Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs

Thermal decomposition and combustion of macrocyclic tetra(azofurazan), TATF, and tetra(azoxyfurazan), TOATF, were studied using a number of complementary experimental techniques, namely thermogravimetry, differential scanning calorimetry, manometry, microthermocouple measurements in a combustion wav...

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Main Authors: V.P. Sinditskii, A.V. Burzhava, A.B. Sheremetev
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2021-06-01
Series:Energetic Materials Frontiers
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666647221000233
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author V.P. Sinditskii
A.V. Burzhava
A.B. Sheremetev
author_facet V.P. Sinditskii
A.V. Burzhava
A.B. Sheremetev
author_sort V.P. Sinditskii
collection DOAJ
description Thermal decomposition and combustion of macrocyclic tetra(azofurazan), TATF, and tetra(azoxyfurazan), TOATF, were studied using a number of complementary experimental techniques, namely thermogravimetry, differential scanning calorimetry, manometry, microthermocouple measurements in a combustion wave. Kinetic studies of polyazo- and azoxyfurazans have demonstrated that macrocycles, TATF and TOATF, have a different mechanism of thermal decomposition than their linear counterparts. While linear azo- and azoxyfurazans have relatively low activation energy (130–143 ​kJ·mol−1) of thermal decomposition, the activation energies for macrocyclic TATF and TOATF are 202–210 ​kJ·mol−1, which is close to the calculated breaking energy of the C-NN bond. The initial stage of decomposition of these macrocycles is the monomolecular cleavage of the C-NN bond, while linear azofurazan decomposes according to a concerted mechanism, loss N2 or N2O molecules. It was found that the condensed-phase chemistry determines the combustion mechanism of TOATF. Combustion instability is observed for TATF in the pressure range below 3 ​MPa. Both macrocyclic TATF and TOATF are relatively fast-burning energetic compounds, with burning rates exceeding the burning rates of the CL-20.
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spelling doaj.art-3f88213020db49b3b59df614e3bcbed72023-02-02T04:50:05ZengKeAi Communications Co. Ltd.Energetic Materials Frontiers2666-64722021-06-01228795Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogsV.P. Sinditskii0A.V. Burzhava1A.B. Sheremetev2Mendeleev University of Chemical Technology, 9 Miusskaya sq., 125047, Moscow, Russia; Corresponding author.Mendeleev University of Chemical Technology, 9 Miusskaya sq., 125047, Moscow, RussiaN.D. Zelinskiy Institute of Organic Chemistry, Russian Academy of Science, 47 Leninskiy Prosp., 119991, Moscow, RussiaThermal decomposition and combustion of macrocyclic tetra(azofurazan), TATF, and tetra(azoxyfurazan), TOATF, were studied using a number of complementary experimental techniques, namely thermogravimetry, differential scanning calorimetry, manometry, microthermocouple measurements in a combustion wave. Kinetic studies of polyazo- and azoxyfurazans have demonstrated that macrocycles, TATF and TOATF, have a different mechanism of thermal decomposition than their linear counterparts. While linear azo- and azoxyfurazans have relatively low activation energy (130–143 ​kJ·mol−1) of thermal decomposition, the activation energies for macrocyclic TATF and TOATF are 202–210 ​kJ·mol−1, which is close to the calculated breaking energy of the C-NN bond. The initial stage of decomposition of these macrocycles is the monomolecular cleavage of the C-NN bond, while linear azofurazan decomposes according to a concerted mechanism, loss N2 or N2O molecules. It was found that the condensed-phase chemistry determines the combustion mechanism of TOATF. Combustion instability is observed for TATF in the pressure range below 3 ​MPa. Both macrocyclic TATF and TOATF are relatively fast-burning energetic compounds, with burning rates exceeding the burning rates of the CL-20.http://www.sciencedirect.com/science/article/pii/S2666647221000233Macrocyclic azofurazanMacrocyclic azoxyfurazanThermal decomposition kineticsDSCManometryCombustion
spellingShingle V.P. Sinditskii
A.V. Burzhava
A.B. Sheremetev
Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
Energetic Materials Frontiers
Macrocyclic azofurazan
Macrocyclic azoxyfurazan
Thermal decomposition kinetics
DSC
Manometry
Combustion
title Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
title_full Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
title_fullStr Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
title_full_unstemmed Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
title_short Macrocyclic tetra(azo-) and tetra(azoxyfurazan)s: Comparative study of decomposition and combustion with linear analogs
title_sort macrocyclic tetra azo and tetra azoxyfurazan s comparative study of decomposition and combustion with linear analogs
topic Macrocyclic azofurazan
Macrocyclic azoxyfurazan
Thermal decomposition kinetics
DSC
Manometry
Combustion
url http://www.sciencedirect.com/science/article/pii/S2666647221000233
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