無硫氰配位基之釕染料:合成與染料敏化太陽能電池的應用

以作者查詢圖書館館藏

、以作者查詢臺灣博碩士

、以作者查詢全國書目

、勘誤回報

、線上人數：24

、訪客IP：3.145.72.199

姓名

李一庭(I-TING LEE) 查詢紙本館藏

畢業系所

化學學系

論文名稱

無硫氰配位基之釕染料:合成與染料敏化太陽能電池的應用
(Thiocyanate-free Cyclometalleted Ruthenium Dye:from Synthesis to Applications in Dye-SensitizedSolar Cells)

相關論文

★ 固相組合式合成Dioxopiperazine與Carbolinone衍生物	★ 一、開發組合式藥物合成所需具安全閥(Safety Catch)之鍵鏈劑二、開發新型紫外光吸收劑
★ 1. 固相組合式合成benzoimidazolone 衍生物 2. 研發新型有機盤狀液晶	★ 一、液相合成carbolinone衍生物二、有機雜環液晶之合成與探討
★ 1. 具安全閥(safety-catch)之新型鍵鏈劑應用於組合式化學之合成 2. 合成含羧酸基短鏈式之有機污染衍生物	★ 合成新穎非可逆擬胜肽小分子蛋白質酪胺酸磷酸酶 1B 抑制劑
★ 固相組合式合成Isoquinolinone及Carbolinone 衍生物	★ 利用固相合成方法開發新型紫外線吸收劑 (UV-absorbers)
★ 研發及製備銥(Ir)金屬環狀錯合物之新型Ligand	★ 合成銥金屬錯合物發光材料
★ 開發固相合成法製備銥(Ir)錯合物之發光體	★ 1.合成環境荷爾蒙烷基酚聚乙氧基酸衍生物 2.固相組合式合成蛋白質酪胺酸磷酸
★ 設計與合成銥金屬錯合物藍光材料	★ 開發可應用於組合式合成烯類化合物之新型具安全閥鍵鏈劑
★ 利用有機金屬組合式合成加速紅色磷光材料的篩選與開發	★ 固相組合式合成新穎蛋白質酪胺酸磷酸酶1B抑制劑

檔案

[Endnote RIS 格式]

[Bibtex 格式]

[相關文章]

[文章引用]

[完整記錄]

[館藏目錄]

至系統瀏覽論文 ( 永不開放)

摘要(中)

在眾多再生能源中，染料敏化太陽能電池將太陽光能轉換為電能，是未來可供給大量能源較為可靠的一種再生能源。染料敏化太陽能電池中，光敏染料是其中一個重要元件，其吸收太陽光輻射，並將其轉換為電能。過去，一些含有硫氰配位基的釕錯合物染料在所有已開發的染料居於領先地位。本篇論文中，我們設計了不含硫氰配位基的新型釕錯合物染料，並且報導了一個較好的合成法。我們希望這樣的新型染料結構可以得到好的光電轉換效率。

摘要(英)

The conversion of sunlight to electricity using dye-sensitized solar cells (DSSCs) represents one of the most promising methods for future large-scale power production from renewable energy sources. In these cells the sensitizer is one of the key components, harvesting the solar radiation and converting it to electric current. In the past, ruthenium dyes endowed with thiocyanate ligands have maintained a clear lead in performance among thousands of dyes that have been published. Here, we design a novel thiocyanate-free cyclometalated ruthenium complex and report a better method for cyclometalated ruthenium complexes synthesis. We hope the utilizing of cyclometalated ligands could replace thiocyanate ligands to get good performance in DSSCs.

