Nitramines with Varying Sensitivities: Functionalized Dipyrazolyl- N-nitromethanamines as Energetic Materials

被引：69
作者：
Zhang, Jiaheng [1 ]
He, Chunlin [2 ]
Parrish, Damon A. [3 ]
Shreeve, Jean'ne M. [2 ]
机构：
[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
[2] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
[3] Naval Res Lab, Washington, DC 20375 USA
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 27期
关键词：
energetic properties; explosives; impact sensitivities; nitramines; pyrazoles; POTENTIALS; DESIGN; SALTS;
D O I：
10.1002/chem.201300747
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
1,3-Dichloro-2-nitro-2-azapropane is an excellent precursor to dense energetic functionalized dipyrazolyl-N-nitromethanamines. This new family of energetic compounds was fully characterized by using 1H, 13C, and 15NNMR and IR spectroscopy, differential scanning calorimetry, elemental analysis, and impact sensitivity tests. Additionally, single-crystal X-ray structuring was done for 3 and 5CH3CN, which gave insight into structural characteristics. The experimentally determined densities of 2-9 fall between 1.69 and 1.90gcm-3. Heats of formation and detonation properties were calculated by using Gaussian03 and EXPLO5 programs, respectively. The influence of different energetic moieties on the structural and energetic properties was established theoretically.
引用
收藏
页码：8929 / 8936
页数：8
相关论文
共 56 条
  • [21] Gregoire H., 2010, ANGEW CHEM, V122, P3245
  • [22] Design and synthesis of tricyclic corticotropin-releasing factor-1 antagonists
    Gross, RS
    Guo, ZQ
    Dyck, B
    Coon, T
    Huang, CQ
    Lowe, RF
    Marinkovic, D
    Moorjani, M
    Nelson, J
    Zamani-Kord, S
    Grigoriadis, DE
    Hoare, SRJ
    Crowe, PD
    Bu, JH
    Haddach, M
    McCarthy, J
    Saunders, J
    Sullivan, R
    Chen, TK
    Williams, JP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (18) : 5780 - 5793
  • [23] Impact Insensitive Dianionic Dinitrourea Salts: The CN4O52- Anion Paired with Nitrogen-Rich Cations
    Guo, Yong
    Tao, Guo-Hong
    Joo, Young-Hyuk
    Wang, Ruihu
    Twamley, Brendan
    Parrish, Damon A.
    Shreeve, Jean'ne M.
    [J]. ENERGY & FUELS, 2009, 23 (09) : 4567 - 4574
  • [24] 4-Chloro-3,5-dinitropyrazole: a precursor for promising insensitive energetic compounds
    He, Chunlin
    Zhang, Jiaheng
    Parrish, Damon A.
    Shreeve, Jean'ne M.
    [J]. JOURNAL OF MATERIALS CHEMISTRY A, 2013, 1 (08) : 2863 - 2868
  • [25] Nitroamino triazoles: Nitrogen-rich precursors of stable energetic salts
    Huang, Yangen
    Gao, Haixiang
    Twamley, Brendan
    Shreeve, Jean'ne M.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, (16) : 2560 - 2568
  • [26] Preparation of 1,3-Diazido-2-Nitro-2-Azapropane from Urea
    Il'yasov, Sergey G.
    Danilova, Elena O.
    [J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2012, 37 (04) : 427 - 431
  • [27] Joo Y., 2009, ANGEW CHEM, V121, P572
  • [28] Nitroimino-tetrazolates and Oxy-nitroimino-tetrazolates
    Joo, Young-Hyuk
    Shreeve, Jean'ne M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (42) : 15081 - 15090
  • [29] High-Density Energetic Mono- or Bis(Oxy)-5-Nitroiminotetrazoles
    Joo, Young-Hyuk
    Shreeve, Jean'ne M.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) : 7320 - 7323
  • [30] Polynitramino compounds outperform PETN
    Joo, Young-Hyuk
    Shreeve, Jean'ne M.
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (01) : 142 - 144
123456