Effect of protic surfactant ionic liquids based on ethanolamines on solubility of acetaminophen at several temperatures: measurement and thermodynamic correlation

TL;DR

This study measures how well acetaminophen dissolves in three types of protic ionic liquids at different temperatures and compares the results with various thermodynamic models.

Contribution

The paper provides new solubility data for acetaminophen in ethanolamine-based protic ionic liquids and evaluates the performance of different thermodynamic models.

Findings

The solubility of acetaminophen was measured in three ethanolamine laurate-based PILs at temperatures between 298.15 and 313.15 K.

The Wilson model performed best for [MEA]La, while the Van’t Hoff-Jouyban-Acree model was most accurate for [DEA]La and [TEA]La.

Thermodynamic properties of dissolution were calculated using the Van’t Hoff and Gibbs equations.

Abstract

Absolute qualifications with the application of protic ionic liquids (PILs) and a recognition of the numerous thermophysical features of these materials are required in various processes. Due to the wonderful applications of these compounds and their high potential in the chemical and pharmaceutical industries, there is a particular eagerness to utilize these PILs in drug solubility and delivery area. The aim of this investigation was to explore the solubility of the acetaminophen (ACP) in three PILs base on ethanolamine laurate [(2-hydroxyethylammonium laurate [MEA]La), (bis(2-hydroxyethyl)ammonium laurate [DEA]La), and ( tris(2-hydroxyethyl)ammonium laurate [TEA]La)]. The shake flask method has been employed in this study, and the conditions were set at T = (298.15–313.15) K and atmospheric pressure. Moreover, the experimental solubility data was correlated using a variety of empirical and thermodynamic models, encompassing e-NRTL and Wilson activity coefficient models and the empirical models such as Van’t Hoff-Jouyban-Acree and Modified Apelblat-Jouyban-Acree. Their performance for the system containing [MEA]La follow the trend for activity coefficient models and empirical respectively: the Wilson > e-NRTL and Modified Apelblat–Jouyban–Acree > Van’t Hoff–Jouyban–Acree. On the other hand, [DEA]La and [TEA]La PILs followed slightly different trend for activity coefficient models and empirical respectively: the Wilson > e-NRTL and Van’t Hoff–uyban–Acree > Modified Apelblat–Jouyban–Acree. The Van’t Hoff and Gibbs equations were used to determine the thermodynamic properties of dissolution in the studied systems.

The online version contains supplementary material available at 10.1186/s13065-024-01243-x.

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