4,4′,6,6′-Tetra-Substituted Hydrazo- and Azo-1,3,5-Triazines

Huynh, My Hang V.; Hiskey, Michael A.; Pollard, Colin J.; Montoya, Dennis Patrick; Hartline, Ernest L.; Gilardi, Richard

doi:10.1080/07370650490893054

Cited by 55 publications

(39 citation statements)

References 11 publications

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“…An important class of highnitrogen molecules is heterocyclic compounds [2,3], which have received much recent attention in an energetic materials role due to a very advantageous combination of thermal stability, heat of formation and density, as well as oxygen balance. High-nitrogen compounds are well known by their high positive heats of formation [5][6][7] as well as their thermal stability [8]. These properties reveal a high performance of these energetic materials.…”

Section: Introductionmentioning

confidence: 99%

A DFT theoretical study of heats of formation and detonation properties of nitrogen-rich explosives

Jaidann

Roy

Abou‐Rachid

et al. 2010

Journal of Hazardous Materials

119

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Section: Introductionmentioning

confidence: 99%

A DFT theoretical study of heats of formation and detonation properties of nitrogen-rich explosives

Jaidann

Roy

Abou‐Rachid

et al. 2010

Journal of Hazardous Materials

119

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“…From our calculations, the E2 value between the lone electron pair on the N1 atom of the bridge group and the N2-N4 antibonding orbital is 118.98 kJ mol −1 , the E2 value of 56.33 kJ mol −1 between the lone pairs of N1 atom and the N1-N6 antibonding orbital. The result shows that a p → π conjugation interaction exists in that system, which is a good indication of its stability [24].…”

Section: Resultsmentioning

confidence: 96%

Is 1-nitro-1-triazene a high energy density material?

Chi

Yan

2014

J Mol Model

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An azo bridge (-N=N-) can not only desensitize explosives but also dramatically increase their heats of formation and explosive properties. Amino and nitro are two important high energy density functional groups. Here, we present calculations on 1-nitro-1-triazene (NH2-N=N-NO2). Thermal stability and detonation parameters were predicted theoretically at CCSD(T)/6-311G* level, based on the geometries optimized at MP2/6-311G* level. It was found that the p→π conjugation interaction and the intramolecular hydrogen bonding that exist in the system together increase the thermal stability of the molecule. Moreover, the detonation parameters were evaluated to be better than those of the famous HMX and RDX. Finally, the compound was demonstrated to be a high energy density material.

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“…Nitrogen-rich heterocycles (such as tetrazine, piperazine, imidazole, furoxan, and so on) have become the ideal building blocks for HEDCs owing to their novel properties, such as high density, high positive heat of formation, high thermal stability, low sensitivity, and so on [14][15][16][17][18][19][20][21]. In the present work, some combination rules were presented to build new HEDCs.…”

Section: Design Of Hedcsmentioning

confidence: 99%

Design and theoretical study of 15 novel high energy density compounds

Lai¹,

Lian²,

Liu³

et al. 2014

J Mol Model

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In order to seek the potential high energy density compounds (HEDCs) with excellent performance and satisfactory safety, some combination rules are presented and 15 HEDCs are designed and sifted, and followed by the properties predicting. From the results, HEDC-3, HEDC-4, HEDC-9, HEDC-10, HEDC-11, HEDC-12, HEDC-13, and HEDC-14 have good comprehensive properties. They are furoxan, fused ring or cage-type compounds, whose frame is composed of some single ring by single (double or multi) point addition. Their densities are over 1.95 g cm(-3), and detonation velocities are over 9500 m s(-1). Their BDEs are over 85 kJ mol(-1), and the values of available free space (∆V) are lower than the ∆V of β-CL20 (∆V = 86). In view of the synthesis feasibility, the synthesis routes of HEDC-4, HEDC-9, HEDC-10, HEDC-12, HEDC-13, and HEDC-14 have been designed.

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4,4′,6,6′-Tetra-Substituted Hydrazo- and Azo-1,3,5-Triazines

Cited by 55 publications

References 11 publications

A DFT theoretical study of heats of formation and detonation properties of nitrogen-rich explosives

A DFT theoretical study of heats of formation and detonation properties of nitrogen-rich explosives

Is 1-nitro-1-triazene a high energy density material?

Design and theoretical study of 15 novel high energy density compounds

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