New porphyrin dendrimers with fluorenyl-based connectors: a simple way to improving the optical properties over dendrimers featuring 1,3,5-phenylene connectors - Université de Rennes Accéder directement au contenu
Article Dans Une Revue New Journal of Chemistry Année : 2020

New porphyrin dendrimers with fluorenyl-based connectors: a simple way to improving the optical properties over dendrimers featuring 1,3,5-phenylene connectors

Résumé

Two new meso-tetrafluorenylporphyrin-cored dendrimers 1 and 2 have been synthesized and characterized. The peripheral fluorenyl units of these dendrimers are linked to the central tetrafluorenylporphyrin (TFP) core by original fluorene-based connectors instead of the more classic 1,3,5-phenylene unit. Selected linear and non-linear optical (LO and NLO) properties were determined for these dendrimers via absorption or emission studies and by two-photon excited fluorescence (TPEF) measurements. Dendrimer 1, which has a conjugated and quite rigid structure, exhibits a significantly higher two-photon absorption (2PA) cross-section than dendrimer 2, presenting a non-conjugated and more flexible structure, as well as better luminescence and singlet oxygen activation quantum yields. Both dendrimers exhibit higher 2PA cross-sections than several closely related TFP-based dendrimers previously characterized. However, among them, dendrimer 1 is the only one outperforming all these compounds in terms of 2PA brightness and 2PA oxygen sensitization. Thus, the new type of connector (or dendrimeric node) introduced in 1 appears to be quite appealing for the design of photosensitizers aimed at theranostic uses in the future.
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hal-02548133 , version 1 (21-09-2020)

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Xu Zhang, Sarra Ben Hassine, Nicolas Richy, Olivier Mongin, Mireille Blanchard-Desce, et al.. New porphyrin dendrimers with fluorenyl-based connectors: a simple way to improving the optical properties over dendrimers featuring 1,3,5-phenylene connectors. New Journal of Chemistry, 2020, 44 (10), pp.4144-4157. ⟨10.1039/c9nj06166e⟩. ⟨hal-02548133⟩
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