設計及合成含苯并咪唑之鋅金屬錯合物並應用於染敏電池中

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：40

、訪客IP：18.188.61.223

姓名

林秉盛(Bing-Sheng Lin) 查詢紙本館藏

畢業系所

化學學系

論文名稱

設計及合成含苯并咪唑之鋅金屬錯合物並應用於染敏電池中
(Design and Synthesis of Zinc Complexes with Benzoimidazole Derivatives for Dye Sensitized Solar 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)

在現今的太陽能電池中，染料敏化太陽能電池具低成本、製程簡易、多色彩、可透視、可撓曲等優勢，因而成為現今太陽能電池開發的重點之ㄧ，其中所使用光敏染料的優劣是影響其效率高低的重要因素。
　　由於現今有機以及無機光敏染料皆處於蓬勃發展當中，故想要發展一個有機無機混合概念之光敏染料，在我們的設計概念中，以有機光敏染料之設計形式Donor-π bridge-Acceptor為有機光敏染料之電子傳遞方向；在π bridge的位置中設計了一對含苯并咪唑衍生而成之配位基2-(2-吡啶)-苯并咪唑以及2-甲基-苯并咪唑，希望可以以單體(Monomer)或是二聚體(Dimer)的方式與金屬鋅配位，作為一無機光敏染料之方式傳遞電子，藉由與金屬配位前後比較其在可見光吸收、太陽能電池參數以及穩定性是否有改善，期望能在有機光敏染料結構的設計及開發上提供一個新的方向。

摘要(英)

There are various types of solar cells reported and the dye-sensitized solar cells (DSSC) possessing the advantages like low-cost, simple process, multi-
color, penetration, flexible, has become a key technology to developed the present solar cells. In DSSC, the photosensitizer dye used plays an important
role of light absorption and helps to gain higher efficiency.
To date,the organic and inorganic dyes of dye sensitized solar cell are popular and various. We design the new class of D-π-A typed organic dye
with benzoimidazole derivatives 2-(2-pyridyl)-benzoimidazole and 2-methyl-benzoimidazol to form a monomer or dimer after coordinating to Zn(II) ion.In addition,we compare the influences on metal ion, like stability and efficiency. We believe that such kind of innovative design principle will provide a new direction to the modification of photosensitizers to help gain higher light absorption and enhancement in overall conversion efficiency.

關鍵字(中)

★ 染料敏化太陽能電池
★ 苯并咪唑
★ 鋅金屬錯合物

關鍵字(英)

★ Dye sensitized solar cell
★ Benzoimidazole
★ Zinc complexes

論文目次

中文摘要 ...............................i
英文摘要 ...............................ii
謝誌 .................................. iii
目錄 .................................. iv
圖目錄 ................................ vii
表目錄 ................................ x
一、緒論 .................................... 1
1-1 前言 .................................... 1
1-2 太陽光譜簡介.............................. 3
1-3 太陽能電池的發展與種類 .................... 6
1-3-1 矽晶太陽能電池 ......................... 8
1-3-2 化合物形式太陽能電池 ................... 10
1-3-3 有機化合物薄膜太陽能電池................. 10
1-4 染料敏化太陽能電池 ....................... 12
1-4-1 基本構造 .............................. 12
1-4-2 元件製成方法 ........................... 14
1-4-3 工作原理 .............................. 15
1-4-4 半導體電極 ............................. 18
1-4-5 電解液 ................................. 21
1-4-6 透明導電玻璃............................. 22
1-4-7 對向電極…. ............................. 22
1-4-8 光敏化染料 .............................. 23
1-4-9 太陽能電池電壓-電流輸出特性 ............... 25
1-4-10 釕金屬光敏染料文獻探討 .................. 27
1-4-11 鋅金屬光敏染料文獻探討 .................. 31
1-4-12 配位基鉗合金屬光敏染料文獻探討............ 35
1-4-13 有機光敏染料............................ 36
二、結構設計概念與動機 ......................... 39
2-1 結構設計概念與動機 ......................... 39
2-2 合成及討論 ................................ 47
2-2-1 合成策略及結構探討 ....................... 47
2-2-2 光物理性質研究及探討 ..................... 58
2-2-3 電化學特性研究及探討 ..................... 58
2-3 結論與未來展望 ............................ 60
2-4 實驗步驟與光譜數據 ......................... 61
三、材料及儀器 ................................ 76
3-1 實驗藥品 .................................. 76
3-2 實驗儀器 .................................. 76
3-2-1 核磁共振光譜儀（Nuclear magnetic resonance spectroscopy）................................ 76
3-2-2 紫外光-可見光譜儀（UV-vis spectrophotometer） ...............................................77
3-2-3 高解析質譜儀（High Resolution Mass Spectrometer） ...............................................77
3-2-4 電化學分析儀 Electrochemical Analyzer (CH Instruments)...................................77
3-2-5 單晶X光結構繞射儀 (Single-crystal X-ray Diffractometer) ...............................78
參考文獻 ...................................... 79
附錄 .......................................... 84

