Abstract
\(\hbox {Cs}_{2.5}\hbox {H}_{0.5}\hbox {PW}_{12}\hbox {O}_{40}\) supported on SBA-15 catalysts were prepared via two-sequential-step post-impregnation method with different ratios of cesium salt. The synthesized catalysts were then characterized using nitrogen adsorption–desorption, FTIR, EDX, SEM, BET and TGA analyses in order to determine the physicochemical properties of the catalysts. The activity of the catalysts in the esterification of glycerol to monolaurin was investigated under various reaction parameters including catalyst loadings, reaction temperatures and glycerol-to-lauric acid molar ratio. The highest lauric acid conversion (71.8%) with 44.9% of monolaurin yield was obtained using 20 wt%Cs-HPW/SBA-15 catalyst in 4 h at 170 \({^{\circ }}\hbox {C}\) using 4:1 of glycerol-to-lauric acid molar ratio and 2.5 wt% of catalyst loading. This catalyst was stable and reusable for up to three cycles in the esterification reaction without significant loss in catalytic activity.
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Yusoff, M.H.M.; Abdullah, A.Z.: Catalytic behavior of sulfated zirconia supported on SBA-15 as catalyst in selective glycerol esterification with palmitic acid to monopalmitin. J. Taiwan Inst. Chem. Eng. 60, 199–204 (2016)
Hermida, L.; Abdullah, A.Z.; Mohamed, A.R.: Synthesis of monoglyceride through glycerol esterification with lauric acid over propyl sulfonic acid post-synthesis functionalized SBA-15 mesoporous catalyst. Chem. Eng. J. 174, 668–676 (2011)
Alrouh, F.; Karam, A.; Alshaghel, A.; El-Kadri, S.: Direct esterification of olive-pomace oil using mesoporous silica supported sulfonic acids. Arab. J. Chem. 10(1), S281–S286 (2017)
Simsek, V.; Degirmenci, L.; Murtezaoglu, K.: Synthesis of a silicotungstic acid SBA-15 catalyst for selective monoglyceride production. React. Kinet. Mech. Catal. 117, 773–788 (2016)
Hoo, P.Y.; Abdullah, A.Z.: Direct synthesis of mesoporous 12-tungstophosphoric acid SBA-15 catalyst for selective esterification of glycerol and lauric acid to monolaurate. Chem. Eng. J. 250, 274–287 (2014)
Dias, J.A.; Caliman, E.; Dias, S.C.L.: Effects of cesium ion exchange on acidity of 12-tungstophosphoric acid. Microporous Mesoporous Mater. 76, 221–232 (2004)
Rao, P.M.; Landau, M.V.; Wolfson, A.; Shapira-Tchelet, A.M.; Herskowitz, M.: Cesium salt of a heteropolyacid in nanotubular channels and on the external surface of SBA-15 crystals: preparation and performance as acidic catalysts. Microporous Mesoporous Mater. 80, 43–55 (2005)
Landau, M.V.; Rao, P.M.; Thomas, S.; Pitchon, V.; Zukerman, R.; Vradman, L.; Herskowitz, M.: Application of Cs salt of 12-tungstophosphoric acid supported on SBA-15 mesoporous silica in NOx storage. Top. Catal. 42, 203–207 (2007)
Ibrahim, S.M.; El-Shobaky, G.A.: Catalytic efficiency of cesium and potassium salts of dodecatungstophosphoric acid supported on silica and comparison with H3PW12O40/SiO2. Kinet. Catal. 49, 484–492 (2008)
Chiou, J.; Liu, S.; Ho, K.; Huang, H.; Tang, C.; Wang, C.: Ca-modified Co/SBA-15 catalysts for hydrogen production through ethanol steam reforming. Int. Lett. Chem. Phys. Astron. 5, 1–16 (2014)
Gagea, B.C.; Lorgouilloux, Y.; Altintas, Y.; Jacobs, P.A.; Martens, J.A.: Bifunctional conversion of n-decane over HPW heteropoly acid incorporated into SBA-15 during synthesis. J. Catal. 265, 99–108 (2009)
Niiyama, H.; Saito, Y.; Echigoya, E.: In: Proceedings, 7th International Congress on Catalysis, Tokyo, 1980. Kodansha, Tokyo/Elsevier, Amsterdam (1981)
Gallegos-Suarez, E.; Pérez-Cadenas, M.; Guerrero-Ruiz, A.; Rodriguez-Ramos, I.; Arcoya, A.: Effect of the functional groups of carbon on the surface and catalytic properties of Ru/C catalysts for hydrogenolysis of glycerol. Appl. Surf. Sci. 287, 108–116 (2013)
Ertl, G.; Knözinger, H.; Weitkamp, J.: Preparation of solid catalysts. Wiley, New York (2008)
Khder, A.E.R.S.; Hassan, H.M.A.; El-Shall, M.S.: Acid catalyzed organic transformations by heteropoly tungstophosphoric acid supported on MCM-41. Appl. Catal. A Gen. 411–412, 77–86 (2012)
Olutoye, M.A.; Wong, S.W.; Chin, L.H.; Amani, H.; Asif, M.; Hameed, B.H.: Synthesis of fatty acid methyl esters via the transesterification of waste cooking oil by methanol with a barium-modified montmorillonite K10 catalyst. Renew. Energy 86, 392–398 (2016)
