Can Catenated Nitrogen Compounds with Amine-like Structures Become Candidates for High-Energy-Density Compounds?

Abstract

The worthwhile idea of whether amine-like catenated nitrogen compounds are stable enough to be used as high-energy materials was proposed and answered. Abstracting the NH 3 structure into NR 3 (R is the substituent) yields a new class of amine-like catenated nitrogen compounds. Most of the azole ring structures have a high nitrogen content and stability. Inspired by this idea, a series of new amine-like catenated nitrogen compounds (A1 to H5) were designed, and their basic energetic properties were calculated. The results showed that (1) amine-like molecular structures are often characterized by low density; however, the density of these compounds increases as the number of nitrogens in the azole ring increases; (2) these catenated nitrogen compounds generally have extremely high enthalpies of formation (882.91−2652.03 kJ/mol), and the detonation velocity of some compounds exceeds 9254.00 m/s; (3) the detonation performance of amine-like catenated nitrogen compounds designed based on imidazole and pyrazole rings is poor due to their low nitrogen content; and (4) the bond dissociation enthalpy of trigger bonds of most compounds is higher than 84 kJ/mol, indicating that these compounds have a certain thermodynamic stability. In summary, amine-like catenated nitrogen compounds have the potential to become energetic compounds with excellent detonation properties and should be considered to be synthesized by experimental chemists.

Enhancing the detonation performance of azobistriazole energetic derivatives via inducing N-oxide groups

“…This conclusion that longer catenated nitrogen structures have a higher enthalpy of formation is consistent with the conclusion obtained from our previous study of amine-like catenated nitrogen structures. 44 Overall, the shapes of the curve ( A x , B x , C x , D x , E x , F x , x = 2 to 6 ) are basically the same, indicating that the influence of different connection modes on the enthalpy of formation are basically the same in both of azobis-1,2,3-triazole and azobis-1,2,4-triazole. In addition, by comparing the enthalpy of formation of azobistriazole derivatives containing oxidizing moieties, it can be found that the order of effect of different oxidizing energetic functional groups on the enthalpy of formation of materials is: C(NO 2 ) 3 > NHNO 2 > NO 2 > NF 2 > ONO 2 .…”