Solubility Parameter Prediction for Kacip Fatimah Herb using Group Contribution-Based Models

The solid−liquid equilibrium solubility and solvent effects of Nbenzyloxycarbonyl-L-serine in 12 monosolvent systems (water, n-propanol, isopropanol, n-butanol, isobutanol, sec-butanol, n-pentanol, acetonitrile, 2butanone, acetone, methyl acetate, and ethyl acetate) were reported in this work. All of the solubility data were measured at 283.15−323.15 K (5 K interval) by the static gravimetric method at a pressure of 101.2 kPa. Among the 12 monosolvents, the solubility increased with the increase of absolute temperature; the order is acetone > isopropanol > n-propanol > sec-butanol > n-butanol > 2butanone > isobutanol ≈ n-pentanol > methyl acetate > ethyl acetate > acetonitrile > water. The solubility is the largest in acetone (0.2055 mol•mol −1 at 323.15 K) and the smallest in water (9.737 × 10 −4 mol•mol −1 at 283.15 K). According to the solubility data analysis results, the solubility of Nbenzyloxycarbonyl-L-serine is positively correlated with the polarity of the solvent. However, its solubility could be affected by other factors, such as propensity for hydrogen bonding acceptor for isopropanol, structural similarity for acetone, cohesive energy density for water, acetonitrile, and sec-butanol, which lead to different dissolution behavior. In addition, the Hansen solubility parameters (HSPs) were used to further analyze its solubility behavior. The Yaws model and the modified Apelblat model were employed to correlate the experimental solubility, and the fitting results of the two models were both well. In addition, through the comparison of the AIC values and Akaike weights of the two models, the modified Apelblat model yielded a more satisfactory correlation result. The results may provide a theoretical basis for the preparation and application of N-benzyloxycarbonyl-L-serine.

Section: Methodsmentioning

confidence: 99%

Section: Powder X-ray Diffraction Analysismentioning

confidence: 99%

Solubility and Hansen Solubility Parameters of N-Benzyloxycarbonyl-l-serine in 12 Monosolvents from 283.15 to 323.15 K

Liu

Tang²,

Wang

et al. 2023

“…The values for the three kinds of solubility parameters (δ d , δ p , and δ h ) can be obtained from the previous literature or calculated by Hoftyzer and van Krevelen’s group contribution method as eqs – − where F h i is the contribution of the group to the hydrogen bonding energy, F d i is the contribution of the group to the dispersion force, F p i is the contribution of the group to the polar force, I is the structural group in the substance, and V s is the molar volume of a solute.…”

Section: Computational Methodsmentioning

confidence: 99%

Thermodynamic Modeling, Hansen Solubility Parameters, and Solubility Behavior of N-Benzyloxycarbonyl-l-asparagine in Twelve Pure Solvent Systems at 283.15–323.15 K

Zhao

Qiu

et al. 2021

The solid−liquid equilibrium solubility and solvent effect of Nbenzyloxycarbonyl-L-asparagine in monosolvent systems (water, isopropanol, ethanol, n-propanol, isobutanol, n-butanol, acetonitrile, n-pentanol, 2-butanone, acetone, 1,4dioxane, and methanol) were studied. The solubility of N-benzyloxycarbonyl-Lasparagine was measured by the static gravimetric method at 283.15 to 323.15 K (5 K interval). The polymorph of N-benzyloxycarbonyl-L-asparagine was investigated by powder X-ray diffraction. Experiments confirmed that the crystal form did not change during the determination of solubility. Furthermore, the results showed that the solubility of N-benzyloxycarbonyl-L-asparagine was positively correlated with the test temperature in the test solvent. The solubility of N-benzyloxycarbonyl-L-asparagine in 12 pure solvents was analyzed by Hansen solubility parameters, molecular structures, hydrogen bonds, and solvent polarity. The solubility of N-benzyloxycarbonyl-Lasparagine in 12 pure solvents was affected by many factors. The Yaws model and the modified Apelblat model were employed to correlate the experimental solubility, and the fitting results of the two models were very good. In addition, AIC values and Akaike weights of the two models were calculated to evaluate the fitting level.

“…These three solubility parameters of the solvent (δ d , δ p , and δ h ) can be obtained from previous publications. , For the solute, the solubility parameters can be calculated according to eqs –, which are derived from Hoftyzer and van Krevelen’s group contribution method. − where i is the structural group in the compound. In the solid–liquid equilibrium system, the smaller the absolute difference of solubility parameters (δ d , δ p , δ h , and δ t ), the larger the solubility values, which can be calculated using eq . where n = d , p , h , and t .…”

Section: Solubility and Model Calculationmentioning

confidence: 99%

Solubility and Hansen Solubility Parameter of N_α-Carbobenzyloxy-l-Arginine in Twelve Individual Solvents from 283.15 to 323.15 K

Qiu

Guo

et al. 2022

The solubility data of N α -carbobenzyloxy-L-arginine in 12 individual solvents (water, dimethylformamide, methanol, ethanol, isopropanol, 1-butanol, acetone, acetonitrile, dichloromethane, ethyl acetate, and 2-butanone) were determined by the static gravimetric method in the temperature range from 283.15 to 323.15 K. The results show that all the solubility increases with the increase in temperature. In the selected solvent systems, three different polymorphs named the α-form, β-form, and γ-form were found. In addition, the Hansen solubility parameters (HSPs) were used to analyze the dissolution behavior. According to the solubility data analysis results, the dissolution behavior was affected by the HSPs, polarity, hydrogen bond, and cohesive energy density. The Apelblat model and the Yaws model were used to correlate the solubility data, and their fitting effect was evaluated by the Akaike information criterion method.