Volume 6, Issue 4, August 2018, Page: 43-49
Synthesis of n-Butyl Lactate by Transition-Metal-Substituted Phosphotungstic Acid Salt
Ke Wu, College of Chemistry and Chemical Engineering, Inner Mongolia University for Nationalities, Tongliao, China
Li Xu, College of Chemistry and Chemical Engineering, Inner Mongolia University for Nationalities, Tongliao, China; College of Chemistry, Northeast Normal University, Changchun, China
Ling Xu, College of Chemistry and Chemical Engineering, Inner Mongolia University for Nationalities, Tongliao, China
Lijuan Xie, College of Chemistry and Chemical Engineering, Inner Mongolia University for Nationalities, Tongliao, China
Zongrui Liu, College of Chemistry and Chemical Engineering, Inner Mongolia University for Nationalities, Tongliao, China
Received: Sep. 16, 2018;       Published: Oct. 18, 2018
DOI: 10.11648/j.sjc.20180604.12      View  247      Downloads  39
Fatty acid ester perfume occupied an important position in food industry. The characteristics of them were variety, easy synthesis and low price. They were widely used in daily flavor, edible flavor and industrial flavor. POMs were a kind of stong acid bifunctional mild environment-friendly catalysts, their drawback was excellent solubility and could not be reused. Here, series of transition-metal-substituted phosphotungstate K6 [PW11O39M (H2O)] (M = Cu, Co, Ni) Lewis acid heterogeneous phase catalysts based on mono-lacunary-Keggin type K7 [PW11O39] were prepared by stereoselect-eve method, K6 [PW11O39M (H2O)] (M = Cu, Co, Ni) were abbreviated as PW11M (H2O) (M = Cu, Co, Ni). They were characterized by FT-IR, PXRD and element analysis. The coordinating water of transition metal was Lewis acid catalytic sites after activated. When mole ratio of butanol and lactic acid was 2: 1, amount of PW11M (H2O) (M = Cu, Co, Ni) was 0.125 g, volume of cyclohexane was 15 mL, the reaction temperature was 105°C, reaction time was 2 h, conversion rate of n-butyl lactate were in order: 85.9%, 79.6%, 66.3%. Activity of PW11X (X = Cu, Co, Ni) had no obvious changes after three times recycling. In addition, magnetic studies indicate that antiferromagnetic interactions exist in the three compounds.
Transition-Metal-Substituted, Substituted Phosphotungstic Acid Salt, n-Butyl Lactate, Lewis Acid Catalysis
To cite this article
Ke Wu, Li Xu, Ling Xu, Lijuan Xie, Zongrui Liu, Synthesis of n-Butyl Lactate by Transition-Metal-Substituted Phosphotungstic Acid Salt, Science Journal of Chemistry. Vol. 6, No. 4, 2018, pp. 43-49. doi: 10.11648/j.sjc.20180604.12
L. H. Zhang, Y. W. Tian. ‘’Synthsis of trimethlolpropane tris-acrylate catalyzed by calcium sulfate whisker. J Mol. Sci., 2009, 25, (6): 375-378.
X. W. Kong, Z. J. Li, F. Yan, et al. Synthesis of ethylene glycol monopelargonate with Silica supported sodium bisulfate as catalyst. J Mol. Sci., 2010, 26 (3): 208-212.
D. Y. Chen, J. P. Wang, Y. Bo. Survey of synthesis of lactic esters and its derivatives. Chem. Ind. Eng. Prog., 2002, 21 (4): 243-246.
A. S. H. Kumar, K. T. V. Rao, K. Upendar, et al., Nitration of Methyl 5-Nitrosalicylate Catalyzed by H6PMoV3O40 Supported on Silica Gel. Catal. Comm., 2012, 18: 37-40.
S. Mallick, K. M. Parida, Selective Nitration of Phenol over Silicotungstic Acid Supported Zirconia. Catal. Comm., 2007, 8(10): 1487-1492.
S. J. Feng, L. Zhang, Y. H. Ren, et al., Catalytic Hydroxylation of Benzene to Phenol with Hydrogen Peroxide over Cesium Salts of Keggin-type Heteropoly Acids. Acta Chim Sin, 2012, 70(22): 2316-2322.
E. Rafiee, M. Joshaghani, F. Tork, et al., Esterification of Mandelic Acid Catalyzed by Heteropoly Acid. J Mol Catal A: Chem, 2008, 283(1/2): 1-4.
A. Shaabani, M. Behnam, A. H. Rezayan, Tungstophosphoric Acid (H3PW12O40) Catalyzed Oxidation of Organic Compounds with NaBrO3. Catal. Comm, 2009, 10(7): 1074-1078.
