Alkylated selenophene-based ladder-type monomers via a facile route for high performance thin-film transistor applications

Zhuping Fei, Yang Han, Eliot Gann, Thomas Hodsden, Anthony Chesman, Christopher R. McNeill, Thomas D. Anthopoulos, Martin Heeney

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

We report the synthesis of two new selenophene containing ladder-type monomers, cyclopentadiselenophene (CDS) and indacenodiselenophene (IDSe), via a twofold and fourfold Pd catalyzed coupling with a 1,1-diborylmethane derivative. Co-polymers with benzothiadiazole (BT) were prepared in high yield by Suzuki polymerization to afford co-polymers which exhibited excellent solubility in a range of non-chlorinated solvents. The CDS co-polymer exhibited a band gap of just 1.18 eV, which is amongst the lowest reported for donor-acceptor polymers. Thin-film transistors were fabricated using environmentally benign, non-chlorinated solvents with the CDS and IDSe co-polymers exhibiting hole mobility up to 0.15 and 6.4 cm2 /Vs, respectively. This high performance was achieved without the undesirable peak in mobility often observed at low gate voltages due to parasitic contact resistance.
Original languageEnglish (US)
Pages (from-to)8552-8561
Number of pages10
JournalJournal of the American Chemical Society
Volume139
Issue number25
DOIs
StatePublished - Jun 15 2017

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