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Received June 18, 2009
Accepted July 28, 2009
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Preparation of ADNBF with low-acidity by reactive crystallization
Department of Chemical and Biomolecular Engineering, Sogang University, Seoul 121-742, Korea 1Department of Chemical Engineering, University of Ulsan, Ulsan 680-742, Korea 2Agency for Defense Development, Daejeon 305-600, Korea
koo@sogang.ac.kr
Korean Journal of Chemical Engineering, February 2010, 27(2), 666-671(6), 10.1007/s11814-010-0061-6
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Abstract
Acidity of ADNBF (7-amino-4,6-dinitrobenzofuroxan) crystallized from acetic acid taken as a reaction medium was found to be 0.14-0.2%, which is not acceptable in view of the long term stability of final products. Inclusion of acetic acid during azidation reaction of the TeNA (2,3,4,6-tetranitroaniline) to ATNA (3-azido-2,4,6-trinitroaniline) and formation of ADNBF crystals from ATNA in acetic acid was found to be the main reason for the high acidity of assynthesized_x000D_
ADNBF crystals. In the present experiments, to reduce the acidity of ADNBF, ATNA, which is an intermediate compound, was separated from acetic acid, and ADNBF crystals were obtained by thermolysis of ATNA from various solvents. The acidity of ADNBF crystals from ethanol was found to be 0.05-0.06%, and their shape and size distribution were cubic or tetragonal and 5-30 μm, respectively, which may be suitable for applying the explosive for- mulations.
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Johansen OH, Smith K, Halvorsen T, Kristiansen JD, Berg A, Gjersoe R, Nervstad G, Review and update for RS-RDX and RS-HMX, Symposium Insensitive Energetic Materials, Pfinztal, Germany, March 6-7 (2007)
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Doherty RM, Simpson RL, A comprehensive evaluation of several insensitive high explosives, 28th Int. Annual Meeting of ICT, Karlsruhe, Germany, June 24-27 (1997)
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Stedman G, J. Chem. Soc., 1702 (1960)
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Lieber E, Thomas III AE, Appl. Spectrosc., 15(5), 144 (1961)
Nakanishi K, Solomon PH, Infrared absorption spectroscopy, 2nd Ed., Holden-Day Inc., San Francisco, CA (1977)
Oliveri-Mandala E, Calderaro E, Gazz. Chim. Ital., 45, 311 (1915)
Schaad RE, US Patent, 2,557,924 (1951)
Boyer JH, J. Am. Chem. Soc., 73, 5248 (1951)