Yıl 2014, Cilt 17, Sayı 1, Sayfalar 42 - 51 2014-02-01

Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach

S Pilli [1] , Kaustubha Mohanty [2] , Tamal Banerjee [3]

151 372

Phthalic acid is an industrial chemical and it comes under the domain of endocrine disrupting chemicals (EDCs). Green solvents such as ionic liquids (ILs) posses good extractable capabilities for EDCs. COSMO–RS methodology is a widely accepted method for the design or selection of ionic liquids. COSMO–RS is a quantum chemical based method based on COSMO polarization charge densities. In this work the model has been used to screen the potential ionic liquids for the removal of phthalic acid from water. Five group of ILs with cations such as phosphonium, imidazolium, pyridinium, pyrolidinium and ammonium based were screened at infinite dilution. A total of 34 cations and 29 anions i.e. 986 possible ILs were screened and their selectivities and capacities predicted. The selectivities of the screened ILs are : phosphonium > pyrolidinium > imidazolium > ammonim > pyridinium. Some of the ionic liquids with selectivities were [TBP][CF3SO3] (16057), [OMPYR][BF4] (13265), [C4DMIM][CF3SO3] (11678), [MNH][DEC] (9650) and [C8MPY][CF3SO3] (4735). Experimental validation was done by comparing experimental logarithmic octanol–water partition coefficient values (Log Kow) with COSMO–RS predicted data on phthalic acid. The results of this study suggested that the ILs can be a possible substitute for the treatment of organic effluent rich water and wastewater
COSMO–RS; Phthalic Acid;Endocrine disruption compounds; Gaussian 03; Ionic Liquids;Wastewater treatment
  • R. Rudel, L. Perovich Endocrine disrupting chemicals in indoor and outdoor air, Atmos. Environ., 4317, 170–181, 200
  • J. Rudolph, J. R. Robert, Plasticizers from Plastic Devices: Extraction Metabolism and Accumulation by Biological Systems, Science, 170, 460–462, 1970.
  • E. Carlsen, A. Giwercman, N. Keiding, N. E. Skakkebaek, Evidence for decreasing quality of semen during past 50 years, Br. Med. J., 305, 609–613, 1992.
  • E. Diamanti–Kandarakis, J. Bourguignon, L. C. Giudice, R. Hauser, G. S. Prins, A. M. Soto, R. T. Zoeller, A. C. Gore, Endocrine–Disrupting Chemicals: An Endocrine Society Scientific Statement, Endocr. Rev., 304, 293–342, 2009.
  • C. Sonnenschein, A. M. Soto, An updated review of environmental estrogen and androgen mimics and antagonists, J. Steroid Biochem. Mol. Biol., 65, 143–150, 19 H. S. Chang, K. H. Choo, B. Lee, S. J. Choi, Review: The methods of identification analysis and removal of endocrine disrupting compounds EDCs in water, J. Hazard.Mater., 1721, 1–12, 2009.
  • A. M. Comerton, R. C. Andrews, D. M. Bagley, P. Yang, Membrane adsorption of endocrine disrupting compounds and pharmaceutically active compounds, J. Membr. Sci., 303, 267–277, 2007.
  • S. A. Snyder et al., Role of membranes and activated carbon in the removal of endocrine disruptors and pharmaceuticals, Desalination 202, 156–181, 2007.
  • B. Ning, N. Graham, Y. Zhang, M. Nakonechny, E. G. Mohamed, Degradation of Endocrine Disruptions Chemicals by Ozone/AOPs. Ozone: Science Engineering, J. Int. Ozone Assoc., 293, 153–176, 2007.
  • T. C. Zhang, S. C. Emary, Jar tests for evaluation of Atrazine removal at drinking water treatment plants, Environ. Eng. Sci., 166, 417–432, 1999.
  • T. A. Ternes, M. Meisenheimer, D. McDowell, F. Sacher, H. J. Brauch, B. H. Gulde, G. Preuss, U. Wilme, N. Z. Seibert, Removal of pharmaceuticals during drinking water treatment, Environ. Sci. Technol., 3617, 3855–3863, 2002.
  • A. Gallegos-Muñoz, A. Zaleta-Aguilar, B. GonzálezRolón, On an Exergy Efficiency Definitionof a Wastewater Treatment Plant, Int. J. Thermodyn., 64, 169– 176, 2003.
  • P. Wu, R.W. Field, R. England, B. J. Brisdon, A Fundamental Study of organo Function–alised PDMS Membranes for the Pervaporative Recovery of Phenolic Compounds from Aqueous Streams, J. Membr. Sci., 1902, 147–157, 2001.
  • S. Mohanty, T. Banerjee, K. Mohanty, Quantum chemical based screening of ionic liquids for the extraction of phenol from aqueous solution, Ind. Eng. Chem. Res., 496, 2916–2925, 2010.
  • D. J. Paulson, R. L. Wilson, D. D. Spatz, Cross flow membrane technology and its applications, Food Techno., 381, 77–87, 1984.
  • S. D. Doig, A. T. Boam, A. G. Livingston, D. C. Stuckey, Mass transfer of hydrophobic solutes in solvent swollen silicone rubber membranes, J. Membr. Sci., 1541 127–140, 1999.
  • Kislik, V. S. (2010). Liquid membranes principles and applications in chemical separations and wastewater treatment. 2010.
  • B. Burghoff, E. L. V. Goetheer, A. B. de Haan, COSMO–RS–Based extractant screening for phenol extraction as model System, Ind. Eng. Chem. Res.,4712, 4263–4269, 2008.
  • A. A. P. Kumar, T. Banerjee, Thiophene separation with ionic liquids for desulphur–ization: A quantum chemical approach, Fluid Phase Equilib., 278, 1–8, 2009.
  • N. R. Varma, A. Ramalingam, T. Banerjee, Experiments correlations and COSMO–RS predictions for the extraction of benzothiophene from n–hexane using imidazolium–based ionic liquids, Chem. Eng. J., 1661, 30–39, 2011.
  • K. Kedra–Krolik, M. Fabrice, J. Jaubert, Extraction of thiophene or pyridine from n–heptane using ionic liquids gasoline and diesel desulfurization, Ind. Eng. Chem. Res.,504, 2296–2306, 2011.
  • L. Kumar, T. Banerjee, K. Mohanty, Prediction of selective extraction of cresols from aqueous solutions by ionic liquids using theoretical approach, Sep. Sci. Technol., 4613, 2075–2087, 2011.
  • S. Potdar, R. Anantharaj, T. Banerjee, Aromatic extraction using mixed ionic liquids: experiments and COSMO–RS predictions, J. Chem. Eng. Data., 574, 1026–1035, 2012.
  • S. R. Pilli, T. Banerjee, K. Mohanty, Extraction of pentachlorophenol and dichlorodiphenyltrichloroethane from aqueous solutions using ionic liquids, J. Ind. Eng. Chem., 186, 1983–1996, 2012.
  • L. Y. Garcia–Chavez, A. J. Hermans, B. Schuur, A. B. de Haan, COSMO–RS assisted solvent screening for liquid–liquid extraction of mono ethylene glycol from aqueous streams, Sep. Purif. Technol., 97 ILSEPT 2011 special issue 2–10, 2012.
  • R. Lü, J. Lin, Z. Qu, Theoretical study on interactions between ionic liquids and organosulfur compounds, Comp. Theor. Chem., 1002, 49–58, 2012.
  • A. Klamt, G. Schuüürmann, COSMO: A New Approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient, J. Chem. Soc., Perkin Trans. 25, 799–805, 1993.
  • S. Lin, S. I. Sandler, A priori phase equilibrium prediction from a segment contribution solvation model, Ind. Eng. Chem. Res., 415, 899–913, 2002.
  • A. Klamt, COSMO–RS: From Quantum Chemistry to Fluid Phase Thermodynamics and Drug Design. 1st ed. 200 T. Banerjee, A. Khanna, Infinite dilution activity coefficients for trihexyltetradecyl phosphonium ionic liquids: measurements and COSMO–RS prediction, Ind. Eng. Chem. Res., 516, 2170–2177, 2006A.
  • T. Banerjee, M. K. Singh, A. Khanna, Prediction of binary VLE for imidazolium based ionic liquid systems using COSMO–RS, Ind. Eng. Chem. Res., 459, 3207– 3219, 2006B.
  • Frisch et al., GAUSSIAN 03 Revision C.01 Gaussian Inc. Pittsburgh PA, 2003.
  • J. Fan, Y. Fan, Y. Pei, K. Wu, J. Wang, M. Fan, Solvent extraction of selected endocrine–disrupting phenols using ionic liquids, Sep. Purif. Technol., 613, 324–331, 2008.
  • S. T. Lin, S. I. Sandler, Prediction of octanol–water partition coefficients using a group contribution solvation model, Ind. Eng. Chem. Res., 38, 4081–4091, 1999.
  • R. Anantharaj, T. Banerjee, COSMO–RS–based screening of ionic liquids as green solvents in denitrification studies, Ind. Eng. Chem. Res., 4918, 8705– 8725, 2010.
Birincil Dil En
Konular
Dergi Bölümü Regular Original Research Article
Yazarlar

