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QSAR studies on partition coefficients of organic compounds for polydimethylsiloxane of solid-phase microextraction devices

  • K.-P. Chao
  • V.-S. Wang
  • C.-W. Liu
  • Y.-T. Lu
Original Paper
  • 72 Downloads

Abstract

The solid-phase microextraction (SPME) technique has been widely applied to sample the environmental matrices for organic compounds. The success of employing SPME requires knowledge of the coating-matrix partition coefficients of analytes. Polydimethylsiloxane (PDMS) is the most widely used polymeric coating for the SPME device. In this study, the quantitative structure activity relationships (QSAR) for the PDMS-water (K fw ) and PDMS-gas partition coefficients (K fg ) of organic compounds were established using E-Dragon software and multiple linear regression analysis. K fw was significantly correlated to the BLTA96 descriptor, implying that the PDMS-water partition coefficients were primarily determined by the polarity of analyte molecules. In addition, K fg was significantly dependent on the Harary H index, i.e., molecular connectivity index or polarizability, of the organic compounds. If the organic compounds were grouped in alkanes and aromatic hydrocarbons, K fw and K fg were well proportional to their octanol–water partition coefficients. The statistical results of internal and external validation, determined by the square of the coefficient of multiple correlation (R 2 ≥ 0.865) and the leave-one-out cross-validation (Q LOO 2  ≥ 0.751), showed that the QSAR models developed herein have good stability and great predictive power among the molecular descriptors and SPME/PDMS partition coefficients. The results of this study will facilitate the practical applications of SPME as a greener methodology.

Keywords

Partition coefficient Polydimethylsiloxane Quantitative structure activity relationship Solid-phase microextraction 

List of symbols

BLTA96

Verhaar model of Algae baseline toxicity for Algae (96 h) from MLOGP (mmol/l)

C-003

CHR3

Cf

Equilibrium concentration of the analyte in the coating phase (M/L3)

Co

Initial concentration of the analyte in the sample matrix (M/L3)

Cs

Equilibrium concentration of the analyte in the sample matrix (M/L3)

G3u

3st component symmetry directional WHIM index/unweighted

G3v

3st component symmetry directional WHIM index/weighted by atomic van der Waals volumes

Har

Harary H index

Kfs

Fiber-matrix partition coefficient

Kfg

PDMS-gas partition coefficient

Kfw

PDMS-water partition coefficient

Kow

Octanol-water partition coefficient

Mf

Mass of analyte sorbed by the fiber of SPME (M)

Mor20u

3D-MoRSE-signal 20/unweighted

R8v

R autocorrelation of lag 8/weighted by atomic van der Waals volumes

Vf

Volume of the coating phase (L3)

Vs

Volume of the sample matrix (L3)

Yindex

Balaban Y index

Notes

Acknowledgements

The study was financially supported by the National Science Council, Taiwan, ROC (102-2221-E-039-015-MY2).

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Copyright information

© Islamic Azad University (IAU) 2017

Authors and Affiliations

  1. 1.Department of Occupational Safety and HealthChina Medical UniversityTaichungTaiwan

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