Modeling the Solubility of Dihydroxybenzoic Acid and Methylbenzoic Acid Isomers in Supercritical Carbon Dioxide

Nasri, Loubna; Bensaad, Salima; Bensetiti, Zouhir

doi:10.5541/ijot.513

Cited by 3 publications

(4 citation statements)

References 17 publications

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“…This is also contributed due to the dipole moment of the bioactive compounds where SIN has lower dipole moment about 3.3584 D compared to ISO (4.9035 D) as optimized by the software. Nasri et al (2014) reported a similar pattern in which o-hydroxybenzoic acid (2.65 D) has a higher solubility than p-hydroxybenzoic acid (2.76 D). Johannsen and Brunner (1994) were revealed that the solubility of theophylline was higher than theobromine.…”

Section: Solubility Datamentioning

confidence: 75%

Solubility of sinensetin and isosinensetin from Cat’s Whiskers (Orthosiphon stamineus) leaves in ethanol-assisted supercritical carbon dioxide extraction: experimental and modeling

et al. 2021

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In the current study, the solubility of potent bioactive compounds from cat's whiskers (Orthosiphon stamineus), viz. sinensetin (SIN) and isosinensetin (ISO), is measured in ethanol-assisted supercritical carbon dioxide (SC-CO 2 ). Experiments were conducted at temperature and pressure of 40-80 °C and 10-30 MPa, respectively. Three semi-empirical models of Chrastil, del Valle-Aguilera, and Gonzalez were used to correlate the compounds' solubility in SC-CO 2 + ethanol. The highest solubility of SIN and ISO was obtained at 3.945 and 2.323 mg/L, respectively, at 10 MPa and 80 °C. The solubility data revealed the direct effect of temperature, while the pressure has a dual effect of both increasing and decreasing the compounds' solubility. This study revealed the influence of solute's melting point, dipole moment and molecular structure on its solubility in SC-CO 2 + ethanol system. Therefore, SIN has higher solubility in SC-CO 2 + ethanol system due to its lower melting and dipole moment compared to its isomer, ISO. In addition, the solubility of the SIN and ISO data was satisfactorily correlated with all semi-empirical models, with less than 4.0% of the AARD%. The enthalpy of vaporization and solvation for SIN and ISO in SC-CO 2 extraction were determined.

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Section: Solubility Datamentioning

confidence: 75%

Solubility of sinensetin and isosinensetin from Cat’s Whiskers (Orthosiphon stamineus) leaves in ethanol-assisted supercritical carbon dioxide extraction: experimental and modeling

et al. 2021

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“…Experimental determination of solute solubilities in supercritical carbon dioxide at each operating conditions including different temperature and pressure is onerous and time consuming [20,24].…”

Section: The Modeling Of Solubility In Supercritical Co2mentioning

confidence: 99%

“…24 shows the TGA curves of two PLA samples without POSS, one is unprocessed and the other is pure scCO2 processed, and two PLA samples, one processed with F-POSS-CO2 solution and the other processed with octaisobutyl POSS-CO2 solution. All the processed samples were processed for 3 hours at 323K and 13.8 MPa.…”

mentioning

confidence: 99%

Effects of functional groups on the solubilities of polyhedral oligomeric silsesquioxanes (POSS) in supercritical carbon dioxide

Kanya

Dilek

2015

The Journal of Supercritical Fluids

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, 88 pages In this study, the phase behavior of the binary systems containing CO2 and various hybrid polyhedral oligomeric silsesquioxanes (POSS) with different functional groups were investigated. A high-pressure view cell was used to measure the dewpoints or cloud-points at temperatures between 308K and 323K, up to 30 MPa. Among the studied POSS structures, methacryl, isooctyl and octaisobutyl POSS were observed to form homogenous solutions with CO2, while octamethyl POSS was found to be insoluble in the supercritical fluid. The solubilities of both methacryl and isooctyl POSS in supercritical carbon dioxide (scCO2) decrease with increasing temperature, while isooctyl POSS exhibits nearly an order of magnitude higher solubility than methacryl POSS at both temperatures. The octaisobutyl POSS-CO2 binary system exhibits a crossover pressure, below which the solubility of the component decreases with increasing temperature. Above this pressure, as the temperature is increased, the solubility of POSS in scCO2 increases. These results show that the functional groups of POSS affect its solubility in scCO2 and the phase behavior of the POSS-CO2 binary system significantly. vi After the solubility experiments the obtained phase behavior data of methacryl POSS, isooctyl POSS, and octaisobutyl POSS were correlated using density based models. The models used are; Mendez-Santiago and Teja (MST) model, Chrastil model, Bartle model, del Valle and Aguilera (del Valle) model, and Kumar and Johnston (K-J) model. All of these models gave good fit to the solubility data. In the last part of this study the obtained phase equilibrium data of POSS-CO2 binary system was used to design an environmentally benign material processing application using scCO2. In this application scCO2-soluble solid POSS, which were trifluoropropyl POSS and octaisobutyl POSS, were impregnated into a CO2-philic, biodegradable and biocompatible polymer, poly (lactic acid) (PLA) with scCO2. The morphological analysis by scanning electron microscopy (SEM) analysis and thermal characterization of the impregnated PLA films and neat PLA film by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) instruments were performed. The effect of POSS addition on glass transition temperature, melting temperature, and thermal stability were investigated. It was observed that POSS could be loaded into PLA with the supercritical fluid impregnation technique. The resulted polymer composites had an increase in their Tg with respect to neat PLA showing that the intermolecular interactions within the polymer matrix were enhanced. However, sufficient loading could not be obtained with current process conditions and POSS types loaded to obtain significant improvement in the thermal stability of the films.

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“…Among supercritical fluids, carbon dioxide is the most commonly used supercritical fluid because of nontoxic, nonflammable nature of carbon dioxide. Furthermore, carbon dioxide is relatively inexpensive and it has reasonable critical properties (Tc=304.2 K and Pc=73.8 bar) [1][2][3][4]. The most important thermo-physical property in the supercritical extraction process is the solubility of solutes in supercritical fluid.…”

Section: Introductionmentioning

confidence: 99%

A New Simple Equation of State for Calculating Solubility of Solids in Supercritical Carbon Dioxide

Rostamian

Lotfollahi

2015

Period. Polytech. Chem. Eng.

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Modeling the Solubility of Dihydroxybenzoic Acid and Methylbenzoic Acid Isomers in Supercritical Carbon Dioxide

Cited by 3 publications

References 17 publications

Solubility of sinensetin and isosinensetin from Cat’s Whiskers (Orthosiphon stamineus) leaves in ethanol-assisted supercritical carbon dioxide extraction: experimental and modeling

Solubility of sinensetin and isosinensetin from Cat’s Whiskers (Orthosiphon stamineus) leaves in ethanol-assisted supercritical carbon dioxide extraction: experimental and modeling

Effects of functional groups on the solubilities of polyhedral oligomeric silsesquioxanes (POSS) in supercritical carbon dioxide

A New Simple Equation of State for Calculating Solubility of Solids in Supercritical Carbon Dioxide

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