Dye-sensitized solar cell utilizing organic dyads containing triarylene conjugates

被引:108
作者
Chang, Yuan Jay [1 ]
Chow, Tahsin J. [1 ,2 ]
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
[2] Acad Sinica, Inst Chem, Taipei 115, Taiwan
关键词
Dye-sensitized solar cell; Photovoltaic; Triarylene; Light harvesting; Charge transfer; PHOTOINDUCED ELECTRON-TRANSFER; CROSS-COUPLING REACTIONS; PHOTOELECTROCHEMICAL PROPERTIES; COUMARIN-DYE;
D O I
10.1016/j.tet.2009.04.024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of organic dipolar compounds containing a donor (D), a bridge (B), and an acceptor (A), forming a D-B-A type of dyads, were synthesized by convenient methods and were utilized successfully on dye-sensitized solar cells. The central bridges were made of three linearly connected arylene groups, i.e., phenylenes or thiophenylenes. The donor groups were aromatic amines, i.e either a diphenylamine or a naphthylphenylamine group. The acceptor group was a cyanoacrylic acid, which can be anchored onto the surface of TiO2 in a photovoltaic device. These devices performed remarkably well, with a typical quantum efficiency of 5-7%, and optimal incident photon to current conversion efficiency (IPCE) exceeding 80%. The devices made with a naphthylphenylamine donor group performed slightly better than those made with a diphenylamine donor group. Compounds containing a phenylene-thiophenylene-phenylene bridge group performed better than those with other kinds of triarylene linkages. Their photochemical behaviors were analyzed by using time-dependent density functional theory (TDDFT) models with the B3LYP functional. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4726 / 4734
页数:9
相关论文
共 25 条
  • [1] Large on-off ratios and negative differential resistance in a molecular electronic device
    Chen, J
    Reed, MA
    Rawlett, AM
    Tour, JM
    [J]. SCIENCE, 1999, 286 (5444) : 1550 - 1552
  • [2] Tuning excited-state electron transfer from an adiabatic to nonadiabatic type in donor-bridge-acceptor systems and the associated energy-transfer process
    Chen, Kew-Yu
    Hsieh, Cheng-Chih
    Cheng, Yi-Ming
    Lai, Chin-Hung
    Chou, Pi-Tai
    Chow, Tahsin J.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (44) : 12136 - 12144
  • [3] Photoinduced electron transfer across linearly fused oligo-norbornyl structures
    Chow, TJ
    Pan, YT
    Yeh, YS
    Wen, YS
    Chen, KY
    Chou, PT
    [J]. TETRAHEDRON, 2005, 61 (29) : 6967 - 6975
  • [4] Photoinduced electron transfer reaction tuned by donor-acceptor pairs via the rigid, linear spacer heptacyclo[6.6.0.02,6.03,13.04,11.05,9.010,14]tetradecane
    Chow, TJ
    Chiu, NR
    Chen, HC
    Chen, CY
    Yu, WS
    Cheng, YM
    Cheng, CC
    Chang, CP
    Chou, PT
    [J]. TETRAHEDRON, 2003, 59 (30) : 5719 - 5730
  • [5] Molecular cosensitization for efficient panchromatic dye-sensitized solar cells
    Cid, Juan-Jose
    Yum, Jun-Ho
    Jang, Song-Rim
    Nazeeruddin, Mohammad K.
    Ferrero, Eugenia Martinez
    Palomares, Emilio
    Ko, Jaejung
    Graetzel, Michael
    Torres, Tomas
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (44) : 8358 - 8362
  • [6] Spectral sensitization of TiO2 nanocrystalline electrodes with aggregated cyanine dyes
    Ehret, A
    Stuhl, L
    Spitler, MT
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (41) : 9960 - 9965
  • [7] Effects of 5-membered heteroaromatic spacers on structures of porphyrin films and photovoltaic properties of porphyrin-sensitized TiO2 cells
    Eu, Seunghun
    Hayashi, Shinya
    Umeyama, Tomokazu
    Oguro, Akane
    Kawasaki, Mitsuo
    Kadota, Naoki
    Matano, Yoshihiro
    Imahori, Hiroshi
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (08) : 3528 - 3537
  • [8] Synthesis of aromatic heterocycles
    Gilchrist, TL
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (20): : 2491 - 2515
  • [9] Molecular engineering of organic sensitizers for dye-sensitized solar cell applications
    Hagberg, Daniel P.
    Yum, Jun-Ho
    Lee, HyoJoong
    De Angelis, Filippo
    Marinado, Tannia
    Karlsson, Karl Martin
    Humphry-Baker, Robin
    Sun, Licheng
    Hagfeldt, Anders
    Graetzel, Michael
    Nazeeruddin, Md. K.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (19) : 6259 - 6266
  • [10] Electron transport in coumarin-dye-sensitized nanocrystalline TiO2 electrodes
    Hara, K
    Miyamoto, K
    Abe, Y
    Yanagida, M
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (50) : 23776 - 23778