<p>The thermophysical properties of choline salicylate ([Ch][Sal]), an active pharmaceutical ingredient ionic liquid (API-IL), in (0.1, 0.2, and 0.3)&#xa0;mol‧kg<sup>−1</sup> aqueous amino acids (<sub>L-</sub>alanine, <sub>L-</sub>proline, <sub>L-</sub>arginine) solutions have been measured at 298.15&#xa0;K. Density, speed of sound, viscosity, refractive index, and electrical conductivity of [Ch][Sal] in these solutions at varying concentrations were measured. The standard partial molar volumes, <InlineEquation ID="IEq1"> <EquationSource Format="TEX">\(\mathop V\nolimits_{\varphi }^{0}\)</EquationSource> <EquationSource Format="MATHML"><math> <msubsup> <mi>V</mi> <mrow> <mi>φ</mi> </mrow> <mn>0</mn> </msubsup> </math></EquationSource> </InlineEquation> &#xa0;, partial molar isentropic compressibility’s, <InlineEquation ID="IEq2"> <EquationSource Format="TEX">\(\kappa_{\varphi }^{0}\)</EquationSource> <EquationSource Format="MATHML"><math> <msubsup> <mi>κ</mi> <mrow> <mi>φ</mi> </mrow> <mn>0</mn> </msubsup> </math></EquationSource> </InlineEquation> , viscosity <i>B</i>-coefficients, molar refractions, <InlineEquation ID="IEq3"> <EquationSource Format="TEX">\(\mathop R\nolimits_{D}\)</EquationSource> <EquationSource Format="MATHML"><math> <msub> <mi>R</mi> <mi>D</mi> </msub> </math></EquationSource> </InlineEquation>, ion association constants, <i>K</i><sub><i>A</i></sub>, and limiting molar conductivities, <i>Λ</i><sup>0</sup>, were derived. The values of <InlineEquation ID="IEq4"> <EquationSource Format="TEX">\(\mathop V\nolimits_{\varphi }^{0}\)</EquationSource> <EquationSource Format="MATHML"><math> <msubsup> <mi>V</mi> <mrow> <mi>φ</mi> </mrow> <mn>0</mn> </msubsup> </math></EquationSource> </InlineEquation> for [Ch][Sal] increased from 196.76&#xa0;cm<sup>3</sup>‧mol⁻<sup>1</sup> to 200.56&#xa0;cm<sup>3</sup>‧mol⁻<sup>1</sup> in <sub>L</sub>-alanine solutions but decreased to 192.03&#xa0;cm<sup>3</sup>‧mol⁻<sup>1</sup> in <sub>L</sub>-arginine solutions, indicating stronger ion-polar interactions with <sub>L</sub>-alanine. Similarly, <InlineEquation ID="IEq5"> <EquationSource Format="TEX">\(\kappa_{\varphi }^{0}\)</EquationSource> <EquationSource Format="MATHML"><math> <msubsup> <mi>κ</mi> <mrow> <mi>φ</mi> </mrow> <mn>0</mn> </msubsup> </math></EquationSource> </InlineEquation>, shifted from negative in water to positive values for <sub>L</sub>-alanine and remained positive for <sub>L</sub>-proline and <sub>L</sub>-arginine, suggesting hydrophobic effects in longer alkyl chains. The viscosity <i>B</i>-coefficients showed an increasing trend in <sub>L</sub>-arginine solutions, indicating stronger solute–solvent interactions. To further investigating the interactions in the studied systems, COSMO-based analysis was employed. Results indicate the presence of strong ion-polar interactions between [Ch][Sal] and <sub>L-</sub>alanine. These results provide crucial insights into the physicochemical behavior of API-ILs in biologically relevant systems.</p>

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Thermodynamic and Transport Properties of Choline Salicylate as an Active Pharmaceutical Ingredient Ionic Liquid (API-IL) in Aqueous Amino Acids (L-Alanine, L-Arginine, L-Proline) Solutions at 298 K

  • Negin Ammari,
  • Hemayat Shekaari,
  • Mohammed Taghi Zafarani-Moattar,
  • Elaheh Janbezar,
  • Mohammad Bagheri Hokm Abad,
  • Fariba Ghaffari

摘要

The thermophysical properties of choline salicylate ([Ch][Sal]), an active pharmaceutical ingredient ionic liquid (API-IL), in (0.1, 0.2, and 0.3) mol‧kg−1 aqueous amino acids (L-alanine, L-proline, L-arginine) solutions have been measured at 298.15 K. Density, speed of sound, viscosity, refractive index, and electrical conductivity of [Ch][Sal] in these solutions at varying concentrations were measured. The standard partial molar volumes, \(\mathop V\nolimits_{\varphi }^{0}\) V φ 0  , partial molar isentropic compressibility’s, \(\kappa_{\varphi }^{0}\) κ φ 0 , viscosity B-coefficients, molar refractions, \(\mathop R\nolimits_{D}\) R D , ion association constants, KA, and limiting molar conductivities, Λ0, were derived. The values of \(\mathop V\nolimits_{\varphi }^{0}\) V φ 0 for [Ch][Sal] increased from 196.76 cm3‧mol⁻1 to 200.56 cm3‧mol⁻1 in L-alanine solutions but decreased to 192.03 cm3‧mol⁻1 in L-arginine solutions, indicating stronger ion-polar interactions with L-alanine. Similarly, \(\kappa_{\varphi }^{0}\) κ φ 0 , shifted from negative in water to positive values for L-alanine and remained positive for L-proline and L-arginine, suggesting hydrophobic effects in longer alkyl chains. The viscosity B-coefficients showed an increasing trend in L-arginine solutions, indicating stronger solute–solvent interactions. To further investigating the interactions in the studied systems, COSMO-based analysis was employed. Results indicate the presence of strong ion-polar interactions between [Ch][Sal] and L-alanine. These results provide crucial insights into the physicochemical behavior of API-ILs in biologically relevant systems.