期刊文献+

4-氨基-3,5-二硝基吡唑(LLM-116)缩合物的合成与表征 被引量:6

Synthesis and Characterization of 4-Amino-3,5-dinitropyrazole(LLM-116) Condensation Products
下载PDF
导出
摘要 以2,4,6-三硝基氯苯、三氯三聚氰与4-氨基-3,5-二硝基吡唑(LLM-116)为原料,设计、合成了1-苦基-4-氨基-3,5-二硝基吡唑(Ⅰ)和2,4,6-三(4-氨基-3,5-二硝基吡唑-1-基)-1,3,5-均三嗪(Ⅱ)两种未见文献报道的LLM-116缩合产物,其熔点分别为:234~236℃、296.5℃(dec.),并采用红外光谱、核磁共振光谱、元素分析等进行了结构表征。探讨了缩合反应机理,合成1-苦基-4-氨基-3,5-二硝基吡唑适宜的反应介质为N-甲基吡咯烷酮,较佳反应温度为70℃,时间16h。 Taking 2,4,6-trinitrochorobenzene,2,4,6-trichoro-1,3,5-triazine and 4-amino-3,5-dinitropyrazole(LLM-116) as primary substances, 1 - ( 2,4,6-trinitrobenzene- 1 -yl ) -4-amino-3,5-dinitro-pyrazole ( Ⅰ ) and 2,4,6-tri ( 4-amino-3,5 -dinitropyrazole- l -yl ) - 1,3,5-triazine( Ⅱ ) which have not been reported in the literature were synthesized by condensation reaction. Their structures were confirmed by IR, NMR and element analysis, and their melting point are 234 - 236℃ , 296. 5℃ ( dec. ) , respectively. The condensation reaction mechanism was discussed, and the optimal reaction conditions synthesizing 2,4,6-trichoro-1,3,5-triazine are as follows: reaction medium is N-methyl-2-pyrrolidone(NMP) ,temperature is 70℃ and time is 16 h.
出处 《含能材料》 EI CAS CSCD 北大核心 2009年第3期293-295,共3页 Chinese Journal of Energetic Materials
关键词 有机化学 4-氨基-3 5-二硝基吡唑 合成 缩合反应 organic chemistry 4-amino-3,5-dinitropyrazole( LLM-116 ) synthesis condensation reaction
  • 相关文献

参考文献13

  • 1Jadhav H S.Synthesis and characterization on nitrogen rich organic energetic compounds[C]∥Theory and Practice of Energetic Materials,2001:495-504.
  • 2Hiskey M A,Chavez D E,Naud D N.Progress in high-nitrogen chemistry in explosives,propellants and pyrotechnics[C]∥Proceeding of 27th International Pyrotechnics Seminar.July 16-21,USA:Colorado,2000:3-14.
  • 3Chavez D,Hiskey M.1,2,4,5-tetrazine based energetic materials[J].J of Energetic Materials,1999,17(4):357-377.
  • 4Hiskey M.Low-smoke pyrotechnic compositions based on high-nitrogen,low-carbon energetic bistetrazoles and bis(tetrazoyl-5-yl)-amines:USP 6214139[P],2001.
  • 5Wartenberg Ch,charrue P.Conception,synthèse et caractérisation d′un nouvel explosif insensible et énergétique:Le DANTNP[J].Propellants Explosives Pyrotechnics,1995,20(5):23-25.
  • 6Chavez D E,Hiskey M A,Gilardi R D.3,3′-Azobis(6-amino-1,2,4,5-tetrazine):A novel high nitrogen energetic material[J].Angew Chem,2000,112(10):1861-1863.
  • 7Hiskey M A,Chavez D E,Naud D.Propellant containing 3,6-bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine or salts thereof:USP 6458227[P],2002.
  • 8Schmidt R D,Lee G S,Pagoria P F,et al.Synthesis and properties of a new explosive 4-amino-3,5-dinitro-1H-pyrazole(LLM-116)[R].Report UCRL-ID-148510,2001.
  • 9Schmidt R D,Lee G S,Pagoria P F,et al.Sythesis of 4-amino-3,5-dinitro-1H-pyrazole using vicarious nucleophilic substitution of hydrogen[J].J Heter Chem,2001,38(5):1227-1230.
  • 10汪营磊.4-氨基-3,5-二硝基吡唑及其衍生物合成与性能研究[D].西安:西安近代化学研究所,2008.

二级参考文献20

  • 1张兴高,朱慧,张炜,阳世清.高氮化合物在含能材料中的应用研究进展[J].含能材料,2004,12(A01):48-53. 被引量:24
  • 2王宏社,杜志明.富氮化合物研究进展[J].含能材料,2005,13(3):196-199. 被引量:35
  • 3Lebedev V P, Matyushim Yu N, Inolemteev Ya D. Thermoehemieal and explosive properties of nitropyrazoles [ C ]// Int ICT Conference on Energetic Materials, Russia,1998. 180.
  • 4Hiskey M A, Havez D C, Darrenl N. Preparation of 3,3-azobis (6-amino-1,2,4,5-tertrazine) [ P]. USP 6342589,2002.
  • 5Schmidt R D, Lee G S, Pagoria P F, et al, Synthesis and properties of a new explosive 4-amino-3,5-dinitro-1H-pyrazole ( LLM-116 ) [ R], 2001, Report UCRL-ID-148510.
  • 6Janssen J M,Koeners H J,Kruse C G,et al. The preparation of 3(5)- nitropyrazoles by thermal rearrangement of N-nitropyrazoles [ J ]. J of Org Chem,1973,38(10) : 1777 - 1782.
  • 7Janssen J M, Habraken C L. The formation of 3-nitropyrazoles[ J]. J Org Chem, 1971,36 (21 ) : 3081 - 3084.
  • 8Pagoria P F, Lee G S, Mitchell A R. A review of energetic materials synthesis [J]. Thermo-chimica Acta, 2002,384:187-204.
  • 9Schmidt R D,Lee G S, Pagoria P F. Synthesis and Properties of a New Expl-osive 4-Amino-3,5-dinitro- 1H-Pyrazole (LLM-116), UCRL-ID-148510[R].Livermore:Lawrence Livermore National Laboratory,2001.
  • 10Schmidt R D, Lee G S, Pagoria P F, et al. Sythesis of 4-amino-3,5-dinitro-1H-pyrazole using vicarious nucleophilic substitution of hydrogen [J]. J Heterocyclic Chem, 2001,38:1227-1230.

共引文献22

同被引文献78

引证文献6

二级引证文献24

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部