Prospects of fused polycyclic nitroazines as thermally insensitive energetic materials

被引:45
作者
Chapman, RD
Wilson, WS
Fronabarger, JW
Merwin, LH
Ostrom, GS
机构
[1] Naval Aviat Sci & Technol Off, Naval Air Warfare Ctr, Chem & Mat Div, Weap Div, China Lake, CA 93555 USA
[2] Pacific Sci Energet Mat Co, Chandler, AZ 85226 USA
关键词
nitropyridazines; polynitroazines; nitroheterocycles; nitroheteroaromatic; nucleophilic substitution;
D O I
10.1016/S0040-6031(01)00798-5
中图分类号
O414.1 [热力学];
学科分类号
摘要
Novel chemical structures originally proposed as new thermally insensitive explosives were certain zero- to low-hydrogen-content, polynitro, polycyclic heteroaromatic compounds based on nitrogenous heterocycles. The proposed compounds were expected to be high-density materials with explosive yields in the RDX-to-HMX range, but with high melting points, good shock sensitivity, and significantly better thermal stabilities. Originally proposed candidates incorporated 3,6-dinitropyridazine as a structural feature, Based on the experimental results and on conclusions drawn from a careful consideration of principles of reactivity of this general class of compound-polynitroazines-important lessons were learned that are applicable to future choices of practical new energetic materials targets. A conclusion is drawn that the intractability of certain polynitroazine target compounds unavoidably arises from an extraordinary susceptibility to ubiquitous environmental contaminants such as water. The recognition of this structure-property relationship should have an important payoff toward future choices of target compounds. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:229 / 243
页数:15
相关论文
共 65 条
  • [1] A CONVENIENT PREPARATION OF ACETONE SOLUTIONS OF DIMETHYLDIOXIRANE
    ADAM, W
    BIALAS, J
    HADJIARAPOGLOU, L
    [J]. CHEMISCHE BERICHTE, 1991, 124 (10) : 2377 - 2377
  • [2] ADEMBRI G, 1997, J CHEM SOC CHEM COMM, P1006
  • [3] Chemistry of tetraazapentalenes
    Altmann, KL
    Chafin, AP
    Merwin, LH
    Wilson, WS
    Gilardi, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) : 3352 - 3356
  • [4] [Anonymous], J CHEM SOC P1
  • [5] Balachari D, 2000, PROPELL EXPLOS PYROT, V25, P75, DOI 10.1002/(SICI)1521-4087(200004)25:2<75::AID-PREP75>3.0.CO
  • [6] 2-U
  • [7] BYSTRYKH NN, 1983, CHEM HETEROCYCL COMP, P666
  • [8] Chavez D.E., 1999, J. Energ. Mater, V17, P357, DOI DOI 10.1080/07370659908201796
  • [9] EXPLOSIVES SYNTHESIS AT LOS-ALAMOS
    COBURN, MD
    HARRIS, BW
    LEE, KY
    STINECIPHER, MM
    HAYDEN, HH
    [J]. INDUSTRIAL & ENGINEERING CHEMISTRY PRODUCT RESEARCH AND DEVELOPMENT, 1986, 25 (01): : 68 - 72
  • [10] OXIDATIONS OF 3,6-DIAMINO-1,2,4,5-TETRAZINE AND 3,6-BIS(S,S-DIMETHYLSULFILIMINO)-1,2,4,5-TETRAZINE
    COBURN, MD
    HISKEY, MA
    LEE, KY
    OTT, DG
    STINECIPHER, MM
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (06) : 1593 - 1595