Studying The QSPR/QSRR For The Organic Pollutants Of Halogenated Polycyclic Aromatic Hydrocarbons

The halogenated polycyclic aromatic hydrocarbons distribute widely in the environment, and have huge harm to the environment and biogeocenose. Physicochemical properties of an organic chemical compound play an important role in determining its distribution and fate in the environment. Due to not only the time consumption and high expense, but also the unavailability of chemical standards of many compounds, it is nearly impossible to determine experimentally the physicochemical properties for all those compounds. Therefore, alternative approaches are needed. Some previous studies showed that it was indeed feasible to predict the properties with quantitative structure - property relationship models for many organic compounds. QSPR will give a useful method to study its distribution and fate in the environment, at the same time, QSPR afford the date of Physicochemical properties of an organic chemical compound.The Polychlorinated Dipheny (PCBs),Polychlorinated Diphenyl Ethers (PCDEs),Polybrominated Diphenyl Ethers (PBDEs),Polychlorinated Dibenzodioxins (PCDDs) and Polychlorinated Dibenzofurans (PCDFs) were used to develop the QSPR/QSRR models in this thesis. This thesis simply introduced the concept of persistent organic pollutants (POPs), took the linear regression and topological method to research the Quantitative Structure - Property/chromatographic Retention Relationships (QSPR/QSRR) for Pops. 1): From the molecular graph, we took the IP construct a adjacency matrix, solve the matrix, obtain the latent roots, the four of which were assigned the LOMO,HOMO,LUMO and HUMO. 2): From the molecular graph, we constructed a distance matrix and took the group electronegativity to construct a row matrix, combined two matrix, calculated, treat into and assigned topological distance electronegativity index (TDEI). The QSPR models were successfully developed on sub-cooled liquid vapor pressures (P_L⁰), n-octanol/water partition coefficients (Kow) and sub-cooled liquid water solubility (S_W,L) of PCBs,PCDEs,PBDEs,PCDDs and PCDFs; the models of quantitative relationships between structures, environmental temperatures and properties (QRSETPs) of PCBs on octanol-air partition coefficient (Koa) were also successfully developed; and the QSRR models were successfully developed on different gas chromatographic stationary of varying polarity of PBDEs,PCDDs and PCDFs. The results are very well. Some results are expressed as:The Koa of PCBs: logKoa= -15.7714+10.7417TDEI - 0.3115HOMOR=0.9913, s=0.1117, F=196.89, n=10, R_CV=0.9685, S_CV=0.1285.The P_L⁰ of PCDE: -lgP_L⁰=-39.5142 + 16.0350TDEIR=0.9918, s=0.1486, F=6356.32,n=107, R_CV=0.9830, S_CV=0.1501The logKoa of PBDEs: logKoa = - 65.8659 + 29.5682 TDEIR=0.9974, s=0.0982, F=3885.27, n=22, R_CV=0.9937, S_CV=0.1039The P_L⁰ of PCDDs: -logP_L⁰= -27.2814+10.6544TDEI+0.0023SijR=0.9992, s=0.0499, F=2281.87, n=10, R_CV=0.9970, S_CV=0.0588.The Kow of PCDFs:logKow = -15.7795-9.89161nSR+10.1355TDEI+1.4100 HOMOR=0.9518, s=0.1534, F=150.70, n=51The QSRR of PBDEs in DB-XLB:RRT = 10.0647 + 0.0401 (no.o-Br) + 0.0439 (no.m-Br) + 0.0281 (no.p-Br)+ 4.9659TDEI + 0.0010 Sij - 3.1954 lnS_R R=0.9963, s=0.0195, F=2639.89, n=126, R_CV=0.9911, S_CV=0.0207The QSRR of PCDDs in OV-1701:RRT= 155.0172 + 3.5307TDEI + 0.0121Sij - 23.7134lnS_R R=0.9978, s=0.0108, F=838.99, n=15, R_CV=0.9874,S_CV=0.0165.The QSRR of PCDFs in DB-5:RRT= -2.9884 + 0.0026S_R-0.0384HOMO R=0.9944, S=0.03812, F=968.56, n=25, R_CV=0.9906, S_CV=0.0465R,s,F,n are correlation coefficient,standard deviation,Fischer value and the number of swatch. R_CV and S_CVare the parameters of Cross-Validation.The researches show that a topological indices was obtained to express the main information of molecular structure features from the essential structure elements of molecular graph. The calculational methods of the topological index in this paper is much simpler than that of literatures, and its QSPR/QSRR results are close to or even better than the results which are reported by literatures.