Deep eutectic solvents (DESs) are widely used in numerous reactions both as a solvent and a catalyst. In this study, different types of DESs were investigated as a supplementary component for Amberlyst-15 to enhance its catalytic activity in the esterification reaction of lactic acid with ethanol. The effects of the following parameters such as DES type, choline chloride : glycerol (ChCl-Gly) (1 : 2) amount, molar ratio of reactants, temperature and agitation rate on the initial rate of reaction and yield of ethyl lactate were investigated. According to the results, DESs alone did not have any catalytic effect on the esterification; however, DESs together with Amberlyst-15 provided a significant increase in the initial rate of reaction and yield. The activation energy of the reaction decreased significantly with the combined use of Amberlyst-15 and ChCl-Gly (1 : 2). Internal and external mass transfer limitations were found to be negligible under optimum reaction conditions.

Ethyl Lactate Esterification Amberlyst-15 Deep Eutectic Solvent

Smith EL, Abbott AP, Ryder KS, Chem. Rev., 114(21), 11060 (2014)
Zainal-Abidin MH, Hayyan M, Hayyan A, Jayakumar NS, Anal. Chim. Acta, 979, 1 (2017)
Shishov A, Bulatov A, Locatelli M, Carradori S, Andruch V, Microchem. J., 135, 33 (2017)
Hadj-Kali M, Green Process. Synth., 4, 117 (2015)
Lee JS, Nanotechnol. Rev., 6, 271 (2017)
Isaifan RJ, Amhamed A, Adv. Chem., 2018, 1 (2018)
Musale RM, Shukla SR, Int. J. Plast. Technol., 20, 106 (2016)
Patil UB, Singh AS, Nagarkar JM, RSC Adv., 4, 1102 (2014)
Wang L, Zhou M, Chen Q, He MY, J. Chem. Res., 37, 598 (2013)
Tran PH, Nguyen HT, Hansen PE, Le TN, RSC Adv., 6, 37031 (2016)
De Santi V, Cardellini F, Brinchi L, Germani R, Tetrahedron Lett., 53, 5151 (2012)
Mondal D, Sharma M, Wang CH, Lin YC, Huang HC, Saha A, Nataraj SK, Prasad K, Green Chem., 18, 2819 (2016)
Singh B, Lobo H, Shankarling G, Catal. Lett., 141(1), 178 (2011)
Keshavarzipour F, Tavakol H, Catal. Lett., 145(4), 1062 (2015)
Aparicio S, Alcalde R, Green Chem., 11, 65 (2009)
Pereira CSM, Silva VMTM, Rodrigues AE, Green Chem., 13, 2658 (2011)
Tanaka K, Yoshikawa R, Ying C, Kita H, Okamoto K, Chem. Eng. Sci., 57(9), 1577 (2002)
Flick EW, Industrial Solvents Handbook, New Jersey, Noyes Data Corporation (1985).
Bennett JS, Charles KL, Miner MR, Heuberger CF, Spina EJ, Bartels MF, Foreman T, Green Chem., 11, 166 (2009)
Lilja J, Aumo J, Salmi T, Murzin DY, Maki-Arvela P, Sundell M, Ekman K, Peltonen R, Vainio H, Appl. Catal. A: Gen., 228(1-2), 253 (2002)
Wasewar K, Patidar S, Agarwal VK, Desalination, 243(1-3), 305 (2009)
Hasegawa S, Azuma M, Takahashi K, J. Chem. Technol. Biotechnol., 83(11), 1503 (2008)
Zhihong H, Jing G, Tiantao Z, Weijie L, Liya Z, Ying H, 3rd Int. Conf. Bioinforma. Biomed. Eng. iCBBE 2009, 1 (2009).
Sun J, Jiang Y, Zhou L, Gao J, Biocatal. Biotransform., 28, 279 (2010)
Koutinas M, Yiangou C, Osorio NM, Ioannou K, Canet A, Valero F, Ferreira-Dias S, Bioresour. Technol., 247, 496 (2018)
Asthana N, Kolah A, Vu DT, Lira CT, Miller DJ, Org. Process Res. Dev., 9, 599 (2005)
Gao J, Zhao XM, Zhou LY, Huang ZH, Chem. Eng. Res. Des., 85(A4), 525 (2007)
Delgado P, Sanz MT, Beltran S, Nunez LA, Chem. Eng. J., 165(2), 693 (2010)
Nigiz FU, Hilmioglu ND, React. Kinet. Mech. Catal., 118, 557 (2016)
Pal R, Sarkar T, Khasnobis S, Arkivoc, 2012, 570 (2012)
Dijs IJ, van Ochten HLF, van der Heijden AJM, Geus JW, Jenneskens LW, Appl. Catal. A: Gen., 241(1-2), 185 (2003)
Sampath G, Kannan S, Catal. Commun., 37, 41 (2013)
Dai Y, van Spronsen J, Witkamp GJ, Verpoorte R, Choi YH, Anal. Chim. Acta, 766, 61 (2013)
Loow YL, New EK, Yang GH, Ang LY, Foo YW, Wu TY, Cellulose, 24, 3591 (2017)
Aroso IM, Paiva A, Reis RL, Duarte ARC, J. Mol. Liq., 241, 654 (2017)
Shahbaz K, Mjalli FS, Hashim MA, Al Nashef IM, J. Appl. Sci., 10, 3349 (2010)
Wen Q, Chen JX, Tang YL, Wang J, Yang Z, Chemosphere, 132, 63 (2015)
Abbott AP, Harris RC, Ryder KS, D’Agostino C, Gladden LF, Mantle MD, Green Chem., 13, 82 (2011)
D’Agostino C, Harris RC, Abbott AP, Gladden LF, Mantle MD, Phys. Chem. Chem. Phys., 13, 21383 (2011)
Garcia G, Aparicio S, Ullah R, Atilhan M, Energy Fuels, 29(4), 2616 (2015)
Hayyan A, Hashim MA, Mjalli FS, Hayyan M, AlNashef IM, Chem. Eng. Sci., 92, 81 (2013)
Zhao BY, Xu P, Yang FX, Wu H, Zong MH, Lou WY, ACS Sustain. Chem. Eng., 3, 2746 (2015)
Longo LS. Craveiro MV, J. Braz. Chem. Soc., 29, 1999 (2018)
Craveiro R, Aroso I, Flammia V, Carvalho T, Viciosa MT, Dionisio M, Barreiros S, Reis RL, Duarte ARC, Paiva A, J. Mol. Liq., 215, 534 (2016)
Marcus Y, in Deep Eutectic Solvents, Springer International Publishing, 45 (2019).
