Molecular dynamics simulation of fluorination effect for solvation of trifluoromethylbenzoic acid isomers in supercritical carbon dioxide

Abstract

A molecular dynamics (MD) simulation was applied to carbon dioxide+trifluoromethylbenzoic acid isomer and carbon dioxide+methylbenzoic acid isomer systems to investigate the interactions between carbon dioxide and the solutes. The pair correlation functions between the carbon dioxide and trifluoromethyl group or methyl group in the solutes were calculated to study the fluorination effect of solvation. As a result, it was found that the interactions between carbon dioxide and trifluoromethyl group in trifluoromethylbenzoic acid isomers were stronger than those between carbon dioxide and the methyl group in methylbenzoic acid isomers. The simulation results had the same tendency as the experimental solubility enhancements and coincided with the trend of the interaction parameters of the Peng-Robinson equation of state that were determined from the solubility data.

Keywords:

• Molecular simulation
• Interaction
• Fluorination effect
• Trifluorobenzoic acid
• Supercritical carbon dioxide
• ACS Classification

Acknowledgements

The present study was supported in part by a Grant-in-Aid for the 21st century center of excellent (COE) program, “Functional Innovation of Molecular Informatics”, from the Ministry of Education, Science, Sports and Culture of Japan and a grant provided by NEDO (via JCII) based on the project “Res. & Dev. of Environmentally Friendly Tech. Using SCF” of Ind. Sci. Tech. Frontier Program (METI).