A Facile Method for Assessing the Change in Detonation Properties during Chemical Functionalization: The Case of NH2→NHNO2 and NH2→=N+=N− Conversions DOI Creative Commons
Sergey V. Bondarchuk

The 17th International Electronic Conference on Synthetic Organic Chemistry, Год журнала: 2022, Номер 60, С. 48 - 48

Опубликована: Ноя. 14, 2022

A simple and fast procedure for estimation of the effect chemical functionalization on change in detonation properties energetic materials is reported. The consists two levels. Computations at Level 1 can be performed with a pocket calculator. At 2, quantum-chemical calculations are needed, but these include only three computational tasks: vacuum-isolated molecule relaxation (PBE/DND) → crystal structure prediction (COMPASSII) cell (PBE/DND). Thus, we have analyzed transformation both aromatic aliphatic amines into corresponding nitramines diazo compounds. indicated that density (dc) solid-state enthalpy formation (ΔHf) always positive increase properties, while 2 revealed most sensitive to such transformation.

Язык: Английский

A review of ultra-high temperature heat-resistant energetic materials DOI Creative Commons

Rongzheng Zhang,

Yuangang Xu, Feng Yang

и другие.

Defence Technology, Год журнала: 2023, Номер 38, С. 33 - 57

Опубликована: Сен. 19, 2023

Heat-resistant energetic materials refer to a type of that possess high melting point, stability and operational safety. By studying the structures these has showed thermal can be enhanced by introducing amino groups form intra/inter-molecular hydrogen bonds, constructing conjugate systems designing symmetrical structures. This article aims review physical chemical properties ultra-high temperature heat-resistant compounds provide valuable theoretical insights for preparation materials. We also analyze selected 20 with decomposition temperatures higher than 350 °C, serving as templates synthesis various high-performance

Язык: Английский

Процитировано

11

Current Advances in Synthesis of Pyrazole Derivatives: An Approach Toward Energetic Materials DOI
Jaime Portilla

Journal of Heterocyclic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 2, 2024

ABSTRACT Pyrazole derivatives are strategic structural motifs due to their proven utility in preparing chemicals biological, pharmaceutical, photophysical, technological, and industrial fields; therefore, syntheses of pyrazole‐containing compounds highly desirable. Some nitrogen‐rich pyrazoles, specifically nitrated posing high density moderate thermal stability, have been used as energetic since a amount energy is stored structures that can be released quickly with detonation power under external stimuli (i.e., thermal, impact, friction). These good capacity sensitivity explosives, propellants, pyrotechnics applications eco‐friendly ways. Therefore, this contribution focuses on recent illustrative examples regarding the (i) synthesis reactivity especially works last decade, highlighting (ii) analyze scope.

Язык: Английский

Процитировано

4

Combined X-ray Crystallographic and Periodic DFT Study of Supramolecular Organization and Intermolecular Interactions in Crystalline Peroxosolvates of (Nitropyrazolyl)furazans DOI
Alexander G. Medvedev, Petr V. Prikhodchenko, Igor L. Dalinger

и другие.

Crystal Growth & Design, Год журнала: 2025, Номер 25(5), С. 1394 - 1405

Опубликована: Фев. 24, 2025

Hydrogen peroxide is a source of active oxygen, which can optimize the negative oxygen balance energy compounds and improve their detonation properties due to formation crystalline peroxosolvates. This approach has been recently proposed but remains unexplored because number hydrogen adducts energetic very limited. Due its acidic nature, usually forms stable peroxosolvates with basic or amphoteric coformers. Herein, compounds, (nitropyrazolyl)furazanes C6H5N5O3·H2O2 (1·H2O2), C6H4N6O5·H2O2 (2·H2O2), 5(C5H2N6O5)·H2O2 (3·1/5H2O2), were obtained, crystal structures determined. Crystal packings 1–3 are based on same supramolecular synthon formed by molecule three adjacent In this unit, H2O2 bonds: one furazan ring as proton donor two pyrazolyl fragments both acceptor. Analysis metric parameters H-bonds in previously published isostructural hydrates 1·H2O 2·H2O indicates predominant nature Periodic density functional theory (DFT) calculations reveal that total sum bonds up 10 kJ mol–1 higher than bond acceptor, reflecting H2O2. The contribution molecules lattice resulting about 40–45%. 1·H2O2 exhibits improved estimated comparison unsolvated 1, whose structure was also

Язык: Английский

Процитировано

0

Integration of 1,2,3-Triazine N-Oxide and 2,4,6-Trinitroaniline Moieties for the Design of Heat-Resistant Energetic Compounds DOI

Wenhao Cui,

Haoran Xu, Zhiwen Ye

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 7, 2025

Heat-resistant energetic compounds are of great importance in the field material chemistry. Here, we report a practical synthesis series fused-ring via combination 1,2,3-triazine N-oxide and 2,4,6-trinitroaniline moieties. Starting from known compound 4,6-diamino-2-chloropyrimidine-5-carbonitrile (1), nucleophilic substitution followed by one-step nitration introduced three nitro groups onto benzene ring moiety, simultaneously. The resulting 4-7 exhibited high decomposition temperature (Td > 250 °C) as well relatively good detonation properties low sensitivities.

