This talk will report the characterization of two novel classes of polymers that share ethynyl bridges with thiophene and other monomers. Chemosensors have been developed utilizing fluorescent conjugated polymers (FCP's) to detect metal cations in biological systems or environmental waste streams with enhanced selectivity and sensitivity.Several chemosensor polymers were synthesized and characterized in a collaborative effort between the Jones and Duffy-Matzner groups using a fluorescent backbone poly[2,5-thiophenediyl-1,2-ethynediyl-1,4-(2,5-didodecoxyphenylenediyl)-1,2-ethynediyl] (PPETE and poly[2,5-thiophenediyl-1,2-ethynediyl-1,4-naphthalenediyl-1,2-ethynediyl] (PNETE) backbone. These polymers responded with either a �turn-on� or �turn-off� fluorescence response. The relative energy levels of the polymer backbone and the receptor unit with bound metal cations directly influenced this behavior. This work will also examine the electrochemical potential of monomers and oligomers of TMEDA (tetramethylethylenediamine) and diamino-substituted thiophenes using square wave voltammetry studies along with theoretical calculations utilizing Spartan to explain unique turn off/on behavior observed for metalions with the FCPs. Secondly we would like to develop broad spectrum cost-effective photovoltaic devices using novel organic polymers to provide wide band gap absorption. In that end we report the design and synthesis of two novel difuranodioxypyrrolopyrrole-diethynylthiophene polymers (DFDPP-DET) as shown in Figure 1. Poly{(2,5-dioctyl-1,4-dioxo[2H,5H]pyrrollo[3,4-c]pyrrole)furan-2,5-diylethyne-1,2-diyl(3-hexylthiophene-2,5-diyl)ethyne-1,2-diylfuran-2,5-diyl} (DFODPP-DE3HT) and poly{(2,5-(2-ethylhexyl)-1,4-dioxo[2H,5H]pyrrollo[3,4-c]pyrrole)furan-2,5-diylethyne-1,2-diyl(3-hexylthiophene-2,5-diyl)ethyne-1,2-diylfuran-2,5-diyl} (DF2EHDPP-DE3HT) have been made. Their chain lengths have been determined by GPC analysis and photophysical characterizations are ongoing.

Exploration of diethynyl-thiophene derived polymers as metal ions chemosensors and wide band gap polymers

247th National Meeting (2014)

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