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Synthesis and Promising Properties of a New Family of High-Nitrogen Compounds: Polyazido- and Polyamino-Substituted N,N′-Azo-1,2,4-triazoles

Authors

  • Dr. Cai Qi,

    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
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  • Dr. Sheng-Hua Li,

    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
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  • Dr. Yu-Chuan Li,

    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
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  • Dr. Yuan Wang,

    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
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  • Dr. Xiu-Xiu Zhao,

    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
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  • Prof. Dr. Si-Ping Pang

    Corresponding author
    1. School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038
    2. State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China)
    • School of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Haidian District, Beijing 100081 (P. R. China), Fax: (+86) 010-68913038===

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Abstract

A new family of high-nitrogen compounds, that is, polyazido- and polyamino-substituted N,N′-azo-1,2,4-triazoles, were synthesized in a safe and convenient manner and fully characterized. The structures of 3,3′,5,5′-tetra(azido)-4,4′-azo-1,2,4-triazole (15) and 3,3′,5,5′-tetra(amino)-4,4′-azo-1,2,4-triazole (23) were also confirmed by X-ray diffraction. Differential scanning calorimetry (DSC) was performed to determine their thermal stability. Their heats of formation and density, which were calculated by using Gaussian 03, were used to determine the detonation performances of the related compounds (EXPLO 5.05). The heats of formation of the polyazido compounds were also derived by using an additive method. Compound 15 has the highest heat of formation (6933 kJ kg−1) reported so far for energetic compounds and a detonation performance that is comparable to that of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX), while compound 23 has a decomposition temperature of up to 290 °C.

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