Singlet oxygen ((1)O(2)) quenching by trolox C (TC, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), which is a water-soluble vitamin E analogue, in ethanol-water solutions and in aqueous SDS and CTAC micelles was studied by measuring the time-profiles of (1)O(2) phosphorescence at 1274 nm. The second-order rate-constant for (1)O(2) quenching by TC was determined in the ethanol-water solution to be 1.03 x 10(8), 6.22 x 10(7) and 6.23 x 10(7) M(-1) s(-1) at pH 2.0, 7.0, and 8.4, respectively. These values mean that the non-dissociated form of TC under acidic conditions has superior activity to the mono-anion form. In aqueous micelle systems, the decay rate of (1)O(2) at first decreased and then increased with increase of the concentration of TC. This behavior is explained in terms of the (1)O(2) quenching by TC in the bulk phase and in terms of shifting the environment surrounding (1)O(2) to lipophilic by dissolving TC in the hydrophobic region inside the micelle. The present investigation on (1)O(2) emission dynamics in inhomogeneous solutions made it possible to detect a little change in the solutions, which affects the environment around (1)O(2), such as the micelle formation and dissolving solute in the micelle.
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