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
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
  • [31] Energetic Ethylene- and Propylene-Bridged Bis(nitroiminotetrazolate) Salts
    Joo, Young-Hyuk
    Shreeve, Jean'ne M.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (13) : 3198 - 3203
  • [32] 1,3-Bis(nitroimido)-1,2,3-triazolate Anion, the N-Nitroimide Moiety, and the Strategy of Alternating Positive and Negative Charges in the Design of Energetic Materials
    Klapoetke, Thomas M.
    Petermayer, Christian
    Piercey, Davin G.
    Stierstorfer, Joerg
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (51) : 20827 - 20836
  • [33] N-Bound Primary Nitramines Based on 1,5-Diaminotetrazole
    Klapoetke, Thomas M.
    Martin, Franz A.
    Stierstorfer, Joerg
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (05) : 1487 - 1501
  • [34] The Taming of CN7-: The Azidotetrazolate 2-Oxide Anion
    Klapoetke, Thomas M.
    Piercey, Davin G.
    Stierstorfer, Joerg
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (46) : 13068 - 13077
  • [35] Preparation, Characterization, and Sensitivity Data of Some Azidomethyl Nitramines
    Klapoetke, Thomas M.
    Krumm, Burkhard
    Steemann, F. Xaver
    [J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2009, 34 (01) : 13 - 23
  • [36] Klapotke T. M., 2011, P SEM 14 PARD CZECH, P743
  • [37] Klapotke T. M., 2007, 10 INT SEM NEW TREND, P672
  • [38] Links between surface electrostatic potentials of energetic molecules, impact sensitivities and C-NO2/N-NO2 bond dissociation energies
    Murray, Jane S.
    Concha, Monica C.
    Politzer, Peter
    [J]. MOLECULAR PHYSICS, 2009, 107 (01) : 89 - 97
  • [39] Parr RG., 1989, DENSITY FUNCTIONAL T, DOI DOI 10.1007/978-94-009-9027-2_2
  • [40] Synthesis of 4-amino-3,5-dinitro-1H-pyrazole using vicarious nucleophilic substitution of hydrogen
    Schmidt, RD
    Lee, GS
    Pagoria, PR
    Mitchell, AR
    Gilardi, R
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (05) : 1227 - 1230