Are the Nitro-and Amino-substituted Piperidine High-energy-density Compounds?

Nitro and amino groups were introduced into piperidine skeleton to design derivatives of piperidine（labeled as α, β;, β;, β;, γ and δ）. Heats of formation（HOFs） are calculated in detail at the B3PW91/6-311+G（d,p） level for these aminonitropiperidines. The results show that all derivatives have negative heats of formation, which were affected by the positions of substituted groups. The molecular stability is estimated and analyzed based on bond dissociation energies（BDE） and characteristic heights(H;). All derivatives designed in this paper are confirmed with lower impact sensitivity than 1,3,5-trinitro-1,3,5-triazinane（RDX） and 1,3,5,7-tetranitro-1,3,5,7-tetrazocane（HMX）. Furthermore, the detonation velocities（D） and the detonation pressures（P） are predicted via the Kamlet-Jacobs equation. In all these molecules, δ has comparable detonation character with that of RDX and HMX and can be the candidate of high-energy-density compounds（HEDCs）.