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Volume 63, Issue 1
  • ISSN: 2056-5135
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Abstract

In recent years, the application of high-nitrogen containing azine energy materials has been one of the hot spots in the field of energy materials in China and elsewhere. This paper reviews domestic and foreign studies into high-nitrogen azine energetic materials. The synthetic methods, structural and theoretical analysis, physical and chemical properties, sensitivity properties, thermal properties and detonation properties of some typical pyrazine energetic compounds are summarised, including: 2,6-diamino-3,5-dinitropyrazine-1-oxide (LLM-105) of diazines, 4,4′,6,6′-tetra(azido)azo-1,3,5-triazine (TAAT) of triazines, 3,6-dihydrazino-1,2,4,5-tetrazine (DHT), 3,6-bis(1H-1,2,3,4-tetrazol-5-yl-amino)-1,2,4,5-tetrazine (BTATz) and 3,3′-azobis(6-amino-1,2,4,5-tetrazine) (DAAT) of tetrazine and their respective applications and potential value are described. The results of published studies reviewed here show that the application of azine energetic compounds in propellants can effectively improve the burning rate and reduce the characteristic signal; the application of azine energetic compounds in mixed explosives can reduce the sensitivity and improve the detonation performance; the application of azine energetic compounds in gas generators can reduce the combustion temperature and increase the gas content. Therefore, this class of compounds has a broad application prospect in energetic materials.

© Johnson Matthey
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2019-01-01
2024-04-24
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References

  1. Ou Y. X., and Liu J. Q. “High Energy Density Compound”, National Defense Industry Press, Beijing, China, 2005 [Google Scholar]
  2. Yang S., Xu S., Huang H., Zhang W., and Zhang X. Prog. Chem., 2008, 20, (4), 526 LINK http://manu56.magtech.com.cn/progchem/EN/abstract/abstract9717.shtml [Google Scholar]
  3. Pagoria P. F. “Synthesis of 2,6-Diamino-3,5-Dinitropyrazine-1-Oxide”, UCRL-JC-117228, Rev. 1, Lawrence Livermore National Laboratory, Livermore, USA, 3rd January, 1995, 7 pp LINK https://e-reports-ext.llnl.gov/pdf/226584.pdf [Google Scholar]
  4. Pagoria P. F., Mitchell A. R., Schmidt R. D., Simpson R. L., Garcia F., Forbes J. W., Swansiger R. W., and Hoffman D. M “Synthesis, Scale-up and Characterization of 2,6-diamino-3,5-dinitropyrazine-1-oxide (LLM-105)”, UCRL-JC-130518, Lawrence Livermore National Laboratory, Livermore, USA, 27th April, 1998, 8 pp LINK https://www.osti.gov/biblio/672328 [Google Scholar]
  5. Pagoria P. F., Lee G. S., Mitchell A. R., and Schmidt R. D. Thermochim. Acta, 2002, 384, (1–2), 187 LINK https://doi.org/10.1016/S0040-6031(01)00805-X [Google Scholar]
  6. Kerth J., and Kuglstatter W. ‘Synthesis and Characterization of 2,6-Diamino-3,5-Dinitropyrazine-1-Oxide (NPEX-1)’, 32nd International Annual Conference of ICT, Frauhofer Institute for Chemical Technology, Karlsruhe, Germany, 3rd–6th July, 2001, pp. 166.1–166.11 LINK http://publica.fraunhofer.de/documents/N-5938.html [Google Scholar]
  7. Pagoria P. F., Mitchell A. R., and Bala K. Lawrence Livermore National Security LLC, ‘New Synthesis of 2,6-Diamino-3,5-Dinitropyrazine-1-Oxide from 2,6-Diaminopyrazine-1-Oxide’, US Patent Appl. 2009/299,067 [Google Scholar]
  8. Pagoria P. F., and Zhang M. X. Lawrence Livermore National Security LLC, ‘Synthesis of Pyrazines including 2,6-Diaminopyrazine-1-Oxyde (DAPO) and 2,6-Diamino-3,5-Dinitropyrazine-1-Oxyde (LLM-105)’, International Patent Appl. 2010/123, 806 [Google Scholar]
