合成具光致變色特性的染料並應用於染料敏化太陽能電池

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王兆賢(Chao-Shian Wang) 查詢紙本館藏

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合成具光致變色特性的染料並應用於染料敏化太陽能電池

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至系統瀏覽論文 (2026-8-23以後開放)

摘要(中)

染料敏化太陽能電池(Dye sensitized solar cells，簡稱DSC)，因為有著製程簡易、製造成本低、色彩多樣化等諸多優點而具有發展潛力。但是DSC元件的顏色無法在元件完成組裝後再次進行調整，可能成為應用於光伏窗戶等裝置的問題。本研究合成用於DSC元件之具光致變色特性的錯合物染料及有機染料，期望所敏化之DSC元件具光致變色性質，錯合物染料在結構中以含有S=O鍵的iPr-pySO (2-(propane-2-sulfinylmethyl)-pyridine)做為輔助配位基，合成出染料PC-3-Cl與PC-3-NCS，在濃度為10-4 M之PC-3-Cl與PC-3-NCS的DMF溶液中在經功率為10 W、波長為365 nm的光源照射20分鐘後，二個錯合物染料的吸收皆變強，顏色也分別從原本的橘色或黃色轉變為深棕色。此外，以染料PC-3-Cl做為光敏劑所組裝之元件的光電轉換效率為1.25%，在照光8分鐘後元件的光電轉換效率可提高至1.63%；而以染料PC-3-NCS做為光敏劑所組裝之元件的光電轉換效率為3.16%，在經由功率為10 W、波長為365 nm的照射後9分鐘後元件的光電轉換效率下降至2.44%。有機染料則是以BT (benzothiadiazole)和BTA(benzotriazole)單元做為輔助拉電子基(Auxiliary acceptor, Aa)的NW-1和NW-2，染料結構形式為D-Aa-π-A，其中有機染料NW-1在濃度為2⨯10-4 M的甲苯溶液中經由功率為10 W、波長為365 nm的光源照射10分鐘後，染料溶液的顏色雖然從原本的亮橘色轉變為暗橘色，但吸收光譜並沒有改變，NW-1似乎不具光致變色的特性。以NW-1做為光敏劑所組裝之元件的光電轉換效率也僅為0.71%。

摘要(英)

Dye-sensitized solar cells (DSCs) have significant development potential due to their numerous advantages, including simple manufacturing processes, low production costs, and a wide variety of colors. However, the color of DSC components cannot be adjusted once the assembly is completed, which may pose a problem for applications such as photovoltaic windows. This study synthesizes photochromic complex dyes and organic dyes for use in DSC components, aiming to impart photochromic properties to the sensitized DSC components. The complex dyes incorporate the iPr-pySO (2-(propane-2-sulfinylmethyl)- pyridine) ligand, which contains an S=O bond, as an auxiliary ligand. The synthesized dyes, PC-3-Cl and PC-3-NCS, when dissolved in DMF at a concentration of 10-4 M, exhibited increased absorption and a color change from orange or yellow to dark brown after being exposed to a 10 W, 365 nm light source for 20 minutes. Additionally, the photoelectric conversion efficiency of the DSC assembled with PC-3-Cl as the photosensitizer improved from 1.25% to 1.63% after 8 minutes of light exposure. However, the photoelectric conversion efficiency of the DSC assembled with PC-3-NCS as the photosensitizer decreased from 3.16% to 2.44% after 9 minutes of exposure to a 10 W, 365 nm light source. The organic dyes NW-1 and NW-2 use BT (benzothiadiazole) and BTA (benzotriazole) units as auxiliary acceptors (Aa) in a D-Aa-π-A structure. For organic dye NW-1, when dissolved in toluene at a concentration of 2⨯10-4 M and exposed to a 10 W, 365 nm light source for 10 minutes, the dye solution color changed from bright orange to dark orange, but the absorption spectrum did not change, indicating that NW-1 doesn’t possess photochromic properties. The photoelectric conversion efficiency of the DSC assembled with NW-1 as the photosensitizer was only 0.71%.

