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Combination multi-nitrogen with high heat of formation: theoretical studies on the performance of bridged 1,2,4,5-tetrazine derivatives

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Abstract

A series of bridged tetrazine derivatives (BDDT) were designed by using different bridges to connect two molecules of 1,2,4, 5-tetrazine oxides and then combining different substituents. At the same time, we used DFT-wB97/6–31 + G** method to regularly predict the HOMO–LUMO, heats of formation (HOF), detonation properties, thermal stability, and thermodynamic property orbitals of BDDT compounds. By studying the comprehensive relationship between different substituents and bridging and performance, it is shown that -N(NO2)2 and -C(NO2)3 are not only excellent groups to improve the heat of formation and detonation properties, but also can cause the compound to have a superior oxygen balance. And that the incorporation of the -N = N- and -NH-N = N- is helpful to enhance their thermal stabilities and HOF. -CH2-CH2- and -CH2-NH- are good for improving the HOMO–LUMO energy gaps. Performances with positive HOF (1170–1590 kJ mol−1), remarkable density (1.88–1.93 g cm−3), outstanding detonation properties (D = 9.15–9.80 km s−1, P = 38.24–44.40 GPa), and acceptable impact sensitivity lead C5, D8, E5, E7, F5, and F7 to be the potential candidates of HEDMs.

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The data that support the findings of this study are available from the corresponding author upon reasonable request.

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The application or custom code are available from the corresponding author upon reasonable request.

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Funding

This work was supported by Opening Project of State Key Laboratory of Explosion Science and Technology (Beijing Institute of Technology) (NO. KFJJ20-03 M), Doctoral Fundation of SWUST (NO. 17zx7128), and Major Special Projects of the Equipment Development Department of the Central Military Commission of China (NO. 14021001040305–5).

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Authors and Affiliations

  1. School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang, 621010, Sichuan, People’s Republic of China

    Lian Zeng, Junyan Li, Chen Qiao, Yuhe Jiang, Jinting Wu & Hongbo Li

  2. State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, Beijing, 100081, People’s Republic of China

    Jinting Wu & Jianguo Zhang

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  1. Lian Zeng
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  7. Jianguo Zhang
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Contributions

Lian Zeng: the first author, conceive and write the manuscript; Junyan Li, Chen Qiao, and Yuhe Jiang: data collection; Jinting Wu, Hongbo Li: corresponding author; Jianguo Zhang: methods to guide.

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Correspondence to Jinting Wu or Hongbo Li.

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Zeng, L., Li, J., Qiao, C. et al. Combination multi-nitrogen with high heat of formation: theoretical studies on the performance of bridged 1,2,4,5-tetrazine derivatives. J Mol Model 28, 3 (2022). https://doi.org/10.1007/s00894-021-04999-4

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