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3-(3,5-Dinitrophenyl)-5-amino-1,2,4-oxadiazole: synthesis, structure and properties of a novel insensitive energetic material
CrystEngComm ( IF 2.6 ) Pub Date : 2024-04-02 , DOI: 10.1039/d4ce00201f Binshan Zhao 1 , Baolong Kuang 1 , Mou Sun 2 , Tingwei Wang 1 , Chao Zhang 1 , Meiqi Xu 1 , Cong Li 1 , Zujia Lu 1 , Jian-guo Zhang 1
CrystEngComm ( IF 2.6 ) Pub Date : 2024-04-02 , DOI: 10.1039/d4ce00201f Binshan Zhao 1 , Baolong Kuang 1 , Mou Sun 2 , Tingwei Wang 1 , Chao Zhang 1 , Meiqi Xu 1 , Cong Li 1 , Zujia Lu 1 , Jian-guo Zhang 1
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The safety and thermal stability of energetic materials are of increasing concern, while simpler synthesis routes are also a major goal for researchers in the field of energetic materials. To meet these needs, a novel heat-resistant energetic compound 3-(3,5-dinitrophenyl)-5-amino-1,2,4-oxadiazole (3) with low mechanical sensitivity on the basis of combining dinitrobenzene and aminooxadiazole was synthesized through a simple method in this work. The structures of energetic intermediate 3-(3,5-dinitrophenyl)-5-(trichloromethyl)-1,2,4-oxadiazole (2) and 3 were characterized by NMR (1H and 13C), infrared spectroscopy and X-ray crystallography. The results showed that both 2 and 3 are mechanically insensitive (IS > 60 J, FS > 360 N) and heat-resistant (Td = 270 and 320 °C, respectively) with detonation properties (D = 6135 and 6396 m s−1, P = 15.7 and 15.2 GPa) and both have relatively low melting points (Tm = 127 and 164 °C, respectively).
中文翻译：
3-(3,5-二硝基苯基)-5-氨基-1,2,4-恶二唑：新型不敏感含能材料的合成、结构和性能
含能材料的安全性和热稳定性越来越受到关注，而更简单的合成路线也是含能材料领域研究人员的主要目标。为了满足这些需求，我们在二硝基苯和氨基恶二唑的基础上合成了一种低机械敏感性的新型耐热含能化合物3-(3,5-二硝基苯基)-5-氨基-1,2,4-恶二唑( 3 )在这项工作中通过一个简单的方法。含能中间体3-(3,5-二硝基苯基)-5-(三氯甲基)-1,2,4-恶二唑( 2 )和3的结构通过NMR( 1H和13C )、红外光谱和X-表征射线晶体学。结果表明，2和3均具有机械不敏感性（IS > 60 J，FS > 360 N）和耐热性（T d = 270和320 °C，分别）和爆轰性能（D = 6135和6396 ms -1，P = 15.7 和 15.2 GPa），并且两者都具有相对较低的熔点（T m分别 = 127 和 164 °C）。
更新日期：2024-04-02
中文翻译：
3-(3,5-二硝基苯基)-5-氨基-1,2,4-恶二唑：新型不敏感含能材料的合成、结构和性能
含能材料的安全性和热稳定性越来越受到关注，而更简单的合成路线也是含能材料领域研究人员的主要目标。为了满足这些需求，我们在二硝基苯和氨基恶二唑的基础上合成了一种低机械敏感性的新型耐热含能化合物3-(3,5-二硝基苯基)-5-氨基-1,2,4-恶二唑( 3 )在这项工作中通过一个简单的方法。含能中间体3-(3,5-二硝基苯基)-5-(三氯甲基)-1,2,4-恶二唑( 2 )和3的结构通过NMR( 1H和13C )、红外光谱和X-表征射线晶体学。结果表明，2和3均具有机械不敏感性（IS > 60 J，FS > 360 N）和耐热性（T d = 270和320 °C，分别）和爆轰性能（D = 6135和6396 ms -1，P = 15.7 和 15.2 GPa），并且两者都具有相对较低的熔点（T m分别 = 127 和 164 °C）。
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