280
Views
15
CrossRef citations to date
0
Altmetric
Articles

Linear solvation energy relationship for the adsorption of synthetic organic compounds on single-walled carbon nanotubes in water

, &
Pages 31-45 | Received 30 Aug 2015, Accepted 13 Dec 2015, Published online: 08 Feb 2016

References

  • O.G. Apul and T. Karanfil, Adsorption of synthetic organic contaminants by carbon nanotubes: A critical review, Water Res. 68 (2015), pp. 34–55.
  • J.-G. Yu, X.-H. Zhao, H. Yang, X.-H. Chen, Q. Yang, L.-Y. Yu, J.-H. Jiang, and X.-Q. Chen, Aqueous adsorption and removal of organic contaminants by carbon nanotubes, Sci. Total Environ. 482–483 (2014), pp. 241–251.
  • D.C.G. Muir and P.H. Howard, Are there other persistent organic pollutants? A challenge for environmental chemists, Environ. Sci. Technol. 40 (2006), pp. 7157–7166.
  • D.J.W. Blum, I.H. Suffet, and J.P. Duguet, Quantitative structure-activity relationship using molecular connectivity for the activated carbon adsorption of organic-chemicals in water, Water Res. 28 (1994), pp. 687–699.
  • C. Brasquet and P. Le Cloirec, QSAR for organics adsorption onto activated carbon in water: What about the use of neural networks?, Water Res. 33 (1999), pp. 3603–3608.
  • S. Timofei, W. Schmidt, L. Kurunczi, and Z. Simon, A review of QSAR for dye affinity for cellulose fibres, Dyes Pigm. 47 (2000), pp. 5–16.
  • M.L. Magnuson and T.F. Speth, Quantitative structure - property relationships for enhancing predictions of synthetic organic chemical removal from drinking water by granular activated carbon, Environ. Sci. Technol. 39 (2005), pp. 7706–7711.
  • B.L. Lei, Y.M. Ma, J.Z. Li, H.X. Liu, X.J. Yao, and P. Gramatica, Prediction of the adsorption capability onto activated carbon of a large data set of chemicals by local lazy regression method, Atmos. Environ. 44 (2010), pp. 2954–2960.
  • M.H. Abraham, Scales of solute hydrogen-bonding: Their construction and application to physicochemical and biochemical processes, Chem. Soc. Rev. 22 (1993), pp. 73–83.
  • M.H. Abraham, R.M. Doherty, M.J. Kamlet, and R.W. Taft, A new look at acids and bases, Chem. Br. 22 (1986), pp. 551–554.
  • D.C. Luehrs, J.P. Hickey, P.E. Nilsen, K.A. Godbole, and T.N. Rogers, Linear solvation energy relationship of the limiting partition coefficient of organic solutes between water and activated carbon, Environ. Sci. Technol. 30 (1995), pp. 143–152.
  • J.P. Hickey and D.R. Passino-Reader, Linear solvation energy relationships: “Rule of thumb” for estimation of variable values, Environ. Sci. Technol. 25 (1991), pp. 1753–1760.
  • S.J. Zhang, X.T. Liu, and T. Karanfil, Applicability of the linear solvation energy relationships in the prediction for adsorption of aromatic compounds on activated carbons from aqueous solutions, Sep. Purif. Technol. 117 (2013), pp. 111–117.
  • Y.Q. Chu, X.H. Li, H.B. Xie, Z.Q. Fu, X.H. Yang, X.L. Qiao, X.Y. Cai, and J.W. Chen, Evaluating the interactions of organic compounds with multi-walled carbon nanotubes by self-packed HPLC column and linear solvation energy relationship, J. Hazard. Mater. 263 (2013), pp. 550–555.
  • P. Burg, P. Fydrych, J. Bimer, P.D. Salbut, and A. Jankowska, Comparison of three active carbons using LSER modeling: Prediction of their selectivity towards pairs of volatile organic compounds (VOCs), Carbon 40 (2002), pp. 73–80.
