Insensitive Energetic Compounds Based on Regioisomeric Nitro-Substituted Fused Triazole DOI
Na Zhu, Chengming Bian,

Fubing Yang

et al.

Published: Jan. 1, 2023

Two series of nitro-substituted fused triazole were prepared. All compounds have been fully characterized by IR, elemental analysis, 1H and 13C NMR DSC. Neutral a1 b1 exhibit quite different thermostabilities this trend has extended to their energetic salts, which could be explained the NBO analysis hydrogen bonds based on single-crystal parameters. The structures salts a2, a3 b3 also confirmed X-ray diffraction. NCI Hirshfeld surfaces performed further understand relationship between properties regioisomeric structures. new show good densities varying within 1.66-1.83 g cm-3, detonation velocities 7688-8461 m s-1 pressures 22.1-26.7 Gpa, are insensitive friction impact. High thermal stability (Td = 274 °C) combined with velocity (vD 8238 s-1) highlight promising application for salt b2 as a high-energy compound.

Language: Английский

High-performing, insensitive and thermally stable energetic materials from zwitterionicgem-dinitromethyl substituted C–C bonded 1,2,4-triazole and 1,3,4-oxadiazole DOI
Abhishek Kumar Yadav, Manojkumar Jujam, Vikas D. Ghule

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(29), P. 4324 - 4327

Published: Jan. 1, 2023

A series of gem-dinitromethyl substituted zwitterionic C-C bonded azole based energetic materials (3-8) were designed, synthesized, and characterized through NMR, IR, EA, DSC studies. Further, the structure 5 was confirmed with SCXRD those 6 8 15N NMR. All newly synthesized molecules exhibited higher density, good thermal stability, excellent detonation performance, low mechanical sensitivity to external stimuli such as impact friction. Among all, compounds 7 may serve ideal secondary high energy density due their remarkable decomposition (200 °C 186 °C), insensitivity (>30 J), velocity (9248 m s-1 8861 s-1) pressure (32.7 GPa 32.1 GPa). Additionally, melting temperatures 3 (Tm = 92 °C, Td 242 °C) indicate that it can be used a melt-cast explosive. The novelty, synthetic feasibility, performance all suggest they potential explosives in defence civilian fields.

Language: Английский

Citations

36
Trinitromethyl groups-driven fused high energy compound featuring superior comprehensive performances DOI

Chengchuang Li,

Teng Zhu,

Jie Tang

et al.

Chemical Engineering Journal, Journal Year: 2023, Volume and Issue: 479, P. 147355 - 147355

Published: Nov. 24, 2023

Language: Английский

Citations

22
Thermal stability of azole-rich energetic compounds: their structure, density, enthalpy of formation and energetic properties DOI
Xiangyan Miao, Xinbo Yang, Yuchuan Li

et al.

Physical Chemistry Chemical Physics, Journal Year: 2023, Volume and Issue: 25(28), P. 18523 - 18544

Published: Jan. 1, 2023

Increasing the strength and number of hydrogen bonds azoles expanding π–π stacking area are key factors to improve thermal stability, which provides a valuable way for developing energetic materials with higher energy stability.

Language: Английский

Citations

19
Taming of 4-azido-3,5-dinitropyrazole based energetic materials DOI Creative Commons
Priyanka Das, Prachi Bhatia, Krishna Pandey

et al.

Materials Advances, Journal Year: 2023, Volume and Issue: 5(1), P. 171 - 182

Published: Nov. 1, 2023

Energetic and physicochemical properties of 4-azido-3,5-dinitropyrazole based energetic compounds were fine-tuned by connecting it to 5-nitramino-1,2,4-oxadiazole moieties via N -methylene- C bridges salt formation strategy.

Language: Английский

Citations

17
Energetic 1,2,4-oxadiazoles: synthesis and properties DOI
Alexander V. Shaferov, Леонид Л. Ферштат

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(2), P. RCR5109 - RCR5109

Published: Jan. 16, 2024

The study of high-energy materials based on poly nitrogen- and nitrogen-oxygen-containing heterocycles is one the most important relevant modern interdisciplinary research areas at intersection organic physical chemistry science. Among such heterocycles, 1,2,4-oxadiazole ring a rather interesting building block for synthesis new energetic compounds. Although 1,2,4-oxadiazoles has been developed more than 100 years, these have only recently become known are currently "hot spots" in this field This review systematizes published methods features reactivity 1,2,4-oxadiazole-based Mono- bis(1,2,4-oxadiazoles) as well structures containing other azoles pyrazole, 1,2,5-oxadiazole, 1,3,4-oxadiazole, 1,2,3-triazole, 1,2,4-triazole tetrazole considered. For series structurally similar compounds, their physicochemical properties summarized factors affecting particular parameter discussed.<br> Bibliography — 123 references.

