Prediction of boiling point and water solubility of crude oil hydrocarbons using sub-structural molecular fragments method

Ghaderi, Faraidon; Saaidpour, Saadi

Document Type : Original Research Article

Authors

Faraidon Ghaderi ¹
Saadi Saaidpour ²

¹ Department of Chemistry, Faculty of Science, Sanandaj Branch, Islamic Azad University, Sanandaj, Iran

² Department of Chemistry, Faculty of Science, Islamic Azad University, Sanandaj Branch, Sanandaj, Iran

Abstract

The quantitative structure–property relationship (QSPR) method is used to develop the correlation between structures of crude oil hydrocarbons (80 compounds) and their boiling point and water solubility. Sub-structural molecular fragments (SMF) calculated from structure alone were used to represent molecular structures. A subset of the calculated fragments selected using stepwise regression (forward and backward steps) (SR) was used in the QSPR model development. Multiple linear regressions (MLR) are utilized to construct the linear prediction model. The prediction results agrees well with the experimental values of these properties. The comparison results indicate the superiority of the presented models and reveal that it can be effectively used to predict the boiling point temperatures and water solubility values of crude oil hydrocarbons from the molecular structures alone. The stability and predictivity of the proposed models were validated using internal validation (leave one out and leave many out) and external validation. Application of the developed models to test set of 16 compounds demonstrates that the new models are reliable with good predictive accuracy and simple formulation.

Graphical Abstract

Keywords

Main Subjects

Organic chemistry

References

[1] A. Chapoy, A.H. Mohammadi, D. Richon, B. Tohidi, Fluid Phase Equillibr., 2004, 220, 113–121.

[2] J.H. Gary, G.E. Handwerck, Petroleum Refining Technology and Economics, 4th ed., 2001.

[3] S. Mokhatab, W.A. Poe, J.G. Speight, Handbook of Natural Gas Transmission and Processing, 2006.

[4] A. Chapoy, S. Mokraoui, A. Valts, D. Richon, A.H. Mohammadi, B. Tohidi, Fluid Phase Equilibr., 2004, 226, 213–220.

[5] Y. Carl L, R. Preetam M, Oil & Gas Journal, 2010, 108(46), 130 – 133.

[6] C.C. Rechsteiner, McGraw-Hill, 1982.

[7] H. Wiener, J. Am. Chem. Soc., 1947, 69, 17-20.

[8] D. Sola, A. Ferri, M. Banchero, L. Manna, S. Sicardi, Fluid Phase Equillibr., 2008 , 263(1), 33-42.

[9] J. Ghasemi, S. Saaidpour, QSAR Comb. Sci., 2009, 28, 1245-1254.

[10] D. Abooali, M.A. Sobati, Int. J. refrig., 2014 , 40 , 282-293.

[11] Y.M. Dai, Z.P. Zhu, Z. Cao, Y.F. Zhang, J.I.Zeng, X.Li, J. Mol.Graph., Model. ,2013 ,44 , 113-119.

[12] I. Oprisiu, G. Marcou, D. Horvath, D.B. Brunel, F. Rivollet, A.Varnek, Thermochim. Acta , 2013, 553 , 60- 67.

[13] B. Chen, T. Zhang, T. Bond, Y. Gan, J. Hazard. Mater., 2015, 299, 260-279.

[14] J.A. Morrill, E.F.C. Byrd, J. Mol.Graph. Model, 2015, 62, 190-201.

[15] V.P. Solov'ev, A. Varnek , J. Chem. Inf. Comp. Sci., 2003, 43, 1703-1719.

[16] V.P. Solov'ev, A.A. Varnek, Russ. Chem. Bull., Internat. Edit., 2004, 53, 1434-1445.

[17] A. Varnek, G. Wipff, J. Chem. Inf. Comp. Sci., 2002,42, 812-829.

[18] Y. Carl L, Houston: Gulf Publish-ing Co, 2005.

[19] A. Varnek, G. Wipff, V. P. Solovev, Solvent Extr. Ion Exc., 2001, 19, 791-837.

[20] A. Varnek, G. Wipff, V. P. Solovev , A. F. Solotnov, J. Chem. Inf. Comput. Sci., 2002, 42, 812-829.

[21] V.P. Solov'ev, N.V. Kireeva, A.Yu.Tsivadze, A.Varnek, J. Struc. Chem., 2006, 47, 298-311.

[22]V.P. Solovev, A. Varnek, Russ. Chem. Bull., 2004, 53, 1434-1445.

[23] A. Varnek, V.P. Solovev, Chem. High T. Scr., 2005, 8(5), 403-416.

[24] A. Varnek, D. Fourches, F. Hoonakker. V. P. Solovev, J. Comput. Aided Mol. Des., 2005, 19, 693-703.

[25] S. Saaidpour, Iran. J. Math. Chem., 2014, 5(2), 127-142.

[26] S. Saaidpour, Phys. Chem. Res., 2016, 4 (1), 61-71.

[27] S. Saaidpour, Orient. J. Chem., 2014, 30(2), 793-802.

Iranian chemical communication

Prediction of boiling point and water solubility of crude oil hydrocarbons using sub-structural molecular fragments method

References

References

Volume 4, Issue 4, pp. 359-490, Serial No. 13
October 2016
Pages 466-475

Prediction of boiling point and water solubility of crude oil hydrocarbons using sub-structural molecular fragments method

References

References

Volume 4, Issue 4, pp. 359-490, Serial No. 13October 2016Pages 466-475

Volume 4, Issue 4, pp. 359-490, Serial No. 13
October 2016
Pages 466-475