Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
A New Approach for the Synthesis of 2,3,4а,6,7,8а,9,10-Octaaza-4,8-dioxo-3,4,4a,7,8,8а,9,9a,10,10а-decahydroanthracene and High-Energy Performance Characterization of Its Dinitramide Salt. / Glukhacheva, Vera S; Il'yasov, Sergey G; Il'yasov, Dmitri S и др.
в: Materials, Том 16, № 23, 7437, 29.11.2023.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
}
TY - JOUR
T1 - A New Approach for the Synthesis of 2,3,4а,6,7,8а,9,10-Octaaza-4,8-dioxo-3,4,4a,7,8,8а,9,9a,10,10а-decahydroanthracene and High-Energy Performance Characterization of Its Dinitramide Salt
AU - Glukhacheva, Vera S
AU - Il'yasov, Sergey G
AU - Il'yasov, Dmitri S
AU - Zhukov, Egor E
AU - Eltsov, Ilia V
AU - Nefedov, Andrey A
N1 - This research was supported by the Ministry of Science and Higher Education of the Russian Federation (grant No. 075-15-2020-803 with the Zelinsky Institute of Organic Chemistry of the RAS).
PY - 2023/11/29
Y1 - 2023/11/29
N2 - A simple, one-pot regioselective method for the synthesis of a high-nitrogen tricycle, 2,3,4а,6,7,8а,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8а,9,9a,10,10а-decahydroanthracene, with a yield of 27% was developed on a starting urea basis as a result of studies focused on finding new, more efficient approaches to the synthesis of high-energy derivatives of dinitramic acid (DNA). This tricycle was further treated to furnish 2,3,4а,6,7,8а,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8а,9a,10а-octohydroanthracene-9,10-ion-bis(dinitramide). The resultant salt of dinitramic acid exhibited inhibitory properties towards the burning rate of pyrotechnic compositions, reducing it by 30%, and possessed good thermal stability due to a high decomposition temperature above 260 °C and a low sensitivity to mechanical stimuli. The structural features of the new tricycle-based dinitramide salt were characterized via 2D NMR spectroscopy and double-focusing sector mass spectrometry (DFS).
AB - A simple, one-pot regioselective method for the synthesis of a high-nitrogen tricycle, 2,3,4а,6,7,8а,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8а,9,9a,10,10а-decahydroanthracene, with a yield of 27% was developed on a starting urea basis as a result of studies focused on finding new, more efficient approaches to the synthesis of high-energy derivatives of dinitramic acid (DNA). This tricycle was further treated to furnish 2,3,4а,6,7,8а,9,10-octaaza-4,8-dioxo-3,4,4a,7,8,8а,9a,10а-octohydroanthracene-9,10-ion-bis(dinitramide). The resultant salt of dinitramic acid exhibited inhibitory properties towards the burning rate of pyrotechnic compositions, reducing it by 30%, and possessed good thermal stability due to a high decomposition temperature above 260 °C and a low sensitivity to mechanical stimuli. The structural features of the new tricycle-based dinitramide salt were characterized via 2D NMR spectroscopy and double-focusing sector mass spectrometry (DFS).
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85179135745&origin=inward&txGid=68b8b717e6f80b1ca31998e37e6bec34
U2 - 10.3390/ma16237437
DO - 10.3390/ma16237437
M3 - Article
C2 - 38068181
VL - 16
JO - Materials
JF - Materials
SN - 1996-1944
IS - 23
M1 - 7437
ER -
ID: 59330452