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Computational study of pyrazine‐based derivatives and their N‐oxides as high energy materials
Author(s) -
Lin He,
Chen PengYuan,
Zhu ShunGuan,
Zhang Lin,
Peng XinHua,
Li HongZhen
Publication year - 2013
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3113
Subject(s) - detonation , chemistry , pyrazine , bond dissociation energy , standard enthalpy of formation , nitro , thermal stability , density functional theory , computational chemistry , substituent , energetic material , dissociation (chemistry) , thermodynamics , nitro compound , organic chemistry , explosive material , alkyl , physics
Gas‐phase heats of formation (HOF), solid‐phase HOF, detonation properties, electronic structure and thermal stability for a series of polynitro pyrazine derivatives containing three heterocycles have been investigated using density functional theory. It is found that the nitro group is an efficient tool to improve HOF of pyrazine derivatives. Furthermore, detonation velocities and detonation pressures of these compounds are evaluated using empirical Kamlet–Jacobs equations. As a result, it indicates that the nitro group is useful to enhance detonation properties. Detonation velocities of five compounds are 9.67, 9.20, 9.74, 9.76 and 9.87 km/s, respectively, which are significantly larger than that of HMX (9.10 km/s). Bond dissociation energy is also performed to investigate their thermal stability , showing that thermal stability of these compounds is little affected by nitro groups or the position of substituent groups. Considering solid‐phase HOF, detonation properties and thermal stability , some of pyrazine derivatives can be potential high energy density materials. Copyright © 2013 John Wiley & Sons, Ltd.