| AVS 56th International Symposium & Exhibition | |
| Surface Science | Thursday Sessions |
| Session SS1+AS+TF-ThM |
| Session: | Surface Science of Hazardous Materials |
| Presenter: | L.G. Gorb, SpecPro, Inc. |
| Authors: | L.G. Gorb, SpecPro, Inc. F.C. Hill, SpecPro, Inc. E.N. Muratov, A.V. Bogatsky Physical-Chemical Institute, Ukraine A.G. Artemenko, A.V. Bogatsky Physical-Chemical Institute, Ukraine Y.I. Kholod, Jackson State University V.E. Kuz'min, A.V. Bogatsky Physical-Chemical Institute, Ukraine J.R. Leszczynski, Jackson State University |
| Correspondent: | Click to Email |
Prediction of chemical and physical properties of explosives and products of their environmental degradation, instead of expensive and toxic chemical experiments, is a very important task from many points of view. Among them water solubility (SW) is an extremely important property of chemical compounds. It plays a major role in definition of migration and ultimate fate of chemicals in the environment. In particular, high solubility leads to expeditious distribution in water, i.e., chemicals that rapidly and completely dissolve in water will be transported along with the general flow of water. High SW is generally associated with a very low affinity for adsorption to solids in water, e.g., soil particles or sediment. In addition, high water solubility is associated with accumulation of contaminants in living organisms.
Water solubility values for twenty seven nitro-apomatic and hydrogen reach compounds with experimentally measured values were computed using the conductor-like screening model for real solvent (COSMO-RS) based on the density functional theory and COSMO technique. We have found that the accuracy of the COSMO-RS approach for prediction of water solubility of liquid nitro compounds is impressively high (the errors are lower than 0.1 LU). However, for some solid nitro compounds, especially nitramines, there is sufficient disagreement between calculated and experimental values. In order to increase the accuracy of predictions the quantitative structure–property relationship (QSPR) part of the COSMO-RS approach has been modified. The solubility values calculated by the modified COSMO-RS method have shown much better agreement with the experimental values (the mean absolute errors are lower than 0.5 LU). Furthermore, this technique has been used for prediction of water solubility for an expanded set of twenty three nitro compounds including nitroaromatic, nitramines, nitroanisoles, nitrogen rich compounds and some their nitroso and amino derivatives with unknown experimental values.
Finally, an application of COSMO-RS approximation to the prediction of environmental reactivity for hydrogen reach explosives (alkali hydrolysis in water) has been briefly discussed