A novel facile transformation to 1,2-bis(3-nitro-1-(1<i>H</i>-tetrazol-5-yl)-1<i>H</i>-1,2,4-triazol-5-yl)hydrazine salts

Zhao, Baojing; Li, Xingye; Wang, Piaopiao; Ding, Yongzhi; Zhou, Zhiming

doi:10.1039/c8nj01180j

Cited by 13 publications

(11 citation statements)

References 26 publications

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“… a Density (g cm –3 ), measured by gas pycnometer at 298 K. b Percentage of N and O in each molecule. c Decomposition temperature (°C). d Calculated solid-state heat of formation (kJ mol –1 ). e Detonation velocity (m s –1 ). f Detonation pressure (GPa). g Impact sensitivity (J). h Friction sensitivity (N). i Oxygen balance based on CO (%). j Ref . k Ref . l Ref . m Ref . n Ref . …”

Section: Resultsmentioning

confidence: 99%

“…Three years later, Zhou obtained the oxidative coupling product of the triazole amino group from the acid potassium permanganate system (Scheme ). Although BNTD is represented as a potential EM, it has been out of the single triazole-tetrazole system with a poor detonation performance with a packing index of 65.4% …”

Section: Introductionmentioning

confidence: 99%

“…Energetic coordination polymers (ECPs), ,− energetic salts, ,− and energetic co-crystals , based on energetic parent molecules can overcome the various shortcomings of EMs such as their high friction or impact sensitivity, low energy, low density, and low thermal stability. Their energetic properties ( D v and P ) can also be modified and improved by combining them.…”

Section: Introductionmentioning

confidence: 99%

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Increasing the Energy Limit of Single Triazole–Tetrazole: HNANTT Modified with Its Energetic Coordination Polymers, Co-Crystals, and Energetic Salts

Zhang

Xiao

Dong

et al. 2023

Crystal Growth & Design

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A series of novel energetic materials (EMs) based on a single triazole−tetrazole material, (Z)-N-(5-nitro-2-(1Htetrazol-5-yl)-2,4-dihydro-3H-1,2,4-triazol-3-ylidene)nitramide (HNANTT) with tremendous physicochemical (d = 1.833 g cm −3 and ΔH f = 715.8 kJ mol −1 ) and energetic properties (D v = 9209 m s −1 and P = 36.38 GPa), were obtained. Detailed crystal structures of HNANTT and NANTT-5, 7, 8, 9, 11, and 13 were determined by single-crystal X-ray diffraction. Based on HNANTT, three kinds of energetic coordination polymers (ECPs) (NANTT-5, 7, and 8), four energetic salts (NANTT-9, 10, 11, and 12), and one energetic cocrystal (NANTT-13) were prepared and characterized to develop EMs with different kinds of advantages. By modifying HNANTT, all NANTT derivatives (except NANTT-10) showed good mechanical sensitivity (IS > 40 J, FS > 360 N), with NANTT-ECP-8 achieving the highest density (2.729 g cm −3 ) and thermal stability (287 °C), NANTT-12 has the highest detonation performances (D v = 9225 m s −1 and P = 30.87 GPa) among NANTT materials, while the NANTT co-crystal of 13 exhibited the best comprehensive performance, with superior detonation properties (D v = 9035 m s −1 and P = 30.12 GPa), higher thermal stability (236 °C), and N + O content of 83.2%.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Increasing the Energy Limit of Single Triazole–Tetrazole: HNANTT Modified with Its Energetic Coordination Polymers, Co-Crystals, and Energetic Salts

Zhang

Xiao

Dong

et al. 2023

Crystal Growth & Design

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“…As an important branch of energetic materials, polyazole-based energetic ionic salts have advantages and are better in terms of properties than similar non-ionic energetic compounds, gaining much attention in the current field of energetic materials [ 14 , 15 , 16 ]. Energetic salts have lower vapor pressure, better thermal stability, higher density, and enthalpy of formation [ 17 , 18 ]. In addition, the properties of energetic salts can be comprehensively adjusted and optimized through the modification and combination of anions and cations, making them suitable for different applications under various conditions, and at the same time, the types of energetic ionic salts can be greatly increased simultaneously [ 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Characterization of Energetic Salts Based on 3,5-Diamino-4H-Pyrazol-4-One Oxime

et al. 2023

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In order to broaden the study of energetic cations, a cation 3,5-diamino-4H-pyrazol-4-one oxime (DAPO) with good thermal stability was proposed, and its three salts were synthesized by a simple and efficient method. The structures of the three salts were verified by infrared spectroscopy, mass spectrometry, elemental analysis, and single crystal X-ray diffraction. The thermal stabilities of the three salts were verified by differential scanning calorimetry and thermos-gravimetric analysis. DAPO-based energetic salts are analysed using a variety of theoretical techniques, such as 2D fingerprint, Hirshfeld surface, and non-covalent interaction. Among them, the energy properties of perchlorate (DAPOP) and picrate (DAPOT) were determined by EXPLO5 program combined with the measured density and enthalpy of formation. These compounds have high density, acceptable detonation performance, good thermal stability, and satisfactory sensitivity. The intermolecular interactions of the four compounds were studied by Hirshfeld surface and non-covalent interactions, indicating that hydrogen bonds and π–π stacking interactions are the reasons for the extracellular properties of perchlorate (DAPOP) and picrate (DAPOT), indicating that DAPO is an optional nitrogen-rich cation for the design and synthesis of novel energetic materials with excellent properties.

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“…Furoxan derivatives, as a rule, are superior to furazans in energy performance due to the obvious advantage in their elemental composition: an additional oxygen atom per heterocycle with practically the same enthalpy of formation per mol. However, one of the effective methods of increasing energy in the design of new energy-intensive compounds is the use of the azo group (-N=N-) as a bridge between heterocycles [9][10][11][12][13][14][15][16][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Energy Possibilities of Certain Derivatives of Azofuroxanes as Components of Solid Composite Propellants

Zyuzin

Волохов

Лемперт

2021

Russ. J. Phys. Chem. B

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The energetic capabilities of three energy-intensive components containing furoxan cycles and azo groups are studied. These compounds are assessed as the main fillers of composite solid rocket fuels. It is shown that the energy efficiency of the considered compounds increases in the following order: 3,3'-di(4-nitrofuroxan-3-yl)-5,5'-azo-1,2,4-oxadiazole (I) < (Z)-tris ([1,2,5]oxadiazolo) [3,4-c:3',4'e:3'',4''-g][1,2]diazocine 1,4,11-trioxide (III) < 4,4'-dinitro-3,3'-azofuroxan (II).

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A novel facile transformation to 1,2-bis(3-nitro-1-(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-yl)hydrazine salts

Abstract: A facile and unique conversion from NN group to HN–NH group was discovered, by which 1,2-bis(3-nitro-1-(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-yl)hydrazine and its energetic salts have been readily prepared as high-energy-density materials.

Cited by 13 publications

References 26 publications

Increasing the Energy Limit of Single Triazole–Tetrazole: HNANTT Modified with Its Energetic Coordination Polymers, Co-Crystals, and Energetic Salts

Increasing the Energy Limit of Single Triazole–Tetrazole: HNANTT Modified with Its Energetic Coordination Polymers, Co-Crystals, and Energetic Salts

Synthesis, Crystal Structure, and Characterization of Energetic Salts Based on 3,5-Diamino-4H-Pyrazol-4-One Oxime

Energy Possibilities of Certain Derivatives of Azofuroxanes as Components of Solid Composite Propellants

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