单环双 (N-Nitramine) 三醇:一种高密度的能量材料,具有异常弱的N-N键
Chunhui Chen1, Yubei Zhang2, Maoqi Niu1
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
JACS Au
|August 1, 2025
概括
研究人员设计了一种新型单环双N-尼胺,2,4-丁胺-5--2,4-二-3H-1,2,4-三-3-one,具有超低的N-N键能. 这种高能量密度材料与RDX相比,具有更高的爆炸性能.
科学领域:
- 能量材料化学 能量材料化学
- 有机合成 有机合成
- 计算化学是一种计算化学.
背景情况:
- 在能量材料中,N-N单键的高能量储存能力是关键.
- 由于反应性和不稳定性,合成具有弱N-N键的化合物具有挑战性.
研究的目的:
- 设计和合成一种具有超低N-N键解离能量的单环双N-胺.
- 为了研究新化合物的稳定性和爆炸性能.
- 通过计算方法探索电子结构和结合特性.
主要方法:
- 化NTO的二氨基化中间体,以合成目标化合物.
- 用X射线衍射来确定晶体密度.
- 密度函数理论 (DFT) 计算,包括几何优化,电子密度分析和NBO研究.
主要成果:
- 2,4-丁胺-5--2,4-二-3H-1,2,4-三醇-3-one的合成,具有超低的N-N键能.
- 高晶密度 (1.969 g cm−3 在 298 K) 和出色的爆炸性能 (Dv = 9072 m s−1, P = 35.3 GPa),超过RDX.
- 成功合成和表征相关的单N-氨基化产品和能量盐.
结论:
- 这项研究为能量材料的弱键化学引入了一个新范式.
- 为N-N债券的稳定性限制提供了关键的见解.
- 为开发下一代高能量密度材料铺平了道路.
相关概念视频
2° Amines to N-Nitrosamines: Reaction with NaNO2
4.6K
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
4.6K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
4.0K
Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
4.0K
Structure of Amines
2.7K
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which is less than the tetrahedral angle of 109.5°. However, the C–N–H bond angle is slightly larger at 112°, with a carbon–nitrogen bond length of 147 pm. This carbon–nitrogen bond length of of amines is longer than the carbon–oxygen bond of alcohols (143 pm) but shorter than alkanes’...
2.7K
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
3.5K
Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
3.5K
Diazonium Group Substitution: –OH and –H
2.9K
Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
2.9K
Electrophilic Aromatic Substitution: Nitration of Benzene
6.4K
The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.
6.4K


