Synthesis and Property of 1,4-Diamino-3,6-dinitropyrazolo[4,3-c]pyrazole and Its Derivatives

Li, Yanan; Wang, Bozhou; Shu, Yuanjie; Zhang, Shengyong; Lian, Peng

doi:10.22211/cejem/64987

Cited by 2 publications

(3 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Here, it is obtained with the assistance of the experimental I s of CL-20 (278.80 s). [55] The obtained result is 19.26. It was then adopted to predict the I s ' of other systems.…”

Section: Detonation Propertiesmentioning

confidence: 84%

A theoretical study on the stability and detonation performance of 2,2,3,3‐tetranitroaziridine (TNAD)

Zhang

Yang

Wang

et al. 2014

J of Physical Organic Chem

View full text Add to dashboard Cite

In recent years, there has been a considerable interest in developing high oxygen compounds as oxidizers for, for example, composite explosives. 2,2,3,3-Tetranitroaziridine (TNAD) is a new designed compound with high oxygen balance (25.11%) and is environmentally friendly. A synthesis route of TNAD was suggested in this study, and the thermodynamic possibilities of reactions were evaluated by the changes in the free energy obtained with the density functional theory (DFT). The strong strain energy (E s = 292.28 kJ/mol) of TNAD leads the C-C bond in the ring more fragile than the C-NO 2 bond, and the activation energy (E a ) of pyrolysis of the C-C bond (119.14 kJ/mol at the B3LYP/6-31G* level of DFT) is higher than that of 2,4,6trinitrotoluene (TNT) (113.00 kJ/mol). The topological analysis with the contour maps of electron density was used to show the changes of the electron density at the critical points (BCP) in the process of homolysis of the C-C bond. In addition, the energy gap between the frontier orbitals of TNAD (ΔE g = 5.22 eV) is slightly higher than that of 1,3,3-trinitroazetidine (TNAZ, 5.06 eV). And the HOMO → LUMO transition plays important roles in the UV spectrum. The noncovalent interactions in the TNAD/RDX composite were estimated to be stronger than that in TNAZ/RDX, that is, the former may have better compatibility than the latter. TNAD/RDX with the weight ratio of w TNAD /w RDX = 0.46/0.54 has the wonderful performance (D = 9.14 km/s, P = 37.30 GPa, and I s = 285.47 s) which is better than that (D = 8.85 km/s, P = 35.09 GPa, and I s = 272.33 s) of TNAZ/RDX with the same weight ratio.

show abstract

“…Here, it is obtained with the assistance of the experimental I s of CL-20 (278.80 s). [55] The obtained result is 19.26. It was then adopted to predict the I s ' of other systems.…”

Section: Detonation Propertiesmentioning

confidence: 84%

A theoretical study on the stability and detonation performance of 2,2,3,3‐tetranitroaziridine (TNAD)

Zhang

Yang

Wang

et al. 2014

J of Physical Organic Chem

View full text Add to dashboard Cite

show abstract

Section: Nitrated Pyrazolo[43-c]pyrazoles and Their Derivativesmentioning

confidence: 99%

“…Compounds 130 owned the relatively high density, good thermal stability, outstanding detonation properties, and reasonable sensitivities, which could be a useful energetic material. Li et al [143,144] also synthesized several salts of N-nitramino DNPP, which exhibited good energetic properties. Nitrated pyrazolo [4,3-c]pyrazoles own acceptable performances both the energetic and physical properties, further functionalization of these compounds could be interesting.…”

Section: Nitrated Pyrazolo[43-c]pyrazoles and Their Derivativesmentioning

confidence: 99%

Recent Advances in Synthesis and Properties of Nitrated-Pyrazoles Based Energetic Compounds

et al. 2020

View full text Add to dashboard Cite

Nitrated-pyrazole-based energetic compounds have attracted wide publicity in the field of energetic materials (EMs) due to their high heat of formation, high density, tailored thermal stability, and detonation performance. Many nitrated-pyrazole-based energetic compounds have been developed to meet the increasing demands of high power, low sensitivity, and eco-friendly environment, and they have good applications in explosives, propellants, and pyrotechnics. Continuous and growing efforts have been committed to promote the rapid development of nitrated-pyrazole-based EMs in the last decade, especially through large amounts of Chinese research. Some of the ultimate aims of nitrated-pyrazole-based materials are to develop potential candidates of castable explosives, explore novel insensitive high energy materials, search for low cost synthesis strategies, high efficiency, and green environmental protection, and further widen the applications of EMs. This review article aims to present the recent processes in the synthesis and physical and explosive performances of the nitrated-pyrazole-based Ems, including monopyrazoles with nitro, bispyrazoles with nitro, nitropyrazolo[4,3-c]pyrazoles, and their derivatives, and to comb the development trend of these compounds. This review intends to prompt fresh concepts for designing prominent high-performance nitropyrazole-based EMs.

show abstract

Synthesis and Property of 1,4-Diamino-3,6-dinitropyrazolo[4,3-c]pyrazole and Its Derivatives

Cited by 2 publications

References 20 publications

A theoretical study on the stability and detonation performance of 2,2,3,3‐tetranitroaziridine (TNAD)

A theoretical study on the stability and detonation performance of 2,2,3,3‐tetranitroaziridine (TNAD)

Recent Advances in Synthesis and Properties of Nitrated-Pyrazoles Based Energetic Compounds

Contact Info

Product

Resources

About