Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds Научная публикация
Журнал |
Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263 |
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Вых. Данные | Год: 2024, Том: 89, Номер: 1, Страницы: 174-182 Страниц : 9 DOI: 10.1021/acs.joc.3c01858 | ||||||||
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Реферат:
A majority of known and newly synthesized energetic materials comprise polynitrogen or nitrogen–oxygen heterocycles with various explosophores. However, available structural combinations of these organic scaffolds are finite and are about to reach their limits. Herein, we present the design and synthesis of a series of sulfur-containing polyazole structures comprising 1,3,4-thiadiazole and furazan rings linked by C–C bonds and enriched with energetic nitro and azo functionalities. In terms of detonation performance, all synthesized 1,3,4-thiadiazole-furazan assemblies (D = 7.7–7.9 km s–1; P = 26–28 GPa) lie between the powerful explosive TATB (D = 8.0 km s–1; P = 31 GPa) and melt-cast material TNT (D = 6.9 km s–1; P = 23 GPa). In the synthesized series, azo-bridged derivative 5 seems to be most practically interesting, as it combines a relatively high energetic performance (D = 7.9 km s–1; P = 28 GPa), a very high thermal stability (271 °C), and insensitivity to friction. By these functional properties, 5 outperforms the benchmark heat-resistant explosive hexanitrostilbene (HNS). To the best of our knowledge, this is the first example of an energetic alliance of furazan and 1,3,4-thiadiazole scaffolds and a rare case of sulfur-containing high-energy materials, which can certainly be considered as an evolutionary step in energetic materials science.
Библиографическая ссылка:
Deltsov I.D.
, Ananyev I.V.
, Meerov D.B.
, Fershtat L.L.
Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds
Journal of Organic Chemistry. 2024. V.89. N1. P.174-182. DOI: 10.1021/acs.joc.3c01858
Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds
Journal of Organic Chemistry. 2024. V.89. N1. P.174-182. DOI: 10.1021/acs.joc.3c01858
Идентификаторы БД:
OpenAlex | W4389537991 |
Цитирование в БД:
БД | Цитирований |
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OpenAlex | 3 |