Abstract
We present results of an experimental photophysical study of a series of novel brominated and non-brominated porphyrins that contain phenyl, carbazole, or triphenylamine in the meso-position. In addition we have looked at the effects of incorporating a zinc metal into the porphyrin system relative to the free base. Structure-property relationships are established using various absorption and emission techniques including femtosecond pump probe transient absorption and nanosecond laser flash photolysis. With slightly increasing electron donating strength (phenyl < carbazole < triphenylamine) red shifts were observed in all data. The same effect was observed upon the addition of bromine in the beta position. Due to the heavy atom affect of the bromines both the singlet and triplet excited state lifetimes were significantly shorter in the brominated porphyrins. For the T1–Tnabsorption data we observe a large absorption in the near infrared region with the brominated carbazole and triphenylamine. The largest effect of the addition of zinc was in the ground state absorption and emission where a blue shift in the data was observed. Some effects were also observed in the kinetic decays with zinc as the metal compared to the free base porphyrins.
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