Convergent Synthesis of Near-Infrared Absorbing, “Push–Pull”, Bisthiophene-Substituted, Zinc(II) Phthalocyanines and their Application in Dye-Sensitized Solar Cells

Authors

  • Mine Ince,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
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  • François Cardinali,

    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
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  • Jun-Ho Yum ,

    1. Laboratory for Photonics and Interfaces, Institute of Chemical Sciences and Engineering, School of Basic Sciences, Swiss Federal Institute of Technology, 1015 Lausanne (Switzerland), Fax: (+41) 21693 4111
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  • M. Victoria Martínez-Díaz,

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
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  • Mohammad K. Nazeeruddin,

    Corresponding author
    1. Laboratory for Photonics and Interfaces, Institute of Chemical Sciences and Engineering, School of Basic Sciences, Swiss Federal Institute of Technology, 1015 Lausanne (Switzerland), Fax: (+41) 21693 4111
    • Laboratory for Photonics and Interfaces, Institute of Chemical Sciences and Engineering, School of Basic Sciences, Swiss Federal Institute of Technology, 1015 Lausanne (Switzerland), Fax: (+41) 21693 4111
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  • Michael Grätzel,

    1. Laboratory for Photonics and Interfaces, Institute of Chemical Sciences and Engineering, School of Basic Sciences, Swiss Federal Institute of Technology, 1015 Lausanne (Switzerland), Fax: (+41) 21693 4111
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  • Tomás Torres

    Corresponding author
    1. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
    2. IMDEA Nanociencia, c/Faraday, 9, Cantoblanco, 28049 Madrid (Spain)
    • Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid (Spain), Fax: (+34) 914973966
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Abstract

Zinc(II) phthalocyanine dyes that contain triarylamine-terminated bisthiophene and hexylbisthiophene groups have been synthesized by a convergent approach by using carboxytriiodo–ZnPc as a precursor. Further transformation of the iodo groups by a Pd-catalyzed reaction allowed easy preparation of further extended π-conjugated carboxy–ZnPcs. These dyes have been used as sensitizers in dye-sensitized solar cells, which exhibit a panchromatic response and moderate overall efficiencies.

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