  9. Zuckerman N. B., Shusteff M., Pagoria P. F., and Gash A. E. J. Flow Chem., 2015, 5, (3), 178 LINK https://rd.springer.com/article/10.1556/1846.2015.00016 [Google Scholar]
  10. Pagoria P., Zhang M.-X., Zuckerman N., Lee G., Mitchell A., DeHope A., Gash A., Coon C., and Gallagher P. Propel. Explos. Pyrotech., 2018, 43, (1), 15 LINK https://doi.org/10.1002/prep.201700182 [Google Scholar]
  11. Guo F., Liu Y., Liu D., and Yu Y. Chin. J. Explos. Propel., 2006, 29, (1), 17 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=105 [Google Scholar]
  12. Liu J., Chen S., Ou Y., and Jin S. Chem., 2006, 69, (2), 151 LINK http://caod.oriprobe.com/articles/10399229/Synthesis_of_2_6_Diamino_3_5_dinitropyrazing_1_oxide__LLM_105_.htm [Google Scholar]
  13. Yu X., Lu M., and Nie F. Chin. J. Explos. Propel., 2012, 35, (2), 10 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=201108018 [Google Scholar]
  14. Deng M., Zhou J., Wang B., Ye Z., and Tian Z. Chinese J. Energ. Mater., 2013, 21, (3), 294 LINK https://doi.org/10.3969/j.issn.1006-9941.2013.03.003 [Google Scholar]
  15. Deng M., Ye Z., Su H., Liu H., and Qi Y. Chin. J. Explos. Propel., 2009, 32, (4), 50 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=200904025 [Google Scholar]
  16. Zhou X., Cheng B., Huang J., Zhang L., Lu H., and Liao L. Chinese J. Energ. Mater., 2012, 20, (4), 501 LINK https://doi.org/10.3969/j.issn.1006-9941.2012.04.023 [Google Scholar]
  17. Wang Y., Ge Z., Wang B., Ye Z., Li Y., and Shang Y. Chinese J. Energ. Mater., 2011, 19, (5), 523 LINK https://doi.org/10.3969/j.issn.1006-9941.2011.05.009 [Google Scholar]
  18. Zhang C., Zhang X., Ma L., Wang Y., Chen J., Yuan Z., Yang L., and Zhou R. Sci. Tech. Eng., 2015, 15, (23), 1617 LINK http://www.cnki.com.cn/Article/CJFDTotal-KXJS201523015.htm [Google Scholar]
  19. Wang Y., Huang F., Zhang M., Hu L., Zhou J., and Zhang C. Chinese J. Energ. Mater., 2015, 23, (1), 29 LINK https://doi.org/10.11943/j.issn.1006-9941.2015.01.006 [Google Scholar]
  20. Wang J. M. ‘Optimization of Synthesis Process Of 2,6-Diamino-3,5-Dinitropyrazine-1-Oxide’, Masters Thesis, University of Science and Technology, Nanjing, China, 27th March, 2017, 17 pp LINK http://cdmd.cnki.com.cn/Article/CDMD-10288-1017053228.htm [Google Scholar]
  21. He W., Zhou G., Li J., and Tian A. J. Mol. Structure THEOCHEM, 2004, 668, (2–3), 201 LINK https://doi.org/10.1016/j.theochem.2003.10.058 [Google Scholar]
  22. Li H., Nie F., Li J., and Cheng B. Chinese J. Synth. Chem., 2007, 15, (3), 296 LINK http://caod.oriprobe.com/articles/12333476/Synthesis_and_Crystal_Structure_of_2_6_Diamino_3_5_dinitropyrazine_1_o.htm [Google Scholar]
  23. Zhang C., Wang X., and Huang H. J. Am. Chem. Soc., 2008, 130, (26), 8359 LINK https://doi.org/10.1021/ja800712e [Google Scholar]
  24. Wang Y., Deng M., Lian P., Li Y., Tian Z., Ye Z., and Wang B. Chin. J. Explos. Propel., 2013, 36, (1), 38 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=201107016 [Google Scholar]
  25. He W., Zhou G., Hu H., Tian S., Tian A., Wen Z., Zhao P., and Xu Q. Acta Chim. Sin., 2001, 59, (8), 1210 LINK http://manu19.magtech.com.cn/Jwk_hxxb/EN/abstract/abstract337334.shtml [Google Scholar]
  26. He W. ‘Theoretical Research on a Novel Energetic Material LLM-105 and its Analogues’, Masters Thesis, Sichuan University, Chengdu, China, 15th April, 2002, 19 pp LINK http://cdmd.cnki.com.cn/article/cdmd-10610-2002121005.htm [Google Scholar]
