Synlett 2024; 35(17): 2015-2021
DOI: 10.1055/a-2256-2800
letter
Energetic Molecules

Modification of an N-Methyl Group toward a New Energetic Melt-Castable Material with a Good Energy-Stability Balance

Fang Chen
a   Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang, 621900, P. R. of China
,
Siwei Song
b   School of Astronautics, Northwestern Polytechnical University, Xi’an, 710072, P. R. of China
,
Qinghua Zhang
a   Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang, 621900, P. R. of China
b   School of Astronautics, Northwestern Polytechnical University, Xi’an, 710072, P. R. of China
,
Yi Wang
a   Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang, 621900, P. R. of China
b   School of Astronautics, Northwestern Polytechnical University, Xi’an, 710072, P. R. of China
› Institutsangaben
The authors thank the National Natural Science Foundation of China (No. 22075259, 22175157, 22205218) for financial support.


Abstract

The energy and stability properties of energetic materials are often contradictory to each other (e.g., high energy vs low thermal stability). There is no doubt that it is still challenging to explore the effective balance between energetic performance and molecular stability, especially for melt-castable materials. In this study, we selected the 4-methoxy-3,5-dinitropyrazole framework and a stable nitro group to design a new energetic melt-castable compound, namely 4-methoxy-3,5-dinitro-1-(nitromethyl)-1H-pyrazole (MDNNMP). Compared with the N-methylation product DMDNP and the nitrato-substituted derivative MC-7, MDNNMP exhibits a better balanced performance, including good thermal stability (Td : 203.7 °C), detonation velocity (Dv : 8099 m s–1) and impact sensitivity (20 J). The favorable balanced performance of MDNNMP suggests that it is a suitable candidate as a high-performance melt-castable material. Additionally, compared with the nitratomethyl group, the nitromethyl group demonstrates superior advantages in performance regulation.

Supporting Information



Publikationsverlauf

Eingereicht: 31. Oktober 2023

Angenommen nach Revision: 29. Januar 2024

Accepted Manuscript online:
29. Januar 2024

Artikel online veröffentlicht:
28. Februar 2024

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