Separation of methacrylic acid from aqueous phase using quaternary amine

Document Type : Full Length Research Article

Authors

1 National Institute of Technology, RAIPUR.

2 National Institute of Technology

Abstract

The feasibility of extractive reaction of methacrylic acid from aqueous solution using a quaternary amine, tri–octyl methyl ammonium chloride (TOMAC) as an extractant, was studied. The diluents chosen in the present work belong to different chemical classes, n–butyl acetate, carbon tetrachloride, isoamyl alcohol, methyl isobutyl ketone, and toluene. The effect of initial acid concentration in the aqueous phase, and initial extractant concentration in the organic phase were studied. The performances of physical and reactive extraction of individual diluents were reported in terms of overall distribution coefficient, overall loading ratios, and stoichiometric loading ratios. Maximum extractability was observed in case of methyl isobutyl ketone, while minimum with carbon tetrachloride. The remarkable feature of linear solvation energy relationship (LSER) modeling is that it takes into account physical interactions. To check the accuracy of the experimental observations, they were correlated with the LSER modeling parameters, and fairly good agreement was observed between them.

Keywords

Main Subjects


[1].               S.H. Pyo, T. Dishisha, S. Dayankac, J. Gerelsaikhan, S. Lundmark, N. Rehnberg, R. Hatti-Kaul, A new route for the synthesis of methacrylic acid from 2-methyl-1,3-propanediol by integrating biotransformation and catalytic dehydration, Green Chemistry, 14,1942–1948, (2012).
[2].               P. Rajagopalan, M. Kuhnle, M. Polyakov, K. Muller, W. Arlt, D. Kruse, A. Bruckner&U. Bentrup U, Methacrylic acid by carboxylation of propene with CO2 over POM catalysts—Reality or wishful thinking?,Catalysis Communications, 48, 19–23, (2014).
[3].               S.T. Yang, S.A. White, S.T. Hsu, Extraction of carboxylic acids with tertiary and quaternary amines: effect of pH, Industrial & Engineering Chemistry Research, 30, 1335–1342, (1991).
[4].               N. Pehlivanoglu, H. Uslu, S.I. Kirbaslar, Separation of Oxoethanoic Acid from Aqueous Solution by N-Methyl-N,N-dioctyloctan-1-ammonium Chloride, Journal of Chemical & Engineering Data, 59,936–941, (2014).
[5].               K.L. Wasewar, D. Shende, A. Keshav, Reactive Extraction of Itaconic Acid Using Quaternary Amine Aliquat 336 in Ethyl Acetate, Toluene, Hexane, and Kerosene, Industrial & Engineering Chemistry Research, 50, 1003–1011, (2011).
[6].               A. Keshav, S. Chand, K.L. Wasewar, Recovery of propionic acid from aqueous phase by reactive extraction using quarternary amine (Aliquat 336) in various diluents, Chemical Engineering Journal, 152,95–102, (2009).
[7].               www.microkat.gr/msdspd90-99/Methacrylic acid.htm, accessed on 25th August, 2015.
[8].               J.C. Rydberg, M. Cox, C. Musikas, G.R. Choppin, Solvent Extraction: Principles and Practice, second ed., Marcel Decker, New York, 20, (2004).
[9].               J.M. Wardell, C.J. King, Solvent Equilibria for Extraction of Carboxylic Acids from Water, Journal of Chemical & Engineering Data, 23(2), 144–148, (1979).
[10].            M.J. Kamlet, M. Abboud, M.H. Abraham, R.W. Taft, Linear Solvation Energy Relationships. 23. A Comprehensive Collection of the Solvatochromic Parameters, π*, α, and β, and Some Methods for Simplifying the Generalized Solvatochromic Equation, The Journal of Organic Chemistry, 48, 2877–2887, (1983).
[11].            I. Inci, Y.S. Asci, H. Uslu, LSER modeling of extraction of succinic acid by tridodecylamine dissolved in 2-octanone and 1-octanol, Journal of Industrial and Engineering Chemistry 18,152–159, (2012).
[12].            H. Uslu, Separation of Picric Acid with Trioctyl Amine (TOA)Extractant in Diluents, Separation Science and Technology 46, 1178–1183, (2011).
[13].            A. Keshav, K. L. Wasewar, S. Chand, H. Uslu, Reactive Extraction of Propionic Acid Using Aliquat-336 in 2-Octanol:Linear Solvation Energy Relationship (LSER) Modeling and Kinetics Study, Chemical & Biochemical EngineeringQuarterly24(1), 67–73 (2010).
[14].            A. Keshav, K. L. Wasewar, S. Chand, Reactive extraction of propionic acid using Aliquat 336 in MIBK: Linear solvation energy relationship (LSER) modeling and kinetics study, Journal of Scientific & Industrial Research 68, 708–713 (2009).
[15].            H. Uslu, Reactive Extraction of Levulinic Acid Using TPA in Toluene Solution: LSER Modeling, Kinetic and Equilibrium Studies,Separation Science & Technology 43(6), 1535–1548, (2008).
[16].            H. Uslu, Extracion of citric acid in 2-octanol and 2-propanol solutions containing tomac: an equilibria and a LSER model, Brazilian Journal of Chemical Engineering 25(3), 553–561, (2008).
[17].            H. Uslu, Linear Solvation Energy Relationship (LSER) Modeling and Kinetic Studies on Propionic Acid Reactive Extraction Using Alamine 336 in a Toluene Solution, Industrial & Engineering Chemistry Research 45, 5788–5795, (2006).