Synthesis of Ruthenium(II) Complexes containing N-Heterocyclic Carbene-Pyridine Ligands for Dye-Sensitized Solar Cell Applications

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姓名

張鴻元(Hung-Yuan Chang) 查詢紙本館藏

畢業系所

化學學系

論文名稱

(Synthesis of Ruthenium(II) Complexes containing N-Heterocyclic Carbene-Pyridine Ligands for Dye-Sensitized Solar Cell Applications)

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摘要(中)

染料敏化太陽能電池 (DSSCs) 具有輕薄、可撓曲性和大面積製成的特性，因此非常適合在太陽能發電的領域上作發展，目的是為了有效地把太陽的光能轉換為電能，其中影響光能轉換為電能的因素相當多；本篇論文的研究是希望藉由合成新穎的釕金屬錯合物來提升光電轉換效率。
　　繼本實驗室開發CifPR後，為了增加染料分子對於紅外光的吸光性質，因此在N-Heterocyclic Carbene-Pyridine (NHC-Pyridine) 配位基上引入Thiophene及Carboxylic acid group設計出CI系列二個錯合物；另一個目的是希望由實驗室發展的NHC-Pyridine配位基也具有Anchoring在半導體材料的特性，因此也設計出NHC-Pyridine配位基取代Bipyrdine的DC系列二個錯合物。
　　除了研究NHC-Pyridine配位基合成的最佳化條件之外，CI與DC系列的構形皆有解出晶體結構作鑑定；並且測量UV-Vis吸收光譜和電化學性質。最後藉由理論計算預測分子軌域電子分布情形。

摘要(英)

Dye-Sensitized Solar Cells (DSSCs) is characterized by thin, flexible, being made of large area, and so on. So it does agree with the area of solar generator developments. The purpose is to enhance the efficiency of conversion of solar-to-electrical energy, and there have many factors to effect the conversion of solar-to-electrical energy. This thesis synthesize novel ruthenium(II) complexes to improve the solar-to-electrical conversion efficiencies.
　　Following the development of CifPR in our laboratory, we designed two complexes of CI series that injected the thiophene and carboxylic acid groups into the N-Heterocyclic Carbene-Pyridine (NHC-Pyridine) ligands in order to the properties of increase molecules absorb infrared. The other purpose is to make the NHC-Pyridine ligands which is developed from our lab also has the semiconductor material properties like anchoring, so we also design NHC-Pyridine ligands to replace bipyridine of two complexes of DC series.
　　In addition to studying the optimization conditions of synthesizing NHC-Pyridine ligands, the conformation of both CI and DC series have been observed from the crystal structure; meanwhile, I measured their UV-Vis absorption spectrum and the properties of electrochemistry. At last, I did the theoretical calculation to predict the molecular orbital of the complexes of two series.

關鍵字(中)

★ 染料敏化太陽能電池

關鍵字(英)

★ Dye-Sensitized Solar Cell

論文目次

摘要 i
Abstract ii
謝誌 iii
目錄 iv
圖目錄 viii
表目錄 x
第一章　緒論 1
1-1 研究太陽能的緣起與目的 1
1-2 DSSCs 的構造和發電原理 4
1-3 文獻回顧 6
第二章　研究結果與討論 13
2-1 研究動機 13
2-2 CI系列合成策略 15
2-2-1配位基9和9a的合成 15
2-2-2 CI119和CI122的合成 18
2-3 DC系列合成策略 20
2-3-1 DC102的合成 20
2-3-2 DC105的合成 24
第三章　化合物應用於DSSCs的物化性質探討 29
3-1 CI與DC系列的UV-Vis 吸收光譜 29
3-2 電化學性質之測量 31
3-3 分子軌域理論計算 33
3-4 結論 35
第四章　實驗方法及分析數據 37
4-1 實驗儀器 37
4-2 藥品 37
4-3 實驗步驟與分析數據 38
參考文獻 55
附錄 57
1H NMR spectrum of 2 in CDCl3 58
13C NMR spectrum of 2 in CDCl3 59
Mass spectrum of 2 60
1H NMR spectrum of 4 in CDCl3 61
13C NMR spectrum of 4 in CDCl3 62
Mass spectrum of 4 63
1H NMR spectrum of 6 in CDCl3 64
13C NMR spectrum of 6 in CDCl3 65
Mass spectrum of 6 66
1H NMR spectrum of 7 in CDCl3 67
13C NMR spectrum of 7 in CDCl3 68
Mass spectrum of 7 69
1H NMR spectrum of 8 in d6-DMSO 70
13C NMR spectrum of 8 in d6-DMSO 71
Mass spectrum of 8 72
1H NMR spectrum of 9 in CDCl3 73
13C NMR spectrum of 9 in CDCl3 74
Mass spectrum of 9 75
1H NMR spectrum of 10 in CDCl3 76
13C NMR spectrum of 10 in CDCl3 77
Mass spectrum of 10 78
1H NMR spectrum of CI122 in d6-DMSO 79
13C NMR spectrum of CI122 in d6-DMSO 80
1H NMR spectrum of 9a in CDCl3 81
13C NMR spectrum of 9a in CDCl3 82
1H NMR spectrum of 10a in CDCl3 83
13C NMR spectrum of 10a in CDCl3 84
Mass spectrum of 10a 85
Crystal structure of 10a 86
Crystal date of 10a 87
1H NMR spectrum of CI119 in d6-DMSO 88
Mass spectrum of CI119 89
1H NMR spectrum of 12 in d6-DMSO 90
13C NMR spectrum of 12 in d6-DMSO 91
Mass spectrum of 12 92
1H NMR spectrum of 13 in CDCl3 93
13C NMR spectrum of 13 in CDCl3 94
Mass spectrum of 13 95
1H NMR spectrum of 14 in CDCl3 96
13C NMR spectrum of 14 in CDCl3 97
Mass spectrum of 14 98
1H NMR spectrum of 15 in CDCl3 99
13C NMR spectrum of 15 in CDCl3 100
Mass spectrum of 15 101
Crystal structure of 15 102
Crystal data of 15 103
1H NMR spectrum of DC102 in d6-DMSO 104
13C NMR spectrum of DC102 in d6-DMSO 105
Mass spectrum of DC102 106
1H NMR spectrum of 17 in CDCl3 107
13C NMR spectrum of 17 in CDCl3 108
Mass spectrum of 17 109
1H NMR spectrum of 18 in CDCl3 110
13C NMR spectrum of 18 in CDCl3 111
Mass spectrum of 18 112
Crystal structure of 18 113
Crystal data of 18 114
1H NMR spectrum of DC105 in d6-DMSO 115
13C NMR spectrum of DC105 in d6-DMSO 116
Mass spectrum of DC105 117

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指導教授

李文仁(Wen-Ren Li)

審核日期

2013-7-25

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