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Study On The Environmental Behavior Of Biomimetic Synthetic Fungicides Of O-Allphenol And P/o-Butanoylphenol

Posted on:2005-09-18Degree:DoctorType:Dissertation
Country:ChinaCandidate:J Y HuFull Text:PDF
GTID:1103360122488907Subject:Pesticides
Abstract/Summary:PDF Full Text Request
o-Allyphenol and p/o-Butanoylphenol which are new fungicides simulated the active compounds structure in Gingko (Gingko biloba L). were exploited and developed by our own country. Our subjects were to study the chemical behavior of them in environment and ecological effects on soil microbe in order to supply the scientific evidence of the enviromental and ecological safty evaluation.The methods of residual analysis, dissipation and final residues of o-Allylphenol and /j/o-Butanoylphenol in tomato were studied. Residues were extracted from tomato with acetone, purified by liquid-liquid partition, and o-AUyphenol was further purified with Florisil, p/o-Butanoylphenol with active carbon, and then concentrated to a small volume, determined by HPLC equipped with UV-detector. The minimum detectable amount of o-Allylphenol and p/o-Butanoylphenol was 3ng, the minimum detectable concentration of them in the samples of tomato were 0.01mg/kg. The average recoveries and coefficient variation of the method were 87.7%~95.1% and 1.22%~2.57%, respectively. The dissipation and final residues in tomato were determined with the method described above. The results showed that the half-life of o-AHylphenol in tomato was 6.37 days, and o-Allylphenol dissipated by 80% in tomato at tomato harvest. The half-life of p/o-ButanoyIphenol in tomato was 4.15 days, and it dissipated by 90% in tomato at tomato harvest. Their rates of dissipation were medium.The photo-degradation of o-Allylphenol and p/o-Butanoylphenol by UV irradiation or sunlight in various solvents was examined. Under sunlight, o-Allylphenol decomposed very slowly in aqueous phase, w-hexane and methanol, but decomposed easily in acetone with half-life of 36.4h of o-Allylphenol of 104mg/L. Photosensitizer such as riboflavin, H2O2 and Fe+3, can enhance photolysis of o-Allylphenol in aqueous solutions. /7-Butanoylphenol decomposed very slowly in n-hexane or methanol, and relatively faster in acetone with 46.3% of 129.4 mg/L /M-Butanoylphenol decomposed by 40 hours irradiation .p-Butanoyl phenol of 20mg/kg decomposed by 50.58% in aqueous phase by 40 hours irradiation, riboflavin and H2O2 can enhance photolysis of it distinctively with 96.42% and 95.0% decomposed, respectively, by 8 hours irradiation, while Fe+3 restrained photolysis of it. o-Butanoylphenol decomposed slightly in H-hexane or methanol, and quickly in acetone with 95.1% of 138.8 mg/L o-Butanoylphenol in acetone decomposed by 40 hours irradiation in sun light. Riboflavin can enhance photolysis of o-Butanoylphenol in aqueous phase distinctively with 92.35% decomposed by 8 hours irradiation, H2O2 and Fe+3 enhance photolysis of it relatively slightly with 73.1% and 19.19% decomposed, respectively, by 40 hours irradiation. Under UV light, o-Allylphenol and p-Butanoylphenol readily photo-degraded in various solvents, and the rate of photo-degradation of them followed first-order kinetics with significant correlation coefficient. They decomposed most quickly in pH=9 aqueous buffered samples, and also dependent upon the dissolved impurities which slowed the rate of the photo-degradation. Four major photoproducts of o-Allylphenol in methanol by 2h UV irradiation were detected and tentatively identified as: 2,4,5-TrihydroxybenzaIdehyde, p-Allylphenol, Methyl 2-hydroxphenylacetate,2-methyl-benzodihydrofuran. The major photoproduct of p-Butanoylphenol in methanol by 4 hours UV irradiation was identified as: 2,4,5-Trihydroxybenzaldehyde.Under laboratory conditions, degradation of o-Allylphenol and p/b-Butanoylphenol in 3 soils including Black Soil from Northeast China, Cinnamon soil from Beijing, and Red soil from Jiangxi Province of China was studied. The results showed that the bio-degradation of o-AUylphenol andp/o-Butanoylphenol in these 3 soils was playing a leading role and taking place easily in unsterilized soil, T0.5 was among 10.26h~2.51d. They degraded most quickly in Black soil in which microbe was more active, since Black siol has much organic matter and is alkialine soil. The rate follows a pseudo...
Keywords/Search Tags:o-Allyphenol, p/o-Butanoylphenol, chemical behavior of environment, ecological effect of on soil microbe
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