CHINESE JOURNAL OF ENERGETIC MATERIALS
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4-氨基-3,7-二硝基-1,2,4-三唑并[5,1-c] 1,2,4-三嗪(TTX)合成机理与性能
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1.西安近代化学研究所, 陕西 西安 710065;2.氟氮化工资源高效开发与利用国家重点实验室, 陕西 西安 710065

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国家自然科学基金资助(21875185,21805222,22005238)


Synthetic Mechanism and Properties of 3,7-Dinitro-[1,2,4]triazolo[5,1-c][1,2,4]triazine-4-amine(TTX)
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1.Xi′an Modern Chemistry Research Institute, Xi′an 710065, China;2.State Key Laboratory of Fluorine & Nitrogen Chemicals, Xi′an 710065, China

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    摘要:

    为研究4-氨基-唑并[5,1-c] 1,2,4-三嗪化合物的合成机理与性能,以TTX为例,采用密度泛函理论(DFT)研究了1,2,4-三唑并[5,1-c]1,2,4-三嗪类稠环可能的环化机理,研究了体系pH值对环化过程的影响;采用差示扫描量热法研究了TTX的热性能、热分解动力学,并采用BAM撞击感度测试仪测试了TTX的撞击感度。结果表明:5-氨基-3-硝基-1,2,4-三唑(ANTA)的重氮盐与硝基乙腈钠盐偶合中间体的类吡咯氮原子对氰基亲核加成,然后通过芳构化重排得到1,2,4-三唑并[5,1-c]1,2,4-三嗪;TTX的热分解峰温为281.8 ℃,表观活化能为356.7 kJ·mol-1,高于TATB;撞击感度为60 J,低于RDX。同时研究了TTX与HMX、RDX、Al粉、硝化棉(NC)的相容性,结果表明TTX与Al相容,与HMX有一定相互作用,轻微敏感;RDX、NC会明显促进TTX热分解,混合体系较为敏感,应避免混合使用。

    Abstract:

    To study the synthetic mechanism and properties of 3,7-dinitro-[1,2,4]triazolo[5,1-c][1,2,4]triazine-4-amine (TTX),the synthetic mechanism of TTX was studied by density functional theory (DFT), and the influence of pH value on the cyclization reaction was investigated. Thermal properties and impact sensitivity were studied by differential scanning calorimetry (DSC) and BAM drophammer apparatus, respectively. TTX was synthesized by the coupling reaction of sodium cyanonitromethanide and azo salt of 5-amino-3-nitro-1,2,4-triazole (ANTA), following by intramolecular cyclization reaction. TTX showed a decomposition temperature of 281.8 ℃ and a apparent activation energy of 356.7 kJ·mol-1. The impact sensitivity of TTX was measured to be 60 J. Moreover, the compatibility of TTX with HMX, RDX, Al powder and NC was studied. TTX had a good compatibility with Al powder, but a fair compatibility with HMX and a poor compatibility with RDX and NC. Therefore, adding RDX or NC into TTK would apparently increase its sensitity.

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闫峥峰,汪营磊,陆婷婷,等.4-氨基-3,7-二硝基-1,2,4-三唑并[5,1-c] 1,2,4-三嗪(TTX)合成机理与性能[J].含能材料, 2021, 29(6):509-514. DOI:10.11943/CJEM2020063.
YAN Zheng-feng, WANG Ying-lei, LU Ting-ting, et al. Synthetic Mechanism and Properties of 3,7-Dinitro-[1,2,4]triazolo[5,1-c][1,2,4]triazine-4-amine(TTX)[J]. Chinese Journal of Energetic Materials, 2021, 29(6):509-514. DOI:10.11943/CJEM2020063.

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历史
  • 收稿日期: 2020-03-22
  • 最后修改日期: 2021-04-04
  • 录用日期: 2021-02-01
  • 在线发布日期: 2021-03-03
  • 出版日期: 2021-06-25