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研究生:謝文傑
研究生(外文):Wen-jie Hsieh
論文名稱:4,4’及5,5’取代之短氟鏈聯吡啶具不同四丁基胺之釕金屬錯合物應用於敏化太陽能電池之研究
論文名稱(外文):Synthesis and Application of Ru Complexes with 4,4’ and 5,5’ Bis(fluoro-ponytailed) Bipyridine Ligands containing Tetrabutylammonium on Dye-sensitized Solar Cells
指導教授:呂良賜
口試委員:何郡軒林建村蘇昭瑾
口試日期:2013-06-18
學位類別:碩士
校院名稱:國立臺北科技大學
系所名稱:有機高分子研究所
學門:工程學門
學類:化學工程學類
論文種類:學術論文
論文出版年:2013
畢業學年度:101
語文別:中文
論文頁數:104
中文關鍵詞:敏化染料太陽能電池
外文關鍵詞:dye-sensitized solar cell
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本研究已成功合成出[4,4’-bis-(RfCH2OCH2)-2,2’-bpy),Rf =HCF2] 、[5,5’-bis-(RfCH2OCH2)-2,2’-bpy),Rf =HCF2]新型含氟鏈聯吡啶螯合基及[4,4′-dicarboxy(phenylethenyl)-2,2′-bipyridine]具有延伸π共軛之固著螯合基,再以此特有的含短氟鏈聯吡啶合成出一系列敏化染料粗產物,以管柱層析純化,再以NMR(1H、13C、19F)、FTIR、MS-FAB來鑑定。

本研究合成之新型CT系列染料(CT2、5,5’-CT2)根據不同四丁基銨數而有H1TBA3、HTBA、H3TBA1三種型式,然而conjugated-CT系列染料則是藉由固著螯合基延伸的π共軛做為特點,目的在於提升光敏化劑之莫耳吸光係數及可見光的吸光範圍,再以Uv-vis、CV、PL等儀器測得的結果深入探討具不同數目四丁基胺之CT系列染料與conjugated-CT系列染料在光學、電化學及光電轉換效率上有何差異表現。


New fluorous bipyridine ligands of [4,4’-bis-(RfCH2OCH2)-2,2’-bpy), Rf =HCF2] and [5,5’-bis-(RfCH2OCH2)-2,2’-bpy), Rf=HCF2] and extended π-conjugated fixed ligand of [4,4’-dicarboxy(phenylethenyl)-2,2’-bipyridine] have been successfully synthesized and purified in this study. After purification of new synthesized crude dye sensitized products by column chromatography, the products were fully investigated by multi-nuclei NMR (1H, 13C and 19F), FT-IR and MS-FAB respectively.

The three new synthesized types of CT series dyes(abbr. CT2 and 5,5''-CT2) in this study were H1TBA3, HTBA and H3TBA1, which were based on the different numbers of tetrabutylammonium. The results showed that the molar extinction coefficients and visible light spectral range of photosensitizer were increased by using the characteristic of the extended π-conjugation on anchoring ligand in conjugated-CT series dyes. The effects of different tetrabutylammonium CT series dyes and conjugated-CT series dyes on optics, electrochemical and photoelectric conversion efficiency were also discussed in this study.


中文摘要......................................................i
英文摘要.....................................................ii
誌謝........................................................iii
目錄.. iv
表目錄 vi
圖目錄......................................................vii
螯合基與釕金屬錯合物之代號與結構...............................xi

第一章 緒論........................................................1
第二章 相關理論與文獻回顧........................................2
2-1 太陽能電池簡介.............................................2
2-1-1 晶圓型太陽能電池(第一代).............................3
2-1-2 薄膜型太陽能電池(第二代).............................4
2-2-3 薄膜型太陽能電池(第三代).............................6
2-2 染料敏化太陽能電池之組成結構與工作原理.....................8
2-3 染料敏化太陽能電池之光電轉換效率..........................11
2-4 釕金屬錯合物染料之設計....................................14
2-5 含氟鏈聯吡啶釕金屬錯合物染料之設計........................22
第三章 實驗方法...................................................23
3-1 儀器設備..................................................23
3-2 實驗部分..................................................24
3-2-1 含短氟鏈聯吡啶螯合基之合成..........................24
3-2-2 CT2 crude dye及5,5''-CT2 crude dye之合成................26
3-2-3 CT2 crude dye及5,5''-CT2 crude dye之純化................28
3-2-4 CT2-H1TBA3敏化染料之合成..........................31
3-2-5 CT2-HTBA敏化染料之合成............................33
3-2-6 CT2-H3BA1敏化染料之合成............................34
3-2-7 5,5''-CT2-HTBA敏化染料之合成.........................36
3-3 儀器測量..................................................38
3-3-1 紫外光-可見光吸收光譜測量...........................38
3-3-2 放射光譜測量........................................39
3-3-3 電化學測量..........................................40
3-3-4 太陽光模擬系統測量..................................41
第四章 結果與討論.................................................42
4-1 4,4''和5,5''-dF2bpy螯合基之鑑定...............................42
4-1-1 4,4''和5,5''-dF2bpy NMR光譜之探討.......................42
4-1-2 4,4''和5,5''-dF2bpy FT-IR光譜之探討......................46
4-1-3 4,4''和5,5''-dF2bpy GC/MS之探討........................47
4-2 釕金屬錯合物之鑑定........................................47
4-2-1 CT2及5,5''-CT2釕金屬錯合物NMR光譜之探討...........47
4-2-2 CT2及5,5''-CT2釕金屬錯合物FT-IR光譜之探討...........52
4-3 釕金屬錯合物之光學性質探討................................54
4-4 釕金屬錯合物之電化學性質探討..............................57
4-5 敏化染料電池元件之效率量測及探討..........................59
4-5-1 CT2與CT3系列比較..................................60
4-5-2 CT2-HTBA與5,5''-CT2-HTBA比較......................61
第五章 結論.......................................................63
參考文獻...........................................................64
附錄A-圖譜........................................................67
附錄B-共軛lidand and dye合成........................................92
附錄C-CT2-NOH(ClO4)合成..........................................100
附錄D-染料吸附實驗...............................................104



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