Classification of Organic Solvents Revisited by Using the COSMO‐RS Approach

Abstract

A new approach for the classification of solvents is proposed, based solely on the solvent molecular structure and relying on the "COnductor-like Screening MOdel for Real Solvents" (COSMO-RS), in which solvents are considered in their liquid state. This approach provides an a priori classification without requiring the knowledge of any experimental data. The theoretical descriptors of the proposed classification are generated through the analysis of the COSMO-RS σ-potential profiles. By applying a two-step statistical procedure to the descriptors generated for a set of 153 representative solvents, a clustering into 10 classes leads to an optimal classification that is compared to the classical Chastrette's classification. The investigation of nitrocellulose solubility allows a validation of the proposed classification, which can be extended also to solvent mixtures. This new approach for solvent classification, thus, appears as a consistent tool for the design of new solvents and their formulation.

Panorama of sustainable solvents using the COSMO-RS approach

“…19 These differences are mainly due to the fact that descriptions of hydrogen bond and nitrogen atom are more accurate with the new version of COSMOtherm. The accuracy improvement of nitrogen atoms description led to important differences of sigma potential of nitrogen-containing molecules, especially for trisubstituted amines (see Fig.…”

“…19 This procedure involves a Principal Component Analysis (PCA)/k-means classification applied to the socalled "σ-potentials" curves calculated via the COSMO-RS approach. A major advantage of this method is that any new solvent can be positioned within this classification thanks to its σ-potential calculated with COSMO-RS and converted into the coordinates into the new space defined by the PCA.…”

Alternative solvents for extraction of food aromas. Experimental and COSMO-RS study

“…COSMO-RS combines quantum chemical considerations (COSMO) and statistical thermodynamics (RS) to determine and predict thermodynamic properties without experimental data. (Benazzouz, Moity, Pierlot, Molinier, & Aubry, 2014;Durand, Molinier, Kunz & Aubry, 2011;Garcia-chavez, Hermans, Schuur, & de Haan, 2012;Klamt, 2003;Zhou, Qi, & Sundmacher, 2014).…”

Intelligent Approach to Solvent Substitution: The Identification of a New Class of Levoglucosenone Derivatives

“…This approachd oes not provide quantitative estimates of solubility.The theoretical COSMO-RS calculations introduce ar eference solute (only defined by its surface charge), and the data generatedc an be used to estimate the thermodynamic properties of liquidsa nd to predict equilibria and relative solvation energies on aq uantitative basis. [31] Instead, the assessment was continued with alternative measures of solvent polarity to give greater significance to nonspecific solvent-solute interactions (as obtained experimentally). Differences in hydrogen bond character shown throughC OSMO-RS theory indicate possible limitations for Cyrene and the Cygnet solvents in applicationst hat depend currentlyo ne ither NMP or DCM, respectively.H owever,e xperimental studies using Cyrene as as olventh ave shown it to be comparable to NMP in many respects.…”