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1,2,5-噁二唑桥联双1,2,4-噁二唑化合物的合成及性能OA

Synthesis and Properties of Energetic Compounds Based on 1,2,5-Oxadiazole-bridged Bis(1,2,4-oxadiazole)

中文摘要英文摘要

氧化呋咱由于具有"潜硝基"结构而拥有高能量被广泛研究,但其稳定性相对较差限制了实际应用.本研究以二氰基氧化呋咱为原料,通过还原-肟化-环化缩合反应将氧化呋咱替换为呋咱结构,合成了稳定性更高的新型1,2,5-噁二唑桥联双1,2,4-噁二唑含能化合物(1),对其硝化后得到3-(4-(5-氨基-1,2,4-噁二唑-3-基)-1,2,5-噁二唑-3-基)-1,2,4-噁二唑-5(4H)-酮(2).利用核磁共振(NMR)、元素分析(EA)和红外光谱(IR)对其进行了表征.此外,采用单晶X射线衍射法进一步验证了化合物的准确结构,其中化合物1为斜方晶系,Pbcn空间群,Z=4,ρ=1.825 g·cm-3,化合物2·3H₂O为三斜晶系,P-1空间群,Z=2,ρ=1.641 g·cm-3.化合物1和2的撞击感度均为40 J,摩擦感度为360 N,计算爆速分别为7921 m·s-1 和7660 m·s-1,计算爆压分别为22.4 GPa和20.5 GPa,均高于传统炸药TNT(6881 m·s-1,19.5 GPa).

Furoxan has been extensively studied due to its high energy provided by potential"nitro"fragment,but the relatively poor stability limits its practical applications.A novel energetic compound,3,3'-(1,2,5-oxadiazole-3,4-diyl)bis(1,2,4-oxadia-zol-5-amine)(1),was synthesized from dicyanofuroxan via a three-step procedure involving reduction,oximation,and cyclization-dehydration reactions.Subsequent nitration of 1 afforded 3-(4-(5-amino-1,2,4-oxadiazol-3-yl)-1,2,5-oxadia-zol-3-yl)-1,2,4-oxadiazol-5(4H)-one(2).The structures of both compounds were characterized by nuclear magnetic resonance(NMR)spectroscopy,elemental analysis(EA),infrared(IR)spectroscopy,and single crystal X-ray diffraction analyses.Results show that compound 1 crystallizes in orthorhombic crystal system,space group Pbcn,Z=4,with a crystal density of 1.825 g·cm⁻³.The trihydrate of compound 2·3H₂O crystallizes in triclinic crystal system,space group P1,Z=2,with a crystal density of 1.641 g·cm-3 Both compounds exhibit high insensitivity to mechanical stimuli,with impact sensitivity>40 J and friction sensitivi-ty>360 N.Their calculated detonation velocity(7921 m·s-1 for 1 and 7660 m·s-1 for 2)and detonation pressure(22.4 GPa for 1 and 20.5 GPa for 2)are superior to those of TNT(6881 m·s-1,19.5 GPa).

朱腾;唐杰;程广斌;杨红伟

南京理工大学化学与化工学院,江苏 南京 210094南京理工大学化学与化工学院,江苏 南京 210094南京理工大学化学与化工学院,江苏 南京 210094南京理工大学化学与化工学院,江苏 南京 210094

军事科技

含能化合物合成1,2,5-噁二唑1,2,4-噁二唑爆轰性能

energetic compoundsynthesis1,2,5-oxadiazole1,2,4-oxadiazoledetonation performance

《含能材料》 2026 (3)

241-248,8

国家自然科学基金(22505110),江苏省自然科学基金(BK20220958),航天化学动力国家重点实验室开放研究基金项目National Natural Science Foundation of China(No.22505110),Natural Science Foundation of Jiangsu Prov-ince(No.BK20220958),Open Research Fund Program of National Key Laboratory of Aerospace Chemical Power

10.11943/CJEM2025231

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