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Addition of Thiourea Host Monomer to Polymer Flocculants to Improve Selectivity of Phosphate Sorption

DOI: 10.4236/jacen.2020.93013, PP. 147-158

Keywords: Molecular Recognition, Thiourea, Polymers, Flocculants, Phosphate

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Abstract:

Inorganic phosphate is a common nutrient that is applied as a fertilizer to both agricultural fields as well as urban settings such as private yards, public parks and other urban landscaping. While phosphate typically binds tightly to soil, movement of phosphate off of application sites can occur through soil erosion. The soil and its bound phosphate can then end up in surface waters such as rivers and lakes. Phosphate found in surface water bodies exists both as bound to the suspended clay as well as that free in solution. Elevated phosphate concentration in surface waters can lead to algal blooms and eutrophication. While the phosphate bound to clay in suspension in surface water bodies can be removed by commercially available polymer flocculants, the phosphate that is free in solution is more challenging as it is usually found in low concentrations and other anionic salts are generally present in higher concentrations. To remove phosphate from contaminated water systems, where other anions exist at higher concentrations, it is favorable to have a method of removal that is selective for phosphate. As a proof of principle, thiourea derivatized polymer flocculants were examined for the selective removal of phosphate in the presence of competing anions. The polymer flocculants exhibited selectivity for phosphate through hydrogen bonding and were effective at removing up to 43% of phosphate from simulated wastewater. Computational studies and 1H NMR were used to investigate the selectivity of the thiourea monomer for phosphate over competing anions such as chloride and sulfate.

