Five-Membered Heterocycles as Potential Photosensitizers in the Tropospheric Aqueous Phase: Photophysical Properties of Imidazole-2-carboxaldehyde, 2-Furaldehyde, and 2-Acetylfuran.

Abstract

Photosensitized reactions of organic compounds in the atmospheric aqueous and particle phase might be potential sources for secondary organic aerosol (SOA) formation, addressed as aqueous SOA. However, data regarding the photophysical properties of photosensitizers, their kinetics, as well as reaction mechanisms of such processes in the aqueous/particle phase are scarce. The present study investigates the determination of the photophysical properties of imidazole-2-carboxaldehyde, 2-furaldehyde, and 2-acetylfuran as potential photosensitizers using laser flash excitation in aqueous solution. Quantum yields of the formation of the excited photosensitizers were obtained by a scavenging method with thiocyanate, resulting in values between 0.86 and 0.96 at 298 K and pH = 5. The time-resolved absorbance spectra of the excited photosensitizers were measured, and their molar attenuation coefficients were determined ranging between (0.30 and 1.4) × 104 L mol-1 cm-1 at their absorbance maxima (λmax = 335-440 nm). Additionally, the excited photosensitizers are quenched by water and molecular oxygen, resulting in quenching rate constants of k1st = (1.0 ± 0.2-1.8 ± 0.2) × 105 s-1 and kq(O2) = (2.1 ± 0.2-2.7 ± 0.2) × 109 L mol-1 s-1, respectively.