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Predicting the Gas Chromatographic Relative Retention Time of Polybrominated Diphenyl Ethers by MEDV-13 Descriptors

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Abstract

Polybrominated diphenyl ethers (PBDEs) have been used extensively over the past two decades as flame or fire retardants added into many products such as textiles, electronic equipment and insulation material. PBDEs are now ubiquitous environmental pollutants and have been detected in biotic and abiotic matrices that include fish, birds, sediments, air, marine mammals, and human plasma and milk. The purpose of the paper is to develop some models which can predict the gas chromatographic relative retention time of PBDEs on seven stationary phases. The molecular electronegativity distance vector based on 13 atomic types (MEDV-13) were employed to describe the structural changes of PBDEs. Using the variables selection and modeling based on the prediction (VSMP), some four-variable linear equations from 80 PBDEs in the training sets with the correlation coefficient (r 2) >0.98 and the root mean square errors of estimation <0.029 (except for CP-Sil19) were established. The standard regression coefficient indicated that MEDV descriptor x 91 (interaction between the substructure –Br and –Br) was the most important descriptor to affect the RRT values of PBDEs. At the same time, it was found that the number of the ortho-substituent bromines and the number of bromine atoms in PBDE molecule may improve the predictive quality.

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Acknowledgments

We are especially grateful to 973 program (2003CB415002) and the Foundation for the Author of National Excellent Doctoral Dissertation of P. R. China (200355) and Shanghai Basic Research Program (No. 06JC14067) and Guangxi Thousands of Talents Program (2003208) for their financial supports.

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Authors and Affiliations

  1. State Key Laboratory of Pollution Control and Resource Reuse, School of Environment, Nanjing University, Nanjing, 210093, People’s Republic of China

    Ya-Hui Zhang

  2. Key Laboratory of Yangtze River Water Environment, Ministry of Education, College of Environmental Science and Technology, Tongji University, Shanghai, 200092, People’s Republic of China

    Shu-Shen Liu

  3. Department of Material and Chemistry Engineering, Guilin University of Technology, Guilin, 541004, People’s Republic of China

    Hong-Yan Liu

Authors
  1. Ya-Hui Zhang
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  2. Shu-Shen Liu
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  3. Hong-Yan Liu
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Corresponding author

Correspondence to Shu-Shen Liu.

Electronic supplementary material

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Table 1

. The values for 9 nonzero MEDV-13 descriptors of 209 PBDEs (DOC 350 kb)

Table 2

. The GC RRTs of 209 PBDEs calculated by the QSRR models based on 80 samples (Prd80) and 126 ones (Prd126) (DOC 825 kb)

Abbreviations

Abbreviations

MEDV-13:

Molecular electronegativity distance vector based on 13 atomic types

VMSP:

Variable selection and modeling based on the prediction

LOO:

Leave-one-out

BSR:

The best subset regression

vn :

The number of variables

n :

The number of the samples

r :

The correlation coefficient of estimation

q :

The correlation coefficient of LOO cross-validation

u :

The predicted correlation coefficients

RMSE :

The root mean square error of estimation

RMSV :

The root mean square error of LOO cross-validation

RMSP :

The predicted root mean square error

b :

The standard regression coefficient

O Br :

The ortho-substituent bromine of PBDEs

N Br :

The number of bromine atoms of PBDEs

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Zhang, YH., Liu, SS. & Liu, HY. Predicting the Gas Chromatographic Relative Retention Time of Polybrominated Diphenyl Ethers by MEDV-13 Descriptors. Chroma 65, 319–324 (2007). https://doi.org/10.1365/s10337-006-0160-z

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  • DOI: https://doi.org/10.1365/s10337-006-0160-z

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