Abstract
Three new monomers containing fluorene and thiophene derivatives moieties, 2-[(thien-2-yl)cyanovinyl]-9,9-dipentylfluorene (MT), 2-[5-bis(thien-2-yl)cyanovinyl]-9,9-dipentylfluorene (MBT) and 2-[(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)cyanovinyl]-9,9-dipentylfluorene (ME), were synthesized and polymerized electrochemically via repetitive cycling in acetonitrile-tetrabutylammonium tetrafluoroborate electrolytic medium. The corresponding polymers, poly(2-[(thien-2-yl)cyanovinyl]-9,9-dipentylfluorene) (PMT), poly(2-[5-bis(thien-2-yl)cyanovinyl]-9,9-dipentylfluorene) (PMBT) and poly(2-[(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)cyanovinyl]-9,9-dipentylfluorene) (PME), are characterized by cyclic voltammetry, FT-IR and UV–vis spectroscopy. It was found that the polymer, PME, have lower oxidation potentials and lower band gap values compared to PMT and PMBT. The study was completed by the determination of the molecular state of the optimized ground state and the energy values of the frontier orbitals.
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