Synthesis, characterization and thermolysis studies on new derivatives of 2,4,5-trinitroimidazoles: potential insensitive high energy materials

Jadhav, H. S. ; Talawar, M. B. ; Sivabalan, R. ; Dhavale, D. D. ; Asthana, S. N. ; Krishnamurthy, V. N. (2007) Synthesis, characterization and thermolysis studies on new derivatives of 2,4,5-trinitroimidazoles: potential insensitive high energy materials Journal of Hazardous Materials, 143 (1-2). pp. 192-197. ISSN 0304-3894

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S03043...

Related URL: http://dx.doi.org/10.1016/j.jhazmat.2006.09.014

Abstract

This paper reports the synthesis of three new derivatives of 2,4,5-trinitroimidazole namely, 1-methyl-2,4,5-trinitroimidazole (III), 1-carboethoxy-2,4,5-trinitroimidazole (V) and 1-picryl-2,4,5-trinitroimidazole (VII). The title compounds (III) and (V) were synthesized by the nitration of 1-methyl-/1-carboethoxy-(2,4,5-triiodoimidazole) (II and IV) with fuming nitric acid at 0 °C and (VII) was synthesized by condensation of 2,4,5-triiodoimidazole (I) with picryl chloride to obtain 1-picryl-2,4,5-triiodoimidazole (VI) followed by its nitration with fuming nitric acid at 0 °C. The synthesized compounds have been characterized by elemental analysis, spectral and thermal techniques. The thermolysis studies using TG-DTA revealed exothermic decomposition of the nitroimidazoles (III, V and VII) with Tmax in the temperature range of 196-225 °C. The energy of activation obtained for these compounds was in the range 150-170 kJ/mol. The sensitivity data obtained for the newly synthesized compounds (III, V and VII) indicated their safe nature towards external stimuli (h50% >100 cm; friction > 36 kg) and could be potential candidates for low vulnerable applications in the futuristic systems. The theoretically predicted performance parameters suggest that 1-methyl-2,4,5-trinitroimidazole (III), exhibits higher velocity of detonation (VOD: 8.8 km/s) compared to compounds V and VII (VOD: 7.6 and 8.41 km/s, respectively).

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Polynitroimidazole; 1-methyl-2, 4, 5-trinitroimidazole; 2, 4, 5-trinitroimidazole; Insensitive Material; Thermal Study; Synthesis
ID Code:9483
Deposited On:02 Nov 2010 12:07
Last Modified:31 May 2011 11:52

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