Yazar: S Pilli

Yazar: Kaustubha Mohanty

Yazar: Tamal Banerjee

Bibtex @ { ijot76990, journal = {International Journal of Thermodynamics}, issn = {1301-9724}, eissn = {2146-1511}, address = {Yaşar DEMİREL}, year = {2014}, volume = {17}, pages = {42 - 51}, doi = {}, title = {Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach}, key = {cite}, author = {Pilli, S and Mohanty, Kaustubha and Banerjee, Tamal} }
APA Pilli, S , Mohanty, K , Banerjee, T . (2014). Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach. International Journal of Thermodynamics, 17 (1), 42-51. Retrieved from http://dergipark.gov.tr/ijot/issue/5791/76990
MLA Pilli, S , Mohanty, K , Banerjee, T . "Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach". International Journal of Thermodynamics 17 (2014): 42-51 <http://dergipark.gov.tr/ijot/issue/5791/76990>
Chicago Pilli, S , Mohanty, K , Banerjee, T . "Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach". International Journal of Thermodynamics 17 (2014): 42-51
RIS TY - JOUR T1 - Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach AU - S Pilli , Kaustubha Mohanty , Tamal Banerjee Y1 - 2014 PY - 2014 N1 - DO - T2 - International Journal of Thermodynamics JF - Journal JO - JOR SP - 42 EP - 51 VL - 17 IS - 1 SN - 1301-9724-2146-1511 M3 - UR - Y2 - 2019 ER -
EndNote %0 International Journal of Thermodynamics Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach %A S Pilli , Kaustubha Mohanty , Tamal Banerjee %T Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach %D 2014 %J International Journal of Thermodynamics %P 1301-9724-2146-1511 %V 17 %N 1 %R %U
ISNAD Pilli, S , Mohanty, Kaustubha , Banerjee, Tamal . "Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach". International Journal of Thermodynamics 17 / 1 (Şubat 2014): 42-51.