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Received June 12, 2020
Accepted August 5, 2020
articles This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
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Natural deep eutectic solvents for enhancing the solubility of two B vitamins in aqueous solutions: Experimental study and thermodynamic aspects

Department of Chemical, Petroleum and Gas Engineering, Shiraz University of Technology, Shiraz, Iran
aa.roosta@sutech.ac.ir
Korean Journal of Chemical Engineering, December 2020, 37(12), 2307-2316(10), 10.1007/s11814-020-0658-3
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Abstract

Natural deep eutectic solvents (NADESs) as green solvents have substantial potential for enhancing the solubility of pharmaceuticals in aqueous solutions. In this work, the solubility of two B vitamins (nicotinic acid and 4aminobenzoic acid) in aqueous solutions of two NADESs was measured at temperatures between 298.15 K and 313.15 K and different concentrations of NADESs. The studied NADESs were prepared by mixing dried choline chloride with urea or malonic acid with molar ratios of 1 : 2 and 1 : 1, respectively. Based on the results, chloride+malonic acid was more effective on the solubility of the pharmaceuticals in aqueous solutions. Furthermore, the DESs increased the aqueous solubility of 4aminobenzoic acid more than that of nicotinic acid. The experimental solubility data were modeled with the van Laar activity model as well as the modified Apelblat equation to correlate the solubility of the pharmaceuticals to the temperature and NADESs concentration. The molar enthalpy of dissolution (Δhd) and the molar enthalpy of mixing (Δhmix) of the pharmaceuticals in the aqueous solutions of the NADESs were calculated. These parameters showed that all the dissolution processes were endothermic, while the mixing process as a part of the dissolution process was exothermic.

