Excited States and Photodebromination of Selected Polybrominated Diphenyl Ethers: Computational and Quantitative Structure—Property Relationship Studies

International Journal of Molecular Sciences

Jin Luo¹  Jiwei Hu¹  Xionghui Wei²  Lingyun Li¹  Xianfei Huang¹ 

[1] Guizhou Provincial Key Laboratory for Information System of Mountainous Areas and Protection of Ecological Environment, Guizhou Normal University, Guiyang 550001, China; E-Mails:;Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China; E-Mail:

关键词: Polybrominateddiphenyl ethers;    theoretical study;    excited states;    photodebromination;    quantitative structure-property relationship;    artificial neural network;   

DOI  :  10.3390/ijms16011160

来源: mdpi

【 摘 要 】

This paper presents a density functional theory (DFT)/time-dependent DFT (TD-DFT) study on the lowest lying singlet and triplet excited states of 20 selected polybrominateddiphenyl ether (PBDE) congeners, with the solvation effect included in the calculations using the polarized continuum model (PCM). The results obtained showed that for most of the brominated diphenyl ether (BDE) congeners, the lowest singlet excited state was initiated by the electron transfer from HOMO to LUMO, involving a π–σ* excitation. In triplet excited states, structure of the BDE congeners differed notably from that of the BDE ground states with one of the specific C–Br bonds bending off the aromatic plane. In addition, the partial least squares regression (PLSR), principal component analysis-multiple linear regression analysis (PCA-MLR), and back propagation artificial neural network (BP-ANN) approaches were employed for a quantitative structure-property relationship (QSPR) study. Based on the previously reported kinetic data for the debromination by ultraviolet (UV) and sunlight, obtained QSPR models exhibited a reasonable evaluation of the photodebromination reactivity even when the BDE congeners had same degree of bromination, albeit different patterns of bromination.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.