Language: Английский

Citations

8
Symmetric Refunctionalization of Diaminodinitropyrazine with Hydrazine and Aminotetrazole: Strategy for Enhancing Detonation Performance and Safety in Energetic Materials DOI
Abhishek Kumar Yadav,

Sonali Kukreja,

Sagar Nehe

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(32), P. 15144 - 15153

Published: Aug. 2, 2024

Two novel nitrogen-rich green energetic compounds were synthesized for the first time from readily available and cost-effective pyrazine starting materials. All newly molecules comprehensively characterized, including infrared spectroscopy, nuclear magnetic resonance, elemental analysis, mass spectrometry, thermogravimetric analysis-differential scanning calorimetry. have additionally been validated by single-crystal X-ray diffraction analysis. The physicochemical properties of

Language: Английский

Citations

5
Research progress on design, synthesis and performance of energetic polynitro hexaazaisowurtzitane derivatives: Towards improved CL-20 analogues DOI Creative Commons
Vladimir V. Parakhin, G. A. Smirnov

FirePhysChem, Journal Year: 2023, Volume and Issue: 4(1), P. 21 - 33

Published: May 25, 2023

In order to discover of high-energy materials with characteristics that surpass modern benchmarks, it is necessary study the widest range potential structures. The design energetic compounds using high-nitrogen cage scaffolds provides new opportunities. One promising representatives polycyclic multinitragen cages hexaazaisowurtzitane, since most powerful explosive CL-20 based on it. recent years, synthesis analogues has been actively developed. This review presents progress in synthesis, performance and structure-property relationship for polynitro hexaazaisowurtzitanes over past decade.

Language: Английский

Citations

11
Crystal structure analysis and computational study of 4,5-dihydro-1,2,4-oxadiazoles DOI
Mehrnoosh Asgari, Hamid Reza Memarian, Hassan Sabzyan

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141534 - 141534

Published: Jan. 1, 2025

Language: Английский

Citations

0
Based on 124-Oxadiazole: Design and Synthesis of a Series of Insensitive Energetic Materials and Discovery of Another Route for the Synthesis of DNAF via Rearrangement DOI
Huaqi Zhang, Yongbin Zou, Hao Xue

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

Compounds containing dinitromethyl groups are ideal structural units for energetic materials due to their high density and good oxygen balance. However, these compounds often have drawbacks, such as low decomposition temperatures mechanical sensitivity, which limit practical applications in materials. In order address issues, a series of novel nitrogen- oxygen-rich 7–11 been successfully designed by incorporating amino enhance hydrogen bonding. Among them, compound 8 exhibited an excellent overall performance (Tdec = 215 °C, ρ 1.81 g cm–3, D 8603 m s–1, IS > 40 J, FS 360 N) displayed typical secondary explosive characteristics. During the synthesis process, new safe method was developed synthesize 3,4-di(nitramino)furazan its ion salts. The conversion from 1,2,4-oxadiazole 1,2,5-oxadiazole via rearrangement explored through multiple experiments investigate mechanism. This transformation is valuable complement azole–azole Boulton–Katritzky type.

Language: Английский

Citations

0
Promising Energetic Asymmetric Bistetrazoles Synthesized via Sequential Cycloaddition Reactions DOI
Jing Liu,

Yaqun Dong,

Miao Li

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Herein, we report the successful synthesis of a series asymmetric bistetrazole-based energetic compounds (4, 8, 4a-c, and 5a-c) starting from 2-(5-amino-4-nitro-1H-pyrazol-3-yl)-2H-5-cyanotetrazol (3), which was obtained via reaction 3,5-diamino-4-nitropyrazole hydrochloride with diazoacetonitrile using [3 + 2] cycloaddition strategy. All newly synthesized displayed superior detonation performances, particularly 2'-(5-amino-4-nitro-1H-pyrazol-4-yl)-2H,2'H-5,5'-bistetrazole (4), exhibited exceptional overall performances. These findings underscore potential bistetrazole derivatives as promising candidates for development advanced materials.

Language: Английский

Citations

0