Theoretical Studies on Diacetonediperoxide Derivatives and Comparisons With Other Multi-Peroxidic Compounds

Abstract

Recebido em 22/03/2020; aceito em 31/03/2020; publicado na web em 20/05/2020 Diacetonediperoxide (DADP) derivatives were investigated with density functional theory (DFT) methods at the DFT-B3LYP and M06-2X/6-311++G (d, p) levels and were also compared with other multi-peroxidic compounds. The investigated derivatives were 3,6-dimethyl-3,6-diamine-1,2,4,5-tetraoxane (DADPNH 2 ), 3,6-dimethyl-3,6-dinitro-1,2,4,5-tetraoxane (DADPNO 2 ), and 3,6-dimethyl-3,6-bis(trifluoromethyl)-1,2,4,5-tetraoxane (DADP3F). The investigations were focused on detonation performance and stability which were determined according to geometrical and electronic structure. The results of the simulation revealed that DADP derivatives are less sensitive than some other organic peroxidic compounds. In addition, detonation performance, including explosion heat (Q), detonation velocity (D), and detonation pressure (P), was estimated according to density and heat of formation using EXPLO 5 software. The results revealed that DADPNO 2 has better detonation performance (Q = 5543 kJ kg -1 , P = 23.7 GPa, D = 7631 m s -1 ) compared with traditional explosive 2,4,6-trinitrotoluene (TNT; Q = 5418 kJ kg -1 , P = 19.0 GPa, D = 6950 m s -1 ). Therefore, it is a novel candidate for use as an energetic material.

Chiral explosives: A theoretical investigation of structure and chiroptical properties of triacetone triperoxide and hexamethylene triperoxide diamine

“…The closest analog we found for HMTD is the dialdehyde derivative of HMTD, tetramethylene diperoxide diamine dialdehyde (TMDDD). Several chemical derivatives with increased interconversion energy barriers have also been noted in the literature for TATP 1,40–42 …”

“…Several chemical derivatives with increased interconversion energy barriers have also been noted in the literature for TATP. 1,[40][41][42] Our theoretical investigation into the chiroptical properties of TATP has predicted that VCD bands in the 1500-800 cm À1 region are not sensitive to the atropisomers of TATP that have the same overall helicity, except for their overall intensity magnitudes. However, VROA spectra in the 1500-200 cm À1 region have several bands that are either unique to a single atropisomer or vary enough to potentially differentiate between atropisomers that have the same overall helicity.…”