High-nitrogen heteroaromatics: Relationship between heat of formation and molecular electrostatic potential

High-nitrogen heteroaromatics: Relationship between heat of formation and molecular electrostatic potential

Paper in proceedings (conference paper)

To characterize explosive properties of high-nitrogen energetic compounds the heats of formation, either in the gas or solid state, are mostly used. Their relationship with the number of nitrogen atoms involved is common knowledge and can not add any new information. On the other hand the very promising QSPR approach utilizes the molecular surface electrostatic potential V(r). In this work we calculated by DFT B3PW91/cc-pVTZ method 11 azines and 9 azoles, respectively, and constructed their gas phase heats of formation df H(298,g) by means of isodesmic reaction approach. Alternatively, we have compared previous values with data obtained from thermochemical G recipes. Acquired gas phase df H(298,g) were correlated with molecular surface electrostatic potentials VS,max , VS,min and VS,summa which were calculated by B3LYP/6-31G(d,p) method. It is shown that the VS(ring) electrostatic potentials describe most precisely the respective structures of high-nitrogen cumulated heteroaromatics and their thermodynamic properties as well.

To characterize explosive properties of high-nitrogen energetic compounds the heats of formation, either in the gas or solid state, are mostly used. Their relationship with the number of nitrogen atoms involved is common knowledge and can not add any new information. On the other hand the very promising QSPR approach utilizes the molecular surface electrostatic potential V(r). In this work we calculated by DFT B3PW91/cc-pVTZ method 11 azines and 9 azoles, respectively, and constructed their gas phase heats of formation df H(298,g) by means of isodesmic reaction approach. Alternatively, we have compared previous values with data obtained from thermochemical G recipes. Acquired gas phase df H(298,g) were correlated with molecular surface electrostatic potentials VS,max , VS,min and VS,summa which were calculated by B3LYP/6-31G(d,p) method. It is shown that the VS(ring) electrostatic potentials describe most precisely the respective structures of high-nitrogen cumulated heteroaromatics and their thermodynamic properties as well.

high-nitrogen compounds, azines, azoles, heat of formation, molecular surface electrostatic potential

high-nitrogen compounds, azines, azoles, heat of formation, molecular surface electrostatic potential

BARTOŠKOVÁ, M.; FRIEDL, Z.

2013

18.04.2012

University of Pardubice

Pardubice

9788073954802

Proceedings of the 15 th Seminar on New Trends in Research of Energetic Materials

444

449

6

http://hdl.handle.net/