The direct photooxidation mechanism of a near-infrared-absorbing benzo
thiazolone cyanine dye has been studied by UV-Vis absorption spectrosc
opy and electron spin resonance. The results shows that the rate of th
e photooxidation reaction follows first-order kinetics in acetonitrile
. The technique of spin trapping was successfully applied to the detec
tion of the photoinduced formation of singlet oxygen (O-1(2))and super
oxide (O-2(-)). It was found that both singlet oxygen and superoxide a
nion were responsible for the photofading of the cyanine dye. The main
photooxidation products of the cyanine dye were identified by NMR (H-
1) and fast atom bombardment(FAB) mass spectometry. (C) 1998 Elsevier
Science Ltd.