參考文獻

(1) Ragoussi, M.-E.; Torres, T. Chemical Communications , 2015, 51, 3957.
(2) O′Regan, B.; Gratzel, M. Nature 1991, 353, 737.
(3)萬海保, 曹立新, 王麗穎, 曾廣賦, 席時權, “染料敏化的TiO2奈米晶多孔膜
的性質及光電轉移”化學通報. 1999, 6.
(4) Oster, G.; Bellin, J. S.; Kimball, R. W.; Schrader, M. E. J. Am. Chem. Soc. 1959,
81, 5095.
(5) Nazeeruddin, M. K.; DeAngelis, F.; Fantacci, S.; Selloni, A.; Viscardi, G.; Liska,
P.; Ito, S.; Takeru, B.; Grätzel, M. J. Am. Chem. Soc. 2005, 127, 16835
(6) Nazeeruddin, M. K.; Péchy, P.; Renouard, T.; Zakeeruddin, S. M.; Humphrey-Baker,
R.; Comte, P.; Liska, P.; Cevey, L.; Costa, E.; Shklover, V.; Spiccia, L.; Deacon, G. B.;
Bignozzi, C. A.; Grätzel, M. J. Am. Chem. Soc. 2001, 123, 1613.
(7) Durrant, J. R.; Haque, S. A. Nat. Mater. 2003, 2, 362.
(8) Reynal, A.; Palomares, E. Eur. J. Inorg. Chem. 2011, 2011, 4509.
(9) Anders Hagfeldt;Gerrit Boschloo; Licheng Sun; Lars Kloo and Henrik Pettersson;
　 Chem. Rev. 2010, 110, 6595–6663
(10) Shiu, J.-W.; Lan, C.-M.; Chang, Y.-C.; Wu, H.-P.; Huang, W.-K.; Diau, E. W.-G.
ACS Nano 2012, 6, 10862.
(11) Lan, C.-M.; Liu, S.-E.; Shiu, J.-W.; Hu, J.-Y.; Lin, M.-H.; Diau, E. W.-G. RSC
Adv. 2013,3, 559.
(12) Grätzel, M. Nature, 2001, 414, 338.
(13) Wang, Z.-S.; Sayama, K.; Sugihara, H. J. Phys. Chem. B 2005, 109, 22449.
(14) Oskam, G.; Bergeron, B. V.; Meyer, G. J.; Searson, P. C. J. Phys. Chem. B
2001, 105,6867 .
(15) Wang, P.; Zakeeruddin, S. M.; Moser, J.-E.; Humphry-Baker, R.; Grätzel, M. J. Am.Chem. Soc. 2004, 126, 7164.
(16) Kubo, W.; Kambe, S.; Nakade, S.; Kitamura, T.; Hanabusa, K.; Wada, Y.;
Yanagida, S. J.Phys. Chem. B, 2003, 107, 4374 .
(17) Nakade, S.; Kanzaki, T.; Kubo, W.; Kitamura, T.; Wada, Y.; Yanagida, S. J. Phys.
Chem.B, 2005, 109, 3480.
(18) Fredin, K.; Nissfolk, J.; Boschloo, G.; Hagfeldt, A. J. Electroanal. Chem. 2007, 609, 55.
(19) Pelet, S.; Moser, J.-E.; Grätzel, M. J. Phys. Chem. B 2000, 104, 1791.
(20) Wang, P.; Wenger, B.; Humphry-Baker, R.; Moser, J. E.; Teuscher, J.;
Kantlehner, W.; Mezger, J.; Stoyanov, E. V.; Zakeeruddin, S. M.; Grätzel, M. J.
Am. Chem. Soc. 2005, 127, 6850.;
(21) Chen, C.-L.; Chang, T.-W.; Teng, H.; Wu, C.-G.; Chen, C.-Y.; Yang, Y.-M.;Lee,
Y.-L.Phys. Chem. Chem. Phys. 2013, 15, 3640.
(22) Wang, M.; Moon, S.-J.; Zhou, D.; Le Formal, F.; Cevey-Ha, N.-L.; Humphry-Baker,
