title: Characterization of nitrogen-bridged 1,2,4,5-tetrazine-, furazan-, and 1H-tetrazole-based polyheterocyclic compounds: heats of formation, thermal stability, and detonation properties.
abstract: The heats of formation (HOFs), thermal stability, and detonation properties for a series of nitrogen-bridged 1,2,4,5-tetrazine-, furazan-, and 1H-tetrazole-based polyheterocyclic compounds (3,6-bis(1H-1,2,3,4-tetrazole-5-ylamino)-1,2,4,5- tetrazine (TST), 3,6-bis(furazan-5-ylamino)-1,2,4,5-tetrazine (FSF), 3,4-bis(1,2,4,5- tetrazine-3-ylamino)-furazan (SFS), 3,4-bis(1H-1,2,3,4-tetrazole-5-ylamino)-furazan (TFT), 1,5-bis(1,2,4,5-tetrazine-3-ylamino)-1H-1,2,3,4-tetrazole (STS), and 1,5-bis(furazan-3-ylamino)-1H-1,2,3,4-tetrazole (FTF) derivatives) were systematically studied by using density functional theory. The results show that the -N(3) or -NHNH(2) group plays a very important role in increasing the HOF values of the derivatives. Among these series, the SFS derivatives have lower energy gaps, while the TFT derivatives have higher ones. Incorporation of the -NH(2) group into the FSF, SFS, STS, or FTF ring is favorable for enhancing its thermal stability, whereas the substitution of the -NHNH(2) group could increase the thermal stability of the TST, SFS, STS, or FTF ring. The calculated detonation properties indicate that the -NO(2) or -NF(2) is very helpful for enhancing the detonation performance for these derivatives. Considering the detonation performance and thermal stability, six derivatives may be regarded as promising candidates of high-energy density materials (HEDMs). These results provide basic information for the molecular design of novel HEDMs.
authors.affiliation: Institute for Computation in Molecular and Materials Science and Department of Chemistry, Nanjing University of Science and Technology, Nanjing, 210094, China.
authors.forename: Tao
authors.initials: T
authors.lastname: Wei
authors.forename: Jianzhang
authors.initials: J
authors.lastname: Wu
authors.forename: Weihua
authors.initials: W
authors.lastname: Zhu
authors.forename: Chenchen
authors.initials: C
authors.lastname: Zhang
authors.forename: Heming
authors.initials: H
authors.lastname: Xiao
mesh_terms: D000465:Algorithms; D003198:Computer Simulation; D053834:Explosive Agents / Q000737:chemistry*; D006572:Heterocyclic Compounds, Bridged-Ring; D008958:Models, Molecular; D009010:Monte Carlo Method; D009584:Nitrogen / Q000737:chemistry*; D011789:Quantum Theory; D013777:Tetrazoles / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D053834:Explosive Agents; D006572:Heterocyclic Compounds, Bridged-Ring; D013777:Tetrazoles; D009584:Nitrogen