Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion

Sinditskii, Valery P.; Smirnova, A. D.; Serushkin, Valery V.; Yudin, N. V.; Вацадзе, И. А.; Далингер, И. Л.; Kiselev, Vitaly G.; Шереметев, А. Б.

doi:10.1016/j.tca.2021.178876

Cited by 22 publications

(8 citation statements)

References 65 publications

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“…Decomposition of the model compound 10a under isothermal conditions was performed using a Bourdon glass compensation pressure gauge [ 63 ] in the temperature range of 160–180 °C. The ratio of the weight of the sample to the volume of the reaction vessel (m/V) was ~1 × 10 −3 g cm 3 .…”

Section: Resultsmentioning

confidence: 99%

Energetic [1,2,5]oxadiazolo [2,3-a]pyrimidin-8-ium Perchlorates: Synthesis and Characterization

et al. 2022

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A convenient method to access the above perchlorates has been developed, based on the cyclocondensation of 3-aminofurazans with 1,3-diketones in the presence of HClO4. All compounds were fully characterized by multinuclear NMR spectroscopy and X-ray crystal structure determinations. Initial safety testing (impact and friction sensitivity) and thermal stability measurements (DSC/DTA) were also carried out. Energetic performance was calculated by using the PILEM code based on calculated enthalpies of formation and experimental densities at r.t. These salts exhibit excellent burn rates and combustion behavior and are promising ingredients for energetic materials.

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Section: Resultsmentioning

confidence: 99%

Energetic [1,2,5]oxadiazolo [2,3-a]pyrimidin-8-ium Perchlorates: Synthesis and Characterization

et al. 2022

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“…The initial decomposition of different phases plays an important role in understanding a range of performance on nitrate esters even EMs, such as safety, combustion, and detonation . In particular, the researchers have made great progress in studying the surface decomposition mechanisms of condensed phases, which supports a lot for the hot spot theory of energetic materials .…”

Section: Introductionmentioning

confidence: 99%

“…13,14,23 To our surprise, there have been no high level quantum chemical studies on the thermal decomposition of NG and TMETN available, except two DFT studies on NG decomposition. 20,21 The initial decomposition of different phases plays an important role in understanding a range of performance on nitrate esters even EMs, such as safety, 24 combustion, 25 and detonation. 26 In particular, the researchers have made great progress in studying the surface decomposition mechanisms of condensed phases, which supports a lot for the hot spot theory of energetic materials.…”

Section: Introductionmentioning

confidence: 99%

Theoretical Kinetic Studies on Thermal Decomposition of Glycerol Trinitrate and Trimethylolethane Trinitrate in the Gas and Liquid Phases

Niu

Hou

et al. 2023

J. Phys. Chem. A

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Glycerol trinitrate (NG) and trimethylolethane trinitrate (TMETN), as typical nitrate esters, are important energetic plasticizers in solid propellants. With the aid of high-precision quantum chemical calculations, the Rice-Ramsperger-Kassel-Marcus (RRKM)/master equation theory and the transition state theory have been employed to investigate the decomposition kinetics of NG and TMETN in the gas phase (over the temperature range of 300–1000 K and pressure range of 0.01–100 atm) and liquid phase (using water as the solvent). The continuum solvation model based on solute electron density (SMD) was used to describe the solvent effect. The thermal decomposition mechanism is closely relevant to the combustion properties of energetic materials. The results show that the RO–NO2 dissociation channel overwhelmingly favors other reaction pathways, including HONO elimination for the decomposition of NG and TMETN in both the gas phase and liquid phase. At 500 K and 1 atm, the rate coefficient of gas phase decomposition of TMETN is 5 times higher than that of NG. Nevertheless, the liquid phase decomposition of TMETN is a factor of 5835 slower than that of NG at 500 K. The solvation effect caused by vapor pressure and solubility can be used to justify such contradictions. Our calculations provide detailed mechanistic evidence for the initial kinetics of nitrate ester decomposition in both the gas phase and liquid phase, which is particularly valuable for understanding the multiphase decomposition behavior and building detailed kinetic models for nitrate ester.

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“…Unfortunately, an isolated hydrolyzed derivative of the bisnitramide-bridged tetrazole with N -substituted C -tetrazole, 3d , was obtained. It is highly unstable and is hydrolyzed upon quenching the reaction mixture in ice water. , The N -substituted acetic acid derivative 5 (64%) was isolated as a pale-yellow liquid. The formation of 5 was confirmed by 1 H and 13 C NMR spectroscopy as the crude reaction product from 4 .…”

mentioning

confidence: 99%

“…It is highly unstable and is hydrolyzed upon quenching the reaction mixture in ice water. 45,46 The Nsubstituted acetic acid derivative 5 (64%) was isolated as a pale-yellow liquid. The formation of 5 was confirmed by 1 H and 13 C NMR spectroscopy as the crude reaction product from 4.…”

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Bisnitramide-Bridged N-Substituted Tetrazoles with Balanced Sensitivity and High Performance

2023

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In this study, a simple synthetic strategy for bridged bis(nitramide)-based N-substituted tetrazoles is described. All new compounds were isolated and fully characterized by sophisticated analytical techniques. The structures of the intermediate derivative and two final compounds were determined by single-crystal X-ray data. The structures of the intermediate derivative and two final compounds were determined by single crystal X-ray data. Thermostabilities and energetic properties of new bridged bisnitramide-based N-substituted tetrazoles were discussed and compared with known materials.

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Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion

Cited by 22 publications

References 65 publications

Energetic [1,2,5]oxadiazolo [2,3-a]pyrimidin-8-ium Perchlorates: Synthesis and Characterization

Energetic [1,2,5]oxadiazolo [2,3-a]pyrimidin-8-ium Perchlorates: Synthesis and Characterization

Theoretical Kinetic Studies on Thermal Decomposition of Glycerol Trinitrate and Trimethylolethane Trinitrate in the Gas and Liquid Phases

Bisnitramide-Bridged N-Substituted Tetrazoles with Balanced Sensitivity and High Performance

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