Synthesis, fluorescence, and two-photon absorption of bidentate phosphane oxide derivatives: complexation with pb(2+) and cd(2+) cations |
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Authors: | Ha-Thi Minh-Huong Penhoat Maël Drouin Delphine Blanchard-Desce Mireille Michelet Véronique Leray Isabelle |
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Affiliation: | Laboratoire de Photophysique et Photochimie, Supramoléculaires et Macromoléculaires (CNRS UMR 8531), ENS-Cachan, 61 avenue du Président Wilson, 94235 Cachan Cedex (France). |
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Abstract: | A series of fluorescent phosphane oxide derivatives based on diphenylphosphanoethane (DPPE) and diphenylphosphanomethane (DPPM) skeletons has been prepared by means of Grignard reactions and Sonogashira cross-couplings. The photophysical properties and the linear and nonlinear spectra of these compounds have been investigated. An edge-to-face conformation resulting in the formation of an excimer was confirmed by fluorescence lifetime measurements of these multichromophoric derivatives. Upon complexation with heavy metal ions such as Pb2+ and Cd2+, a red shift of the one- and two-photon excitation spectra was observed in the absorption and emission spectra. Furthermore, enhancement of the electron-withdrawing character of the phosphane oxide resulted in a significant enhancement of the two-photon absorption cross-section, leading to the first biphotonic Cd2+ sensors combining high affinity for Cd2+, large two-photon absorption cross-sections, and significant enhancement of the two-photon excited fluorescence in the presence of the cation. Such derivatives are highly promising for incorporation into devices for the detection of heavy metal ions in water and effluents. |
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Keywords: | charge transfer fluorescence phosphane oxide sensors two‐photon absorption |
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