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2,2'-Azobis(1,5'-bitetrazole) with a N10 Chain and 1,5'-Bitetrazolate-2n-oxides: Construction of Highly Energetic Nitrogen-Rich Materials Based on C-N-Linked Tetrazoles.

ACS Applied Materials &amp Interfaces(2023)

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Abstract
A series of high-nitrogen compounds, including a unique molecule 2,2'-azobis(1,5'-bitetrazole) with a branched N10 chain and 1,5'-bitetrazolate-2N-oxides, were synthesized successfully based on C-N-linked 1,5'-bistetrazoles using azo coupling of N-amine bonds and N-oxide introduction strategies. All compounds were characterized by NMR spectroscopy, IR spectroscopy, elemental analysis, and differential scanning calorimetry, in which the structures of five compounds were further determined by single-crystal X-ray diffraction analysis (2, T-N10B, 3a, 3b, and THX). The nitrogen contents of these five compounds range from 63.62 (THX) to 83.43% (T-N10B), which are much higher than that of CL-20 (38.34%). The heat of formation for the prepared compounds was calculated by using the Gaussian 09 program, with T-N10B having the highest value of 5.13 kJ g-1, about 6 times higher than that of CL-20 (0.83 kJ g-1). The calculated detonation performances by EXPLO5 v6.05.04 show that THX has excellent detonation performance (D = 9581 m s-1, P = 35.93 GPa) and a remarkable specific impulse (Isp = 284.9 s).
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Key words
high nitrogen energetic material,tetrazole derivatives,crystal structure,detonation performance,synthesis
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