A series of novel phenylpyrazole carboxylic acid derivatives containing fluorine moiety,i.e.,diamides 11,simple aryl-bearing amides 12 and acylthioureas 14 were successfully synthesized based on the key fluo ro-contai...A series of novel phenylpyrazole carboxylic acid derivatives containing fluorine moiety,i.e.,diamides 11,simple aryl-bearing amides 12 and acylthioureas 14 were successfully synthesized based on the key fluo ro-containing phe nylpyrazole acid intermediate.The new compounds were identified and confirmed by melting point,1H NMR,13C NMR and elemental analysis or HRMS.The bioassay results indicated that some of the compounds possessed excellent insecticidal activities towards oriental armyworm,diamondback moth and corn borer at low concentrations.For examples,compounds 11a,11e-g and 14b exhibited remarkable larvicidal activities with LC50 values of 0.13-0.39 mg/L and 0.0002-0.0014 mg/L against oriental armyworm and diamondback moth,respectively,were comparable with those of the control chlorantraniliprole.Particularly,lie were found superior to chlorantraniliprole in oriental armyworm tests(LC50:0.23 mg/L vs.0.26 mg/L);11a,lie,11f and 14c in diamondback moth tests with LC50 values of 0.0002 mg/L,0.0002 mg/L,0.0008 mg/L and 0.0005 mg/L,respectively,we re more effective than that of chlorantraniliprole.In addition,12 a also showed a promising insecticidal potential and development/optimization advantage.Compounds 11a,lle-g,12a,14b and 14c could be considered as possible new leading structures for further study.The SAR investigation indicated that the compounds with fluorine motif(e.g.,-F,-CF2H,-CF3)held apparently favorable insecticidal potentials,which provided useful guidance for further design/development of new phenylpyrazole-containing agrochemicals.展开更多
Fluorochemicals(FCs)are oxidatively recalcitrant,environmentally persistent,and resistant to most conventional treatment technologies.FCs have unique physiochemical properties derived from fluorine which is the most e...Fluorochemicals(FCs)are oxidatively recalcitrant,environmentally persistent,and resistant to most conventional treatment technologies.FCs have unique physiochemical properties derived from fluorine which is the most electronegative element.Perfluorooctanesulfonate(PFOS),and perfluorooctanoate(PFOA)have been detected globally in the hydrosphere,atmosphere and biosphere.Reducing treatment technologies such as reverses osmosis,nano-filtration and activated carbon can remove FCs from water.However,incineration of the concentrated waste is required for complete FC destruction.Recently,a number of alternative technologies for FC decomposition have been reported.The FC degradation technologies span a wide range of chemical processes including direct photolysis,photocatalytic oxidation,photochemical oxidation,photochemical reduction,thermally-induced reduction,and sonochemical pyrolysis.This paper reviews these FC degradation technologies in terms of kinetics,mechanism,energetic cost,and applicability.The optimal PFOS/PFOA treatment method is strongly dependent upon the FC concentration,background organic and metal concentration,and available degradation time.展开更多
基金financially supported by the National Key Research and Development Program of China(No.2017YFD0200505)the National Natural Science Foundation of China(No.21772103)Tianjin Natural Science Foundation(No.17JCYBJC19900)。
文摘A series of novel phenylpyrazole carboxylic acid derivatives containing fluorine moiety,i.e.,diamides 11,simple aryl-bearing amides 12 and acylthioureas 14 were successfully synthesized based on the key fluo ro-containing phe nylpyrazole acid intermediate.The new compounds were identified and confirmed by melting point,1H NMR,13C NMR and elemental analysis or HRMS.The bioassay results indicated that some of the compounds possessed excellent insecticidal activities towards oriental armyworm,diamondback moth and corn borer at low concentrations.For examples,compounds 11a,11e-g and 14b exhibited remarkable larvicidal activities with LC50 values of 0.13-0.39 mg/L and 0.0002-0.0014 mg/L against oriental armyworm and diamondback moth,respectively,were comparable with those of the control chlorantraniliprole.Particularly,lie were found superior to chlorantraniliprole in oriental armyworm tests(LC50:0.23 mg/L vs.0.26 mg/L);11a,lie,11f and 14c in diamondback moth tests with LC50 values of 0.0002 mg/L,0.0002 mg/L,0.0008 mg/L and 0.0005 mg/L,respectively,we re more effective than that of chlorantraniliprole.In addition,12 a also showed a promising insecticidal potential and development/optimization advantage.Compounds 11a,lle-g,12a,14b and 14c could be considered as possible new leading structures for further study.The SAR investigation indicated that the compounds with fluorine motif(e.g.,-F,-CF2H,-CF3)held apparently favorable insecticidal potentials,which provided useful guidance for further design/development of new phenylpyrazole-containing agrochemicals.
文摘Fluorochemicals(FCs)are oxidatively recalcitrant,environmentally persistent,and resistant to most conventional treatment technologies.FCs have unique physiochemical properties derived from fluorine which is the most electronegative element.Perfluorooctanesulfonate(PFOS),and perfluorooctanoate(PFOA)have been detected globally in the hydrosphere,atmosphere and biosphere.Reducing treatment technologies such as reverses osmosis,nano-filtration and activated carbon can remove FCs from water.However,incineration of the concentrated waste is required for complete FC destruction.Recently,a number of alternative technologies for FC decomposition have been reported.The FC degradation technologies span a wide range of chemical processes including direct photolysis,photocatalytic oxidation,photochemical oxidation,photochemical reduction,thermally-induced reduction,and sonochemical pyrolysis.This paper reviews these FC degradation technologies in terms of kinetics,mechanism,energetic cost,and applicability.The optimal PFOS/PFOA treatment method is strongly dependent upon the FC concentration,background organic and metal concentration,and available degradation time.
