tien Chen and coworkers. These compounds have HOMO energy level of -5.22 ~ -5.26 eV which allows them to function as suitable hole transporting material of perovskite solar cells. The device efficiency of perovskite solar cells fabricated with compound THY-3 and THY-5 as hole transporting material can reach 14%, which is the same as our control compound, spiro-OMeTAD.
    In the second part, different from the common bis-tridentate iridium(III) complexes with meridional configuration, we utilize both triphenyl phosphite, a ligand which can form unilateral facial configuration, and 2,2'-(9-fluorenylidene)dipyridine as the double tridentate ligands and have successfully synthesized the facially coordinated bis-tridentate iridium (III) complexes. Its optical physics and electrochemistry will be discussed in the following part.

    摘要 i Abstract ii 謝誌 iii 目錄 iv 圖目錄 vi 表目錄 ix 第一章、緒論 1 第一節、前言 1 第二節、鈣鈦礦太陽能電池的基本原理與近代發展 2 第三節、電洞傳輸材料在鈣鈦礦太陽能電池的發展 5 第四節、SPIRO 結構電洞傳輸材料的發展 11 第五節、有機發光二極體的原理與發展 19 第六節、銥金屬錯合物磷光材料近代發展 27 第七節、研究動機 36 第二章、實驗合成 38 第一節、試藥與儀器 38 第二節、電洞傳輸材料之合成 41 第三節、銥金屬錯合物之合成 62 第三章、結果與討論 66 第一節、新型電洞傳輸材料性質探討 66 第二節、FACIAL 構形之雙三牙配位銥金屬錯合物 76 第四章、結論 88 第五章、附錄 89 第一節、FACIAL 構形之雙三牙配位銥金屬錯合物 (未收入正文部份) 89 第二節、4+2 銥金屬錯合物 93 第三節、DOPANT FREE 電洞傳輸材料合成 103 第四節、正文光譜資料 108 第五節、附錄光譜資料 115 第六章、參考文獻 118

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