1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N<sub>8</sub> Structure and Photochromism

Li, Yu-Chuan; Qi, Chao; Li, Sheng‐Hua; Zhang, Huijuan; Sun, Chia‐Chung; Yu, Yong-Zhong; Pang, Siping

doi:10.1021/ja103525v

Cited by 272 publications

(161 citation statements)

References 27 publications

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“…There are numerous reports on synthesis of complex energetic materials containing chains of nitrogen atoms: N5, N8, and even N10 [6][7][8] and complex "salts" such as TAG-MNT [9], but these materials require other elements for stabilization and their synthesis remains quite challenging. Rich in nitrogen N-H systems appear to be the most attractive as they would be the most energy-density efficient and because hydrogen tends to stabilize low bond order nitrogen compounds (e.g., hydrazine).…”

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confidence: 99%

Backbone NxH compounds at high pressures

Goncharov

Holtgrewe

Qian

et al. 2015

The Journal of Chemical Physics

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Optical and synchrotron x-ray diffraction diamond anvil cell experiments have been combined with first principles theoretical structure predictions to investigate mixed N 2 and H 2 up to 55 GPa. We found the formation of oligomeric N x H (x1) compounds using mechano-and photochemistry at pressures above 47 and 10 GPa, respectively, and room temperature. These compounds can be recovered to ambient pressure at T<130 K, whereas at room temperature, they can be metastable down to 3.5 GPa. Our results suggest new pathways for synthesis of environmentally benign high energy-density materials and alternative planetary ice.

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confidence: 99%

Backbone NxH compounds at high pressures

Goncharov

Holtgrewe

Qian

et al. 2015

The Journal of Chemical Physics

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“…This has been attributed to the large number of C−N, C=N, N−N and N=N bonds in their molecular structures [1][2][3][4][5][6][7][8][9]. The large amount of nitrogen gas generated as an end product of the nitrogen-rich compounds listed above is highly favored both for the enhancement of energy output and the avoiding of environmental pollution [3,7].…”

Section: Introductionmentioning

confidence: 99%

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

Li¹,

Wang²,

Shu³

et al. 2016

Cent. Eur. J. Energ. Mater.

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A synthetic procedure has been developed for the synthesis of 1,4-diamino-3,6-dinitropyrazolo[4,3-c]pyrazole (DADNP) via N-amination reaction. Its derivatives, 4,4'-(triaz-1-ene-1,3-diyl)bis (1-amine-3,6-dinitropyrazolo[4,3-c] pyrazole) (TBADNP) and 1,4-dinitramino-3,6-dinitropyrazolo[4,3-c]pyrazole (DNADNP), were first designed and synthesized by the diazotization and nitrification of amino group, and their structures were characterized by IR, 1 H NMR, 13 C NMR, elementary analysis and MS. The thermal properties of target compounds were studied by means of differential scanning calorimetry (DSC) and thermogravimetry (TG). The thermal decomposition peak temperatures of DADNP, TBADNP and DNADNP are 227, 236 and 288 °C, respectively. Results show that the derivatives of 1,4-diamino-3,6-dinitropyrazolo[4,3-c]pyrazole have better thermal stability.

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“…However, there is always a conflict between the detonation performance and sensitivity. High detonation performance usually goes with high sensitivity [2,3]. As a result, few explosives can meet the rigorous requirements.…”

Section: Introductionmentioning

confidence: 99%

A Comparative Theoretical Study of Picric Acid and Its Cocrystals

et al. 2015

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A novel cocrystal of picric acid/acetophenone was prepared by solvent evaporation method and the crystal structure was characterized by single crystal X-ray diffraction. Analysis of the crystal structure shows that the hydrogen bonding, van der Waals and π-π stacking are the main driving forces for the cocrystal formation. Density functional theory (DFT) calculation was performed to better understand the formation mechanism and properties of the cocrystal. The results suggest that π-π stacking is more important than hydrogen bonding considering their interaction energies. Furthermore, Mulliken charge analysis shows picric acid becomes less sensitive after cocrystallization with other compounds because of the electron transfer.

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1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N₈ Structure and Photochromism

Abstract: Treatment of 1-amino-1,2,3-triazole with sodium dichloroisocyanurate led to isolation of 1,1'-azobis-1,2,3-triazole, which was well characterized. Its structure was determined by X-ray crystallographic analysis, and its thermal stability and photochromic properties were investigated.

Cited by 272 publications

References 27 publications

Backbone NxH compounds at high pressures

Backbone NxH compounds at high pressures

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

A Comparative Theoretical Study of Picric Acid and Its Cocrystals

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1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N8 Structure and Photochromism

Abstract: Treatment of 1-amino-1,2,3-triazole with sodium dichloroisocyanurate led to isolation of 1,1'-azobis-1,2,3-triazole, which was well characterized. Its structure was determined by X-ray crystallographic analysis, and its thermal stability and photochromic properties were investigated.

Cited by 272 publications

References 27 publications

Backbone NxH compounds at high pressures

Backbone NxH compounds at high pressures

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

A Comparative Theoretical Study of Picric Acid and Its Cocrystals

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Product

Resources

About

1,1′-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N₈ Structure and Photochromism