Ravikovitch, P.I.; Neimark, A.V.: Experimental confirmation of different mechanisms of evaporation from ink-bottle type pores:? Equilibrium, pore blocking, and cavitation. Langmuir 18, 9830–9837 (2002)
Van Der Voort, P.; Ravikovitch, P.I.; De Jong, K.P.; Benjelloun, M.; Van Bavel, E.; Janssen, A.H.; Neimark, A.V.; Weckhuysen, B.M.; Vansant, E.F.: A new templated ordered structure with combined micro- and mesopores and internal silica nanocapsules. J. Phys. Chem. B 106, 5873–5877 (2002)
Rao-Ginjupalli, S.; Mugawar, S.; Rajan, N.P.; Balla, P.K.; Komandur, V.R.C.: Vapour phase dehydration of glycerol to acrolein over tungstated zirconia catalysts. Appl. Surf. Science 309, 153–159 (2014)
Qiao, S.Z.; Bhatia, S.K.; Zhao, X.S.: Prediction of multilayer adsorption and capillary condensation phenomena in cylindrical mesopores. Microporous Mesoporous Mater. 65, 287–298 (2003)
Chen, Y.; Zhang, X.-L.; Chen, X.; Dong, B.-B.; Zheng, X.-C.: MCM-41 supported 12-tungstophosphoric acid mesoporous materials: preparation, characterization, and catalytic activities for benzaldehyde oxidation with H2O2. Solid State Sci. 24, 21–25 (2013)
Pistonesi, C.; Juan, A.; Irigoyen, B.; Amadeo, N.: Theoretical and experimental study of methane steam reforming reactions over nickel catalyst. Appl. Surf. Sci. 253, 4427–4437 (2007)
Zhao, D.; Feng, J.; Huo, Q.; Melosh, N.; Fredrickson, G.H.; Chmelka, B.F.; Stucky, G.D.: Triblock copolymer syntheses of mesoporous silica with periodic 50 to 300 Angstrom pores. Science 279, 548–552 (1998)
Liu, S.; Wang, X.; Wang, K.; Lv, R.; Xu, Y.: ZnO/ZnS-PdS core/shell nanorods: synthesis, characterization and application for photocatalytic hydrogen production from a glycerol/water solution. Appl. Surf. Sci. 283, 732–739 (2013)
Amani, H.; Ahmad, Z.; Hameed, B.H.: Highly active alumina-supported Cs-Zr mixed oxide catalysts for low-temperature transesterification of waste cooking oil. Appl. Catal. A Gen. 487, 16–25 (2014)
Junior, L.; da Silva, O.; Cavalcanti, R.M.; Matos, TMd; Angelica, R.S.; da Rocha Filho, G.N.; Barros, IdCL: Esterification of oleic acid using 12-tungstophosphoric supported in flint kaolin of the Amazonia. Fuel 108, 604–611 (2013)
Dange, P.N.; Rathod, V.K.: Equilibrium and thermodynamic parameters for heterogeneous esterification of butyric acid with methanol under microwave irradiation. Resour. Effic. Technol. 3, 64–70 (2017)
Hashemizadeh, I.; Abdullah, A.Z.: Influence of process conditions on glycerol esterification catalyzed by tetra-n-butylammonium-modified montmorillonite catalyst. Online J. Sci. Technol. 2, 47–51 (2012)
Hermida, L.; Abdullah, A.; Mohamed, A.: Effects of functionalization conditions of sulfonic acid grafted SBA-15 on catalytic activity in the esterification of glycerol to monoglyceride: a factorial design approach. J. Porous. Mater. 19, 835–846 (2012)
Abouzari-lotf, E.; Nasef, M.M.; Zakeri, M.; Ahmad, A.; Ripin, A.: Composite membranes based on heteropolyacids and their applications in fuel cells. In: Inamuddin, D., Mohammad, A., Asiri, A.M. (eds.) Organic-Inorganic Composite Polymer Electrolyte Membranes: Preparation, Properties, and Fuel Cell Applications, pp. 99–131. Springer, Cham (2017)
Macierzanka, A.; Szela̧g, H.: Esterification kinetics of glycerol with fatty acids in the presence of zinc carboxylates? Preparation of modified acylglycerol emulsifiers. Ind. Eng. Chem. Res. 43, 7744–7753 (2004)
Palani, A.; Pandurangan, A.: Esterification of acetic acid over mesoporous Al-MCM-41 molecular sieves. J. Mol. Catal. A Chem. 226, 129–134 (2005)
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A Research University Grant (814181) and a Dana Inovasi Awal Grant (AUPI00234) from Universiti Sains Malaysia and a Transdisciplinary Research Grant Scheme (6762001) from the Ministry of Higher Education Malaysia are gratefully acknowledged.
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Saleh, S.N.M., Yusoff, M.H.M. & Abdullah, A.Z. Caesium Salt of Tungstophosphoric Acid Supported on Mesoporous SBA-15 Catalyst for Selective Esterification of Lauric Acid with Glycerol to Monolaurin. Arab J Sci Eng 43, 5771–5783 (2018). https://doi.org/10.1007/s13369-017-3009-x
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DOI: https://doi.org/10.1007/s13369-017-3009-x