We report on the synthesis of new fluorescent symmetrical 2,5-diaryl-1-methylimidazoles obtained in good yields by using direct C-H arylation synthetic strategies. Spectroscopic investigations in THF solution evidenced that the 2,5-diarylimidazole bearing the strong electron-withdrawing cyanoacrylate groups achieved the best trade-off between fluorescence maximum (518 nm), Stokes shift (115 nm) and a quantum yield of 25%. Highly homogeneous dispersions of the selected fluorophore in poly(methyl methacrylate) (PMMA) thin films (25 ± 5 μm of thickness) perfectly maintained the optical features in solution, thus providing a brilliant green emission and a markedly enhanced quantum yield of 55%. Photocurrent measurements of the PMMA collectors supported the use of 2,5-diaryl-1-methylimidazoles as accessible alternatives to perylene backbones for the development of LSC with optical efficiencies close to 7%.

Solar collectors based on luminescent 2,5-diarylimidazoles

Marianetti, Giulia;Barone, Vincenzo;Bellina, Fabio;PUCCI, Andrea;Minei, Pierpaolo
2018

Abstract

We report on the synthesis of new fluorescent symmetrical 2,5-diaryl-1-methylimidazoles obtained in good yields by using direct C-H arylation synthetic strategies. Spectroscopic investigations in THF solution evidenced that the 2,5-diarylimidazole bearing the strong electron-withdrawing cyanoacrylate groups achieved the best trade-off between fluorescence maximum (518 nm), Stokes shift (115 nm) and a quantum yield of 25%. Highly homogeneous dispersions of the selected fluorophore in poly(methyl methacrylate) (PMMA) thin films (25 ± 5 μm of thickness) perfectly maintained the optical features in solution, thus providing a brilliant green emission and a markedly enhanced quantum yield of 55%. Photocurrent measurements of the PMMA collectors supported the use of 2,5-diaryl-1-methylimidazoles as accessible alternatives to perylene backbones for the development of LSC with optical efficiencies close to 7%.
2018
2,5-Diaryl-substituted imidazoles; Dye dispersion; Luminescent solar concentrators; poly(methyl methacrylate); Push-pull azole-based fluorophores; Chemical Engineering (all); Process Chemistry and Technology
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11384/75929
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