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Korean Journal of Chemical Engineering, Vol.34, No.7, 1914-1923, 2017
Heterogeneous amino acid-based tungstophosphoric acids as efficient and recyclable catalysts for selective oxidation of benzyl alcohol
A series of organic-inorganic composite catalysts, prepared by modifying tungstophosphoric acid (TPA; H3PW12O40) with different amino acids such as phenylalanine (Phe), alanine (Ala), and glycine (Gly) were synthesized. The physicochemical and acidic properties of these (MH)xH3-xPW12O40 (M=Phe, Ala, and Gly; x=1-3) composite materials were characterized by a variety of different analytical and spectroscopic techniques, namely TGA, XRD, FTIR, XPS, and NMR, and exploited as heterogeneous catalysts for selective oxidation of benzyl alcohol (BzOH) with hydrogen peroxide (H2O2). Among them, the [PheH]H2PW12O40 catalyst exhibited the best oxidative activity with an excellent BzOH conversion of 99.0% and a desirable benzaldehyde (BzH) selectivity of 99.6%. Further kinetic studies and model analysis by response surface methodology (RSM) revealed that the oxidation of BzOH with H2O2 follows a second-order reaction with an activation energy of 56.7 kJ·mol-1 under optimized experimental variables: BzOH/H2O2 molar ratio=1 : 1.5mol/mol, amount of catalyst=6.1 wt%, reaction time (x3)=3.8 h, and amount of water (x4)=30.2mL.
[References]
- Enache DI, Edwards JK, Landon P, Solsona-Espriu B, Carley AF, Herzing AA, Watanabe M, Kiely CJ, Knight DW, Hutchings GJ, Science, 311, 362, 2006
- Perez Y, Ballesteros R, Fajardo M, Sierra I, del Hierro I, J. Mol. Catal. A-Chem., 352, 45, 2012
- Sudarsanam P, Mallesham B, Naga Durgasri D, Reddy BM, J. Ind. Eng. Chem., 20(5), 3115, 2014
- Ahmad JU, Raisanen MT, Leskela M, Repo T, Appl. Catal. A: Gen., 411-412, 180, 2012
- Corberan VC, Gonzalez-Perez ME, Martinez-Gonzalez S, Gomez-Aviles A, Appl. Catal. A: Gen., 474, 211, 2014
- Qiao D, Xu C, Xu J, Catal. Commun., 45, 44, 2014
- Zhou Y, Chen G, Long Z, Wang J, RSC Adv., 4, 42092, 2014
- Farsani, MR Jalilian T, Yadollahi B, Rudbari HA, Polyhedron, 76, 102, 2014
- Zhao W, Zhang Y, Ma B, Ding Y, Qiu W, Catal. Commun., 11, 527, 2010
- Kato CN, Nagami M, Ukai N, Appl. Catal. A: Gen., 452, 69, 2013
- Zhou LM, Al-Zaini E, Adesina AA, Fuel, 103, 617, 2013
- Kumar CR, Rao KTV, Prasad PSS, Lingaiah N, J. Mol. Catal. A-Chem., 337(1-2), 17, 2011
- Ghanbari-Siahkali A, Philippou A, Dwyer J, Anderson MW, Appl. Catal. A: Gen., 192(1), 57, 2000
- Madhusudhan Rao P, Wolfson A, Kababya S, Vega S, Landau MV, J. Catal., 232, 2010, 2005
- Han XX, Yan W, Chen KK, Hung CT, Liu LL, Wu PH, Huang SJ, Liu SB, Appl. Catal. A: Gen., 485, 149, 2014
- Kumar CR, Srinivas M, Lingaiah N, Appl. Catal. A: Gen., 487, 165, 2014
- Liu Z, Cao S, Wang S, Zeng W, Zhang T, Reac. Kinet. Mech. Cat., 111, 577, 2014
- Pandey J, Shukla A, Solid State Ion., 262, 811, 2014
- Luo GQ, Kang LH, Zhu MY, Dai B, Fuel Process. Technol., 118, 20, 2014
- Huang MY, Han XX, Hung CT, Lin JC, Wu PH, Wu JC, Liu SB, J. Catal., 320, 42, 2014
- Dong XB, Wang DJ, Li KB, Zhen YZ, Hu HM, Xue GL, Mater. Res. Bull., 57, 210, 2014
- Pathan S, Patel A, Appl. Catal. A: Gen., 459, 59, 2013
- Wang SS, Zhang J, Zhou CL, Vo-Thanh G, Liu Y, Catal. Commun., 28, 152, 2012
- Park DR, Choi JH, Park S, Song IK, Appl. Catal. A: Gen., 394(1-2), 201, 2011
- Sun Z, Wang ST, Wang XH, Jiang ZJ, Fuel, 164, 262, 2016
- Leng Y, Zhao PP, Zhang MJ, Wang J, J. Mol. Catal. A-Chem., 358, 67, 2012
- Shiju NR, Alberts AH, Khalid S, Brown DR, Rothenberg G, Angew. Chem.-Int. Edit., 50, 9615, 2011
- Brunelli NA, Didas SA, Venkatasubbaiah K, Jones CW, J. Am. Chem. Soc., 134(34), 13950, 2012
- Yang Y, Liu X, Li X, Zhao J, Bai S, Liu J, Yang Q, Angew. Chem.-Int. Edit., 51, 9164, 2012
- Han XX, Chen KK, Yan W, Hung CT, Liu LL, Wu PH, Lin KC, Liu SB, Fuel, 165, 115, 2016
- Zheng A, Huang SJ, Liu SB, Deng F, Phys. Chem. Chem. Phys., 13, 14889, 2011
- Zheng A, Li S, Liu SB, Deng F, Acc. Chem. Res., 49, 655, 2016
- Zubavichus Y, Zharnikov M, Shaporenko A, Fuchs O, Weinhardt L, Heske C, Umbach E, Denlinger JD, Grunze M, J. Phys. Chem. A, 108(20), 4557, 2004
- Kozhevnikov IV, Holmes S, Siddiqui MRH, Appl. Catal. A: Gen., 214(1), 47, 2001
- Akhtar MS, Cheralathan KK, Chun JM, Yang OB, Electrochim. Acta, 53(22), 6623, 2008
- Huang SJ, Yang CY, Zheng A, Feng N, Yu N, Wu PH, Chang YC, Lin YC, Deng F, Liu SB, Chem. Asian J., 6, 137, 2011
- Mahalakshmi R, Jesuraja SX, Jerome Das S, Cryst. Res. Technol., 41, 780, 2006
- Zheng AM, Huang SJ, Chen WH, Wu PH, Zhang HL, Lee HK, de Menorval LC, Deng F, Liu SB, J. Phys. Chem. A, 112(32), 7349, 2008
- Han XX, He YF, Hung CT, Liu LL, Huang SJ, Liu SB, Chem. Eng. Sci., 104, 64, 2013
- Saeed M, Ilyas M, Siddique M, Int. J. Chem. Kinet., 47, 447, 2015
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