Prediction of Physicochemical Properties of Energetic Materials for Identification of Treatment Technologies for Waste Streams
Abstract
This objective of this work was to predict the physicochemical properties of six energetic materials. The energetic materials of interest were 2,4-Dinitroanisole (DNAN), 3,4-Dinitropyrazole (DNP), n-Methyl-p-nitroaniline (MNA), 1-Methyl-2,4,5-trinitroimidazole (MTNI), 3-Nitro-1,2,4-triazol-5-one (NTO), and 1,3,5-Triamino-2,4,6-trinitrobenzene (TATB). The physicochemical properties of interest were the aqueous solubility, the octanol-water partition coefficient and Henry's constant. Three reference compounds were chosen to provide validation of the proposed approach: cyclotrimethylene-trinitramine (RDX), octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX), and ε-CL20. Group contribution methods available in the literature were used for predictions. In addition, a number of physical properties were required, including critical temperature and pressure, normal boiling point, melting point, heat of fusion, and vapor pressure. These were also predicted using the chemical structure of the energetic compounds. Where literature data were available, comparisons with predictions were performed. Another purely predictive method, based on chemical structure, was also employed for the estimation of physicochemical properties. This method, based on the ?Conductor-like Screening Model for Real Solvents,? required quantum chemical calculations performed using TURBOMOLE to obtain the optimized electrostatic potential surface of each energetic material. The resulting surface was then used within the COSMOtherm software to predict solution behavior, including aqueous solubility, octanol-water partition coefficient, Henry's constant, and vapor pressure.
Document Details
- Document Type
- Technical Report
- Publication Date
- Nov 01, 2010
- Accession Number
- ADA567030
Entities
People
- Hussein Toghiani
- Rebecca K. Toghiani
- Stephen W. Maloney
- Veera M. Boddu
Organizations
- Engineer Research and Development Center