  • O.G. Apul, Q. Wang, T. Shao, J.R. Rieck, and T. Karanfil, Predictive model development for adsorption of aromatic contaminants by multi-walled carbon nanotubes, Environ. Sci. Technol. 47 (2013), pp. 2295–2303.
  • X.-R. Xia, N.A. Monteiro-Riviere, and J.E. Riviere, An index for characterization of nanomaterials in biological systems, Nat. Nanotechnol. 5 (2010), pp. 671–675.
  • T. Huffer, S. Endo, F. Metzelder, S. Schroth, and T.C. Schmidt, Prediction of sorption of aromatic and aliphatic organic compounds by carbon nanotubes using poly-parameter linear free-energy relationships, Water Res. 59 (2014), pp. 295–303.
  • Q. Zhao, K. Yang, W. Li, and B. Xing, Concentration-dependent polyparameter linear free energy relationships to predict organic compound sorption on carbon nanotubes, Sci. Rep. 4 (2014), article ID 3888.
  • O.G. Apul, Y. Zhou, and T. Karanfil, Mechanisms and modeling of halogenated aliphatic contaminant adsorption by carbon nanotubes, J. Hazard. Mater. 295 (2015), pp. 138–144.
  • X. Yu, W. Sun, and J. Ni, LSER model for organic compounds adsorption by single-walled carbon nanotubes: Comparison with multi-walled carbon nanotubes and activated carbon, Environ. Pollut. 206 (2015), pp. 652–660.
  • Y. Wang, J.W. Chen, X.H. Yang, F. Lyakurwa, X.H. Li, and X.L. Qiao, In silico model for predicting soil organic carbon normalized sorption coefficient (K-oc) of organic chemicals, Chemosphere 119 (2015), pp. 438–444.
  • OECD, Guidance document on the validation of (quantitative) structure–activity relationship [(Q)SAR] models, OECD Environment Health and Safety Publications, Series on Testing and Assessment No. 69, Organisation for Economic Co-operation and Development, Paris, 2007.
  • H. Ding, X. Li, J. Wang, X. Zhang, and C. Chen, Adsorption of chlorophenols from aqueous solutions by pristine and surface functionalized single-walled carbon nanotubes, J. Environ. Sci. doi:10.1016/j.jes.2015.09.004.
  • Y.-H. Shih and P.M. Gschwend, Evaluating activated carbon−water sorption coefficients of organic compounds using a linear solvation energy relationship approach and sorbate chemical activities, Environ. Sci. Technol. 43 (2009), pp. 851–857.
  • W. Chen, L. Duan, and D. Zhu, Adsorption of polar and nonpolar organic chemicals to carbon nanotubes, Environ. Sci. Technol. 41 (2007), pp. 8295–8300.
  • L.L. Wang, D.Q. Zhu, L. Duan, and W. Chen, Adsorption of single-ringed N- and S-heterocyclic aromatics on carbon nanotubes, Carbon 48 (2010), pp. 3906–3915.
  • S. Zhang, T. Shao, S.S.K. Bekaroglu, and T. Karanfil, The Impacts of aggregation and surface chemistry of carbon nanotubes on the adsorption of synthetic organic compounds, Environ. Sci. Technol. 43 (2009), pp. 5719–5725.
  • F. Wang, J. Yao, K. Sun, and B.S. Xing, Adsorption of dialkyl phthalate esters on carbon nanotubes, Environ. Sci. Technol. 44 (2010), pp. 6985–6991.
  • K. Sun, Z.Y. Zhang, B. Gao, Z.Y. Wang, D.Y. Xu, J. Jin, and X.T. Liu, Adsorption of diuron, fluridone and norflurazon on single-walled and multi-walled carbon nanotubes, Sci. Total Environ. 439 (2012), pp. 1–7.