Язык: Английский

Процитировано

0

Combination of 1,2,4-Oxadiazolone and Pyrazole for the Generation of Energetic Materials with Relatively High Detonation Performance and Good Thermal Stability DOI

Chungui Xue,

Jie Tang,

Caijin Lei

и другие.

Crystal Growth & Design, Год журнала: 2024, Номер 24(13), С. 5706 - 5711

Опубликована: Июнь 24, 2024

Oxadiazoles are the satisfactory structural units of energetic materials due to high densities. However, practical use most oxadiazole compounds in is limited by their low thermal decomposition temperature (<180 °C). In this work, 3-(3-nitro-1H-pyrazol-4-yl)-1,2,4-oxadiazol-5(4H)-one (6) with relatively detonation performance (Dv = 8315 m s–1; P 29.22 GPa) and good stability (Td 275.9 °C) has been successfully synthesized introduction a pyrazole backbone into skeleton, which better than HNS 7612 m·s –1; 24.3 GPa). addition, compound 6 was using green, low-toxicity three-step process (cyclization, amination, hydrolysis) rather highly toxic cyanogen bromide. To investigate correlation between structure 6, calculations Hirshfeld surface analysis, 2D-fingerprint plots, electrostatic potentials were performed. This provides guide synthesizing stability.

Язык: Английский

Процитировано

2

The skeleton of 5,7-fused bicyclic imidazole-diazepine for heat-resistant energetic materials DOI Creative Commons

Xiaoxiao Zheng,

Yubing Xue,

Changhao Dai

и другие.

Defence Technology, Год журнала: 2022, Номер 27, С. 193 - 199

Опубликована: Сен. 16, 2022

In light of the low yields and complex reaction routes some well-known 5,5-fused 5,6-fused bicyclic compounds, a series 5,7-fused imidazole-diazepine compounds were developed with high by only two efficient steps. Significantly, seven-membered heterocyclic ring has stable energetic skeleton multiple modifiable sites. However, rarely reported in area materials. Three neutral 1, 2 4 synthesized this work. To improve detonation performances corresponding perchlorate 1a 2a further developed. The physicochemical all newly experimentally determined. All prepared exhibit decomposition temperatures (Td: 243.8–336 °C) mechanical sensitivities (IS: >15 J, FS: >280 N). Among them, velocities (Dv = 7651 m/s) 7600 are comparable to that typical heat-resistant material HNS 7612 m/s). Meanwhile, temperature (Td 336 °C; IS 32 J; FS > 353 N) superior 318 5 250 Hence, thermostability, adjustable performance have clear tendency open up new space for development

Язык: Английский

Процитировано

10

A heat-resistant and insensitive energetic material based on fused triazolo-triazine DOI

Xinyang Lu,

Wei Li, Xiangyang Lin

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1325, С. 141052 - 141052

Опубликована: Дек. 9, 2024

Язык: Английский

Процитировано

0

A Facile Method for Assessing the Change in Detonation Properties during Chemical Functionalization: The Case of NH2→NHNO2 and NH2→=N+=N− Conversions DOI Creative Commons
Sergey V. Bondarchuk

The 17th International Electronic Conference on Synthetic Organic Chemistry, Год журнала: 2022, Номер 60, С. 48 - 48

Опубликована: Ноя. 14, 2022

A simple and fast procedure for estimation of the effect chemical functionalization on change in detonation properties energetic materials is reported. The consists two levels. Computations at Level 1 can be performed with a pocket calculator. At 2, quantum-chemical calculations are needed, but these include only three computational tasks: vacuum-isolated molecule relaxation (PBE/DND) → crystal structure prediction (COMPASSII) cell (PBE/DND). Thus, we have analyzed transformation both aromatic aliphatic amines into corresponding nitramines diazo compounds. indicated that density (dc) solid-state enthalpy formation (ΔHf) always positive increase properties, while 2 revealed most sensitive to such transformation.

Язык: Английский

Процитировано

0