Solvation properties of acetaminophen in aqueous ionic liquid, 1-hexyl-3-methylimidazolium bromide, solutions at different temperatures

被引:42
作者
Shekaari, Hemayat [1 ]
Moattar, Mohammad Taghi Zafarani [1 ]
Ghaffari, Fariba [1 ]
机构
[1] Univ Tabriz, Fac Chem, Dept Phys Chem, Tabriz, Iran
关键词
Acetaminophen; Ionic liquid; Apparent molar volume; Apparent molar isentropic compressibility; Molar conductivity; ANTIBACTERIAL DRUG AMPICILLIN; AMINO-ACIDS; VOLUMETRIC PROPERTIES; BEHAVIOR; WATER; FUROSEMIDE; ELECTRODE; COMPRESSIBILITY; PARACETAMOL; EQUILIBRIA;
D O I
10.1016/j.molliq.2014.12.015
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Densities, speeds of sound and molar conductivities of acetaminophen in 0.1, 02, 03 and 0.4 mol.kg(-1) aqueous solution of ionic liquid, 1-hexy1-3-methylimidazolium bromide ([HMIm]Br), against the molality of acetaminophen have been measured at T = (293.15 to 308.15) K. Using the density and speed of sound data, standard partial molar volume (4) and partial molar isentropic compressibility (K-phi,S(0)) have been calculated. These parameters have been used to calculation transfer volume and transfer compressibility for acetaminophen from water to aqueous ionic liquid solution. The transfer quantities are positive and increase with increasing molality of the ionic liquid and decrease with temperature which indicate the dominance of ion or hydrophilic-hydrophilic interactions between [HMIm]Br and acetaminophen and dehydration effect of ionic liquid on the acetaminophen solutions. To confirm the above results, the limiting molar conductivities (Lambda(0)) and ion association constants (K-a), forll-[HMIm]Er in aqueous acetaminophen solutions have been estimated. The association constants were also used to obtain the thermodynamic functions of ion association process of the ionic liquid. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:86 / 94
页数:9
相关论文
共 61 条
[1]  
[Anonymous], 1998, Physical Chemistry of Electrolyte Solutions: Modern Aspects
[2]  
Babu RS., 2012, J CHEM PHARM RES, V4, P3592, DOI DOI 10.1021/JA00530A046
[3]  
Banipal TS, 2004, J INDIAN CHEM SOC, V81, P126
[4]   Investigation of ionic liquids as electrolytes for carbon nanotube electrodes [J].
Barisci, JN ;
Wallace, GG ;
MacFarlane, DR ;
Baughman, RH .
ELECTROCHEMISTRY COMMUNICATIONS, 2004, 6 (01) :22-27
[5]   Paracetamol: New vistas of an old drug [J].
Bertolini, Alfio ;
Ferrari, Anna ;
Ottani, Alessandra ;
Guerzoni, Simona ;
Tacchi, Raffaella ;
Leone, Sheila .
CNS DRUG REVIEWS, 2006, 12 (3-4) :250-275
[6]   Ionic liquids: Innovative fluids for chemical processing [J].
Brennecke, JF ;
Maginn, EJ .
AICHE JOURNAL, 2001, 47 (11) :2384-2389
[7]  
Budavari S., 2001, The Merck Index, An Encyclopedia of Chemicals, Drugs, and Biologicals, V13th
[8]   Temperature-dependent volumetric and viscometric properties of amino acids in aqueous solutions of an antibiotic drug [J].
Chauhan, Suvarcha ;
Chaudhary, Poonam ;
Sharma, Kundan ;
Kumar, Kuldeep ;
Kiran .
CHEMICAL PAPERS, 2013, 67 (11) :1442-1452
[9]   Using subcritical/supercritical fluid chromatography to separate acidic, basic, and neutral compounds over an ionic liquid-functionalized stationary phase [J].
Chou, Fu-Min ;
Wang, Wei-Ting ;
Wei, Guor-Tzo .
JOURNAL OF CHROMATOGRAPHY A, 2009, 1216 (16) :3594-3599
[10]   Prodrug ionic liquids: functionalizing neutral active pharmaceutical ingredients to take advantage of the ionic liquid form [J].
Cojocaru, O. Andreea ;
Bica, Katharina ;
Gurau, Gabriela ;
Narita, Asako ;
McCrary, Parker D. ;
Shamshina, Julia L. ;
Barber, Patrick S. ;
Rogers, Robin D. .
MEDCHEMCOMM, 2013, 4 (03) :559-563