Substituent and solvent effects on photoexcited states of functionalized fullerene[60]

Abstract

Steady-state absorption/fluorescence spectra and time-resolved absorption/fluorescence spectra were measured to investigate the photoexcited states properties of N-methylpyrrolidinofullerenes C60[(C3H6N)R] [R=H (1), p-C6H4CHO (2), p-C6H4NO2 (3), p-C6H4OMe (4), p-C6H4NMe2 (5)]. Functionalization causes bandshifts to longer wavelength for absorption and fluorescence spectra, accompanied by enhancements in the fluorescence quantum yields in nonpolar solvents. The triplet (T) states of these derivatives show very similar properties (quantum yields, molar absorption coefficients and O2 quenching) to C60 whereas T–T absorption bands shift to short wavelength and the lowest triplet energies decrease compared with those of C60. Derivative 5, which has a strong electron-donating group, shows a prominent solvent polarity effect on the fluorescent quantum yield and lifetime, and triplet formation, suggesting that intramolecular charge transfer takes place.