R.;Grätzel, C.; Wang, P.; Zakeeruddin, S. M.; Grätzel, M. Adv. Funct. Mater. 2010,
20,1821.
(22) Hattori, S.; Wada, Y.; Yanagida, S.; Fukuzumi, S. J. Am. Chem. Soc. 2005, 127, 9648.
(23) Schwarz, O.; van Loyen, D.; Jockusch, S.; J. Turro, N.; Dürr, H. J. Photochem. Photobiol.A-Chem. 2000, 132, 91.
(24) Li, S.-F.; Yang, X.-C.; Cheng, M.; Zhao, J.-H.; Wang, Y.; Sun, L.-C. Tetrahedron
Lett.2012, 53, 3425.
(25) Ferrere, S. Chem. Mater. 2000, 12, 1083.
(26) Argazzi, R.; Larramona, G.; Contado, C.; Bignozzi, C. A. J.Photochem.Photobiol.
Chem. 2004, 164, 15.
(27) Islam, A.; Sugihara, H.; Hara, K.; Singh, L. P.; Katoh, R.; Yanagida, M.; Takahashi,
Y.;Murata, S.; Arakawa, H.; Fujihashi, G. Inorg. Chem. 2001, 40, 5371.
(28) Michael Gra1tzel.Inorg. Chem. 2005, 44, 6841-685.
(29) Grätzel, M. Acc. Chem. Res. 2009, 42, 1788.
(30) Campbell, W. M.; Jolley, K. W.; Wagner, P.; Wagner, K.; Walsh, P. J.;Gordon, K. C.;
Schmidt-Mende, L.; Nazeeruddin, M. K.; Wang, Q.; Gra1tzel,M.; Office D. L. J. Phys.
Chem. C, 2007, 111, 11760.
(31) Lee, C.-W.; Lu, H.-P.; Lan, C.-M.; Huang, Y.-L.; Liang, Y.-R.; Yen, W.-N.;Liu, Y.-C.;
Lin, Y.-S.; Diau, E. W.-G.; Yeh, C.-Y. Chem. Eur. J. 2009, 15,1403.
(32) T. Bessho, S. M. Zakeeruddin, C. Y. Yeh, E. W. G. Diau, M. Grätzel, Angew. Chem. Int.
Ed. 2010,49,6646 .
(33) Aswani Yella, Hsuan-Wei Lee, Hoi Nok Tsao, Chenyi Yi, Aravind Kumar
Chandiran, Md.Khaja Nazeeruddin, Eric Wei-Guang Diau, Chen-Yu Yeh, Shaik M
Zakeeruddin, Michael Grätzel. Science, 2011, 334, 629.
(34) Simon Mathew, Aswani Yella1, Peng Gao, Robin Humphry-Baker, Basile F. E.
Curchod,Negar Ashari-Astani, Ivano Tavernelli, Ursula Rothlisberger, Md. Khaja
Nazeeruddin1and Michael Gratzel. NATURE CHEMISTRY,2014, 6, 242-247.
(35) Bo-So Chen, Yi-Ju Chen and Pi-Tai Chou., J. Mater. Chem., 2011, 21, 4090.
(36) Zhaoyang Yao, Min Zhang, Renzhi Li, Lin Yang, Yongna Qiao, and Peng Wang.
Angew. Chem. Int. Ed. 2015, 54, 1–6.
(37) Zhaoyang Yao, Min Zhang, Heng Wu, Lin Yang, Renzhi Li, and Peng Wang. J. Am.
Chem. Soc. 2015, 137, 3799−3802 .
(38) Cancan Yan, Wentao Ma, Yameng Ren, Min Zhang,and Peng Wang. ACS Appl. Mater.
Interfaces, 2015, 7, 801−809 .
(39) Lin Yang, Yameng Ren,Zhaoyang Yao, Cancan Yan, Wentao Ma, and Peng Wang. J.
Phys. Chem. C, 2015, 119, 980−988 .
