高氮钝感含能化合物6-((2H-四唑-5-基)-氨基)-1,2,4,5-四嗪-3(2H)-酮:π-堆积和氢键作用

6-((2H-tetrazol-5-yl)-amino)-1,2,4,5-tetrazin-3(2H)-one:High-nitrogen Insensitive Energetic Compound Stabilized byπ-stacking and Hydrogen-bonding Interactions

合成了6-((2H-四唑-5-基)-氨基)-1,2,4,5-四嗪-3(2H)-酮(TATzO)并通过红外光谱、元素分析、核磁和单晶X射线衍射对其结构进行了表征。单晶结构表明,TATzO·H2O属于正交晶系,空间群是Pnma,密度为1.730 g·cm-3。在非等温条件下,利用差示扫描量热法(DSC)和热重(TG-DTG)研究了TATzO的热分解行为并计算得到分解峰温、活化能(E)、指前因子(A)、热点火温度(Tbe)和热爆炸临界温度(Tbp),分别为230.46℃、169.03 kJ·mol^-1、15.65 s^-1、213.75℃和223.03℃。TATzO·H2O分解峰温和热爆炸临界温度与传统含能材料RDX相近,表明TATzO热稳定性较高。通过高斯03软件包设计等键反应计算生成焓(HOF),由Kamlet-Jacobs(K-J)方程计算爆速(D)和爆压(p)以评估爆轰性能。D和p分别为7757 m·s^-1和25.74 GPa。落锤法测得TATzO撞击感度大于24 J。

6-((2H-tetrazol-5-yl)-amino)-1,2,4,5-tetrazin-3(2H)-one(TATzO)was synthesized and characterized by FT-IR,elemental analysis,1H NMR and 13C NMR and single crystal X-ray diffraction.The single crystal structure solution indicates that a hydrate forms(TATzO·H2O)and it crystallizes in the orthorhombic Pnma space group with a density of 1.730 g·cm-3 at 296 K.The thermal behavior and thermal decomposition kinetic of TATzO·H2O were studied by differential scanning calorimetry(DSC)and thermogravimetry-derivative thermogravimetry(TG-DTG)methods.The thermal decomposition peak temperature is determined to be 230.46°C,indicating a similar thermal stability to cyclotrimethylenetrinitramine(RDX).The apparent activation energies(E)and pre-exponential constant(A)of the compound are 169.03 kJ·mol^-1 and 15.65 s^-1,respectively.The thermal ignition temperature(Tbe)and the critical temperature of thermal explosion(Tbp)is 213.75℃and 223.03℃,respectively.The enthalpy of formation was theoretically calculated by Gaussian 03,and the detonation velocity(D)and detonation pressure(p)were calculated by the Kamlet-Jacobs(K-J)equation.The obtained D and p are 7757m·s^-1 and 25.74 GPa,respectively.The impact sensitivity is larger than 24 J.