Laser Flash Photolysis Studies on the Model System for Photo-Oxidation-Induced Polycondensation Polyimides with Fullerene C60

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Laser flash photolysis studies were carried out to elucidate the quenching mechanism of the triplet state of fullerene C60 (3C60*) by furan-substituted diimides, which are the model compounds for photosensitive polyimides based on the photo-oxidation-induced polycondensation (POP) reaction. The decay kinetics of transient 3C60* triplet-triplet absorption at 740 nm revealed that the model diimides quenched 3C60* in $\gamma$-butyrolactone, with the quenching rate constants, $k_{\text{q}}$(obsd), being determined to be on the order of $10^{5}$ to $10^{6}$ M-1$\cdot$s-1. The free-energy changes for electron transfer from the model diimides to 3C60*, $\Delta G_{\text{et}}$, and the calculated electron transfer rate constants, $k_{\text{q}}$(calcd), were also evaluated from the Rehm-Weller equation using the oxidation potentials for the model diimides. The $k_{\text{q}}$(obsd) values were found to be, on the whole, correlated with $\Delta G_{\text{et}}$ and to be in fair agreement with the $k_{\text{q}}$(calcd) values. These results indicate that the quenching reaction occurs primarily by electron transfer from the diimide to 3C60*. Furthermore, the $k_{\text{q}}$(obsd) value for benzyl 2-furoate, which constitutes a part of the model diimide molecule was found to be small compared with those for the model diimides. We therefore drew the conclusions that the electron transfer occurs predominantly from the benzimido moiety to 3C60*, not from the furoate moiety and, consequently, the furoate moiety may not take part in electron transfer.
2004-03-15

Laser Flash Photolysis Studies on the Model System for Photo-Oxidation-Induced Polycondensation Polyimides with Fullerene C60

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