Thermochimica Acta, volume 698, pages 178876
Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion
Valery P Sinditskii
,
V. P. Sinditskii
1
,
Anastasia D Smirnova
1
,
Valery V. Serushkin
1
,
Nikolay V Yudin
,
Н.С. Юдин
1
,
Irina A. Vatsadze
2
,
Igor L Dalinger
2
,
Vitaly G Kiselev
3
,
Alexei B Sheremetev
2
Publication type: Journal Article
Publication date: 2021-04-01
Journal:
Thermochimica Acta
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 3.5
ISSN: 00406031, 1872762X
Physical and Theoretical Chemistry
Condensed Matter Physics
Instrumentation
Abstract
• The N-(pyrazolyl)tetrazoles turned out to be less thermally stable than their C-analogs. • The (pyrazolyl)tetrazoles decompose via the tetrazole-azide isomerization followed by the N 2 elimination, which is a limiting reaction. • The melt-phase kinetic parameters of N 2 elimination controls the burning rates of (pyrazolyl)tetrazoles. Thermal decomposition and combustion of a series of novel promising nitro and amino substituted energetic pyrazolyltetrazoles were studied using a number of complementary experimental (thermogravimetry, differential scanning calorimetry, manometry, microthermocouple measurements in a combustion wave, and HPLC) and theoretical (quantum chemical calculations) techniques. According to the DSC and manometry data, the N-(pyrazolyl)tetrazoles turned out to be less thermally stable than the C-(pyrazolyl)tetrazole: the activation energies of their melt-phase decomposition are 117–127 and 140 kJ mol −1 , respectively. The kinetics of decomposition in the solid phase is more complicated due to a strong influence of the effect of sub-melting and possible azido-tetrazole isomerization. The reliable CCSD(T)-F12 quantum chemical calculations provided mechanistic insight into the thermolysis of the compounds studied. All species decompose via the ring-opening reaction yielding a transient azide intermediate followed by the N 2 elimination. The effective activation barriers of the latter reactions are in reasonable agreement with the melt-phase experiments for N-pyrazolyltetrazoles. On the basis of the HPLC detected products, we also outlined the reactions leading to the stable decomposition products observed. All compounds studied showed a self-sustained fast-burning character. Their typical burning rates are 70−80 mm s −1 at 10 MPa, which is as much as two times higher than the burning rate of a powerful explosive CL-20 under the same conditions. Using the pressure dependence of the surface temperature, we also determined the vapor pressures of (nitropyrazolyl)tetrazoles studied. The boiling points of the latter species are higher than the boiling point of hexogen. The melt-phase kinetic parameters also agree well with the condensed-phase-controlled burning rate model. The low activation energies of the leading combustion reactions are responsible for low pressure exponents of these compounds varying in the range of 0.5 – 0.75.
