Determination and Correlation of Ethyl Vanillin Solubility in Different Binary Solvents at Temperatures from 273.15 to 313.15 K

Guo, Nannan; Hou, Baohong; Wu, Hao; Huang, Jingjing; Tao, Xiaolong; Huang, Xin; Yin, Qiuxiang; Hao, Hongxun

doi:10.1021/acs.jced.6b00972

Cited by 13 publications

(7 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Moreover, to ensure the accuracy and reliability of the methods used in this work, solubility data of protocatechuic acid in methanol from 293.15 to 318.15 K were obtained and were compared with literature values 27 in our previous work. 28 It was found that average relative error between data obtained in this work and the literature data were less than 0.03. Therefore, the experimental methods used in this work are reliable.…”

Section: Solution Concentration Monitoringmentioning

confidence: 47%

In Situ Monitoring and Modeling of the Solution-Mediated Polymorphic Transformation of Rifampicin: From Form II to Form I

Guo

Hou

Wang

et al. 2018

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

In this article, the solution-mediated polymorphic transformation of rifampicin was investigated and simulated in 3 solvents at 30°C. The solid-state form I and form II of rifampicin was characterized by powder X-ray diffraction, scanning electron microscopy, thermogravimetric analysis, Raman spectroscopy, and Fourier transform infrared spectroscopy (FTIR). To explore the relative stability, solubility data of form I and form II of rifampicin in butan-1-ol were determined using a dynamical method. In addition, Raman spectroscopy and focused beam reflectance measurement were used to in situ monitor the transformation of rifampicin from form II to form I. The liquid state concentration of rifampicin was measured by UV spectroscopic method. To investigate the effect of solvent on transformation, the transformation experiments were carried out in 3 solvents. Furthermore, a mathematical model was built to describe the kinetics of dissolution, nucleation, and growth processes during transformation by using experimental data. By combination of experimental and simulation results, it was found that the transformation process of rifampicin is controlled by dissolution of form II in heptane, whereas the transformation in hexane and octane was firstly controlled by dissolution of solid-state form and then controlled by growth of form I.

show abstract

Section: Solution Concentration Monitoringmentioning

confidence: 47%

In Situ Monitoring and Modeling of the Solution-Mediated Polymorphic Transformation of Rifampicin: From Form II to Form I

Guo

Hou

Wang

et al. 2018

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

show abstract

“…The COSMO-RS predictions were calculated using the default conformer set distribution (dashed–dotted lines) and calculated conformer prefactor (solid lines). Different colors represent different temperatures: orange: 313.15, black: 308.15, gray: 303.15, green: 298.15, dark purple: 293.15, red: 288.15, light purple: 283.15, and yellow: 278.15 K. Symbols represent experimental data taken from literature: □ ref , ◇ ref , and ○ ref .…”

Section: Resultsmentioning

confidence: 99%

Using Molecular Conformers in COSMO-RS to Predict Drug Solubility in Mixed Solvents

Cordova,

Teixeira,

Ribeiro-Claro

et al. 2024

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

This work explores the impact of solute conformers on the conductor-like screening model for real solvents (COSMO-RS) solubility predictions of vanillin and ethyl vanillin in water, short alcohols, and their mixed solvents. Two major conformers of these solutes and changes with solvent polarity were experimentally established by Raman spectroscopy and further confirmed by density functional theory calculations. The COSMO-RS predictions using the individual conformers show a poor description of the solubilities. Estimation with the COSMO-RS default conformer distribution gave better predictions and an intermediate behavior between the predictions obtained using each individual conformer. To further improve the description of the solubilities, the weight of each conformer was fitted to the experimental solid−liquid equilibrium data of the solute in a pure solvent at different temperatures. Better solubility predictions in ternary systems describing solubility maxima were found, suggesting a semipredictive approach to COSMO-RS. This method can predict the liquid−liquid oiling-out effect in the studied binary and ternary systems.

show abstract

“…Solubility data show that EVA has a very large solubility in polar organic solvents such as alcohols and esters. , Because a high concentration is not suitable for the experiment, water was introduced to decrease its solubility in ethanol, and a 40 wt % ethanol–water solution was employed for a suitable solubility of EVA. The solubilities of EVA in 40 wt % ethanol–water with PVP additive present was determined at 10, 15, and 20 °C by a gravimetric method.…”

Section: Methodsmentioning

confidence: 99%

An Investigation into the Morphology Evolution of Ethyl Vanillin with the Presence of a Polymer Additive

Zhang

Zhou

Yang

et al. 2020

Crystal Growth & Design

Self Cite

View full text Add to dashboard Cite

Ethyl vanillin (EVA) is an important synthetic chemical which is widely used in foods, spices, cosmetics, and pharmaceuticals. However, EVA shows a thin platelike habit in various solvents, and such a habit could bring a series of problems to the downstream process. In this paper, a detailed experimental and modeling investigation for the effect of solvent molecules and polyvinylpyrrolidone (PVP) on the morphology of EVA was conducted. The results show that the EVA crystals obtained in an ethanol–water solution with different supersaturations remain aggregated and have a thin platelike morphology. Adding a certain amount of PVP into the solution can not only improve the aggregation but also modify the crystal habit from thin platelike to blocklike. The inhibition ability of PVP is found to have a positive correlation with PVP molecular weight and concentration. In contrast, the morphology of EVA crystals obtained in the presence of PVP monomer and other structurally similar additives did not change. The underlying mechanism of solvent molecules and PVP in morphology changes was investigated by a molecular dynamics simulation. The modeling results reveal that the special “pocket” structure on the crystal face is also responsible for the thin platelike habit, apart from the interaction between the exposed functional groups on the crystal faces and the solvent molecules. The change in the crystal habit with the presence of PVP is attributed to the preferential adsorption of PVP on the crystal faces, which may affect the attraction and association of solvent or solute molecules and hence hinder the crystal growth process.

show abstract

Determination and Correlation of Ethyl Vanillin Solubility in Different Binary Solvents at Temperatures from 273.15 to 313.15 K

Cited by 13 publications

References 25 publications

In Situ Monitoring and Modeling of the Solution-Mediated Polymorphic Transformation of Rifampicin: From Form II to Form I

In Situ Monitoring and Modeling of the Solution-Mediated Polymorphic Transformation of Rifampicin: From Form II to Form I

Using Molecular Conformers in COSMO-RS to Predict Drug Solubility in Mixed Solvents

An Investigation into the Morphology Evolution of Ethyl Vanillin with the Presence of a Polymer Additive

Contact Info

Product

Resources

About