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Received June 23, 2020
Accepted November 11, 2020
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Effect of low levels of hydrotropes on micellization of phenothiazine drug
Sulaiman Y. M. Alfaifi1
Dileep Kumar2 3†
Malik Abdul Rub1 4
Farah Khan5
Naved Azum1 4
Anish Khan1 4
Abdullah M. Asiri1 4
Hurija Dzudzevic-Cancar6
1Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah-21589, Saudi Arabia 2Division of Computational Physics, Institute for Computational Science, Ton Duc Thang University, Ho Chi Minh City, Vietnam 3Faculty of Applied Sciences, Ton Duc Thang University, Ho Chi Minh City, Vietnam 4Center of Excellence for Advanced Materials Research, King Abdulaziz University, Jeddah-21589, Saudi Arabia 5Department of Chemistry, Aligarh Muslim University, Aligarh-202 002, India 6Department of Natural Science in Pharmacy, Faculty of Pharmacy, University of Sarajevo, Zmaja od Bosne 8 71 000 Sarajevo, Bosnia and Herzegovina, Bosnia and Herzegowina
dileepkumar@tdtu.edu.vn
Korean Journal of Chemical Engineering, February 2021, 38(2), 386-399(14), 10.1007/s11814-020-0710-3
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Abstract
Interactions within mixtures of the phenothiazine drug promethazine hydrochloride (PMH) and cationic hydrotropes ortho-toluidine hydrochloride (o-TDH) and para-toluidine hydrochloride (p-TDH) were investigated at different ratios and temperatures via conductometry to understand various physicochemical properties. Critical micelle concentration (cmc) was less than values of cmcid (cmc in ideal mixed system), indicating significant interaction among the studied constituents in solution mixtures. The cmc of pure PMH was also determined by measuring the surface tension for comparison. A variety of micellization thermodynamic parameters (Gibbs free energy [ΔGm 0 ], change in standard enthalpy [ΔHm 0 ], and change in entropy [ΔSm 0 ]) were computed using conductometry. The micellar mole fraction (X1 Rb, X1 Rod, and X1 id) of hydrotropes estimated by various theoretical models (Rubingh, Rodenas, and Motomura) was assessed, and the results showed a greater contribution of hydrotropes in mixed micelles along with their values increasing via an increase in mole fraction (α1) of hydrotropes (o-TDH/p-TDH). Negative β values suggest extremely favorable attractive interaction/synergism, as declines occurred in the whole quantity of amphiphile used for the desired purpose, leading to a drop of expenditure along with ecological concern. Obtained activity coefficients (f1 and f2) were always beneath unity, meaning nonideality was found between PMH and o-TDH/p-TDH. Like the conductivity method, the UV-visible and FT-IR techniques also demonstrate the interaction between the PMH and o-TDH/p-TDH.
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Mahajan S, Mahajan RK, J. Colloid Interface Sci., 387, 194 (2012)
Kumar H, Sharma N, Katal A, J. Mol. Liq., 258, 285 (2018)
Gaikar VG, Padalkar KV, Aswal VK, J. Mol. Liq., 138, 155 (2008)
Nabi A, Tasneem S, Jesudason CG, Lee VS, Zain SBM, J. Mol. Liq., 256, 100 (2018)
Padalkar KV, Gaikar VG, Aswal VK, J. Mol. Liq., 144, 40 (2009)
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Tahmasebi N, Khalildashti M, Korean J. Chem. Eng., 37(3), 448 (2020)
Kim BM, Choi YJ, Choi JH, Shin YH, Lee SH, Korean J. Chem. Eng., 37(1), 1 (2020)
Kumar D, Rub MA, J. Phys. Org. Chem., 32, e3918 (2019)
Kumar D, Rub MA, J. Mol. Liq., 274, 639 (2019)
Vo TK, Kim JS, Korean J. Chem. Eng., 37(3), 571 (2020)
Li GH, Cho CG, Korean J. Chem. Eng., 25(6), 1444 (2008)
Taboada P, Attwood D, Mosquera V, J. Colloid Interface Sci., 248(1), 158 (2002)
Kumar D, Hidayathulla S, Rub MA, J. Mol. Liq., 271, 254 (2018)
Srivastava A, Uchiyama H, Wada Y, Hatanaka Y, Shirakawa Y, Kadota K, Tozuka Y, J. Mol. Liq., 277, 349 (2019)
Rub MA, Azum N, Khan F, Sehemi GA, Asiri AM, Korean J. Chem. Eng., 32(10), 2142 (2015)
Rub MA, Azum N, Khan F, Asiri AM, J. Chem. Thermodyn., 121, 199 (2018)
Hatzopoulos MH, Eastoe J, Dowding PJ, Rogers SE, Heenan R, Dyer R, Langmuir, 27(20), 12346 (2011)
Balasubramanian D, Srinivas V, Gaikar VG, Sharma MM, J. Phys. Chem., 93, 3865 (1989)
Roy BK, Moulik SP, Curr. Sci., 85, 1148 (2003)
Srinivas V, Rodley GA, Ravikumar K, Robinson WT, Turnbull MM, Balasubramanian D, Langmuir, 13(12), 3235 (1997)
Sachin KM, Karpe SA, Singh M, Bhattara A, R. Soc. Open Sci., 6, 181979 (2019)
Schreier S, Malheiros SVP, de Paula E, Biochim. Biophys. Acta, 1508, 210 (2000)
Jones M, Leroux J, Eur. J. Pharm. Biopharm., 48, 101 (1999)
Torchilin VP, J. Control. Release, 73, 137 (2001)
Katzung BG, Basic and clinical pharmacology, 9th Ed., McGraw-Hill, New York (2004).
