利用不同推拉官能基修飾寡聚烯有機染料之研究及其於染料敏化太陽能電池之應用

The studies of oligoene dyes with different functional groups for DSSCs applications

謝佩珊

指導教授 ： 葉名倉 ； 孫世勝

國立臺灣師範大學/理學院/化學系/碩士(2010年)

摘要

在本文當中，我們主要設計了以推電子端-  spacer -拉電子端(donor- -acceptor，D--A) 為主架構，推電子端的部份利用含氮的基團，如三苯胺 (triphenylamine) 、二甲基胺 (N,N-dimethylaniline)、 9-丁基-咔唑 (9-butyl-9H-carbazole) 三種推電子端基團，而拉電子端的部份，則是利用氰乙酸或羧酸基兩種不同的酸基來做搭配，最後共軛的部份，引入不同的共軛片段，如雙烯和噻吩的片段，而組合而成的 10 種染料。另外也將 10 種染料分別做了結構鑑定、紫外光-可見光吸收光譜、螢光光譜、循環伏特安培法、太陽能電池的光電轉換效率等的實驗。染料上的結構改變皆會影響其氧化電位、吸附於二氧化鈦的方式和數量。在太陽能電池的光電轉換效率方面，10個染料以氰乙酸為拉電子基團和以三苯胺為推電子基團的雙烯的化合物，以AM 1.5 irradiation (100 mW/cm2) 所測得，其光電轉換效率 () 為3.03%最高 (Jsc = 6.68 mA/cm2，Voc = 648mV，ff = 0.70)。另外利用密度泛函理論 (density function theory，DFT)，來計算10 個化合物，在最高佔有分子的軌域 (HOMO)的能階中，所有的電子分佈主要都分布於推電子端到 π-spacer的部份，而最低未佔有分子的軌域 (LUMO) 的能階，所有的電子分佈主要都分布 π-spacer到拉電子端。

關鍵字

染料敏化太陽能電池

並列摘要

In this study, ten new donor π-conjugated acceptor (D--A) organic dyes have been engineered and synthesized as sensitizers for the application in dye-sensitized solar cells (DSSCs). The structures of organic dipolar dyes compose of an electron donor (carbazole, dimethylamine, or diphenylamine), a -conjugated framework, and an electron acceptor (carboxylic acid or cyanoacrylic acid). The photophysical and electrochemical properties of these dyes were studied in details.The assembled DSSCs base on these dyes were measured to evaluate the performance. The amount of dye adsorption on TiO2 and the oxidation potential are dependent on the dye structure. The higher performances were obtained by DSSCs based on dye 19. The solar-to-electrical energy conversion efficiency () of 3.03% is achieved under simulated AM 1.5 irradiation (100 mW/cm2) with a DSSC based on dye 19 (Voc = 648 mV, Jsc = 6.68 mA/cm2, ff = 0.70). Density functional theory (DFT) calculations have been performed on the dyes, and the results show that effective charge separation exist in the charge transfer states.

參考文獻

33. Li, G.; Jiang, K. J.; Li, Y. F.; Li, S. L.; Yang, L. M. J. Phys. Chem. C 2008, 112, 11591-11599.

37. Lin, J. T.; Chen, P. C.; Yen, Y. S.; Hsu, Y. C.; Chou, H. H.; Yeh, M. C. Org. Lett., 2009, 11, 97-100.

35. Teng, C.; Yang, X.; Yuan, C.; Li, C.; Chen, R.; Tian, H.; Li, S.; Hagfeldt, A.; Sun, L. Org. Lett., 2009, 11, 5542-5545.

18. Chen, C. Y.;Wang, M.; Li, J. Y.; Pootrakulchote, N.; Alibabaei, L.; Ngocle, C.; Decoppet, J. D.; Tsai, J. H.; Grätzel, C.; Wu, C. G.; Grätzel, M. ACS Nano. 2009, 3, 3103-3109.

17. Gao, F.; Wang, Y.; Shi, D.; Zhang, J.; Wang, M.; Jing, X.; Baker, R. H.; Wang, P.; Zakeeruddin, S. M.; Grätzel, M. J. Am. Chem. Soc. 2008, 130, 10720-10728.