  • B. Pan, D.H. Lin, H. Mashayekhi, and B.S. Xing, Adsorption and hysteresis of bisphenol A and 17 alpha-ethinyl estradiol on carbon nanomaterials, Environ. Sci. Technol. 42 (2008), pp. 5480–5485.
  • H. Kim, Y.S. Hwang, and V.K. Sharma, Adsorption of antibiotics and iopromide onto single-walled and multi-walled carbon nanotubes, Chem. Eng. J. 255 (2014), pp. 23–27.
  • M.S. Derakhshan and O. Moradi, The study of thermodynamics and kinetics methyl orange and malachite green by SWCNTs, SWCNT-COOH and SWCNT-NH2 as adsorbents from aqueous solution, J. Ind. Eng. Chem. 20 (2014), pp. 3186–3194.
  • L. Ji, W. Chen, L. Duan, and D. Zhu, Mechanisms for strong adsorption of tetracycline to carbon nanotubes: A comparative study using activated carbon and graphite as adsorbents, Environ. Sci. Technol. 43 (2009), pp. 2322–2327.
  • X. Chen, X.H. Xia, X.L. Wang, J.P. Qiao, and H.T. Chen, A comparative study on sorption of perfluorooctane sulfonate (PFOS) by chars, ash and carbon nanotubes, Chemosphere 83 (2011), pp. 1313–1319.
  • K. Yang, L. Zhu, and B. Xing, Adsorption of polycyclic aromatic hydrocarbons by carbon nanomaterials, Environ. Sci. Technol. 40 (2006), pp. 1855–1861.
  • L. Ji, Y. Shao, Z. Xu, S. Zheng, and D. Zhu, Adsorption of monoaromatic compounds and pharmaceutical antibiotics on carbon nanotubes activated by KOH etching, Environ. Sci. Technol. 44 (2010), pp. 6429–6436.
  • O. Moradi, M. Yari, P. Moaveni, and M. Norouzi, Removal of p-nitrophenol and naphthalene from petrochemical wastewater using SWCNTs and SWCNT-COOH surfaces, Fullerenes, Nanotubes, Carbon Nanostruct. 20 (2012), pp. 85–98.
  • J. Xu, L. Zhu, D. Fang, L. Liu, Z. Bai, L. Wang, and W. Xu, A simple QSPR model for the prediction of the adsorbability of organic compounds onto activated carbon cloth, SAR QSAR Environ. Res. 24 (2013), pp. 47–59.
  • A. Tropsha, P. Gramatica, and V.K. Gombar, The importance of being earnest: Validation is the absolute essential for successful application and interpretation of QSPR Models, QSAR Comb. Sci. 22 (2003), pp. 69–77.
  • T.I. Netzeva, A.P. Worth, T. Aldenberg, R. Benigni, M.T.D. Cronin, P. Gramatica, J.S. Jaworska, S. Kahn, G. Klopman, C.A. Marchant, G. Myatt, N. Nikolova-Jeliazkova, G.Y. Patlewicz, R. Perkins, D.W. Roberts, T.W. Schultz, D.T. Stanton, J.J.M. van de Sandt, W. Tong, G. Veith and C. Yang, Current status of methods for defining the applicability domain of (quantitative) structure–activity relationships, The report and recommendations of ECVAM Workshop, ATLA 33 (2005), pp. 1–19.
  • P. Gramatica, Principles of QSAR models validation: Internal and external, QSAR Comb. Sci. 26 (2007), pp. 694–701.
  • U. Kipka and D.M. Di Toro, A linear solvation energy relationship model of organic chemical partitioning to particulate organic carbon in soils and sediments, Environ. Toxicol. Chem. 30 (2011), pp. 2013–2022.
  • M.H. Abraham, J. Andonian-Haftvan, G.S. Whiting, A. Leo, and R.S. Taft, Hydrogen bonding. Part 34. The factors that influence the solubility of gases and vapours in water at 298 K, and a new method for its determination, J. Chem. Soc., Trans. (1994), pp. 1777–1791.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.