Mahajan RK, Mahajan S, Bhadani A, Singh S, Phys. Chem. Chem. Phys., 14, 887 (2012)
Kumar D, Rub MA, J. Mol. Liq., 238, 389 (2017)
Khan ZA, Kamil M, Sulaiman O, Hashim R, Ibrahim MNM, Khanam AJ, Kabir-ud-Din, J. Dispersion Sci. Technol., 32, 1452 (2011)
Khan IA, Khanam AJ, Sheikh MS, Kabir-ud-Din, J. Phys. Chem. B, 115(51), 15251 (2011)
Landazuri G, Alvarez J, Carvajal F, Macias ER, Gonzalez-Alvarez A, Schulz EP, Frechero M, Rodriguez JL, Minardi R, Schulz PC, Soltero JFA, J. Colloid Interface Sci., 370, 86 (2012)
Clint JH, J. Chem. Soc.-Faraday Trans., 71, 1327 (1975)
Jafari-Chashmi P, Bagheri A, J. Mol. Liq., 269, 816 (2018)
Mata J, Varade D, Bahadur P, Thermochim. Acta, 428(1-2), 147 (2005)
Fontan JLL, Costa J, Ruso JM, Prieto G, Sarmiento F, J. Chem. Eng. Data, 49(4), 1008 (2004)
Khan F, Sheikh MS, Rub MA, Azum N, Asiri AM, J. Mol. Liq., 222, 1020 (2016)
Mahbub S, Rub MA, Hoque MA, Khan MA, J. Phys. Org. Chem., 31, e3872 (2018)
Mahbub S, Rub MA, Hoque MA, Khan MA, J. Phys. Org. Chem., 32, e3917 (2019)
Asakawa T, Kitano H, Ohta A, Miyagishi S, J. Colloid Interface Sci., 242(2), 284 (2001)
Iijima H, Kato T, Soderman O, Langmuir, 16(2), 318 (2000)
Gorski N, Kalus J, Langmuir, 17(14), 4211 (2001)
Buckingham SA, Garve CJ, Warr GG, J. Phys. Chem., 97, 10236 (1993)
Kale KM, Cussler EL, Evans DF, J. Phys. Chem., 84, 593 (1980)
Wang YL, Dubin PL, Zhang HW, Langmuir, 17(5), 1670 (2001)
Jalali F, Shamsipur M, Alizadeh N, J. Chem. Thermodyn., 32(6), 755 (2000)
Rub MA, Azum N, Khan F, Asiri AM, J. Phys. Org. Chem., 30, e3676 (2017)
Rub MA, Khan F, Kumar D, Asiri AM, Tenside Surf. Deterg., 52, 236 (2015)
Khan ZA, J. Mol. Liq., 281, 333 (2019)
Khanam AJ, Sheikh MS, Khan IA, Kabir-ud-Din, J. Ind. Eng. Chem., 20(5), 3453 (2014)
Malliaris A, J. Phys. Chem., 91, 6511 (1987)
Chauhan S, Pathania L, J. Mol. Liq., 272, 953 (2018)
Khan F, Rub MA, Azum N, Asiri AM, J. Phys. Org. Chem., 31, e3812 (2018)
Wagle VB, Kothari PS, Gaikar VG, J. Mol. Liq., 133, 68 (2007)
Rubingh DN, Mixed Micelle Solution, in: Solution Chemistry of Surfactants, vol. 1, Plenum, New York (1979).
Das S, Ghosh S, Das B, J. Chem. Eng. Data, 63(10), 3784 (2018)
Rodenas E, Valiente M, Villafruela MD, J. Phys. Chem. B, 103(21), 4549 (1999)
Motomura K, Yamanaka M, Aratono M, Colloid Polym. Sci., 262, 948 (1984)
Rub MA, Azum N, Khan SB, Marwani HM, Asiri AM, J. Mol. Liq., 212, 532 (2015)
Khan F, Rub MA, Azum N, Kumar D, Asiri AM, J. Solution Chem., 44, 1937 (2015)
Singh O, Singla P, Kaur R, Mahajan RK, Colloids Surf. A: Physicochem. Eng. Asp., 523, 43 (2017)
Rub MA, Azum N, Asiri AM, J. Chem. Eng. Data, 62(10), 3216 (2017)
Kumar D, Azum N, Rub MA, Asiri AM, J. Mol. Liq., 262, 86 (2018)
Kumar D, Rub MA, Azum N, Asiri AM, J. Phys. Org. Chem., 31, e3730 (2018)
Azum N, Rub MA, Asiri AM, Kashmery HA, J. Mol. Liq., 260, 159 (2018)
Rub MA, Khan F, Sheikh MS, Azum N, Asiri AM, J. Chem. Thermodyn., 96, 196 (2016)
Aaron JJ, Maafi M, Kersebet C, Parkanyi C, Antonious MS, Motohashi N, J. Photochem. Photobiol. A-Chem., 101, 127 (1996)
Mahajan S, Mahajan RK, J. Colloid Interface Sci., 387, 194 (2012)
Kumar H, Sharma N, Katal A, J. Mol. Liq., 258, 285 (2018)
Gaikar VG, Padalkar KV, Aswal VK, J. Mol. Liq., 138, 155 (2008)
Nabi A, Tasneem S, Jesudason CG, Lee VS, Zain SBM, J. Mol. Liq., 256, 100 (2018)
Padalkar KV, Gaikar VG, Aswal VK, J. Mol. Liq., 144, 40 (2009)
