N5-(2-fluoro-2,2-dinitroethyl)-N1-methyl-1H-tetrazole-5-amine and its nitramide were designed and synthesized by a strategy based on functionalized amino group in 5-amino-1H-tetrazole. Their structures were fully determined by 1H, 13C NMR, infrared spectrum as well as elementary analysis. Single-crystal X-ray diffraction was employed for characterizing their crystal structures. Comparing with its nitramide N5-(2-fluoro-2,2-dinitroethyl)-N1-methyl-1H-tetrazol-5-yl)-nitramide (Tm: 76 oC, Td: 135 oC, Tp: 163 oC), N5-(2-fluoro-2,2-dinitroethyl)-N1-methyl-1H-tetrazole-5-amine exhibits better thermal stability (Tm: 167 oC, Td: 191 oC, Tp: 205 oC), which is superior to those of N3,N4-bis(2-fluoro-2,2’-dinitroethyl)-1,2,5-oxadiazole-3,4-diamine (LLM-208) (Tm: 149 oC, Tp: 188 oC). They both present insensitivity towards impact but slightly sensitive to friction. It is worth noting that N5-(2-fluoro-2,2-dinitroethyl)-N1-methyl-1H-tetrazol-5-yl)-nitramide shows its detonation performance approaching those of RDX. The above-mentioned energetic performance show that they are insensitive and worth further potential applications as oxidizers, melt-cast explosives, energetic plasticizers, or high-performance ligands for constructing energetic coordination polymers.
- energetic materials
- functionalized amino group