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An Ultra‐Long‐Lived Triplet Excited State in Water at Room Temperature: Insights on the Molecular Design of Tridecafullerenes

Javier Ramos‐Soriano, Alfonso Pérez‐Sánchez, Sergio Ramírez‐Barroso, Beatriz M. Illescas, Khalid Azmani, Antonio Rodríguez‐Fortea, Josep M. Poblet, Cormac Hally, Santi Nonell, David García‐Fresnadillo, Javier Rojo, Nazario Martı́n

2021Angewandte Chemie International Edition14 citationsDOIOpen Access PDF

Abstract

Abstract Suitably engineered molecular systems exhibiting triplet excited states with very long lifetimes are important for high‐end applications in nonlinear optics, photocatalysis, or biomedicine. We report the finding of an ultra‐long‐lived triplet state with a mean lifetime of 93 ms in an aqueous phase at room temperature, measured for a globular tridecafullerene with a highly compact glycodendrimeric structure. A series of three tridecafullerenes bearing different glycodendrons and spacers to the C 60 units have been synthesized and characterized. UV/Vis spectra and DLS experiments confirm their aggregation in water. Steady‐state and time‐resolved fluorescence experiments suggest a different degree of inner solvation of the multifullerenes depending on their molecular design. Efficient quenching of the triplet states by O 2 but not by waterborne azide anions has been observed. Molecular modelling reveals dissimilar access of the aqueous phase to the internal structure of the tridecafullerenes, differently shielded by the glycodendrimeric shell.

Topics & Concepts

Excited stateSolvationQuenching (fluorescence)Triplet stateAqueous solutionChemical physicsPhotochemistryChemistryMaterials scienceFluorescenceMoleculePhysical chemistryAtomic physicsOpticsPhysicsOrganic chemistryFullerene Chemistry and ApplicationsSynthesis and Properties of Aromatic CompoundsCarbon Nanotubes in Composites
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