Density functional calculations of the heats of formation for various aromatic nitro compounds

Chen, P.C; Chieh, Yu-Chih; Tzeng, S.C

doi:10.1016/s0166-1280(03)00345-2

Cited by 71 publications

(54 citation statements)

References 36 publications

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“…The DFT-B3LYP method was previously used to predict the HOFs of many organic systems via isodesmic reactions [36][37][38][39]. The isodesmic reaction processes, in which the number of each kind of formal bond is conserved, must comply with the bond separation reaction (BSR) rules.…”

Section: Methodsmentioning

confidence: 99%

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Theoretical studies of furoxan-based energetic nitrogen-rich compounds

et al. 2010

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Density functional theory calculations were performed to study the effects of different substituents and nitrogen-containing heterocyclic rings on the heats of formation (HOFs), energetic properties, and thermal stability for a series of furoxan derivatives. The isodesmic reaction method was employed to calculate the HOFs of the derivatives using total energies obtained from electronic structure calculations. The detonation velocities and pressures were evaluated by using the semiempirical KamletJacobs equations, based on the theoretical densities and HOFs. The bond dissociation energies and bond orders for the weakest bonds were analyzed to investigate the thermal stability of the furoxan derivatives. These results provide basic information for the molecular design of novel high energy density materials.

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Section: Methodsmentioning

confidence: 99%

“…This approach has been proved to be reliable [36,39,40,[43][44][45][46]. The isodesmic reactions used to obtain the HOFs of the furoxan derivatives at 298 K are as follows:…”

Section: Methodsmentioning

confidence: 99%

Theoretical studies of furoxan-based energetic nitrogen-rich compounds

et al. 2010

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“…All calculations of molecular geometry and energy were performed using DFT method, Becke 3 parameters exchange [21] and Lee et al correlation functionals [22], and Perdew's 86(P86) [23], with the default Gaussian convergence criteria for the ten molecules in this study. The choice of the two methods is because not only B3LYP and B3P86 methods can precisely predict HOF [24,25] and the latter can produce accurate BDEs [26] for various aromatic nitro compounds, but also they require less time and computer resources such as disk and memory space. The ten toluene derivatives are 2,3,4-trinitrotoluene .…”

Section: Theory and Computational Detailsmentioning

confidence: 99%

Computational DFT studies on a series of toluene derivatives as potential high energy density compounds

Zhang

2011

Struct Chem

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Based on the full optimized molecular geo-, detonation velocities (D), and pressures (P) for a series of toluene derivatives, as well as their thermal stabilities, were investigated to look for high energy density compounds (HEDCs). The heats of formation (HOFs) are also calculated via designed isodesmic reactions. The calculations on the bond dissociation energies (BDEs) indicate that the BDEs of the initial scission step are between 48 and 59 kcal/mol, and pentanitrotoluene is the most reactive compound, while 2,4,6-trinitrotoluene is the least reactive compound for toluene derivatives studied. A good linear relationship between BDE/E and impact sensitivity is also obtained. The condensed phase HOFs are calculated for the title compounds. These results would provide basic information for the further studies of HEDCs. The detonation data of pentanitrotoluene show that it meets the requirement for HEDCs.

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“…In these designed reactions, the basic structural unit of the 1,3,5-triazine skeleton remains the same, but big molecules are changed into (labeled A1-A6, B1-B6, C1-C6, D1-D6, E1-E6, F1-F6, and G1-G6) small ones. This method has been shown to be reliable [3,33,[38][39][40][41][42][43].…”

Section: Introductionmentioning

confidence: 99%

Design and selection of nitrogen-rich bridged di-1,3,5-triazine derivatives with high energy and reduced sensitivity

2012

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The heats of formation (HOFs), electronic structures, energetic properties, and thermal stabilities of a series of energetic bridged di-1,3,5-triazine derivatives with different substituents and linkages were studied using density functional theory. It was found that the groups -N(3) and -N=N- are effective structural units for improving the HOF values of the di-1,3,5-triazine derivatives. The effects of the substituents on the HOMO-LUMO gap combine with those of the bridge groups. The calculated detonation velocities and detonation pressures indicate that substituting the -ONO(2), -NF(2), or -N=N- group is very useful for enhancing the detonation performance of these derivatives. Analysis of the bond dissociation energies for several relatively weak bonds suggests that most of the derivatives have good thermal stability. On the whole, the -NH(2), -N(3), -NH-, and -CH=CH- groups are effective structural units for increasing the thermal stabilities of the derivatives. Based on detonation performance and thermal stability, nine of the compounds can be considered potential candidates for high energy density materials with reduced sensitivity.

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Density functional calculations of the heats of formation for various aromatic nitro compounds

Cited by 71 publications

References 36 publications

Theoretical studies of furoxan-based energetic nitrogen-rich compounds

Theoretical studies of furoxan-based energetic nitrogen-rich compounds

Computational DFT studies on a series of toluene derivatives as potential high energy density compounds

Design and selection of nitrogen-rich bridged di-1,3,5-triazine derivatives with high energy and reduced sensitivity

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