Simple and energetic: Novel combination of furoxan and 1,2,4-triazole rings in the synthesis of energetic materials

Simple and energetic: Novel combination of furoxan and 1,2,4-triazole rings in the synthesis of energetic materials Научная публикация

Журнал

Energetic Materials Frontiers
ISSN: 2666-6472

Вых. Данные

Год: 2022, Том: 3, Номер: 3, Страницы: 146-153 Страниц : 8 DOI: 10.1016/j.enmf.2022.08.002

Авторы

Larin Alexander A. ¹ , Ananyev Ivan V. ^2,3 , Dubasova Ekaterina V. ^2,4 , Teslenko Fedor E. ¹ , Monogarov Konstantin A. ⁵ , Khakimov Dmitry V. ¹ , He Chun-lin ⁶ , Pang Si-ping ⁶ , Gazieva Galina A. ¹ , Fershtat Leonid L. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991, Moscow, Russia
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova Str. 28, 119991, Moscow, Russia
3	N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, GSP-1, Leninsky Prosp. 31, 119991, Moscow, Russia
4	D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047, Moscow, Russia
5	N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Kosygin Str. 4, 119991, Moscow, Russia
6	School of Materials Science & Engineering, Beijing Institute of Technology, Beijing, 100081, China

Two novel representatives of energetic (1,2,4-triazolyl)furoxans were prepared from the readily available (furoxanyl)amidrazones. Synthesized compounds were thoroughly characterized with IR and multinuclear NMR spectroscopy, elemental analysis and X-ray diffraction data. Analysis of structural features supported by quantum-chemical calculations revealed the main reasons for experimentally observed difference in thermal stability and mechanical sensitivity of both compounds. It was found that 3-cyano-4-(1H-1,2,4-triazol-3-yl)furoxan is more thermally stable (Td: 229 °C) than 4-azido-3-(1H-1,2,4-triazol-3-yl)furoxan (Td: 154 °C) and the latter compound is also more sensitive to impact and friction. In addition, both heterocyclic assemblies have high detonation parameters (vD: 7.0–8.0 km·s−1; p: 22–29 GPa) exceeding those of benchmark explosives trinitrotoluene and hexanitrostilbene which enable their usability for various energetic applications.

Larin A.A. , Ananyev I.V. , Dubasova E.V. , Teslenko F.E. , Monogarov K.A. , Khakimov D.V. , He C-l. , Pang S-p. , Gazieva G.A. , Fershtat L.L.
Simple and energetic: Novel combination of furoxan and 1,2,4-triazole rings in the synthesis of energetic materials
Energetic Materials Frontiers. 2022. V.3. N3. P.146-153. DOI: 10.1016/j.enmf.2022.08.002 Scopus OpenAlex

Scopus:	2-s2.0-85136552520
OpenAlex:	W4292323243

БД	Цитирований
OpenAlex	23
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