關鍵字(中)

★ 太陽能電池
★ 染料

關鍵字(英)

★ solar cell
★ energy

論文目次

摘要............................................................................................................................................i
Abstract......................................................................................................................................ii
誌謝..........................................................................................................................................iii
目錄..........................................................................................................................................iv
圖目錄......................................................................................................................................vi
表目錄....................................................................................................................................viii
第一章導論..............................................................................................................................1
1-1 前言.......................................................................................................................1
1-2 太陽能電池演進與歷史.......................................................................................3
1-3 太陽能電池種類...................................................................................................5
1-3-1 結晶矽...........................................................................................................5
1-3-2 薄膜太陽能電池...........................................................................................6
1-3-3 三五族半導體( III-V Semiconductors).........................................................7
1-3-4 有機薄膜太陽能電池...................................................................................7
1-3-5 染料敏化太陽能電池...................................................................................9
1-4 染料敏化太陽能電池工作原理及文獻介紹.....................................................10
1-4-1 光電轉換原理介紹..................................................................................... 11
1-4-2 光敏化染料.................................................................................................14
1-4-3 半導體電極.................................................................................................23
1-4-4 電解液.........................................................................................................24
1-4-4 太陽能電池電壓-電流輸出特性................................................................25
第二章結果與討論................................................................................................................27
2-1 含釕染料 (Ruthenium dyes)結構概念..............................................................27
2-2 文獻回顧與比較.................................................................................................30
2-3 結構設計概念與動機.........................................................................................32
2-4 合成策略.............................................................................................................35
2-4-1 Lithium-halogen exchange...........................................................................35
2-4-2 Suzuki coupling ...........................................................................................38
2-4-3 Stille coupling ..............................................................................................39
2-4-4 Deprotonation ..............................................................................................40
2-4-5 Synthesis of (4,4’-Bis(methoxycarbonyl)-2,2’-bipyridine) .........................45
2-4-6 Synthesis of BBFR.......................................................................................46
2-5 染料性質與元件測試.........................................................................................47
2-6 結論與未來展望.................................................................................................49
第三章實驗部分與光譜數據................................................................................................50
3-1 實驗儀器.............................................................................................................50
3-2 實驗藥品.............................................................................................................51
3-3 實驗步驟與光譜數據.........................................................................................52
參考文獻.................................................................................................................................60
附圖.........................................................................................................................................64