References

[1]  Pote, D.H., Daniel, T.C., Moore, P.A., Nichols, D.J., Sharpley, A.N. and Edwards, D.R. (1996) Relating Extractable Soil Phosphorus to Phosphorus Losses in Runoff. Soil Science Society America Journal, 60, 855-859.
https://doi.org/10.2136/sssaj1996.03615995006000030025x
[2]  Maguire, R.O., Sims, J.T. and Coale, F.J. (2000) Phosphorus Fractionation in Biosolids-Amended Soils Relationship to Soluble and Desorbable Phosphorus. Soil Science Society America Journal, 64, 2018-2024.
https://doi.org/10.2136/sssaj2000.6462018x
[3]  McBride, M.R. (1994) Environmental Chemistry of Soils. Oxford University Press, New York.
[4]  Goebel, T., Lascano, R. and Davis, T. (2016) Phosphate Sorption in Water by Several Cationic Polymer Flocculants. Journal of Agricultural Chemistry and Environment, 5, 45-51.
https://doi.org/10.4236/jacen.2016.51005
[5]  Goebel, T.S., McInnes, K.J., Senseman, S.A., Lascano, R.J., Marchand, L.S. and Davis, T.A. (2011) Modifying Polymer Flocculants for the Removal of Inorganic Phosphate from Water. Tetrahedron Letters, 52, 5241-5244.
https://doi.org/10.1016/j.tetlet.2011.07.130
[6]  Livingstone, D.A. (1963) Chemical Composition of Rivers and Lakes. US Geological Survey Professional Paper No. 440, 1-2.
https://doi.org/10.3133/pp440G
[7]  Yang, R., Li, H., Huang, M., Yang, H. and Li, A. (2016) A Review on Chitosan-Based Flocculants and Their Applications in Water Treatment. Water Resources, 95, 59-89.
https://doi.org/10.1016/j.watres.2016.02.068
[8]  Patel, J.B. and Sudhakar, P. (2001) Phosphate Removal from Aqueous Solutions Using Mango Seed Powder. Journal of Industrial Pollution Control, 17, 213-218.
http://nopr.niscair.res.in/handle/123456789/18924
[9]  Oguz, E., Gürses, A. and Canpolat, N. (2003) Removal of Phosphate from Wastewaters. Cement and Concrete Research, 33, 1109-1112.
https://doi.org/10.1016/S0008-8846(03)00016-4
[10]  Kugimiya, A. and Takei, H. (2008) Selective Recovery of Phosphate from River Water Using Molecularly Imprinted Polymers. Analytical Letters, 41, 302-311.
https://doi.org/10.1080/00032710701792919
[11]  Muljadi, D., Posner, A.M. and Quirk, J.P. (1966) The Mechanism of Phosphate Adsorption by Kaolinite, Gibbsite, and Pseudoboehmite: Part I. The Isotherms and the Effect of pH on Adsorption. Journal of Soil Science, 17, 212-228.
https://doi.org/10.1111/j.1365-2389.1966.tb01467.x
[12]  Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A.,Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G.A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H.P., Izmaylov, A.F., Bloino, J., Zheng, G., Sonnenberg, J.L., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Montgomery, J.A., Peralta, J.E., Ogliaro, F., Bearpark, M., Heyd, J.J., Brothers, E., Kudin, K.N., Staroverov, V.N., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A., Burant, J.C., Iyengar, S.S., Tomasi, J., Cossi, M., Rega, N., Millam, J.M., Klene, M., Knox, J.E., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Martin, R.L., Morokuma, K., Zakrzewski, V.G., Voth, G.A., Salvador, P., Dannenberg, J.J., Dapprich, S., Daniels, A.D., Farkas, Foresman, J.B., Ortiz, J.V., Cioslowski, J. and Fox, D.J. (2009) Gaussian 09, Revision B.01. Wallingford. Ii, R., Keith, T., Millam, J., Eppinnett, K., Hovell, L. and Gilliland, R. (2009) GaussView, Version 5.
[13]  Miertus, S., Scrocco, E. and Tomasi, J. (1981) Electrostatic Interaction of a Solute with a Continuum. A Direct Utilization of ab Initio Molecular Potentials for the Prevision of Solvent Effects. Chemical Physics, 55, 117-129.
https://doi.org/10.1016/0301-0104(81)85090-2
[14]  Miertus, S. and Tomasi, J. (1982) Approximate Evaluations of the Electrostatic Free Energy and Internal Energy Changes in Solution Processes. Chemical Physics, 65, 239-245.
https://doi.org/10.1016/0301-0104(82)85072-6
[15]  Pascual-ahir, J.L., Silla, E. and Tunon, E. (1994) GEPOL: An Improved Description of Molecular Surfaces. III. A New Algorithm for the Computation of a Solvent-Excluding Surface. Journal of Computational Chemistry, 15, 1127-1138.
https://doi.org/10.1002/jcc.540151009
[16]  Hay, B.J. (2010) De Novo Structure-Based Design of Anion Receptors. Chemical Society Reviews, 39, 3700-3708.
https://doi.org/10.1039/c0cs00075b
[17]  Dos Santos, C.M.G., McCabe, T., Watson, G.W., Kruger, P.E. and Gunnlaugsson, T. (2008) The Recognition and Sensing of Anions Through “Positive Allosteric Effects” Using Simple Urea-Amide Receptors. Journal of Organic Chemistry, 73, 9235-9244.
https://doi.org/10.1021/jo8014424
[18]  Linton, B. and Hamilton, A.D. (1999) Calorimetric Investigation of Guanidinium- Carboxylate Interactions. Tetrahedron, 55, 6027-6038.
https://doi.org/10.1016/S0040-4020(99)00277-X
[19]  Kelly, T.R. and Kim, M.H. (1994) Relative Binding Affinity of Carboxylate and Its Isosteres: Nitro, Phosphate, Phosphonate, Sulfonate, and δ-Lactone. Journal of the American Chemical Society, 116, 7072-7080.
https://doi.org/10.1021/ja00095a009
[20]  Hay, B.J., Firman, T.K. and Moyer, B.A. (2005) Structural Design Criteria for Anion Hosts: Strategies for Achieving Anion Shape Recognition through the Complementary Placement of Urea Donor Groups. Journal of the American Chemical Society, 127, 1810-1819.
https://doi.org/10.1021/ja043995k
[21]  Gunnlaugsson, T., Kruger, P.E., Jensen, P., Tierney, J., Ali, H.D.P. and Hussey, G.M. (2004) Colorimetric “Naked Eye” Sensing of Anions in Aqueous Solution. Journal of Organic Chemistry, 70, 10875-10878.
https://doi.org/10.1021/jo0520487
[22]  Jose, D.A., Kumar, D.K., Ganguly, B. and Das, A. (2004) Efficient and Simple Colorimetric Fluoride Ion Sensor Based on Receptors Having Urea and Thiourea Binding Sites. Organic Letters, 6, 3445-3448.
https://doi.org/10.1021/ol048829w
[23]  Cho, E.J., Ryu, B.J., Lee, Y.J. and Nam, K.C. (2005) Visible Colorimetric Fluoride Ion Sensors. Organic Letters, 7, 2607-2609.
https://doi.org/10.1021/ol0507470
[24]  Pfeffer, F.M., Gunnlaugsson, T., Jensen, P. and Kruger, P.E. (2005) Anion Recognition Using Preorganized Thiourea Functionalized [3]Polynorbornane Receptors. Organic Letters, 7, 5357-5360.
https://doi.org/10.1021/ol051497q
[25]  Perez-Casas, C. and Yatsimirsky, A.K. (2008) Detailing Hydrogen Bonding and Deprotonation Equilibria between Anions and Urea/Thiourea Derivatives. Journal of Organic Chemistry, 73, 2275-2284.
https://doi.org/10.1021/jo702458f
[26]  Marti-Centelles, V., Burguete, M.I., Galindo, F., Izquierdo, M.A., Kumar, K., White, A.J.P., Luis, S.V. and Vilar, R. (2012) Fluorescent Acridine-Based Receptors for H2PO. Journal of Organic Chemistry, 77, 490-500.
https://doi.org/10.1021/jo202077v
[27]  Bregovic, N., Cindro, N., Frkanec, L., Uzarevic, K. and Tomisic, V. (2014) Thermodynamic Study of Dihydrogen Phosphate Dimerisation and Complexation with Novel Urea- and Thiourea-Based Receptors. Chemistry: A European Journal, 20, 15863-15871.
https://doi.org/10.1002/chem.201404091
[28]  Bonizzoni, M., Fabbrizzi, L., Taglietti, A. and Tiengo, F. (2006) (Benzylideneamino) Thioureas-Chromogenic Interactions with Anions and N-H Deprotonation. European Journal of Organic Chemistry, 2006, 3567-3574.
https://doi.org/10.1002/ejoc.200600388

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