Hayyan A, Mjalli FS, AlNashef IM, Al-Wahaibi T, Al-Wahaibi YM, Hashim MA, Thermochim. Acta, 541, 70 (2012)
Lee YR, Lee YJ, Ma W, Row KH, Korean J. Chem. Eng., 33(8), 2337 (2016)
Taysun MB, Sert E, Atalay FS, J. Chem. Eng. Data, 62(4), 1173 (2017)
Williamson ST, Shahbaz K, Mjalli FS, AlNashef IM, Farid MM, Renew. Energy, 114, 480 (2017)
Cao J, Qi B, Liu J, Shang Y, Liu H, Wang W, Lv J, Chen Z, Zhang H, Zhou X, RSC Adv., 6, 21612 (2016)
Zuo M, Le K, Feng Y, Xiong C, Li Z, Zeng X, Tang X, Sun Y, Lin L, Ind. Crops Prod., 112, 18 (2018)
Hu Y, Li N, Li G, Wang A, Cong Y, Wang X, Zhang T, Green Chem., 19, 1663 (2017)
Pan Y, Alam MA, Wang ZM, Wu JC, Zhang Y, Yuan ZH, Bioresour. Technol., 220, 543 (2016)
Zhang X, Zhao Y, Xu S, Yang Y, Liu J, Wei Y, Yang Q, Nat. Commun., 5, 1 (2014)
Azizi N, Dezfooli S, Environ. Chem. Lett., 14, 201 (2016)
Dai DY, Wang L, Chen Q, He MY, J. Chem. Res., 38, 183 (2014)
Alonso DA, Baeza A, Chinchilla R, Guillena G, Pastor IM, Ramon DJ, Eur. J. Org. Chem., 2016, 612 (2016)
Singh BS, Lobo HR, Pinjari DV, Jarag KJ, Pandit AB, Shankarling GS, Ultrason. Sonochem., 20, 287 (2013)
Gorke JT, Srienc F, Kazlauskas RJ, Pharmaceuticals, Therapeutics, and Biotechnology, ACS Publications, 169 (2010).
Durand E, Lecomte J, Barea B, Piombo G, Dubreucq E, Villeneuve P, Process Biochem., 47(12), 2081 (2012)
Stefanovic R, Ludwig M, Webber GB, Atkin R, Page AJ, Phys. Chem. Chem. Phys., 19, 3297 (2017)
Unlu AE, Prasad B, Anavekar K, Bubenheim P, Liese A, Prep. Biochem. Biotechnol., 47, 918 (2017)
Bailey JE, Ollis DF, Biochemical Engineering Fundamentals, New York, McGraw Hill College (1986).
Fogler HS, Elements of Chemical Reaction Engineering, Prentice Hall (2004).
Takagaki A, Catal. Sci. Technol., 6, 791 (2016)
Sigma Aldrich, Webpage, (2019). at .
Duan G, Ching CB, Lim E, Ang CH, Biotechnol. Lett., 19(11), 1051 (1997)
Perry RH, Green DW, Perry’s Chemical Engineers’ Handbook, McGraw Hill Education (2007).
Yu B, Bansal DG, Qu J, Sun X, Luo H, Dai S, Blau PJ, Bunting BG, Mordukhovich G, Smolenski DJ, Wear, 289, 58 (2012)
Mapless RE, Petroleum refinery process economics, Oklahoma, PennWell Corporation (2000).
Dean JA, Lange’s Handbook of Chemistry, 15th ed. (1999).
Simion AI, Grigoras CG, Bardasu LE, Dabija A, Food Environ. Saf., 11, 49 (2012)
Doran PM, Bioprocess engineering principles, Elsevier Science Limited (1995).
Delgado P, Sanz MT, Beltran S, Chem. Eng. J., 126(2-3), 111 (2007)
Zhang Y, Ma L, Yang JC, React. Funct. Polym., 61(1), 101 (2004)
Aranda DAG, Santos RTP, Tapanes NCO, Ramos ALD, Antunes OAC, Catal. Lett., 122(1-2), 20 (2008)
Roman FF, Ribeiro AE, Queiroz A, Lenzi GG, Chaves ES, Brito P, Fuel, 239, 1231 (2019)
Fan G, Liao C, Fang T, Luo S, Song G, Carbohydr. Polym., 112, 203 (2014)
Frija LMT, Afonso CAM, Tetrahedron, 68, 7414 (2012)
Kumar A, Dixit M, Singh SP, Raghunandan R, Maulik PR, Goel A, Tetrahedron Lett., 50, 4335 (2009)