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Functionalization of sexithiophene with electron-donating methylsulphanyl groups

Authors

  • Dr. Giovanna Barbarella,

    Corresponding author
    1. ICoCEA, Area Ricerca CNR Via Gobetti 101, I–40129 Bologna (Italy)
    • ICoCEA. Area Ricerca CNR Via Gobetti 101, I–40129 Bologna (Italy)
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  • Massimo Zambianchi,

    1. ICoCEA, Area Ricerca CNR Via Gobetti 101, I–40129 Bologna (Italy)
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  • Dr. Rossanna Di Toro,

    1. ICoCEA, Area Ricerca CNR Via Gobetti 101, I–40129 Bologna (Italy)
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  • Dr. Martino Colonna,

    1. ICoCEA, Area Ricerca CNR Via Gobetti 101, I–40129 Bologna (Italy)
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  • Prof. Luciano Antolini,

    Corresponding author
    1. Dipartimento di Chimica, Università di Modena Via Campi 183, I–41100 Modena (Italy)
    • Dipartimento di Chimica, Universitá di Modena Via Campi 183, 1–41100 Modena (Italy)
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  • Prof. Alessandro Bongini

    Corresponding author
    1. Dipartimento di Chimica G. Ciamician, Università di Bologna Via Selmi 2, 1–40126 Bologna (Italy)
    • Dipartimento di Chimica G. Ciamician, Universitá di Bologna Via Selmi 2, 1–4O126 Bologna (Italy)
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  • This research was funded by a grant from CNR, Progetto Strategico Materiali Innovativi. Thanks are due to the Centro Interdipartimentale Grandi Strumenti of Modena University for X-ray data collection and to the Centro Interdipartimentale di Calcolo Automatico e Informatica Applicata for computing facilities in X-ray structure calculations.

Abstract

Novel soluble sexithiophenes (6Ts) β-functionalized with electron-donating methylsulphanyl groups are reported. The resulting processable sexithiophenes, two examples of which are shown in the Figure, have optical gaps that can be finely tuned around the value for unsubstituted α-6T. The observed liquid-crystal behavior described here indicates a high degree of molecular organization in the solid in at least one case.

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