3,3′-二(四唑-5-基)-4,4′-偶氮氧化呋咱的合成及性能预估  

Synthesis and Performance Prediction of 3,3′-Bis(5-tetrazole)-4,4′-azofuroxan

作　　者：翟连杰[1,2] 王伯周 樊学忠[1] 霍欢 李亚南[1,2] 毕福强[1,2] 罗义芬 

机构地区：[1]西安近代化学研究所,陕西西安710065 [2]氟氮化工资源高效开发与利用国家重点实验室,陕西西安710065

出　　处：《火炸药学报》2018年第1期21-25,共5页Chinese Journal of Explosives & Propellants

基　　金：国家自然科学基金项目(No.21243007)

摘　　要：以3-氰基-4-氨基氧化呋咱为原料,经催化环化、氧化偶联反应合成了3,3′-二(四唑-5-基)-4,4′-偶氮氧化呋咱;利用红外光谱、核磁共振及元素分析对产物进行了结构表征;采用差示扫描量热法(DSC)研究了其热分解过程;采用密度泛函理论方法,在B3LYP/6-31+G(d,p)水平上优化了其分子构型,计算了其键级并预估了其理论密度(ρ)、标准生成焓(Δ_fH(s))、爆速(D)和爆压(p)。结果表明,3,3′-二(四唑-5-基)-4,4′-偶氮氧化呋咱的分解峰温为195.6℃,ρ、Δ_fH(s)、D和p值分别为1.76g/cm^3、1 156.4kJ/mol、8 013m/s和28.6GPa;氧化呋咱环中配位氧侧的氮氧单键键长和键级分别为0.145nm和0.89,为分子中不稳定位点。3,3′-Bis（5-tetrazole）-4,4′-azofuroxan was synthesized via.catalytic cyclization and oxidative coupling reactions using 3-cyano-4-aminofuroxan as raw material and its structure was characterized by IR,NMR and elemental analysis.The thermal decomposition process of 3,3′-bis（5-tetrazole）-4,4′-azofuroxan was studied by differential scanning calorimetry（DSC）.The molecular configuration was optimized at the B3 LYP/6-31＋G（d,p）level by the density functional theory.The bond orders were calculated and the theoretical density（ρ）,standard enthalpy of formation（Δ_fH（s））,detonation velocity（D）and detonation pressure（p）of 3,3′-bis（5-tetrazole）-4,4′-azofuroxan were estimated.The results show that the decomposition peak temperature and the values ofρ,Δ_fH（s）,Dand p are 195.6℃,1.76 g/cm^3,1 156.4 kJ/mol,8 013 m/s and 28.6 GPa,respectively.The bond length and bond order of N—O single bond of coordination oxygen side in furoxan ring are 0.145 nm and 0.89,respectively,which are the unstable sites in the molecule.

关 键 词：有机化学 氧化呋咱 3 3′-二(四唑-5-基)-4 4′-偶氮氧化呋咱 爆轰性能 氧化偶联反应 

分 类 号：TJ55[兵器科学与技术—军事化学与烟火技术] O62[理学—有机化学]