摘要：Reactions of polynuclear aromatic hydrocarbons (PAH) with chlorine were examined under various conditions. The chlorination products of fluoranthene were fractionated by high performance liquid chromatography (HPLC) with a ultraviolet (UV) detecter. The structure of each fraction separated by HPLC was analyzed by gas chromatography (GC)-mass spectrometry (MS), and the mutagenicity of each fraction tested by the Ames Salmonella assay. 1) Eleven products were obtained by the above procedure and extracted with n-hexane. 2) The formation rate of chlorinated substances varied with changes in pH, chlorine concentration and temperature. 3) The fraction of peak No. 5 was found to be a substituted product of fluoranthene by chloro- and hydroxy-group by GC-MS. That of peak No. 7 was mono-chloro-fluoranthene, peak No. 10, di-chloro-fluoranthene and peak No. 11, tri-chloro-fluoranthene. The fractions of peaks 1, 2, 3 and 4 could not be determined precisely by GC-MS, but were considered to be substances produced by the breaking of aromatic carbon rings. 4) The fractions of peaks 1, 2, 3, 4, 5, 6, 8 and 9 were purified by HPLC and found to be mutagenic toward TA 98 and TA 100 strains in the absence of S-9 Mix. But, in the presence of S-9 Mix, fractions of peaks 1, 2, 7, 10 and 11 were all mutagenic toward TA 98 and TA 100 strains. The experimental results indicate that many other hydrocarbons in water may be possibly changed to mutagenic compounds by chlorine reactions.
