Thermally Stable Energetic Salts Featuring Tetrazine-Derived Diammonium Cations and Nitrogen-Rich Energetic Anions

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-16 Epub Date: 2026-10-01 DOI:10.1021/acs.orglett.6c03422

Meera Khatri, Priyanka Das, Amit Bijlwan, Dheeraj Kumar

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Abstract

A nitrogen-rich tetrazine-based dicationic precursor, (1,2,4,5-tetrazine-3,6-diyl)dimethanaminium chloride (3), was synthesized in an efficient three-step procedure from readily available starting materials. Subsequent pairing of 3 with a series of nitrogen- and oxygen-rich energetic anions afforded energetic salts (4–12) that exhibit high detonation performance, good thermal stability, and reduced mechanical sensitivity. Among all the compounds, 9 exhibited the most favorable balance between energetic performance (V_d = 8533 m s^–1; P = 27.09 GPa) and stability (T_d = 207 °C; IS = 12.5 J), with energetic performance comparable to that of the well-known explosive RDX. Overall, these results demonstrate that tetrazine-derived diamine cations provide a promising platform for the development of thermally stable energetic salts with balanced energetic performance and stability.

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含四氮衍生二铵阳离子和富氮阴离子的热稳定能盐

摘要采用三步法合成了一种富氮四氮基双阳离子前驱体（1,2,4,5-四氮-3,6-二基）二甲基氯化铵(3)。随后将3与一系列富氮和富氧的高能阴离子配对，得到具有高爆轰性能、良好热稳定性和低机械敏感性的高能盐（4-12）。其中9种化合物在能量性能（Vd = 8533 m s-1, P = 27.09 GPa）和稳定性（Td = 207℃，IS = 12.5 J）之间表现出最有利的平衡，其能量性能与众所周知的炸药RDX相当。综上所述，这些结果表明，四嗪衍生的二胺阳离子为开发具有平衡能量性能和稳定性的热稳定能盐提供了一个有希望的平台。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.