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4-氨基-2,6-双(5-氨基-1 H-四唑基)-3,5-二硝基吡啶的合成与性能(英文)

Synthesis and Properties of 4-Amino-2,6-bis(5-amino-1H-tetrazol)-3,5-dinitropyridine
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摘要 以4-氨基-2,6-二氯吡啶为原料,经过硝化和缩合两步反应,合成出一种新型耐热炸药,4-氨基-2,6-双(5-氨基-1 H-四唑基)-3,5-二硝基吡啶(ABDP),总收率为36%。采用核磁共振、质谱及元素分析对产物结构进行表征。分别研究了3-氨基-1,2,4-三氮唑和5-氨基四唑与4-氨基-2,6-二氯-3,5-二硝基吡啶的缩合反应,结果发现,3-氨基-1,2,4-三氮唑中伯胺和仲胺的亲核性相近,5-氨基四唑中仲胺的亲核性优于伯胺。用热重(TG)和差示扫描量热法(DSC)研究了ABDP的热分解性能,发现其在322℃有一个热分解峰,322℃时总热失重量为97%,采用Rothstein方法计算4-氨基-2,6-双(5-氨基-2 H-四唑基)-3,5-二硝基吡啶的爆速为8823m·s-1,爆压为36.72GPa。 A novel thermally stable energetic material,4-amino-2,6-bis(5-amino-1H-tetrazol)-3,5-dinitropyridine(ABDP)was first synthesized via two-step reactions of nitration and condensation reaction using4-amino-2,6-dichloropyridine as a raw material with a total yield of36%,and its structure was characterized by nuclear magnetic resonance(NMR),mass spectrum(MS)and elemental analysis.Condensation reaction of3-amino-1,2,4-triazole or5-amino-1H-tetrazole and4-amino-2,6-dichloro-3,5-dinitropyridine was investigated.Its thermal properties were studied by thermogravimetry(TG)and differential scanning calorimetry(DSC).Results show that similar nucleophilicity occurs at primary amine and secondary amine of3-amino-1,2,4-triazole,but secondary amine in5-amino-1H-tetrazole has higher nucleophilicity than that of primary amine.ABDP has a thermal decomposition peak at323℃accompanied with94%mass loss.The detonation velocity and detonation pressure of4-amino-2,6-bis(5-amino-1H-tetrazol)-3,5-dinitropyridine are predicted by Rothstein's method with the values of8823m·s-1and36.72GPa,respectively.
作者 周九九 马丛明 刘祖亮 姚其正 ZHOU Jiujiu;MA Congming;LIU Zuliang;YAO Qizheng(School of Chemical Engineering, Shanghai Institute of Technology, Shanghai 201418, China;College of Safety Science and Engineering, Nanjing Tech University, Nanjing 211800, China;School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094, China;School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China)
出处 《含能材料》 EI CAS CSCD 北大核心 2017年第12期1042-1045,共4页 Chinese Journal of Energetic Materials
基金 National Natural Science Foundation of China(21102125) Postdoctoral Science Foundation of Jiangsu Province of China(1601053B)
关键词 合成 4-氨基-2 6-双(5-氨基-1H-四唑基)-3 5-二硝基吡啶(ABDP) 耐热炸药 热分析 synthesis 4-amino-2,6-bis(5-amino-1H-tetrazol)-3,5-dinitropyridine(ABDP) heat- resistant explosive thermal analysis
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