References

Mehta M, Biopharmaceutics classification system (BCS): Development, implementation, and growth, Wiley, New Jersey (2016).
Bouillot B, Teychene S, Biscans B, Fluid Phase Equilib., 309(1), 36 (2011)
Cheng C, Cong Y, Du CB, Wang J, Yao GB, Zhao HK, J. Chem. Thermodyn., 101, 372 (2016)
Mokhtarpour M, Shekaari H, Zafarani-Moattar MT, Golgoun S, J. Mol. Liq., 297, 111799 (2019)
Dhillon B, Goyal NK, Malviya R, Sharma PK, Glob. J. Pharmacol., 8, 26 (2014)
Chaudhary A, Nagaich U, Gulati N, Sharma VK, Khosa RL, J. Adv. Pharm. Educ. Res., 2, 32 (2012)
Kharwade M, Achyuta G, Subrahmanyam CVS, Puvvadi S, J. Pharm. Res., 5, 4204 (2012)
Smith KB, Bridson RH, Leeke GA, J. Chem. Eng. Data, 56(5), 2039 (2011)
Egorova KS, Gordeev EG, Ananikov VP, Chem. Rev., 117(10), 7132 (2017)
Faria RA, Bogel-Lukasik E, Fluid Phase Equilib., 397, 18 (2015)
Kudlak B, Owczarek K, Namiesnik J, Environ. Sci. Pollut. Res., 22, 11975 (2015)
Kunz W, Hackl K, Chem. Phys. Lett., 661, 6 (2016)
Jiang WJ, Zhong FY, Liu Y, Huang K, ACS Sustain. Chem. Eng., 7, 10552 (2019)
Wen Q, Chen JX, Tang YL, Wang J, Yang Z, Chemosphere, 132, 63 (2015)
Radosevic K, Curko N, Srcek VG, Bubalo MC, et al., LWT-Food Sci. and Technol., 73, 45 (2016)
Abbas Q, Binder L, ECS Trans., 33, 49 (2010)
Liu F, Chen W, Mi J, Zhang J, Kan X, Zhong F, Huang K, Zheng A, Jiang L, AIChE J., 65, e16574 (2019)
Jiang WJ, Zhong FY, Zhouo LS, Peng HL, Fan JP, Huang K, Chem. Commun., 56, 2399 (2020)
Abbott AP, Capper G, Davies DL, Rasheed RK, Tambyrajah V, Chem. Commun., 2003, 70 (2003)
Dai Y, Van Spronsen J, Witkamp G, Anal. Chim. Acta, 766, 6 (2013)
Dai Y, Van Spronsen J, Witkamp GJ, Verpoorte R, Choi YH, J. Nat. Prod., 76, 2162 (2013)
Dai Y, Witkamp G, Verpoorte R, Choi YH, Food Chem., 187, 14 (2015)
Zhao H, Baker GA, Holmes S, J. Mol. Catal. B-Enzym., 72, 163 (2011)
Ni Y, Bi Z, Su H, Yan L, Green Chem., 21, 1075 (2019)
Shekaari H, Zafarani-Moattar MT, Shayanfar A, Mokhtarpour M, J. Mol. Liq., 249, 1222 (2018)
Tajmir F, Roosta A, J. Mol. Liq., 303, 112636 (2020)
Ghaedi H, Ayoub M, Sufian S, Murshid G, Farrukh S, Shariff AM, Int. J. Greenh. Gas Control, 66, 147 (2017)
Carlesi C, Guajardo N, Schrebler R, Vasquez-Sandoval D, J. Clean Prod., 240, 118240 (2019)
Lin CM, Leron RB, Caparanga AR, Li MH, J. Chem. Thermodyn., 68, 216 (2014)
Jiang H, Diao B, Xu D, Zhang L, Ma Y, Gao J, Wang Y, J. Mol. Liq., 279, 524 (2019)
Pan Q, Shang XY, Li J, Ma ST, Li LM, Sun L, Sep. Purif. Technol., 219, 113 (2019)
Soares RRG, Azevedo AM, Van Alstine JM, Aires-Barros MR, Biotechnol. J., 10, 1158 (2015)
Li C, Li Z, Wang A, Yin J, Wang J, Li H, Liu Q, RSC Adv., 3, 6356 (2013)
Xu P, Wang Y, Chen J, Wei X, Xu W, Ni R, Meng J, Zhou Y, Talanta, 202, 1 (2019)
Abbott AP, Ballantyne A, Harris RC, Juma JA, Ryder KS, Forrest G, Electrochim. Acta, 176, 718 (2015)
Sebastian P, Valles E, Gomez E, Electrochim. Acta, 112, 149 (2013)
Wang X, Sun M, Xiang S, Waqas M, Fan Y, Zhong J, Huang K, Chen W, Liu L, Yang J, Electrochim. Acta, 337, 135742 (2020)
Zhang X, Cheng L, Wu X, Tang Y, Wu Y, J. Environ. Sci., 33, 97 (2015)
Gano ZS, Mjalli FS, Al-Wahaibi T, Al-Wahaibi Y, AlNashef IM, Chem. Eng. Process. Process Intensif., 93, 10 (2015)
Jiang W, Dong L, Liu W, Guo T, Liu H, Yin S, Zhu W, Li H, Chem. Eng. Process. Process Intensif., 115, 34 (2017)
Juneidi I, Hayyan M, Hashim MA, Hayyan A, Biochem. Eng. J., 117, 129 (2017)
Halder AK, Cordeiro MNDS, ACS Sustain. Chem. Eng., 7, 10649 (2019)
Hayyan M, Hashim MA, Hayyan A, Al-Saadi MA, AlNashef IM, Mirghani MES, Saheed OK, Chemosphere, 90, 2193 (2013)
Macario IPE, Oliveira H, Menezes AC, Ventura SPM, Pereira JL, Goncalves AMM, Coutinho JAP, Goncalves FJM, Sci. Rep., 9, 3932 (2019)
Skarpalezos D, Detsi A, Appl. Sci., 9, 4169 (2019)
De Morais P, Goncalves F, Coutinho JAP, Ventura SPM, ACS Sustain. Chem. Eng., 3, 3398 (2015)
Prausnitz JM, Lichtenthaler RN, de Azevedo EG, Molecular thermodynamics of fluids-phase equilibria, 3rd Ed., Prentice-Hall, New Jersey (1999).
Rehman M, Shekunov BY, York P, Colthorpe P, J. Pharm. Sci., 90, 1570 (2001)
Goncalves EM, da Piedade MEM, J. Chem. Thermodyn., 47, 362 (2012)
Lin HM, Nash RA, J. Pharm. Sci., 82, 1018 (1993)
Wu SH, Caparanga AR, Leron RB, Li MH, Thermochim. Acta, 544, 1 (2012)
Apelblat A, Manzurola E, Chem. Thermodyn., 31, 85 (1999)
Williamson AT, Trans. Faraday Soc., 40, 421 (1944)
Bellich B, Gamini A, Brady JW, Cesaro A, Int. J. Pharm., 540, 65 (2018)
Buchholz H, Seidel-Morgenstern A, Lorenz H, Chem. Eng. Technol., 40(7), 1268 (2017)
Wang LC, Wang FA, J. Chem. Eng. Data, 49(1), 155 (2004)
Lin HM, Nash RA, J. Pharm. Sci., 82, 1018 (1993)
Yalkowskyx SH, Valvani SC, Roseman TJ, J. Pharm. Sci., 72, 866 (1983)
Flynn GL, Yalkowsky SH, J. Pharm. Sci., 61, 838 (1972)
Jia Q, Ma P, Ma S, Wang C, J. Chem. Eng., 15, 710 (2007)

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