Azobis(polynitrophenyl-1,2,5-oxadiazoles) as Heat-Resistant Friction-Insensitive Energetic Materials DOI
Ilya Deltsov, Dmitry B. Vinogradov, Константин А. Моногаров

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

The evolution of energetic materials science presents new challenging tasks associated with the creation advanced technologies for sustainable development future. In this work, a set heat-resistant high-energy incorporating polynitrophenyl-1,2,5-oxadiazole scaffold enriched azo/azoxy moieties have been designed and synthesized. Due to smart combination explosophoric groups 1,2,5-oxadiazole rings, prepared substances excellent thermal stability (up 300 °C), good densities 1.75 g cm–3), high enthalpies formation (340–538 kJ mol–1), combined nitrogen–oxygen content (63–68%). In-depth structural analysis revealed presence strong intra- intermolecular hydrogen bonds in aminodinitrophenyl derivatives, which small deviation electrostatic potential values explains low mechanical sensitivity these materials. At same time, trinitrophenyl-1,2,5-oxadiazoles three adjacent non-coplanar nitro demonstrated higher impact, albeit retaining complete insensitivity friction. overall performance thus exceeds that known explosive hexanitrostilbene. Therefore, newly synthesized family polynitrophenyl-1,2,5-oxadiazoles provides fruitful foundation

Language: Английский

The chemistry of heterocycles in the 21st century DOI
Valery N. Charushin, Egor V. Verbitskiy, О. Н. Чупахин

et al.

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(7), P. RCR5125 - RCR5125

Published: July 1, 2024

The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both RAS institutes university science. It worth noting wide scope review, terms geography author teams, covering whole our large country, diversity research areas. Practically all major types represented review. special attention focused on practical applications design new drugs biologically active compounds, high-energy molecules, materials for organic electronics photovoltaics, ligands coordination chemistry, other rapidly developing advances would not be possible without development fundamental transformations chemistry.<br> Bibliography — 2237 references.

Language: Английский

Citations

37

Synthesis, design and development of energetic materials: Quo Vadis? DOI
Nikita V. Muravyev, Леонид Л. Ферштат, Qinghua Zhang

et al.

Chemical Engineering Journal, Journal Year: 2024, Volume and Issue: 486, P. 150410 - 150410

Published: March 14, 2024

Language: Английский

Citations

24

Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds DOI
Ilya Deltsov, Ivan V. Ananyev, Dmitry B. Meerov

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 174 - 182

Published: Dec. 11, 2023

A majority of known and newly synthesized energetic materials comprise polynitrogen or nitrogen–oxygen heterocycles with various explosophores. However, available structural combinations these organic scaffolds are finite about to reach their limits. Herein, we present the design synthesis a series sulfur-containing polyazole structures comprising 1,3,4-thiadiazole furazan rings linked by C–C bonds enriched nitro azo functionalities. In terms detonation performance, all 1,3,4-thiadiazole-furazan assemblies (D = 7.7–7.9 km s–1; P 26–28 GPa) lie between powerful explosive TATB 8.0 31 melt-cast material TNT 6.9 23 GPa). series, azo-bridged derivative 5 seems be most practically interesting, as it combines relatively high performance 7.9 28 GPa), very thermal stability (271 °C), insensitivity friction. By functional properties, outperforms benchmark heat-resistant hexanitrostilbene (HNS). To best our knowledge, this is first example an alliance rare case high-energy materials, which can certainly considered evolutionary step in science.

Language: Английский

Citations

20

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

New energetic 1,2,4‐triazole‐nitrofuroxan hybrids DOI
Alexander А. Larin,

Ekaterina V. Dubasova,

Ivan V. Ananyev

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: 61(5), P. 713 - 722

Published: March 5, 2024

Abstract New promising energetic materials comprised of 1,2,4‐triazole and furoxan rings bearing explosophoric nitro group were rationally designed synthesized. All newly prepared compounds thoroughly characterized their physicochemical properties estimated. In the synthesized series, (1,2,4‐triazolyl)furoxan 4 is completely insensitive to impact friction possesses good detonation performance (D = 8.4 km s −1 ; P 33 GPa) enabling its further exploration as a high‐energy material.

Language: Английский

Citations

4

Tuning thermal stability and mechanical sensitivity of polynitro compounds via integrating energetic ionic salts DOI Creative Commons

Meiqi Xu,

Wen‐Shuai Dong,

Zujia Lu

et al.

Energetic Materials Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

Citations

0

Synthesis of 4-Nitroisoxazole-Based Energetic Materials DOI
Alexey A. Konnov,

Anton D. Lisyutkin,

Д. Б. Виноградов

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

A set of novel biheterocyclic energetic materials incorporating the 4-nitroisoxazole scaffold was synthesized. Thus, prepared species demonstrated excellent thermal stability (181–244 °C), good densities (1.71–1.74 g·cm–3), and detonation velocities (7.6–8.3 km s–1), while retaining insensitivity to friction. To best our knowledge, this is first example an incorporation into structure high-energy materials.

Language: Английский

Citations

0

Hydrogen-Free Explosive of N-Azo-Bridged 1,2,4-Triazole: A Novel Nitrogen-Chain-Extended Compound with Exceptional Energy Performance DOI

Meiqi Xu,

Wen‐Shuai Dong,

Qamar‐un‐Nisa Tariq

et al.

ACS Applied Materials & Interfaces, Journal Year: 2025, Volume and Issue: unknown

Published: April 22, 2025

The design of high-energy-density materials (HEDMs) and the investigation energy limits have consistently represented a focal point significant challenge in research. This study prepared hydrogen-free compound, BLG-102, with high nitrogen content (66.6%) using an energetic block based on long chain (N6). BLG-102 has crystal density 1.85 g·cm-3, measured 1.82 g·cm-3. It also achieves zero oxygen balance (based CO), excellent enthalpy formation, good conjugate planarity aromaticity. demonstrates exceptional detonation performance velocity (VD = 9311 m·s-1) pressure (P 38.5 GPa). These values are superior to well-known compound RDX 8991 m·s-1, P 35.2 GPa), comparable HMX 9144 39.2 Nevertheless, exhibits slightly higher but acceptable sensitivity (IS 5 J, FS 54 N). remarkable capabilities laser initiation. Notably, 10 mg charge can effectively detonate 20 RDX, producing pore diameter 11.44 mm lead plate (2 thick). integrated approach concept─combining nitro, azide, structures 1,2,4-triazole framework─significantly enhances compounds. breaks through limit already known 1,2,4-triazole-based compounds provides new idea for synthesis HEDMs performance.

Language: Английский

Citations

0

Exploring the energetic potential of 2,5-disubstituted tetrazoles: a case of 2,5-bis(oxadiazolyl)tetrazoles DOI
Vera A. Sereda,

Ekaterina V. Dubasova,

Ivan V. Ananyev

et al.

Dalton Transactions, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The preparation of new energetic materials comprising the poorly explored 2,5-disubstituted tetrazole scaffold as a central structural motif coupled with oxadiazole rings is reported.

Language: Английский

Citations

0

Current trends in organic chemistry: contribution of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences DOI
Mikhail P. Egorov, Valentine P. Ananikov, E. G. Baskir

et al.

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(9), P. 2423 - 2532

Published: Sept. 1, 2024

Language: Английский

Citations

2