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The present study introduces the application of a binary solvent of ethyl acetate and water for the selective separation of 1,3,5-trinitroperhydro-1,3,5-triazine (RDX) and octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX). The effect of temperature and weight percent of ethyl acetate in water on the solubility of RDX and HMX over a temperature range of 273.15 K to 363.15 K and 70.0 wt.% to 100.0 wt.% ethyl acetate in water mixtures were modelled and optimized using a central composite design (CCD) and response surface methodology (RSM) in Minitab (ver. 16) software. Multiple regression analysis and analysis of variance (ANOVA) showed that the predicted results were in good agreement with the experimental data. The enthalpies of dissolution and mixing of the materials were determined experimentally from the solubility data. The experimental results showed that the solubility ratio of RDX to HMX can change 6.53- to 16.55-fold, indicating a much lower solubility of HMX in this binary solvent, for a relatively selective separation of RDX and HMX mixtures. Separation experiments under optimized conditions showed that 98.3% of the RDX impurity in HMX was recovered in the first precipitation with an HMX purity of > 99.5% as characterized by high performance liquid chromatography (HPLC).
Słowa kluczowe
Rocznik
Tom
Strony
391--402
Opis fizyczny
Bibliogr. 18 poz., rys., tab.
Twórcy
autor
- Department of Applied Chemistry, Maleke-ashtar University of Technology, Shahin-shahr, Esfahan, I. R. Iran
autor
- Department of Applied Chemistry, Maleke-ashtar University of Technology, Shahin-shahr, Esfahan, I. R. Iran
autor
- Department of Applied Chemistry, Maleke-ashtar University of Technology, Shahin-shahr, Esfahan, I. R. Iran
autor
- Department of Applied Chemistry, Maleke-ashtar University of Technology, Shahin-shahr, Esfahan, I. R. Iran
Bibliografia
- [1] Agrawal, J. P.; Hodgson, R. D. Organic Chemistry of Explosives. Wiley, 2007; ISBN 978-0-470-02967-1.
- [2] He, Zh.; Luo, J.; Lü, Ch.; Xu, R.; Li, J. Synthesis of HMX via Nitrolysis of DPT Catalyzed by Acidic Ionic Liquids. Cent. Eur. J. Energ. Mater. 2011, 8(2): 83-91.
- [3] HMX (Cyclotetramethylenetetranitramine). U.S. Army ARDEC, Military Standard, MIL-STD MIL-H-45444B, 1996.
- [4] Galante, E.; Haddad, A.; Marques, N. Application of Explosives in the Oil Industry. Int. J. Oil Gas Coal Eng. 2013, 1(2): 16-22.
- [5] Dowson, R. E.; Mahaffey, D. M. Process for the Separation of HMX from Mixtures Comprising RDX and HMX. Patent US 3 676 425 A, 1972.
- [6] Boddu, V. M.; Damavarapu, R.; Abburi, K. Adjusting Yield of a Manufacturing Process for Energetic Compound Through Solubility Modifications. Patent US 8 002 917 B2, 2011.
- [7] Lee, B. M.; Lee, Y. W.; Kim, H. S.; Shim, J. S. Method for Separation of HMX and HMX. Patent US 8 759 514 B2, 2014.
- [8] Damiri, S.; Pouretedal, H. R.; Rahimi Assjerdi, A. Response Surface Optimization of the Purification Process of Cyclotrimethylenetrinitramine Explosive via Digestion in Binary Solvent Mixtures of Acetone/Water. Separ. Sci. Technol. Accepted. Author Manuscript. http://dx.doi.org/10.1080/01496395.2016.1251464.
- [9] Wang, J.; Meng, Z. H.; Xue, M.; Qiu, L. L.; Zhang, C. F. Separation of 1,3,5,7-Tetranitro-1,3,5,7-tetraazacyclooctane and 1,3,5-Trinitro-1,3,5-triazacyclohexane by Molecularly Imprinted Solid-Phase Extraction. J. Sep. Sci. Accepted. Author Manuscript. doi:10.1002/jssc.201601024.
- [10] Sitzmann, M. E.; Foti, S. C. Solubilities of Explosives - Dimethylformamide as General Solvent for Explosives. J. Chem. Eng. Data 1975, 20: 53-55.
- [11] Kim, K. J.; Kim, H. S.; Sim, J. S. Solubilities of Octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine in γ-Butyrolactone + Water, Dimethylsulfoxide + Water, and N-Methyl pyrrolidone + Water. J. Chem. Eng. Data 2013, 58: 2410-2413.
- [12] Kim, D. Y.; Kim, K. J. Solubility of Cyclotrimethylenetrinitramine (RDX) in Binary Solvent Mixtures. J. Chem. Eng. Data 2007, 52: 1946-1949.
- [13] Svensson, L.; Nyqvist, J. O.; Westling, L. Crystallization of HMX from γ-Butyrolactone. J. Hazard. Mater. 1986, 13: 103-108.
- [14] Basu, S.; Gawande, N. M.; Apte, M. E.; Narasimhan, V. L. Crystallization of HMX in Acetone/Water System. Indian J. Chem. Techn. 2004, 11: 575-581.
- [15] Kröber, H.; Teipel, U. Crystallization of Insensitive HMX. Propellants Explos. Pyrotech. 2008, 33(1): 33-36.
- [16] Ash, M.; Ash, I. Handbook of Solvents. 2nd ed., Synapse Information Resources, Inc. 2003; ISBN 978-1-934764-48-0.
- [17] MINITAB® Release 16 Statistical Software for Windows, 2010, Minitab Inc., USA.
- [18] Brereton, R. G. Chemometrics: Data Analysis for the Laboratory and Chemical Plant. Wiley, 2003; ISBN 978-0-471-48978-8.
Typ dokumentu
Bibliografia
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