33320169JOURNALOFSHANGHAIPOLYTECHNICUNIVERSITYVol.33No.3Sep.2016:1001-4543(2016)03-0198-101,1,2(1.,201209;2.,201711):,,“”,,,:;;;;:X592:A0(ChlorophenolsCompounds,CPs),,CPs[1]CPs,,CPs,[2];CPs;[3]CPs,,pH,pH[4]CPs,,,CPs,“”,,[5](EuropeanEnvironmentAgency,ECA)[6],(EmergencyPlanningandCom-munityRight-To-KnowAct,EPCRA)[7],(Environ-mentalProtectionAgency,EPA)2-(2-CP)2,4-(2,4-DCP)2,4,6-(2,4,6-TCP)(PCP)81771.40.27g/L[8],2-CP2,4-DCP2,4,6-TCPPCP[9],12CPs2:2016-04-13:(1969–),,,,,guanjie@sspu.edu.cn:(No.51678353)“”(No.15YF1404300)“”(No.15CG60)(No.15ZR1416800)(No.ZF1224)(No.ZZZZEGD15011)(No.EGD15XQD02)(No.PKJ2015-C07,No.PKJ2015-C14)(No.2015-9)(No.XXKPY1601)3,,:199CPs,2,4-2,4,5-CPs[10];CPs,CPs,4-CP2,5-DCP2,4-DCP2,6-DCP2,4,5-TCP[11]2(PersistentOrganicPollutants,POPs),,CPs,,,2.1CPs,CPs,Superior,DCPTCP4mg/L13mg/L[12];TCP(Mono-CP)DCP0.003»0.lmg/L3»20mg/L0.01»1.5mg/L[13]Gao[14]2,4-DCP2,4,6-TCP,;PCP,85.4%,50.0ng/L(CJ/T206-2005),(2-CP2,4-DCP2,4,6-TCP)0.020mg/L,2,4,6-TCP0.010mg/L,PCP0.009mg/L[15]2.2CPs/(Kow),,(1)[16],CPs,CPs,,CPsCPsBritishColumbiCPs,TCP(Tetra-CP)96mg/kg[12]CPs0.145»16.1g/kg()[17]ThermaikosLoudia2,4-DCP[18]DzierznoDuze2,4-DCP0.02g/kg,2,4,6-TCP0.01»0.62g/kg[19],,,PCP[20]CPs,PCP,0.49»4.57g/kg,1839.4%,,[21]PCP48.3mg/kg(),1lgK[16]owTab.1lgKowofCPslgKowlgKowlgKowlgKow2-2.172,3-3.192,3,4-4.072,3,4,5-4.953-2.52,4-3.082,3,5-4.212,3,4,6-4.14-2.352,5-3.22,3,6-3.882,3,5,6-4.92,6-2.862,4,5-3.722,3,4,5,6-5.013,4-3.372,4,6-3.693,5-3.523,4,5-4.392002016332-CP28»103.6mg/kg[22]Apajalahti[23]CPs,PCP1g/kg2.3(BioconcentrationFactors,BCF)10»20minCPs,,CPspH,[24],CPsBCFPCPBCF41»78,2,4,6-TCPBCF740»3020[25]2,4-DCPBCF1034,2,4-DCPBCF257[26]Kondo[27]2,4-DCPBCFCPs,:PCP2,4-DCP2,4,6-TCP;2,4-DCP0.23g/L27.3g/L,BCF34092;PCP0.07g/L9.7g/L,BCF490021002,4,6-TCPBCF,250»310[28][29],CPs,CPs,BCF2000»63003,CPs3.1CPsCPs,CPs,/CPs2-,4-CPPseu-domonassp.,4--,4--1,2-,,,(TricarboxylicAcidCycle,TAC),CO2H2O,1[30]-Flavobacteriumsp.RhodococcuschlorophenolicusCPs,,,CO2H2O,PCPFlavobacteriumsp.2[31],CPs0.1»1.2g/L[32]PCP,,,PCP,,CO[33]2[34](UASB)PCP,PCP2,3,4,6-Tetra-CP,2,4,6-TCP,2,4-DCP,2-Mono-CP,CH4CO2Armenante[35]/2,4,6-TCP,:,OHO2ClOHOHCOOHCOOHCOOHOOClClCOOHCOOHCO2+H2OOO2ClTAC1,2-dioxygenase14-CPFig.1Aerobicbiodegradationmechnismof4-CP3,,:201OHClClClClClOHClOHClClClOHClOHClClOHOHClClOHOHClOHOHRingopeningCO2+H2O...2PCPFig.2AerobicbiodegradationpathwayforPCP,,2,4,6-TCP2,4-DCP4-CP;,2,4-DCP4-CPArora[36]CPs,:,CPS(),;,CPs,,CO23.2CPs,Hameed[37]2,4,6-TCP,Langmuir,30±C716.10mg/gRen[38](890.27m2/g)(),2,4-DCP2,4,6-TCPNourmoradi[39](HDTMA)(TTAB)(Mt)4-CP,HDTMA-MtTTAB-Mt29.96mg/g25.90mg/g,,HDTMA-Mt4-CPMubarik[40]2,4,6-TCP,,,2,4,6-TCP,253.38mg/g3.3CPs,,M0+RCl+H+!Mn++RH+(n¡1)Cl¡(1)M0+nH2O!Mn++n2H2+nOH¡(2)2Mn++RCl+H+!2M(n+1)++RH+Cl¡(3)H2+RCl!RH+H++Cl¡(4)Morales[41]Pd(0)/Mg(0)/4-CP,2,6-DCP2,4,6-TCPPCP,PCP;,1.0g2.659g/L20Pd/Mg48h2.48mmol/LPCP,2,4,6-TCP2,4-DCP4-CPCPs,,,CPs,C—Cl,,,3[42],Zhou[43]Pd/FePt/FeNi/FeCu/FeCo/Fe4-CP2,4-DCP2,4,6-TCP,,Pd/Fe202201633OHOHOHOHClClClClOHOHOHOHClClClClClCl4-ChlorphenolPhenol4-Chlorphenol2,4-Dichlorophenol2,4,6-Trichlorophenol2,4-Dichlorophenol4-ChlorphenolPhenolPhenolOH3Fig.3DechlorinationpathwaysforCP,DCPandTCPbyZVIimpregnatedsilica,CPs,,4-CP2,4-DCP2,4,6-TCPCPs[42]3.4,CPs,(AdvancedOxidationProcesses,AOPs),(¢OH)(SO¢¡4),,CO2H2O3[44-46]¢OHH,H2O,;SO¢¡4,HSO¡4,,SO¢¡4+RH!SO2¡4+R¢(5)¢OH,OH¡,;SO¢¡4,SO2¡4,,+RR(6)SO4+SO4R·+SO42−3,,:203SO¢¡4CPs¢OH,®;SO¢¡4,®,SO¢¡4+CH2==CHR!¡OSO2OCH2—CHR¢(7),AOPsCPs(O3)FentonUV/FentonUV/H2O2[47-48],[49]2,4,6-TCP,24mg/L,0.1mmol/L2,4,6-6min99%,H2O2;,H2O2O32,4,6-TCP,,2,4,6-TCPO3,,/TiO22,4,6-TCP,/;,2,4,6-TCP,[50-51]Saritha[48]UVUV/H2O2FentonUV/FentonUV/TiO22,4,6-TCP,UV/Fenton,2,4,6-TCPUV/FentonUV/TiO2UV/H2O2FentonUVPMSTiO2,PMS/TiO2PCP,H2O2/TiO2[52]Anipsitakis[53]CoPMS(SO¡4)2,4-DCP,,PMS:2,4-DCP=4:1,1h50mg/L2,4-DCP;(PMSCo=1000:1,PMS:2,4-DCP=80:1),50mg/L2,4-DCP95%,Anipsitakis[54]Co/PMSSO¡42,4-DCP,,2,4-DCPSO¡4,SO2¡4,;SO¡42,4-DCP,2,4-DCPXu[55]Co/PMSSO¡42,4,6-TCP,SO¡42,4,6-TCPDCPTetra-CP,2,4,6-TCPSO¡4Cl¡,Cl¡SO¡42,4,6-TCP,,44,CPs,,,;,CPs,,,,;,;,CPs,,,CPs,,,CPsAOPs,CPs,AOPs,O3O3,,,;H2O2,,,;,,;CPs204201633,:;;,-,,;,CPsOHClClClOHClClClOHClClOHOHOOsulfateradicalOOHOOOClClClClClClClClClClClOHCOOHCH2OHCO2,H2OOClClClClClOOClClOHClClClClOHClClClOClClOHOO(A)(B)(C)ClClOHCl+Cl−ClOHOHClClClOHClClOHClCl+SO4+H2O−H+−H+−H++·Cl·−+SO4·−+SO4·−+Cl2·−SO4Cl·−OHClClCo3+Co2+ClSO4·−SO42−SO42−+−−−−SO42−−Cl−−·Co3+Co2+HabstractionringcleavageCOOHCOOH42,4,6-TCP,(A),(B)(C)Fig.4ProposedTCPdegradationmechanismviasulfateradicalactivationinCo/PMSsystem,includinghydroxylationandquinoneformation(A),chlorineatomtransfer(B)andmineralizationpathways(C):[1]BADANTHADKAM,MEHENDALEHM.Encyclopediaoftoxicology[M].3rded.American:AcademicPressInc,2014.[2]MACKAYD,SHIUWY,MAKC,etal.Handbookofphysical-chemicalpropertiesandenvironmentalfateforor-ganicchemicals[M].NY:CRCPress,2006.[3]CZAPLICKAM.Sourcesandtransformationsofchlorophenolsinthenaturalenvironment[J].ScienceoftheTotalEnvironment,2004,322(1/2/3):21-39.[4]PERA-TITUSM,GARC´IA-MOLINAV,BA˜NOSMA,etal.Degradationofchlorophenolsbyme