Zhang Xingcheng, Xiong Hualin, Yang Hongwei, Cheng Guangbin
School of Chemical Engineering Nanjing University of Science and Technology Xiaolingwei 200 Nanjing Jiangsu 210094 P. R. China.
ChemistryOpen. 2017 Mar 22;6(3):447-451. doi: 10.1002/open.201600132. eCollection 2017 Jun.
5-Amino-4,6-dinitro-1,3-dihydroxy-benzene () was synthesized through the ring-opening reaction of macrocyclic compound with the aid of VNS (vicarious nucleophilic substitution of hydrogen) reaction conditions. The mechanism of ring opening of macrocyclic compound was studied. 5-Amino-2,4,6-trinitro-1,3-dihydroxy-benzene () was obtained after the nitration of in KNO and concentrated sulfuric acid. The thermal stability, sensitivity, and other detonation performances of or were compared to commercially used 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) or 1,3,5-trinitrotriazacyclohexane (RDX), respectively. All target compounds were characterized by using single-crystal X-ray diffraction, NMR spectroscopy, elemental analysis, and differential scanning calorimetry. The sensitivities were determined by using BAM methods (drop-hammer and friction tests). Performance parameters, including heats of formation and detonation properties, were calculated by using Gaussian 03 and EXPLO5 v6.01 programs, respectively. It is worth pointing out that compound has a remarkable measured density of 2.078 g cm at 298 K. In addition, compound is more insensitive than RDX (compound : =11 J; RDX: =7 J; is the impact sensitivity).
5-氨基-4,6-二硝基-1,3-二羟基苯（）通过大环化合物的开环反应在VNS（氢的亲核取代）反应条件的辅助下合成。研究了大环化合物的开环机理。在KNO和浓硫酸中对进行硝化后得到5-氨基-2,4,6-三硝基-1,3-二羟基苯（）。分别将或的热稳定性、感度和其他爆轰性能与商业使用的1,3,5-三氨基-2,4,6-三硝基苯（TATB）或1,3,5-三硝基三氮杂环己烷（RDX）进行了比较。所有目标化合物均通过单晶X射线衍射、核磁共振光谱、元素分析和差示扫描量热法进行了表征。感度通过使用BAM方法（落锤和摩擦试验）进行测定。性能参数，包括生成热和爆轰性能，分别通过使用高斯03和EXPLO5 v6.01程序进行计算。值得指出的是，化合物在298 K下具有2.078 g·cm的显著实测密度。此外，化合物比RDX更钝感（化合物：=11 J；RDX：=7 J；为撞击感度）。