關鍵字(中)

★ 光致變色
★ 染料敏化太能電池
★ 釕金屬錯合物染料
★ 有機染料

關鍵字(英)

論文目次

摘要 V
圖摘要 VII
Abstract VIII
謝誌 X
目錄 XI
圖目錄 XVII
表目錄 XXIII
第一章、緒論 1
1-1、前言 1
1-2、太陽能電池的發展與分類 1
1-3、染料敏化太陽能電池的架構、工作原理 3
1-3-1、染料敏化太陽能電池的架構 3
1-3-2、染料敏化太陽能電池的工作原理 4
1-4、染料敏化太陽能電池於室內弱光下有高的光電轉換效率 6
1-5、染料敏化太陽能電池的的發展與染料種類 7
1-6、釕錯合物染料與有機染料 9
1-6-1、染料所需具備之條件 9
1-6-2、釕錯合物染料 11
1-6-3、有機染料 13
1-6-3-1、以Benzothiadiazole做為輔助拉電子基的有機染料 14
1-6-3-2、以Benzotriazole做為輔助拉電子基的有機染料 16
1-7、具光致變色特性的釕錯合物與有機染料 18
1-7-1、具光致變色單元分子之特性 18
1-7-2、具光致變色特性的釕金屬錯合物 19
1-7-3、具光致變色特性的有機染料 20
1-7-3-1、以Diarylethenes做為光致變色單元的有機染料 21
1-7-3-2、以Spiropyrans做為光致變色單元的有機染料 24
1-7-3-3、以Naphthopyran做為光致變色單元的有機染料 26
1-8、研究動機 33
第二章實驗部分 34
2-1、實驗藥品 34
2-2、中間產物之結構、分子量與簡稱 38
2-3、最終產物之結構、分子量與簡稱 42
2-4、釕錯合物染料PC-3-Cl和PC-3-NCS的實驗步驟 43
2-4-1、iPr-pyS的合成 43
2-4-2、An-Ru-COOH的合成 44
2-4-3、PC-3-Cl的合成 45
2-4-4、PC-3-NCS的合成 45
2-5、有機染料NW-1的實驗步驟 46
2-5-1、Br-BT的合成 48
2-5-2、Br-BT-DPA的合成 48
2-5-3、Bpin-BT-DPA的合成 49
2-5-4、Br-OH的合成 50
2-5-5、BM-MBI的合成 51
2-5-6、MNP-Br的合成 52
2-5-7、MNP-BT-DPA的合成 53
2-5-8、HNP-BT-DPA的合成 53
2-5-9、NP-BT-DPA的合成 54
2-5-10、CHO-NP-BT-DPA的合成 55
2-5-11、NW-1的合成 56
2-6、有機染料NW-2之中間產物的實驗步驟 57
2-6-1、Br-PhNH2-DPA的合成 58
2-6-2、Br-HBTA-DPA的合成 59
2-6-3、Br-BTA-DPA的合成 59
2-6-4、Bpin-BTA-DPA的合成 60
2-7、儀器分析與樣品製備 61
2-7-1、核磁共振光譜儀(Nuclear Magnetic Resonance, NMR) 61
2-7-2、紫外光/可見光吸收光譜儀(Ultraviolet Visible Spectrophoto-meter, UV/Vis Spectrophotometer) 62
2-7-3、光致螢光光譜儀 (Photoluminescence Spectrometer) 64
2-7-4、電化學分析儀 (Electrochemical Analyzer) 65
2-7-5、傅立葉轉換紅外光光譜儀(Fourier transform infrared spectrometer, FTIR) 66
第三章結果與討論 68
3-1、染料的結構鑑定 68
3-1-1、錯合物染料的1H NMR圖譜 68
3-1-2、錯合物染料紅外光穿透光譜圖 72
3-1-3、有機染料的1H NMR的結構比較圖 73
3-1-4、有機染料紅外光穿透光譜圖 75
3-2、染料的光致變色性質探討 76
3-2-1、錯合物染料的光致變色性質 76
3-2-2、釕錯合物染料的吸收光譜圖與放光光譜圖 78
3-2-3、有機染料的光致變色性質 81
3-2-4、有機染料的吸收光譜圖與放光光譜圖 83
3-3、染料的電化學性質與前置軌域能階 85
3-3-1、錯合物染料的方波伏安圖與前置軌域能階 85
3-3-2、有機染料的方波伏安圖與前置軌域能階 88
3-4、染料的前置軌域分布圖 89
3-4-1、錯合物染料 89
3-4-2、有機染料 92
3-5、以光致變色染料所敏化之DSC元件的光電表現探討 98
3-5-1、PC-3-Cl與PC-3-NCS所敏化之DSC元件的光伏參數 98
3-5-2、以有機染料所敏化之DSC元件的光伏參數 101
第四章、結論 102
參考文獻 103
附錄 111

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指導教授

吳春桂(Chun-Guey Wu)

審核日期

2024-8-21

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