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2006275()Vol.27No.52006(109)JOURNALOFNORTHUNIVERSITYOFCHINA(NATURALSCIENCEEDITION)(SumNo.109):1673-3193(2006)05-0442-06刘启发,于亚明,高保娇(,030051):.,.,/.:;;:TQ201:AMicellarCatalysisanditsApplicationsinOrganicSynthesisLIUQi-fa,YUYa-ming,GAOBao-jiao(SchoolofChemicalEngineringandEnviornment,NorthUniversityofChina,Taiyuan030051,China)Abstract:Thispapersummarizedtheprincipleofmicellarcatalysis,revieweditsvariousapplicationsinorganicsynthesis,anddescribedtheeffectsofdifferentfactorsonthemicellarcatalysis.Combiningwithauthorspresentinvestigationcatalysissystem,itisindicatedthatmicellarcatalysishaswideapplicationforegroundinorganicsynthesis,andanumberoforganicreactantsystemsbetweenphaseoilandwaterphasecanbeenintroducedintoindustrializationproductionthroughmicellarcatalysiswithhighefficien-cyandenvironmentalprotection.Keywords:micell;micellarcatalysis;organicsynthesis0(CMC),,,,()().,,,.,,/,,,/,.1959Duynstee,,OH-.1975Fendler[1]1991Gratzal[2],,,[3].,-1000[4],,,.,2,4-100,:2005-10-30:(20040402):(1975-),,,..,,OH-,,30100[5];,1,3-,0.28%,97%,-,[6].,,,,/,.1,(catalysisbyapproximationordeapproximation),,,,,,.1.1,,,,.,,,,.1.2,,,.,.,,;,;,,,,.1.3,/10-40,[7],.:,,,,,;,,/.1HNMR[8],,;/,;,..1.4,-.,.,-,,,.,,.443(109)()1.5,(PIE)-(PBE)[9].PIE,,,,,.PBE(cellmodel),,(V)(N)()(k).22.1Friedel-Crafts.[6](CTAB)1.3-,100%,98%,OOCH2O/HCl/CCl4/Q+X-OOCH2Cl.RodaponN50(C9-C14),,85%-90%[10],NCH3NH+I2RodaponNaOH,H2ONIICH3NH.1992,[11]Friedel-Crafts,,,,,Friedel-Crafts,,,.,Friedel-Crafts,87%,.2.2[12],THF/H2OCH2CL2/H2O,34%76%-.,,.Schomacker[13],.,2h,,,.,.444()20065CN+(NH2OH)2H2SO4H2O,Na2CO3,90,5hCNH2NOH.,,92%,97.5%(83%91.5%)[10].2.3[14],,(PNT),,94.6%.(,82%).NO2CH3Na2Cr2O4/50NO2COOH.,,.,[10].[15],.VandenBroeke[16],96%40%.2.4,,,,.Goldberg[17]19781,(1.710-2).N+CHCH3PhCH3CH3C12H25Br-,N+CHCH3CHOHPhCH3CH3CnH2n+1Br-;[18]2,96%.RCHCH2Hg(OAC)2/2NaBH4RCHCH3OH,(=96%).[19],.2.5,H+OH-,,,,,.[20]CTAB2,4-,CTAB.[21](CPB)2,4-,CPBCTAB,.,.,CTABCTAB,OH-,445(109)().Bunton[22],2--5-,.2.6Nozaki[23],1,4--4--3--2-,.[24]CTAB,18,95.8%.CHCHCHO+NHNHOOOCTMABH2ONHNHCHCHCHOOO.,.,,,,,.,,21[25].,,.:[1]FendlerJH,FendlerEJ.CatalysisinMicellarandMacromolecularSystem[M].AcademicPress.,NewYork,1975.[2]CralzelM,KalyanasundaramK.KineticsandCatalysisinMicrohetereneousSystems[M].MarcelDekkerInc,NewYork,1991:64.[3]TadrosThF.SomeApplicationsofSurfactantsinBiologicalSystem,inSurfactant[M].AcdemicPress,London,1984.[4]Perez-BenditoD,RubioS.Micellarcatalysisinreaction-rate[J].TrendsinAnal.Chem.,1993,12(1):9-18.[5],.