參考文獻

[1] Grätzel, M. Nature 2001, 414, 338.
[2] Electrosolar : Photovoltaic Energy http://www.electrosolar.co.uk/index.htm
[3] Nazeeruddin, M. K.; Kay, A.; Rodicio, I.; Humpbry-Baker, R.; Miiller, E.; Liska, P.; Vlachopoulos, N.; Grätzel, M. J. Am. Chem. Soc. 1993, 115, 6382.
[4] Vlachopoulos, N.; Liska, P.; Augustynski, J.; Grätzel, M. J. Am. Chem. Soc. 1988, 110, 1216.
[5] Günes, S.; Neugebauer, H.; Sariciftci, N. S. Chem. Rev. 2007, 107, 1324.
[6] Wudl, F. Acc. Chem. Res. 1992, 25, 157161.
[7] Mishra, A.; Fischer, M. K. R.; Bäuerle, P. Angew. Chem. Int. Ed. 2009, 48, 2474.
[8] Nazeeruddin, M. K.; Zakeeruddin, S. M.; Humphry-Baker R.; Jirousek, M.; Liska, P.; Vlachopoulos, N.; Shklover, V.; Fischer, C.-H.; Grätzel, M. Inorg.
Chem. 1999, 38, 6298.
[9] Nazeeruddin, M. K.; Péchy, P.; Grätzel, M. Chem. Commun., 1997, 1705.
[10] Wang, P.; Zakeeruddin, S. M.; Moser, J. E.; Nazeeruddin, M. K.; Sekiguchi, T.; Grätzel, M. Nat. Mater. 2003, 2, 402.
[11] Lagref, J-J.; Nazeeruddin, M. K.; Grätzel, M. Inorganica Chimica Acta 2008, 361, 735.
[12] Wang, P.; Klein, C.; Moser, J.-E.; Humphry-Baker, R.; Cevey-Ha, N.-L.; Charvet, R.; Comte, P.; Zakeeruddin, S. M.; Grätzel, M. J. Phys. Chem. B
2004, 108, 17553.
[13] Hirata, N.; Lagref, J.-J.; Palomares, E. J.; Durrant, J. R.; Nazeeruddin, M. K.; Grätzel, M.; Censo, D. D. Chem. Eur. J. 2004, 10, 595.
[14] Chen, C.-Y.; Wu, S.-J.; Wu, C.-G.; Chen, J.-G.; Ho, K.-C. Angew. Chem. Int. Ed. 2006, 45, 5822.
[15] Chen, C.-Y.; Wu, S.-J.; Li, J.-Y.; Wu, C.-G.; Chen, J.-G.; Ho, K.-C. Adv. Mater. 2007, 19, 3888.
[16] Chen, C.-Y.; Chen, J.-G.; Wu, S.-J.; Li, J.-Y.; Wu, C.-G.; Ho, K.-C. Angew. Chem. Int. Ed. 2008, 47, 7342.
[17] Hara, K.; Kurashige, M.; Dan-oh, Y.; Kasada, C.; Shinpo, A.; Suga, S.; Sayamaa, K.; Arakawa, H. New J. Chem. 2003, 27, 783.
[18] Wang, Z.-S.; Cui, Y.; Dan-oh, Y.; Kasada, K.; Shinpo, A.; Hara K. J. Phys. Chem. C 2007, 111, 7224.
[19] Koumura, N.; Wang, Z.-S.; Mori, S.; Miyashita, M.; Suzuki, E.; Hara, K. J. Am. Chem. Soc. 2006, 128, 14256.
[20] Wang, Z.-S.; Koumura, N.; Cui, Y.; Takahashi, M.; Sekiguchi, H.; Mori, A.; Kubo, T.; Furube, A.; Hara, K. Chem. Mater. 2008, 20, 3993.
[21] Choi, H.; Baik, C.; Kang, S. O.; Ko, J.; Kang, M.-S.; Nazeeruddin, M. K.; Grätzel, M. Angew. Chem. Int. Ed. 2008, 47, 327.
[22] Qin, H.; Wenger, S.; Xu, M.; Gao, F.; Jing, X.; Wang, P.; Zakeeruddin, S. M.; Grätzel, M. J. Am. Chem. Soc. 2008, 130, 9202.
[23] Liu, W.-H.; Wu, I.-C.; Lai, C.-H.; Lai, C.-H.; Chou, P.-T.; Li, Y.-T.; Chen, C.-L.; Hsu, Y.-Y.; Chi, Y. Chem. Commun. 2008, 5152.
[24] Hwang, S.; Lee, J. H.; Park, C.; Lee, H.; Kim, C.; Park, C.; Lee, M.-H.; Lee, W.; Park, J.; Kim, K.; Park, N.-G.; Kim, C. Chem. Commun. 2007, 4887.
[25] Hagberg, D. P.; Yum, J.-H.; Lee, H.-J.; De Angelis, F.; Marinado, T.; Karlsson, K. M.; Humphry-Baker, R.; Sun, L.; Hagfeldt, A.; Grätzel, M.; Nazeeruddin, M. K. J. Am. Chem. Soc. 2008, 130, 6259.
