Synthesis and characterization of imidazo[1,2‐d][1,2,4]oxadiazole‐functionalized furazan energetic compounds DOI Open Access
Peng Chen,

Hui Dou,

Suyun Liu

и другие.

Journal of Heterocyclic Chemistry, Год журнала: 2023, Номер 60(12), С. 2046 - 2052

Опубликована: Окт. 9, 2023

Abstract Two novel oxygen‐containing imidazo[1,2‐d][1,2,4]oxadiazole heterocycle compounds 2 and 3 were successfully synthesized by oxidation of the aminofurazan group. Compounds fully characterized Fourier Transform Infrared, multinuclear NMR spectroscopy, elemental analysis, single‐crystal X‐ray diffraction. Their properties evaluated measured density, impact, friction sensitivities, calculated heat formation, detonation performances. Compound has high density (1.87 g cm −3 ), good velocity pressure (D:8690 m s −1 , P: 33.3 GPa), acceptable sensitivity (IS: 12 J, FS: 144 N), its overall performance is comparable to RDX. a better 28 252 but average (D:8008 27.4 which may be caused low packing index (70.9%) affecting (1.78 ).

Язык: Английский

Trinitromethyl Energetic Groups Enhance High Heats of Detonation DOI
Peng Chen,

Hui Dou,

Jinya Zhang

и другие.

ACS Applied Materials & Interfaces, Год журнала: 2023, Номер 15(3), С. 4144 - 4151

Опубликована: Янв. 11, 2023

The introduction of groups with high enthalpies formation can effectively improve the detonation performance compounds. A series novel energetic compounds (10-13) formation, density, and nitrogen-oxygen content were designed synthesized by combining gem-polynitromethyl, 1,2,4-oxadiazole, furoxan, azo groups. All new thoroughly characterized IR, NMR, elemental analysis, differential scanning calorimetry. Compounds 10 11 also further single-crystal X-ray diffraction. Compound has density (1.93 g cm-3), enthalpy (993.5 kJ mol-1), velocity (9411 m s-1), heat (6889 kg-1) is a potentially excellent secondary explosive.

Язык: Английский

Процитировано

28
Crystal structure analysis and computational study of 4,5-dihydro-1,2,4-oxadiazoles DOI
Mehrnoosh Asgari, Hamid Reza Memarian, Hassan Sabzyan

и другие.

Journal of Molecular Structure, Год журнала: 2025, Номер unknown, С. 141534 - 141534

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

1
Energetic Gem-dinitro Salts with Improved Thermal Stability by Incorporating with A Fused Building Block DOI
Xun Zhang, Yaxi Wang, Yubing Liu

и другие.

ACS Applied Materials & Interfaces, Год журнала: 2022, Номер 14(33), С. 37975 - 37981

Опубликована: Авг. 11, 2022

Thermal stability is one of the most significant properties for safety energetic materials, finding a stable skeleton with suitable groups always primary test. In this work, an unusual aminohydrazone cyclization strategy was used in synthesis new series gem-dinitro 1,2,4-triazolo[4,3-b][1,2,4,5]-tetrazine compounds desirable thermal (≥197 °C). All were fully characterized by infrared (IR), NMR, differential scanning calorimetry, single crystal X-ray diffraction, and elemental analysis. The decomposition temperature potassium salt 2 288 °C, reaching level HMX. these performances have demonstrated effective innovatively combining geminal dinitro fused rings.

Язык: Английский

Процитировано

19
Synthesis, thermodynamics and catalytic properties of novel energetic coordination compounds based on nitrotriazolate-formazan ligand DOI
Yifeng Qin, Qin Zeng, Juan Zhu

и другие.

Inorganic Chemistry Communications, Год журнала: 2025, Номер unknown, С. 114679 - 114679

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0
Balancing Energy and Stability of Nitroamino-1,2,4-Oxadiazoles through a Planar Bridge DOI
Jatinder Singh, Richard J. Staples, Jean’ne M. Shreeve

и другие.

Organic Letters, Год журнала: 2022, Номер 24(48), С. 8832 - 8836

Опубликована: Ноя. 21, 2022

By integrating two approaches─an ethene bridge to enhance safety and planarity support good density─we have achieved new high-energy-density materials 4-8. Compounds 4-8 show detonation performance (Dv = 8037-9305 m s-1 DP 24.7-33.4 GPa) large enthalpies of formation (260.1-1444.9 kJ mol-1). The velocity compound 8 (9305 ms-1) approaches that HMX (9320 ms-1), which suggests it is a competitive material.

Язык: Английский

Процитировано

12
Low-sensitivity energetic material based on 1,2,4-oxadiazole DOI Creative Commons
Gan Jin,

Caijin Lei,

Jie Tang

и другие.