Top-30
Citations by journals
|
1
2
|
|
|
Chemistry of Heterocyclic Compounds
2 publications, 10%
|
|
|
Molecules
2 publications, 10%
|
|
|
Journal of Thermal Analysis and Calorimetry
2 publications, 10%
|
|
|
Russian Chemical Bulletin
2 publications, 10%
|
|
|
Energetic Materials Frontiers
2 publications, 10%
|
|
|
Combustion, Explosion and Shock Waves
2 publications, 10%
|
|
|
Journal of Physical Chemistry A
1 publication, 5%
|
|
|
Organic Letters
1 publication, 5%
|
|
|
Chemical Engineering Journal
1 publication, 5%
|
|
|
Journal of Physics and Chemistry of Solids
1 publication, 5%
|
|
|
Russian Journal of Physical Chemistry B
1 publication, 5%
|
|
|
Crystal Growth and Design
1 publication, 5%
|
|
|
Chemical Physics Letters
1 publication, 5%
|
|
|
Russian Chemical Reviews
1 publication, 5%
|
|
|
1
2
|
Citations by publishers
|
1
2
3
4
5
6
|
|
|
Springer Nature
6 publications, 30%
|
|
|
Elsevier
5 publications, 25%
|
|
|
American Chemical Society (ACS)
3 publications, 15%
|
|
|
Pleiades Publishing
3 publications, 15%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 10%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5%
|
|
|
1
2
3
4
5
6
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[0,0,0,0],"codes":[0,0,0,0],"imageUrls":["","","",""],"datasets":[{"label":"Citations number","data":[1,10,5,4],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["5","50","25","20"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Chemistry of Heterocyclic Compounds","Molecules","Journal of Thermal Analysis and Calorimetry","Russian Chemical Bulletin","Energetic Materials Frontiers","Combustion, Explosion and Shock Waves","Journal of Physical Chemistry A","Organic Letters","Chemical Engineering Journal","Journal of Physics and Chemistry of Solids","Russian Journal of Physical Chemistry B","Crystal Growth and Design","Chemical Physics Letters","Russian Chemical Reviews"],"ids":[16828,1770,24607,10918,26280,20840,15255,3315,16275,19478,16359,12522,5579,23802],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[2,2,2,2,2,2,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[10,10,10,10,10,10,5,5,5,5,5,5,5,5],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Springer Nature","Elsevier","American Chemical Society (ACS)","Pleiades Publishing","Multidisciplinary Digital Publishing Institute (MDPI)","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[8,17,40,101,202,9422],"codes":[0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[6,5,3,3,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[30,25,15,15,10,5],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0],"percentage":["0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,5,1,1],"percentage":["0","25","5","5"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[0,0,2,2],"percentage":["0","0","10","10"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[1,5,2,1],"percentage":["5","25","10","5"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,0,0,0],"percentage":["0","0","0","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,2,1,0],"percentage":["0","10","5","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,3,0,1],"percentage":["0","15","0","5"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[0,2,2,1],"percentage":["0","10","10","5"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[0,3,1,2],"percentage":["0","15","5","10"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,0,1,0],"percentage":["5","0","5","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex
Cite this
GOST
Copy
Sinditskii V. P. et al. Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion // Thermochimica Acta. 2021. Vol. 698. p. 178876.
GOST all authors (up to 50)
Copy
Sinditskii V. P., Sinditskii V. P., Smirnova A. D., Serushkin V. V., Yudin N. V., Юдин Н., Vatsadze I. A., Dalinger I. L., Kiselev V. G., Sheremetev A. B. Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion // Thermochimica Acta. 2021. Vol. 698. p. 178876.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.tca.2021.178876
UR - https://doi.org/10.1016/j.tca.2021.178876
TI - Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion
T2 - Thermochimica Acta
AU - Sinditskii, Valery P
AU - Smirnova, Anastasia D
AU - Serushkin, Valery V.
AU - Yudin, Nikolay V
AU - Vatsadze, Irina A.
AU - Dalinger, Igor L
AU - Kiselev, Vitaly G
AU - Sheremetev, Alexei B
AU - Sinditskii, V. P.
AU - Юдин, Н.С.
PY - 2021
DA - 2021/04/01 00:00:00
PB - Elsevier
SP - 178876
VL - 698
SN - 0040-6031
SN - 1872-762X
ER -
Cite this
BibTex
Copy
@article{2021_Sinditskii,
author = {Valery P Sinditskii and Anastasia D Smirnova and Valery V. Serushkin and Nikolay V Yudin and Irina A. Vatsadze and Igor L Dalinger and Vitaly G Kiselev and Alexei B Sheremetev and V. P. Sinditskii and Н.С. Юдин},
title = {Nitroderivatives of N-pyrazolyltetrazoles: Thermal decomposition and combustion},
journal = {Thermochimica Acta},
year = {2021},
volume = {698},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/j.tca.2021.178876},
pages = {178876},
doi = {10.1016/j.tca.2021.178876}
}
Profiles