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Synthesis and Characterization of 7H-Difurazano[3,4-b:3′,4′-f]furoxano[3″,4″-d]azepine and Derivatives
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(School of Chemical Engineering, NUST, Nanjing 210094, China)

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    Abstract:

    Nine kinds of 7H-difurazano[3, 4-b:3′, 4′-f]furoxano[3″, 4″-d]azepine(a-i) were synthesized with 3, 4-bis(3-nitrofurazan-4-yl)furoxan(BNFF) as starting materials, and the SN2 mechanism of cyclization was discussed.The structure of these compounds were characterized by 1H NMR, 13C NMR, IR and MS.Then 7-(2-amino-1-methyl)-difurazano[3, 4-b:3′, 4′-f]furoxano[3″, 4″-d]azepine(c) was used to synthesize two new compounds, N-(2′, 4′-dinitrophenyl)-and N-(3′-amino-2′, 4′, 6′-trinitrophenyl)-7-(2-amino-1-methyl) -difurazano[3, 4-b:3′, 4′-f]furoxano[3″, 4″-d]azepine(j, k), by reacting with 2, 4-dinitrochlorobenzene, 3-amino-2, 4, 6-trinitrochloro-benzene.The thermal properties j and k were analyzed by differential scanning calorimetry.Results show that the first and second exothermic peak of compound j are at 258.03 ℃ and 329.92 ℃, and for compound k, they are at 275.35 ℃ and 360.24 ℃, indicating that the introduction of nitrobenzene can increase the thermal stability.The detonation performances were estimated as follows:density, detonation velocity and detonation pressure of j and k are 1.68 g·cm-3, 6945 m·s-1, 21 GPa; 1.74 g·cm-3, 6438 m·s-1, 18 GPa, respectively.

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夏成波,郑春梅,张涛,等.双呋咱并[3,4-b: 3′,4′-f]氧化呋咱并[3″,4″-d]氮杂环庚三烯及衍生物的合成和表征[J].含能材料,2015,23(11):1089-1094.
XIA Cheng-bo, ZHENG Chun-mei, ZHANG Tao, et al. Synthesis and Characterization of 7H-Difurazano[3,4-b:3′,4′-f]furoxano[3″,4″-d]azepine and Derivatives[J]. Chinese Journal of Energetic Materials,2015,23(11):1089-1094.

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History
  • Received:September 17,2014
  • Revised:January 07,2015
  • Adopted:January 14,2015
  • Online: October 19,2015
  • Published: October 28,2015