[J].,1997(4):476-481.CaiRuxiu,HuangHouping.Applicationofmicellarmediuminkineticanalysis[J].ChineseJournalofAnalyticalChemistry,1997(4):476-481.(inChinese).[6],.1,3-[J].,2000,17(5):563-565.MouLijuan,JiangWenwei.Chloromethylationof1,3-benzodioxoleinthepresenceofmicellarcatalysts[J].ChineseJournalofAppliedChemistry,2000,17(5):563-565.(inChinese).[7]MukerjeeP,CardinalJR,DesaiNR.InMicellization,Solubilization,andMicroemulsion[M].Plenum,NewYork,1977,1:241.[8]FrancescaDR,AntonellaB,PietroDP,etal.Hydrolysisof2,4-dinitrophenylphosphateinnormalandreversemi-celles[J].Chem.Soc.PerkinTrans,1995,2:673-678.[9],.[J].,2000(12):18-25.ZhaoZhenguo,MaJiming.Pseudophasemodelsofmicellarcatalysis[J].ChmemicalOnline,2000(12):18-25.(inChinese).[10].[J].,1999,10(2):29-34.FangXiaoniu.Thecatalyticapplicationofanionicsurfactantsinorganicsynthesis[J].ChemicalResearches,1999,10(2):29-34.(inChinese).446()20065[11].Friedel-Crafts[J].,1992(3):309-312QinHefa.Friedel-craftsalkylationreactioncatalyzedbyanionicphasetransferreagent[J].ChemicalReagent,1992(3):309-312.(inChinese).[12],.-[J].,1994,6(1):72-75.YuXiaoqi,LanZhongwei.Synthesisof-aminoacidinmicellarmedia[J].ChemicalResearchandApplication,1994,6(1):72-75.(inChinese).[13]SchomackerR,RobinsonBH,FletcherPDI.Interationofenzymeswithsurfactantsinadueoussolutionandinwater-oil[J].Chem.Soc.FaradayTrans,1988,1(84):4203-4206.[14],.[J].,2000(9):658-660.YuShu,LiYunping.Micellescatalyticoxidationforthesynthesisofp-nitrobenzoicacid[J].PetrochemicalTech-nology,2000(9):658-660.(inChinese).[15],.[J].,2004(2):56-58.ZhangTengyun,ZhongLi.Newcleantechnologybymicellarcatalysisforsynthesisofpropyleneoxide[J].ModernChemicalIndustry,2004(2):56-58.(inChinese).[16]VandenBroekeLJP,DeBruijnVG,HeijinenJHM,etal.Theoxidationtechnologywithmicellarcatalysisfore-poxidationofpropylene[J].IntEngChemRes,2001,40(23):5240-5245.[17]GoldbergSI,BabaN,GreenRL.Micelle-enzymeanalogy:stereochemicalandsubstrateselectivity[J].Am.Chem.Soc,1978,100(21):676-679.[18].[J].,1994,2(1):68-72.ZhangYongmin.Organicreactioninchiralmicelles[J].HechengEHuaxue,1994,2(1):68-72.(inChinese).[19].[M].:,2001.[20],.2,4-[J].,2000,12(2):234-236.HeYue,ZhangJuxian.Studiesonthekineticsof2,4-dinitrochlorobenzenehydrolysisreactionbyalkali[J].Chemi-calResearchandApplication,2000,12(2):234-236.(inChinese).[21],.2,4-[J].,1997,18(9):1527-1529.ShenJijing,ZhaoZhenguo.Effectsofcationicsurfactantcetylpyridinebromidemicelleuponthehydrolysisof2,4-dinitrochorobenzene[J].ChemicalJournalofChineseUniversities,1997,18(9):1527-1529.(inChinese).[22]BuntonCA,DeBuzzaccarinIF,HamedF