(40) Qingbiao Qi, Xingzhu Wang, Li Fan, Bin Zheng, Wangdong Zeng, Jie Luo, Kuo-Wei
Huang, Qing Wang, and Jishan Wu. Org. Lett. 2015, 17, 724−727.
(41) Se Hun Kim, Hyun Woo Kim, Chun Sakong,Jinwoong Namgoong,Se Woong Park,Min
Jae Ko,Choong Hyuk Lee,Wan In Lee,and Jae Pil Kim . Org. Lett.,2011,13, 5784-5787.
(42) Yongzhen Wu, Xi Zhang, Wenqin Li, Zhong-Sheng Wang,He Tian and
　　Weihong Zhu, Adv. Energy Mater., 2012, 2, 149–156.
(43) Xiaoming Ren, Shenghui Jiang, Mingyang Cha, Gang Zhou, and Zhong-Sheng Wang. Chem.Mater. 2012, 24, 3493−3499 .
(44) Wei-Kai Huang, Chi-Wen Cheng,Shu-Mei Chang,Yuan-Pern,Lee and Eric
Wei-Guang,Diau. Chem. Commun., 2010, 46, 8992-8994.
(45) Hunan Yi, Joe A. Crayston and John T. S. Irvine. DaltonTrans., 2003, 685-691.
(46) Shu-Mei Yue,Hong-Bin Xu,Jian-Fang Ma,Zhong-Min Su,Yu-He Kan,Heng-Jun
Zhang., Polyhedron, 2006, 25, 635–644.
(47) Jingyuan Liu,Jing Zhang,Mingfei Xu,Difei Zhou,Xiaoyan Jing and Peng Wang.
Energy Environ. Sci., 2011, 4, 3021.
(48) Shinichiro Fuse, Yuya Asai, Sakae Sugiyama, Keisuke Matsumura, Masato M. Maitani, Yuji Wada, Yuhei Ogomi,Shuzi Hayase, Tatsuo Kaiho, Takashi Takahashi,
Tetrahedron, 2014, 70, 8690-8695 .
(49) Vaidyanathan Ganesan Vaidyanathan and Balachandran Unni Nair. Eur. J. Inorg.
Chem. 2003, 50, 3633-3638 .
(50) Shu-Hua Zhang, Ming-Hua Zeng and Hong Liang. Acta Cryst. 2007, E63,
m1055–m1056.
(51) Andreas K. C. Mengel , Bice He , and Oliver S. Wenger. J. Org. Chem., 2012, 77,
6545–6552.
(52) Joshua C. Speros, Bryan D. Paulsen, Bradley S. Slowinski, C. Daniel Frisbie, and Marc A. Hillmyer. ACS Macro Lett., 2012, 1 (8), 986–990.
(53) Ching-Yuan Liu, Haichao Zhao, and Hsiao-hua Yu. ORGANIC LETTERS, 2011,
Vol. 13, No. 15,4068–4071.
(54) Hong-Peng Jia, Jie Ding, Ying-Fen Ran, Shi-Xia Liu, Carmen Blum, Irina Petkova, Andreas Hauser, and Silvio Decurtins. Chem. Asian J., 2011, 6, 3312 – 3321.
(55) Brad M. Savall, Jill R. Fontimayor, James P. Edwards. Tetrahedron Letters. 2009, 50, 2490–2492.
(56) Zhan-Hui Zhang,Tong-Shuang Li, and Jian-Jiong Li. Monatshefte f€ur Chemie,
2007, 138, 89–94 .
(57) Kiran Diwan,Ratna Chauhan, Santosh K. Singh, Bandana Singh, Michael G. B. Drew, Lal Bahadura and Nanhai Singh. New J. Chem., 2014, 38, 97-108.

指導教授

李文仁(Wen-Ren Li)

審核日期

2015-8-4

推文