酚类化合物在树脂XAD-4上吸附性能的QSPR研究

274Vol．27No．420118JOURNALOFMOLECULARSCIENCEAugust20112010-12-[e-mail]1000-9035201104-0234-05XAD-4QSPR*224051DFTB3LYP/6-311G＊＊logP、TXAD-4FrendlichQSPR．R2LOORCV20．9460．905Qext20．959．XAD-4、XAD-4．XAD-4O641150·30A0．．、、、1-2．Rohm＆hassXAD-43-4．XAD-4、-QSPR．QSPR/QSPRQSPR5-8．DFT-B3LYPXAD-44XAD-4QSPRQSPRLOO．11．1Freundlichqe=KFCe1/n．11lnqe=lnKF+1/nlnCe2qeCeKFnKFn1XAD-46FrendlichKF、n9-10．1．2Gaussian98DFT-B3LYP/6-311G＊＊．μ、EHOMO、ELUMO、ΔE=ELUMO－EHOMO、q－qH+．α“Volume”“Tight”80V．logPUltraChem3D．1．3TFreundlichKFnSPSS13．0QSPR．R2、Rcv2、SE、FFisher、VIF．VIFVIFfVIF=1/1-r2r．fVIF=1．0fVIF=1．0～5．0fVIF＞10．1、KFExp．nExp．T/klogPq－KFMLRKFLOO1*0．34941．74643181．477－0．3630．14880．045320．37571．65183031．477－0．3630．46380．484130．44232．02762881．477－0．3630．77880．8816424-0．56291．16083181．397－0．2950．57710．573954-0．62092．91803181．437－0．3410．27210．18106*2-0．80221．82883182．096－0．3420．97760．982774-0．81643．37613031．437－0．3410．58710．5561824-0．81661．18133031．397－0．2950．89210．917594-1．01134．31782881．437－0．3410．90210．86051024-1．09821．92862881．397－0．2951．20711．258911*2-1．11152．35403032．096－0．3421．29261．3079122-1．45012．90612882．096－0．3421．60761．62881326-1．53601．84473182．715－0．3191．82151．86571426-2．08022．18103032．715－0．3192．13652．140115246-2．51421．85533183．334－0．3172．50642．486116*26-2．56152．56742882．715－0．3192．45152．412717246-2．59902．61303033．334－0．3172．82142．879418246-3．60912．56742883．334－0．3173．13642．9015*．532271．4QSPR．R2RCV2QSPRR21QSPRR20．611RCV2LOOQSPRRCV20．511．RCV2Tropsha12RCV2．22．1N/m≥5NmN=183KFlogPTq－QSPRKF=7．977+1．082logP－0．0210T+7．571q－3N=18R2=0．946RCV2=0．905SE=0．2421F=81．184．2．2318F314α=0．01Ff0．99314=5．56F=81．184f0．99314KFlogPTq－99%0．946．VIF1．0801．0001．080RCV20．53FreundlichKFXAD-4．2．2．1LOO．13．1186324XAD-4QSPR2．2．2．KF4184141*QSPRKF=7．895+1．086logP－0．0206T+7．735q－N=14R2=0．942RCV2=0．875SE=0．2654F=54．598Qext2=0．959．4Qext2Qext2=1－∑testi=1yobs－ypre2/∑testi=1yobs－y－tr2yobsyprey－tr13．Qext20．9590．1174．2．33XAD-4TlogPq－．－0．2810．8650．181logPTq－．、logPXAD-414XAD-4KFlogPTKFKFq－Oq－XAD-4OH2Oq－KFXAD-4、9-10．logP2XAD-4．31818171918．3XAD-4FreundlichKF、、、．XAD-4XAD-4XAD-4．1．J．2010311102-105．2．J．2008272231-235．3KUMARKVPORKODIK．J．JournalofHazardousMaterials20071432598-599．732274KUYLEEKC．J．JournalofHazardousMaterials200080359-68．5．J．2010264276-280．6GUYLTAOJQFEIZHetal．J．ChineseJournalofStructuralChemistry201029286-92．7．J．200925142-45．8．J．2009212234-238．9WANGJPFEIZH．J．ChineseJournalofPolymerScience2006245545-551．10WANGJPTANGSHFEIZHetal．J．ChineseJournalofPolymerScience2010282241-248．11HANSCHCVERMARP．J．EuropeanJournalofMedicinalChemistry2009441274-279．12GOLBRAIKHATROPSHAA．J．JournalofMolecularGraphicsandModelling200220269-276．13PAPAEVILLAFGRAMATICAP．J．JChemInfModel2005451256-1266．14．J．200341217-22．QSPRstudyoftheadsorptionofphenoliccompoundsontheXAD-4resinGUYun-lanFEIZheng-hao*TAOJian-qingTANGShu-heJiangsuProvincialKeyLaboratoryofCoastalWetlandBioresourcesandEnvironmentalProtectionInstituteofAppliedChemistryandEnvironmentalEngineeringYanchengTeachersUniversityYancheng224051ChinaAbstractDFT-B3LYPmethodwiththebasisset6-311G＊＊wasemployedtocalculatethemoleculargeometricandelectronicstructuresofphenoliccompounds．TheadsorptionofphenoliccompoundsontheXAD-4alongwiththeabovedescriptorsandhydrophobicfeatureslogPtemperatureTwasusedtoestablishthequanti-tativestructure-propertyrelationship．Thevariableswerereducedusingstepwisemultipleregressionmethodandthestatisticalresultsindicatedthatthedoublecorrelationcoefficientinthemultiplelinearregressionandcrossvalidationusingleave-one-outwere0．946and0．905respectively．Tovalidatethepredictivepowerofre-sultingmodelexternalvalidationwereperformedwithQext2valuesof0．959．Themodelsuggeststhattempera-turehydrophobicandthemostnegativeatomicnetchargeofmoleculearedominantfactorsingonerningtheadsorptioncapacityofphenoliccompoundsonXAD-4resin．TheconsistencybetweenobservedandpredictedvaluesindicatesthatthedevelopedmodelcanbeusedforestimatingadsorptionofphenoliccompoundsonXAD-4．KeywordsphenoliccompoundsmacroporousadsorbentresinXAD-4densityfunctionaltheoryQSAR832