COSMO-RS modeling on the extraction of stimulant drugs from urine sample by the double actions of supercritical carbon dioxide and ionic liquid

Abstract This work presents the first research linking chemical engineering and sport science as far as we know. The COSMO-RS (conductor-like screening model for real solvents) model was used to make a priori prediction for the extraction of stimulants from aqueous solution by the double action of supercritical carbon dioxide (SC CO 2 ) and ionic liquid. It was found that the suitable ionic liquids should have small molecular volume, unbranched group and no sterical shielding effect around anion charge center, and thus [ C 2 MIM ] + [ OAc ] - is the best among all the ionic liquids investigated. The calculated results from the COSMO-RS model were qualitatively consistent with those from experiments. On this basis, partition coefficients of amphetamine (C9N) and nikethamide (C10N) between aqueous phase and supercritical fluid (or MTBE) phase at different temperatures were calculated. It was shown that the separation efficiency of supercritical extraction with ionic liquid is generally higher than that of traditional liquid–liquid extraction. The modeling present can also be extended to the separation of trace amount of organic substances from aqueous solutions for other purposes.

[1]  F. Liu,et al.  Extraction of testosterone and epitestosterone in human urine using 2-propanol-salt-H2O system , 2006 .

[2]  Jiding Li,et al.  A modified UNIFAC model. 2. Present parameter matrix and results for different thermodynamic properties , 1993 .

[3]  Wolfgang Arlt,et al.  Separation of Azeotropic Mixtures Using Hyperbranched Polymers or Ionic Liquids , 2004 .

[4]  R. S. Mohamed,et al.  Caffeine solubility in supercritical carbon dioxide/co-solvent mixtures , 2005 .

[5]  A. Klamt,et al.  COSMO-RS: a novel and efficient method for the a priori prediction of thermophysical data of liquids , 2000 .

[6]  A. Klamt,et al.  Prediction of halocarbon thermodynamics with COSMO-RS , 2003 .

[7]  A. Klamt,et al.  Refinement and Parametrization of COSMO-RS , 1998 .

[8]  A E Howard,et al.  An analysis of current methodologies for conformational searching of complex molecules. , 1988, Journal of medicinal chemistry.

[9]  A. Klamt.  Conductor-like Screening Model for Real Solvents: A New Approach to the Quantitative Calculation of Solvation Phenomena , 1995 .

[10]  Jackson,et al.  Atoms, molecules, solids, and surfaces: Applications of the generalized gradient approximation for exchange and correlation. , 1992, Physical review. B, Condensed matter.

[11]  Peter Wasserscheid,et al.  Selection of entrainers in the 1-hexene/n-hexane system with a limited solubility , 2007 .

[12]  J. Oliver,et al.  The use of supercritical fluid extraction for the determination of amphetamines in hair. , 2000, Forensic science international.

[13]  Experimental design in supercritical fluid extraction of cocaine from coca leaves. , 2000, Journal of biochemical and biophysical methods.

[14]  W. Arlt,et al.  Tailor-made ionic liquids , 2005 .

[15]  W. Arlt,et al.  Separation of 1-hexene and n-hexane with ionic liquids , 2006 .

[16]  J. Fountain,et al.  Adverse effects of stimulant drugs in a community sample of drug users. , 1997, Drug and alcohol dependence.

[17]  I. Karube,et al.  Development of a conductivity-based immunosensor for sensitive detection of methamphetamine (stimulant drug) in human urine. , 1996, Biosensors & bioelectronics.

[18]  Ryo Kato,et al.  Systems with ionic liquids: Measurement of VLE and γ ∞ data and prediction of their thermodynamic behavior using original UNIFAC, mod. UNIFAC(Do) and COSMO-RS(Ol) , 2005 .

[19]  A. Klamt,et al.  Challenges in thermodynamics , 2004 .

[20]  Wolfgang Arlt,et al.  COSMO−RS Predictions in Chemical EngineeringA Study of the Applicability to Binary VLE , 2004 .

[21]  Chun-xi Li,et al.  Isobaric vapor–liquid equilibria for ethanol–water system containing different ionic liquids at atmospheric pressure , 2006 .

[22]  Zhen Huang,et al.  Solubility of cholesterol and its esters in supercritical carbon dioxide with and without cosolvents , 2004 .

[23]  A. Schäfer,et al.  Fully optimized contracted Gaussian basis sets of triple zeta valence quality for atoms Li to Kr , 1994 .

[24]  Huwei Liu,et al.  Extraction of testosterone and epitestosterone in human urine using aqueous two-phase systems of ionic liquid and salt. , 2005, Journal of chromatography. A.

[25]  Zhigang Lei,et al.  Extractive Distillation: A Review , 2003 .

[26]  J. Perdew,et al.  Density-functional approximation for the correlation energy of the inhomogeneous electron gas. , 1986, Physical review. B, Condensed matter.

[27]  Andreas Klamt,et al.  COSMO-RS: From Quantum Chemistry to Fluid Phase Thermodynamics , 2005 .