Développement de modèles QSPR pour la prédiction des propriétés d'explosibilité des composés nitroaromatiques

Abstract : The aim of these works consisted in the development and evaluation of quantitative structure property models (QSPR) for the prediction of explosive properties of nitroaromatic compounds, to be used within a regulatory context, in particular the new European regulation called REACH. Different methodological approaches (multilinear regressions, PCA, PLS, decision trees) were used to develop models for the prediction of the heat of decomposition. The descriptors of the model are selected among an extended set of more than 300 (constitutional, topological, geometric and quantum chemical) descriptors. Applicability domains were defined and the predictive power was determined using a set of validation. Three other properties (decomposition temperature, electric spark and impact sensitivities) were also investigated, leading to similar or better performances than existing models. Then, subjacent mechanisms, analyzed from DFT calculations, brought to light specific decomposition paths for any nitroaromatic compounds. This study completed the QSPR analyses in terms of phenomenological interpretation. Finally, this study took into account all OECD principles for the validation of QSAR/QSPR models for regulatory uses (experimental endpoint, model structure, validation, applicability domain and interpretation of subjacent mechanisms). Moreover, two predictive models were developed for the heat of decomposition of nitroaromatic compounds.
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Submitted on : Thursday, September 9, 2010 - 4:38:56 PM
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Guillaume Fayet. Développement de modèles QSPR pour la prédiction des propriétés d'explosibilité des composés nitroaromatiques. Chimie. Chimie ParisTech, 2010. Français. ⟨pastel-00006157⟩

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