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Synthesis and Characterization of 2D-D-π-A-Type Organic Dyes Bearing Bis(3,6-di-tert-butylcarbazol-9-ylphenyl)aniline as Donor Moiety for Dye-Sensitized Solar Cells

Authors

  • Tanika Khanasa,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Nittaya Jantasing,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Somphob Morada,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Nararak Leesakul,

    1. Department of Chemistry, Faculty of Science, Prince of Songkhla University, Hat Yai, Songkhla 90110, Thailand
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  • Ruangchai Tarsang,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Supawadee Namuangruk,

    1. National Nanotechnology Center, 130 Thailand Science Park, Paholyothin Rd., Klong Luang Pathumthani 12120, Thailand
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  • Tinnagon Kaewin,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Siriporn Jungsuttiwong,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Taweesak Sudyoadsuk,

    1. Center for Organic Electronic and Alternative Energy, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, Thailand
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  • Vinich Promarak

    1. School of Chemistry and Center of Excellence for Innovation in Chemistry, Institute of Science, Suranaree University of Technology, Muang District, Nakhon Ratchasima 30000, Thailand, Fax: +66-44-224648
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Abstract

A series of novel 2D-D-π-A-type organic dyes, namely CCTTnA (n = 1–3), bearing bis(3,6-di-tert-butylcarbazol-9-ylphenyl)aniline as an electron-donor moiety (2D-D), oligothiophene segments with a number of thiophene units from one to three units as π-conjugated spacers (π), and cyanoacrylic acid as the electron acceptor (A) were synthesized and characterized as dye sensitizers for dye-sensitized solar cells (DSSCs). These compounds exhibit high thermal and electrochemical stability. Detailed investigations of these dyes reveal that both peripheral carbazole donors (2D) have beneficial influence on the red-shifted absorption spectrum of the dye in solution and dye adsorbed on TiO2 film, and the broadening of the incident monochromatic photon-to-current conversion efficiency (IPCE) spectra of the DSSCs, leading to enhanced energy conversion efficiency (η). Among these dyes, CCTT3A shows the best photovoltaic performance, and a maximal incident monochromatic photon-to-current conversion efficiency (IPCE) value of 80 %, a short-circuit photocurrent density (Jsc) of 9.98 mA cm–2, open-circuit voltage (Voc) of 0.70 V, and fill factor (FF) of 0.67, corresponding to an overall conversion efficiency η of 4.6 % were achieved. This work suggests that organic dyes based on this type of donor moiety or donor molecular architecture are promising candidates for improved performance DSSCs.

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