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Issue 29, 2012
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Synthesis and properties of fluorene-oligothiophenes perylenediimide triads and their electropolymerizations

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Abstract

A series of novel donor–acceptor–donor triads, namely PFTn (n = 0–4), consisting of fluorene-oligothiophenes (FTn) as a donor and perylenediimide (PDI) as an acceptor were synthesized and characterized. The chemically bonded electron donor and acceptor chromophores in the triads were found to be independent. These triads showed a strong intramolecular photo-induced electron transfer (PET) between both chromophores, which gave rise to a quasi-quantitative fluorescence quenching of both PDI and FTn moieties. Distinctively, a reverse energy transfer from the acceptor PDI to the donor FTn induced a strong fluorescence emission from the FTn moieties in the triads PFT3 and PFT4. The PFTn (n = 1–3) triads were proven to undergo an electrochemical oxidative coupling reaction and become electropolymerizable materials to form polymer plastic films (poly(PFTnn)), while PFT4 proved to be an electrochemically stable molecule.

Graphical abstract: Synthesis and properties of fluorene-oligothiophenes perylenediimide triads and their electropolymerizations

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Publication details

The article was received on 29 Feb 2012, accepted on 22 May 2012 and first published on 24 May 2012


Article type: Paper
DOI: 10.1039/C2JM31257C
Citation: J. Mater. Chem., 2012,22, 14579-14586
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    Synthesis and properties of fluorene-oligothiophenes perylenediimide triads and their electropolymerizations

    D. Muenmart, R. Tarsang, S. Jungsuttiwong, T. Keawin, T. Sudyoadsuk and V. Promarak, J. Mater. Chem., 2012, 22, 14579
    DOI: 10.1039/C2JM31257C

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