M. N. Timofeeva, Acid Catalysis by Heteropoly Acids. Appl. Catal. A, 2003, 256(1/2): 19-35.
X. B. Han, Z. M. Zhang and Zhang T. “Polyoxometalate-based cobalt-phosphate molecular catalysts for visible light-driven water oxidation,” J. Am. Chem. Soc., 2014, 136 (14): 5359-5366.
Z. Zhang, Q. Lin, and D. Kurunthu. “Synthesis and photocatalytic properties of a new heteropolyoxoniobate compound: K10 [Nb2O2 (H2O) 2] [SiNb12O40]}·12H2O,” J. Am. Chem. Soc., 2011, 133(18): 6934-6937.
B. Schwarz, J. Forster and M. K Goetz. “Visible-light-driven water oxidation by a molecular manganese vanadium oxide cluster,” Angew. Chem. Int. Ed., 2016, 55 (21): 6329-6333.
X. B. Han, Li Y G, and Z. M. Zhang. “Polyoxometalate-based nickel clusters as visible light-driven water oxidation catalysts,” J. Am. Chem. Soc., 2015, 137 (16): 5486-5493.
M. Raula, G. G. Or and M. Saganovichl. “Polyoxometalate complexes of anatase-titanium dioxide cores in water,” Angew. Chem. Int. Ed., 2015, 54 (42): 12416-12421.
L. Yu, X. Du and Y. Ding. “Efficient visible light-driven water oxidation catalyzed by an all-inorganic copper-containing polyoxometalate,” Chem. Comm., 2015, 51 (98): 17443-17446.
K. Suzuki, M. Sugawa and Y. Kikukawa. “Strategic Design and Refinement of Lewis Acid–Base Catalysis by Rare-Earth-Metal-Containing Polyoxometalates,” Inorg. Chem., 2012, 51(12): 6953-6961.
K. Kamata, T. Yamaura and Mizuno N. “Chemo- and Regioselective Direct Hydroxylation of Arenes with Hydrogen Peroxide Catalyzed by a Divanadium-Substituted Phosphotungstate,” Angew. Chem. Int. Ed., 2012, 51(29): 7275-7278.
Ishimoto R., Kamata K. and N. Mizuno. “A Highly Active Protonated Tetranuclear Peroxotungstate for Oxidation with Hydrogen Peroxide,” Angew. Chem. Int. Ed., 2012, 51(19): 4662-4665.
Y. Kikukawa, Y. Kuroda and K. Yamaguchi. “Diamond-Shaped [Ag4]4+ Cluster Encapsulated by Silicotungstate Ligands: Synthesis and Catalysis of Hydrolytic Oxidation of Silanes,” Angew. Chem. Int. Ed., 2011, 51(10): 2434-2437.
L. Xu, Y. Lu and L. P. Huang. “Synthesis and Properties of a POMs−based Trinuclear Copper(II) Triazole Framework,” RSC Adv. 2018, 8(4), 2034-2041.
J. Li, X. L. Cao and Y. Y. Wang. “The Enhancement on Proton Conductivity of Stable Polyoxometalate-Based Coordination Polymers by the Synergistic Effect of MultiProton Units,” Chem-A Eur. J., 2016, 22(27): 9299-9304.
X. Y. Lai, Y. W. Liu and G. C. Yang. “Controllable proton-conducting pathways via situating polyoxometalates in targeting pores of a metal–organic framework,” J. Mat. Chem. A, 2017, 5(20): 9611-9617.
E. L. Zhou, C. Qin and X. L. Wang. “Steam-Assisted Synthesis of an Extra-Stable Polyoxometalate-Encapsulating Metal Azolate Framework: Applications in Reagent Purification and Proton Conduction,” Chem-A Eur. J., 2015, 21(37): 13058-13064.
M. L. Wei, X. Wang and X. Duan. “Crystal Structures and Proton Conductivities of a MOF and Two POM-MOF Composites Based on Cu(II) Ions and 2,2′-Bipyridyl-3,3′-dicarboxylic Acid,” Chem-A Eur. J., 2013, 19(5): 1607-1616.
N. Haraguchi, Y. Okaue and T. Isobe. “Stabilization of Tetravalent Cerium upon Coordination of Unsaturated Heteropoly tungstate Anions,” Inorg. Chem., 1994, 33(6): 1015-1020.
Q. J. Shan. Synthesis of n-butyl acetate by transition metal mono-substituted tungsphosphoric heteropoly acid catalyst [J]. Chemical industry times, 2013, 27(7). 31-33.
Browse journals by subject