Crystal Structure and Properties of 7‐Imino‐3‐Nitroimino‐2,4,6,8‐Tetraazabicyclo[3.3.0]Octane Hydrochloride

Jin, Xinghui; Hu, Bingcheng

doi:10.1002/zaac.201600100

Cited by 7 publications

(9 citation statements)

References 28 publications

(42 reference statements)

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“…Thus, compounds substituted with a −NHNO 2 group are the most insensitive to external stimuli. This may be a result of intramolecular hydrogen bonds (Figure , H ⋅⋅⋅ O), which can clearly decrease the sensitivity.…”

Section: Resultsmentioning

confidence: 99%

“…As for H 50 ,s eries A follows the sequence ÀNHNH 2 <ÀNH 2 <À NO 2 <ÀNF 2 < NHNO 2 ,w hereass eries B followst he order À NH 2 <ÀNO 2 <ÀNHNH 2 <ÀNF 2 <ÀNHNO 2 .T hus, compounds substituted with a ÀNHNO 2 group are the most insensitive to externals timuli. This may be ar esult of intramolecular hydrogen bonds( Figure 5, H···O), [16] which can clearly decrease the sensitivity.…”

Section: Thermal Stability and Sensitivitymentioning

confidence: 99%

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Exploration of High‐Energy‐Density Materials: Computational Insight into Energetic Derivatives Based on 1,2,4,5‐Tetrahydro‐1,2,4,5‐tetrazine

Jin

Zhou

2018

ChemistryOpen

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Density functional theory was employed to investigate ten 1,2,4,5‐tetrahydro‐1,2,4,5‐tetrazine‐based energetic materials. The heats of formation and detonation properties were calculated by isodesmic reactions and Kamlet–Jacobs equations. The thermal stabilities and impact sensitivities were also estimated to give a better understanding of their decomposition mechanism. The results indicate that all of the designed compounds have high positive heats of formation ranging from 525.1 to 1639.1 kJ mol−1, moderate detonation properties (heats of detonation of 536.6 to 2187.6 cal g−1, theoretical densities of 1.48 to 2.32 g cm−3, detonation velocities of 7.02 to 12.18 km s−1, and detonation pressures of 19.8 to 75.1 GPa), and acceptable stabilities (bond dissociation energies of 0.8 to 104.9 kJ mol−1). Taking both the detonation properties and the stabilities into consideration, compounds A4 and B4 were finally selected as promising candidates of high‐energy‐density materials, as their detonation properties and impact sensitivities were superior to those of HMX. Additionally, the frontier molecular orbitals, electronic densities, electrostatic potentials, and thermal dynamic parameters of compounds A4 and B4 were also investigated.

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Section: Resultsmentioning

confidence: 99%

Section: Thermal Stability and Sensitivitymentioning

confidence: 99%

Exploration of High‐Energy‐Density Materials: Computational Insight into Energetic Derivatives Based on 1,2,4,5‐Tetrahydro‐1,2,4,5‐tetrazine

Jin

Zhou

2018

ChemistryOpen

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“…In order to obtain the kinetic values of pre‐exponential constant ( A ), activation energy ( E ), enthalpy of activation (Δ H ≠ ), entropy of activation (Δ S ≠ ), and free energy of activation (Δ G ≠ ), non‐isothermal DSC studies on the cocrystal were also carried out . Kissinger's and Ozawa's methods, which can be written as the following expressions, were employed to calculate these parameters.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Crystal Structure, and Thermal Behavior of a Novel Insensitive Energetic Cocrystal Composed of 3,3′‐Bis(1,2,4‐oxadiazole)‐5,5′‐dione and 4‐Amino‐1,2,4‐triazole

Fei

Pang

2018

Zeitschrift anorg allge chemie

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A novel insensitive energetic cocrystal consisting of 3,3′‐bis(1,2,4‐oxadiazole)‐5,5′‐dione and 4‐amino‐1,2,4‐triazole in a 1:2 molar ratio was prepared and characterized. The structure of this cocrystal was characterized by single‐crystal X‐ray diffraction. The crystal structure of the cocrystal is a monoclinic system with P1 space group. Properties of the cocrystal studied included thermal decomposition and detonation performance. This cocrystal has a crystal density of 1.689 g·cm–3 at 173 K and good detonation performance (D = 6940 m·s–1, P = 20.9 GPa). Moreover, measured impact and friction sensitivities (IS > 40 J, FS > 360 N) show that it can be classified as an insensitive energetic material. Its thermodynamic properties indicate that it has moderate thermal stability with a sharp exothermic peak (244 °C, 5 K·min–1) and a high critical temperature of thermal explosion (523 K). In view of the observations above, it may serve as a promising alternative to known explosives such as TNT.

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“…[1][2][3][4] It is found that one of the most efficient way to meet these standards is to design molecules with a large number of C-N or N-N energetic bonds. [1][2][3][4] It is found that one of the most efficient way to meet these standards is to design molecules with a large number of C-N or N-N energetic bonds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Energetic Materials Based on 1,3‐Diazocyclopentane

et al. 2018

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A family of biheterocyclic energetic materials based on 1,3‐diazocyclopentane were synthesized and characterized by IR, NMR, MS, and elemental analysis. The crystal structures of compounds 8 and 9 were determined by single‐crystal X‐ray diffraction. Heats of formation, detonation properties were calculated by isodesmic reactions and Kamlet–Jacobs equations, respectively. The safety parameters associated with impact sensitivity and friction sensitivity were also investigated. It is noteworthy that compounds 5 and 6 possess excellent detonation properties (detonation velocities were 8.89 and 8.66 km s–1; detonation pressures were 35.8 and 32.7 GPa, respectively) and acceptable sensitivities (impact sensitivities were 10 and 13 J; friction sensitivities were 103 and 87 N, respectively). In addition, electronic properties (such as frontier molecular orbitals, electronic densities and electrostatic potentials) of compounds 5 and 6 were also simulated accurately to give an assessment of their physicochemical properties.

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Crystal Structure and Properties of 7‐Imino‐3‐Nitroimino‐2,4,6,8‐Tetraazabicyclo[3.3.0]Octane Hydrochloride

Cited by 7 publications

References 28 publications

Exploration of High‐Energy‐Density Materials: Computational Insight into Energetic Derivatives Based on 1,2,4,5‐Tetrahydro‐1,2,4,5‐tetrazine

Exploration of High‐Energy‐Density Materials: Computational Insight into Energetic Derivatives Based on 1,2,4,5‐Tetrahydro‐1,2,4,5‐tetrazine

Synthesis, Crystal Structure, and Thermal Behavior of a Novel Insensitive Energetic Cocrystal Composed of 3,3′‐Bis(1,2,4‐oxadiazole)‐5,5′‐dione and 4‐Amino‐1,2,4‐triazole

Synthesis and Properties of Energetic Materials Based on 1,3‐Diazocyclopentane

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