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Monomeric azaheterofullerene derivatives RC59N: influence of the R moiety on spectroscopic and photophysical properties
Authors:Hauke Frank  Vostrowsky Otto  Hirsch Andreas  Quaranta Annamaria  Leibl Winfried  Leach Sydney  Edge Ruth  Navaratnam Suppiah  Bensasson René V
Institution:Institut für Organische Chemie der Universit?t Erlangen-Nürnberg, Henkestrasse 42, 91054 Erlangen, Germany.
Abstract:We have synthesised nine monomeric azaheterofullerene (AZA) derivatives, RC(59)N, with a wide variety of different side chains R and investigated their spectroscopic and photophysical properties in toluene and o-dichlorobenzene (ODCB). Measurements include their ground-state absorption spectra, molar absorption coefficient (epsilon(G)), fluorescence spectra, fluorescence quantum yields (Phi(F)), singlet-state lifetimes (tau(F)), triplet-state absorption spectra, triplet molar absorption coefficients (epsilon(T)), singlet oxygen (Phi(Delta)), and triplet state (Phi(T)) quantum yields. The replacement of a carbon by a nitrogen atom in the C(60) sphere strongly affects most of the spectroscopic and photophysical properties. The chemical nature of the R moiety has definite effects on these properties in contrast with minor effects on the chemical nature of the addends in 6,6]-ring bridged monoadduct methano60]fullerene derivatives. These effects concern properties of the ground state, singlet excited state, and triplet states of our nine RC(59)N derivatives and in particular the values of photophysical parameters epsilon(G), epsilon(T), Phi(Delta), and Phi(T), which are significantly lower than those of analogous monoadduct 6,6]-ring bridged methano60]fullerene derivatives.
Keywords:flash photolysis  fullerenes  pulse radiolysis  synthetic methods  triplet‐state properties  UV/Vis spectroscopy
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