FirePhysChem, Год журнала: 2024, Номер unknown

Опубликована: Авг. 1, 2024

In this work, a new series of monocyclic compounds based on 1,2,4-oxadiazol-5(4H)-one was synthesized. The molecular structure, thermal stability and sensitivity to external stimuli for these were characterized by X-ray diffraction analysis, NMR (1H 13C) spectroscopy, IR differential scanning calorimetry (DSC) the standard BAM method. Compound 3-((2,2,2-trinitroethyl) amino)-1,2,4-oxadiazol (3) with trinitromethyl exhibits higher decomposition temperature (Td = 143°C) than that 3-(dinitromethyl)-1,2,4-oxadiazol-5-one (4) 76°C) reported in literature. addition, compound 3 lower impact sensitivities (IS) (IS 10 J) 4, N3-(2,2,2-Trinitroethyl)-1,2,4-oxadiazole-3,5-diamine (5) RDX (4: 6 J; 5: RDX: 7.4 J). Charge distribution Hirshfeld surface calculated make further research intermolecular interaction trinitromethyl. difference is mainly due existence hydrogen bonds. These results indicate has promising application prospects as energetic material.

Язык: Английский

Процитировано

2
Reverse design of high-detonation-velocity organic energetic compounds based on an accurate BPNN with wide applicability DOI
Qiong Wu,

Guan-chen Dong,

Shuai-yu Wang

и другие.

Journal of Materials Chemistry A, Год журнала: 2024, Номер unknown

Опубликована: Дек. 9, 2024

Key factors affecting detonation velocity ( D ) are identified with machine learning (2% error), and high- energetic compounds designed.

Язык: Английский

Процитировано

1
Enhanced Energetic Performance via the Combination of Furoxan and Oxa-[5,5]bicyclic Structures DOI Open Access
Qi Zhang, Xun Zhang, Siping Pang

и другие.

International Journal of Molecular Sciences, Год журнала: 2023, Номер 24(10), С. 8846 - 8846

Опубликована: Май 16, 2023

Three new compounds based on the combination of furoxan (1,2,5-oxadiazole N-oxide) and oxa-[5,5]bicyclic ring were synthesized. Among them, nitro compound showed satisfactory detonation properties (Dv, 8565 m s−1; P, 31.9 GPa), which is comparable to performance RDX (a classic high-energy secondary explosive). Additionally, introduction N-oxide moiety oxidation amino group more effectively improved oxygen balance density (d, 1.81 g cm−3; OB%, +2.8%) compared furazan analogues. Combined with good as well moderate sensitivity, this type structure will open up a platform for synthesis design materials.

Язык: Английский

Процитировано

2
(2‐Vinyltetrazolyl)furoxans as New Potential Energetic Monomers DOI

Daniil A. Chaplygin,

Alexander А. Larin, Dmitry B. Meerov

и другие.

ChemPlusChem, Год журнала: 2022, Номер 87(12)

Опубликована: Ноя. 30, 2022

A regioselective approach toward the synthesis of a set new (2-vinyltetrazolyl)furoxans as potential energetic monomers has been realized. All target materials were thoroughly characterized by spectral and analytical methods. Moreover, crystal structures two representative heterocyclic systems studied single-crystal X-ray diffraction. Prepared high-energy substances have high combined nitrogen-oxygen content (63-71 %), enthalpies formation good detonation parameters (D: 6.7-7.8 km s-1; P: 18-28 GPa). Mechanical sensitivities synthesized vinyltetrazoles range these explosives from highly sensitive to completely insensitive. Using calculations molecular electrostatic potentials (ESP), structural factors influencing impact sensitivity revealed. Overall, newly are interest promising due presence vinyl moiety explosophoric combination, while their performance exceeds that benchmark explosive TNT.

Язык: Английский

Процитировано

3
Synthesis and characterization of imidazo[1,2‐d][1,2,4]oxadiazole‐functionalized furazan energetic compounds DOI Open Access
Peng Chen,

Hui Dou,

Suyun Liu

и другие.

Journal of Heterocyclic Chemistry, Год журнала: 2023, Номер 60(12), С. 2046 - 2052

Опубликована: Окт. 9, 2023

Abstract Two novel oxygen‐containing imidazo[1,2‐d][1,2,4]oxadiazole heterocycle compounds 2 and 3 were successfully synthesized by oxidation of the aminofurazan group. Compounds fully characterized Fourier Transform Infrared, multinuclear NMR spectroscopy, elemental analysis, single‐crystal X‐ray diffraction. Their properties evaluated measured density, impact, friction sensitivities, calculated heat formation, detonation performances. Compound has high density (1.87 g cm −3 ), good velocity pressure (D:8690 m s −1 , P: 33.3 GPa), acceptable sensitivity (IS: 12 J, FS: 144 N), its overall performance is comparable to RDX. a better 28 252 but average (D:8008 27.4 which may be caused low packing index (70.9%) affecting (1.78 ).

Язык: Английский

Процитировано

1