Quantum-chemical design of tetrazolo[1,5-b][1,2,4,5]tetrazine based nitrogen-rich energetic materials

Deswal, Sonal; Ghule, Vikas D.; Kumar, Tittal Ram; Radhakrishnan, S.

doi:10.1016/j.comptc.2014.12.014

Cited by 15 publications

(4 citation statements)

References 42 publications

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“…The geometries of H 3 tta and all its derivatives were fully optimized at the density functional theory (DFT; B3PW91) level with the 6-31G(d,p) basis set. The computational methodology used in this work is similar to our previous reports − and described in the Supporting Information. The molecular structures of designed H 3 tta derivatives are shown in Figure , while Figure presents the salts of B – and F – anions with selected cations.…”

Section: Resultsmentioning

confidence: 99%

Computer-Aided Design of Energetic Tris(tetrazolyl)amine Derivatives and Salts

Ghule

Deswal

Devi

et al. 2016

Ind. Eng. Chem. Res.

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New derivatives of 5,5′,5″-tris(tetrazolyl)amine (H3tta) are designed by replacing N–H with N–NO2 and N–OH groups. Two H3tta derivatives (B and F) were selected for the design of 1:1 (cation:anion) energetic salts. Their heats of formation (HOF) and densities were predicted and combined to estimate the velocities of detonation (VOD) and detonation pressures (DP). Impact sensitivity of H3tta compounds containing nitramine functionality was assessed using h 50, free space in a crystal lattice, and heats of detonation (Q). The calculated explosive power index about picric acid showed that most of the H3tta compounds and salts can be used as potential energetic materials. Those compounds and salts were found to exhibit superior detonation performance when compared with RDX and HMX. According to our results, newly designed H3tta derivatives may be used to develop high-performance energetic materials with lower sensitivity.

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Section: Resultsmentioning

confidence: 99%

Computer-Aided Design of Energetic Tris(tetrazolyl)amine Derivatives and Salts

Ghule

Deswal

Devi

et al. 2016

Ind. Eng. Chem. Res.

Self Cite

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“…Introducing nitro groups into the tetrazole structure can improve the energy of the compounds but unfortunately increase sensitivity 13. In addition, tetrazole ring shows good stability for some chemical reagent, such as acid, alkali, oxidant, and reductant 14. These unique properties of tetrazole make it to become the development of the core in energy materials field 15.…”

Section: Introductionmentioning

confidence: 99%

“…[13] In addition, tetrazole ring shows good stability for some chemical reagent, such as acid, alkali, oxidant, and reductant. [14] These unique properties of tetrazole make it to become the development of the core in energy materials field. [15] A lot temperature of 128.9 °C.…”

Section: Introductionmentioning

confidence: 99%

1D Structure Sodium Coordination Anion based on [5‐(Dinitromethylene)‐4,5‐dihydro‐1H‐tetrazole]: Syntheses, Structures, and Thermal Behavior

Wu¹,

Zhang²,

Wu³

et al. 2016

Zeitschrift anorg allge chemie

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“…Many of their derivatives have been designed and synthesized in recent years. [15][16][17][18][19][20][21][22][23][24] 3,3 0 -Azobis (6amino-1,2,4,5-tetrazine) (DAAT) is one of the tetrazine derivatives, which has been synthezied by Kerth and co-worker. 25 Several tetrazines compounds with similar molecular structure have also been synthesized, which include N-oxides of 3,3 0 -azobis(6amino-1,2,4,5-tetrazine), 25,26 5,5 0 -dinitro-3,3 0 -azo-1H-1,2,4-triazole (DNAT), 27 3 0 -azobis(bis[6,6 0 -(4-bromo-3,5-dimethylpyrazol-l-yl)])-1,2,4,5-tetrazine and N,N 0 -bis-(1,2,4,5-tetrazine-3yl)-3,5(dimethylpyrazol)-hydrazine.…”

Section: Introductionmentioning

confidence: 99%

Assessment of two new nitrogen-rich tetrazine derivatives as high performance and safe energetic compounds

et al. 2015

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This work introduces two novel nitrogen-rich derivatives of tetrazine, i.e. 1,2-bis (6-nitro-1,2,4,5tetrazin-3-yl) diazene and 1,2-bis(6-nitro-1,2,4,5-tetrazin-3-yl)hydrazine, as high performance and safe energetic compounds. Reliable methods are used to study physical, thermodynamic, sensitivity, detonation and combustion properties of these compounds, which include crystal density, condensed phase heat of formation, impact sensitivity, electric spark sensitivity, heat of detonation, detonation temperature, detonation of velocity, pressure detonation, specific impulse, melting point, brisance and power. The predicted properties are also compared with 2,4,6-trinitrotoluene (TNT) and 1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) as two wellknown melt-castable and high performance explosives, respectively. It is shown that these compounds can be seen as interesting organic explosives with relatively high detonation velocity and pressure as well as low sensitivity, which can be used for important industrial applications. Since these new compounds have a relatively high crystal density and melting point as well as great combustion performance, they can also be considered as suitable energetic ingredients in solid propellants. Hydrophobia ineractions of these compounds were also compouted and compared using the B3PW91/6-31g (d,p) level of theory as a method for quantum chemical calculations.

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Quantum-chemical design of tetrazolo[1,5-b][1,2,4,5]tetrazine based nitrogen-rich energetic materials

Cited by 15 publications

References 42 publications

Computer-Aided Design of Energetic Tris(tetrazolyl)amine Derivatives and Salts

Computer-Aided Design of Energetic Tris(tetrazolyl)amine Derivatives and Salts

1D Structure Sodium Coordination Anion based on [5‐(Dinitromethylene)‐4,5‐dihydro‐1H‐tetrazole]: Syntheses, Structures, and Thermal Behavior

Assessment of two new nitrogen-rich tetrazine derivatives as high performance and safe energetic compounds

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