Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes
Dennis Fischer
1
,
Jennifer L Gottfried
2
,
Konstantin Karaghiosoff
1
,
Jörg Stierstorfer
1
,
Tomasz G Witkowski
1
1
2
RDRL-WML-B, US Army Research Laboratory, Aberdeen Proving Ground; MD USA
|
Publication type: Journal Article
Publication date: 2016-11-25
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
27885780
General Chemistry
Catalysis
Abstract
Herein we present the preparation and characterization of three new bispyrazolyl-based energetic compounds with great potential as explosive materials. The reaction of sodium 4-amino-3,5-dinitropyrazolate (5) with dimethyl iodide yielded bis(4-amino-3,5-dinitropyrazolyl)methane (6), which is a secondary explosive with high heat resistance (Tdec =310 °C). The oxidation of this compound afforded bis(3,4,5-trinitropyrazolyl)methane (7), which is a combined nitrogen- and oxygen-rich secondary explosive with very high theoretical and estimated experimental detonation performance (Vdet (theor)=9304 m s-1 versus Vdet (exp)=9910 m s-1 ) in the range of that of CL-20. Also, the thermal stability (Tdec =205 °C) and sensitivities of 7 are auspicious. The reaction of 6 with in situ generated nitrous acid yielded the primary explosive bis(4-diazo-5-nitro-3-oxopyrazolyl)methane (8), which showed superior properties to those of currently used diazodinitrophenol (DDNP).
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153
Total citations:
153
Citations from 2025:
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(8.5%)
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Fischer D. et al. Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 52. pp. 16132-16135.
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Fischer D., Gottfried J. L., Klapötke T. M., Karaghiosoff K., Stierstorfer J., Witkowski T. G. Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 52. pp. 16132-16135.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201609267
UR - https://doi.org/10.1002/anie.201609267
TI - Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes
T2 - Angewandte Chemie - International Edition
AU - Fischer, Dennis
AU - Gottfried, Jennifer L
AU - Klapötke, Thomas M.
AU - Karaghiosoff, Konstantin
AU - Stierstorfer, Jörg
AU - Witkowski, Tomasz G
PY - 2016
DA - 2016/11/25
PB - Wiley
SP - 16132-16135
IS - 52
VL - 55
PMID - 27885780
SN - 1433-7851
SN - 1521-3773
ER -
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@article{2016_Fischer,
author = {Dennis Fischer and Jennifer L Gottfried and Thomas M. Klapötke and Konstantin Karaghiosoff and Jörg Stierstorfer and Tomasz G Witkowski},
title = {Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes},
journal = {Angewandte Chemie - International Edition},
year = {2016},
volume = {55},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/anie.201609267},
number = {52},
pages = {16132--16135},
doi = {10.1002/anie.201609267}
}
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MLA
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Fischer, Dennis, et al. “Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes.” Angewandte Chemie - International Edition, vol. 55, no. 52, Nov. 2016, pp. 16132-16135. https://doi.org/10.1002/anie.201609267.