[26] Yum, J.-H.; Hagberg, D. P.; Moon, S.-J.; Karlsson, K. M.; Marinado, T.; Sun, L.; Hagfeldt, A.; Nazeeruddin, M. K.; Grätzel, M. Angew. Chem. Int. Ed. 2009, 48, 1576.
[27] Horiuchi, T.; Miuraa, H.; Uchida, H. Chem. Commun. 2003, 3036.
[28] Ito, S.; Zakeeruddin, S. M.; Humphry-Baker, R.; Liska, P.; Charvet, R.; Comte, P.; Nazeeruddin, M. K.; Péchy, P.; Takata, M.; Miura, H.; Uchida, S.; Grätzel, M. Adv. Mater. 2006, 18, 1202.
[29] Ito, S.; Miura, H.; Uchida, S.; Takata, M.; Sumioka, K.; Liska, P.; Comte, P.; Péchy, P.; Grätzel, M. Chem. Commun. 2008, 5194.
[30] Kuang, D.; Ito, S.; Wenger, B.; Klein, C.; Moser, J.; Humpbry-Baker, R.; Zakeeruddin, S. M.; Grätzel, M. J. Am. Chem. Soc. 2006, 128, 4146.
[31] Saito, Y.; Azechi, T.; Kitamura, T.; Hasegawa, Y.; Wada, Y. Yanagida, S. Coordin. Chem. Rev. 2004, 248, 1469.
[32] Amadelli, R.; Argazzi, R.; Bignozzi, C. A.; Scandola, F. J. Am. Chem. Soc. 1990, 112, 7099.
[33] Clifford, J. N.; Palomares, E.; Nazeeruddin, M. K.; Grätzel, M.; Nelson, J.; Li, X.; Long, N. J.; Durrant, J. R. J. Am. Chem. Soc. 2004, 126, 5225.
[34] Anandan, S.; Latha, S.; Murugesan, S.; Madhavan, J.; Muthuraaman, B.; Maruthamuthu, P. Sol. Energ. Mat. Sol. C. 2005, 79, 440.
[35] Islam, A.; Sugihara, H.; Hara, K.; Singh, L. P.; Katoh, R.; Yanagida, M.; Takahashi, Y.; Murata, S.; Arakawa, H. J. Photochem. Photobio. A 2001, 145, 135.
[36] Wadman, S. H.; Kroon, J. M.; Bakker, K.; Lutz, M.; Spek, A. L.; Klink, G. P. M.; Koten, G. Chem. Commun., 2007, 1907.
[37] Bessho, T.; Yoneda, E.; Yum, J.-H.; Guglielmi, M.; Tavernelli, I.; Imai, H.; Rothlisberger, U.; Nazeeruddin, M. K.; Grätzel, M. J. Am. Chem. Soc. 2009, 131, 5930.
[38] Getmanenko, Y. A.; Twieg, R. J. J. Org. Chem. 2008, 73, 830.
[39] Sasaki, I.; Vendier, L.; Sournia-Saquet, A.; Lacroix, P. G.; Eur. J. Inorg. Chem. 2006, 3294.
[40] Fernandez, S.; Pfeffer, M.; Ritleng, V.; Sirlin, C. Organometallics 1999, 18, 2390.
[41] Djukic, J.-P.; Duquenne, M.; Berger, A.; Pfeffer, M. Inorganica Chimica Acta 2006, 359, 1754.
[42] Berger, A.; Djukic, J.-P.; Pfeffer, M. Organometallics 2003, 22, 5243.
[43] Constable, E. C.; Dunne, S. J.; Rees, D. G. F.; Schmitt, C. X. Chem. Commun., 1996, 1169.
[44] Matsunaga, N.; Kaku, T.; Itoh, F.; Tanaka, T.; Hara, T.; Miki, H.; Iwasaki, M.; Aono, T.; Yamaoka, M.; Kusaka, M.; Tasaka, A. Bioorg. Med. Chem. 2004, 12, 2251.
[45] Brotschi, C.; Mathis, G.; Leumann, C. J. Chem. Eur. J. 2005, 11, 1911.
[46] Seganish, W. M.; Handy, C. J.; DeShong, P. J. Org. Chem. 2005, 70, 8948.
[47] Forgione, P.; Brochu, M.-C.; St-Onge, M.; Thesen, K. H.; Bailey, M. D.; Bilodeau, F. J. Am. Chem. Soc. 2006, 128, 11350.
[48] Beaton, C. M.; Chapman, N. B.; Clarke, K. J. Chem. Soc., Perkin Trans. 1, 1976, 22, 2355

指導教授

李文仁(Wen-Ren Li)

審核日期

2009-7-23

推文