Aqueous photolysis of the sunscreen agent octyl-dimethyl-p-aminobenzoic acid. Formation of disinfection byproducts in chlorinated swimming pool water.
The photochemical behavior of the sunscreen agent octyl-dimethyl-p-aminobenzoic acid (ODPABA) was studied in different aqueous solutions and under different conditions. ODPABA photolysis was performed under laboratory conditions using a xenon light source and under natural sunlight conditions in sea, swimming pool as well as in distilled water. The influence of dissolved organic matter (DOM) on the degradation kinetics was also studied in the presence of various concentrations of humic acids (HA). The phototransformation was shown to proceed via pseudo-first-order reaction in all cases and the reaction rates followed the order: distilled water > swimming pool water > seawater, depending mainly on the presence of dissolved organic matter that retarded the photolysis reaction. Kinetic experiments were monitored with HPLC/UV-DAD and the half-lives (t 1/2) varied between 1.6 and 39 h in simulated solar irradiation and between 27 and 39 h in natural sunlight conditions. The product distribution during illumination was strongly dependent on the constitution of the irradiated media. Irradiation of the aqueous ODPABA solutions gave rise to several transformation products that were isolated by means of solid-phase extraction (SPE) and identified using GC-MS techniques. These were formed mainly through dealkylation and hydroxylation reactions and were detected in all aqueous solutions investigated. In the case of swimming pool water some additional byproducts were isolated and were tentatively identified as chlorinated intermediates, formed by the subsequent chlorination of the parent molecule as well as other intermediates.
Laboratory of Industrial Chemistry, Department of Chemistry, University of Ioannina, Ioannina 45110, Greece.
V A
VA
Sakkas
D L
DL
Giokas
D A
DA
Lambropoulou
T A
TA
Albanis
D010129:4-Aminobenzoic Acid / Q000737:chemistry*; D002713:Chlorine / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004202:Disinfectants / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D007700:Kinetics; D010782:Photolysis; D013056:Spectrophotometry, Ultraviolet; D013473:Sunscreening Agents / Q000737:chemistry*; D013551:Swimming Pools; D014867:Water / Q000737:chemistry*; D062366:para-Aminobenzoates
D004202:Disinfectants; D013473:Sunscreening Agents; D062366:para-Aminobenzoates; D014867:Water; C015402:octyl dimethyl 4-aminobenzoic acid; D002713:Chlorine; D010129:4-Aminobenzoic Acid