  27. Tran T. D., Pagoria P. F., Hoffman D. M., Cutting J. L., Lee R. S., and Simpson R. L. ‘Characterization of 2,6-Diamino-3,5-Dinitropyrazine-1-Oxide (LLM-105) as an Insensitive High Explosive Material’, 33rd International Annual Conference on ICT on Energetic Materials Synthesis, Production and Application, Karlsruhe, Germany, 25th–28th June, 2002, UCRL-JC-147932, Lawrence Livermore National Laboratory, Livermore, USA, 9th April, 2002, 15 pp LINK https://www.osti.gov/biblio/15005695 [Google Scholar]
  28. Kennedy J., Plaksin I., Thomas K., Martin E., Lee K.-Y., Akinci A., Asay B., Campos J., and Direito J. AIP Conf. Proc., 2004, 706, (1), 1500 LINK https://aip.scitation.org/doi/abs/10.1063/1.1780523 [Google Scholar]
  29. Tarver C. M., Urtiew P. A., and Tran T. D. J. Energ. Mater., 2005, 23, (3), 183 LINK https://doi.org/10.1080/07370650591001853 [Google Scholar]
  30. Cutting J. L., Hodgin R. L., Hoffman D. M., Garcia F., Lee R. S., McGuire E., Mitchell A. R., Pagoria P. F., Schmidt R. D, Simpson R. L., Souers P. C., and Swansiger R. W. ‘A Small-Scale Screening Test for HE Performance – Application to the New Explosive LLM-105’, UCRL-JC-131623, 11th International Detonation Symposium, Snowmass, USA, 30th August–4th September, 1998, Lawrence Livermore National Laboratory, Livermore, USA, 19th August, 1998, pp. 828–835 [Google Scholar]
  31. Tran T. D., Pagoria P. F., Hoffman D. M., Cunningham B., Simpson R. L., Lee R. S., and Cutting J. L. ‘Small-Scale Safety and Performance Characterization of New Plastic Bonded Explosives Containing LLM-105’, 12th International Detonation Symposium, 11th–6th August, 2002, Lawrence Livermore National Laboratory, Livermore, USA, 2002, 11 pp [Google Scholar]
  32. Li X., Lin Q., Peng J., and Wang B. Therm. Anal. Calorim., 2017, 127, (3), 2225 LINK https://doi.org/10.1007/s10973-016-5809-8 [Google Scholar]
  33. Zhou J., Tian J., and Xue G. Guangdong Chem. Ind., 2016, 43, (13), 90 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-GDHG201613042.htm [Google Scholar]
  34. Li Y., Huang H., and J. L., and Li J. Chinese J. Explos. Propel, 2008, 31, (5), 1 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=200807010 [Google Scholar]
  35. Tan Y., Liu Y., and Li D. Initiators Pyrotech., 2011, (4), 26 LINK http://caod.oriprobe.com/articles/28414287/Study_on_A_Kind_of_Melt_castable_Explosive_Using_L.htm [Google Scholar]
  36. Liu Y., Huang Z., and Yu X. Explos. Shock Waves, 2004, 24, (5), 465 LINK http://www.bzycj.cn/CN/abstract/abstract9987.shtml [Google Scholar]
  37. Wu R., Huo J., Shu Y., and Duan X. Mater. Rev., 2006, 20, (11), 58 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-CLDB200611017.htm [Google Scholar]
  38. Wu Z., and Hu S. Chem. Eng. Equip., 2008, (12), 103 LINK http://www.cnki.com.cn/Article/CJFDTotal-FJHG200812040.htm [Google Scholar]
  39. Huynh M.-H. V., Hiskey M. A., Hartline E. L., Montoya D. P., and Gilardi R. Angew. Chem. Int. Ed., 2004, 43, (37), 4924 LINK https://doi.org/10.1002/anie.200460366 [Google Scholar]
  40. Li L., Cai W., and Zhang S. J. Sichuan Univ. Nat. Sci. Ed., 2011, 34, (5), 729 LINK http://www.cnki.com.cn/Article/CJFDTotal-SCSD201105028.htm [Google Scholar]
  41. Ott E. Edwin Hanton Faust, ‘Explosive and Process of Making Same’, US Patent Appl. 1921/1,390,378 [Google Scholar]
  42. Loew P., and Weisc C. D. J. Heterocycl. Chem., 1976, 13, (4), 829 LINK https://doi.org/10.1002/jhet.5570130427 [Google Scholar]
  43. Gillan E. G. Chem. Mater., 2000, 12, (12), 3906 LINK https://doi.org/10.1021/cm000570y [Google Scholar]
  44. Hiskey M. A., Chavez D. E., and Naud D. L. The Regents of the University of California, ‘Low-Smoke Pyrotechnic Compositions’, US Patent 6,312,537; 2001 [Google Scholar]
  45. Luo Y. J., Li S. H., Li G. P., Chai C. P., and Pang S. P. “Novel Energetic Material”, National Defense Industry Press, Beijing, China, 2015 [Google Scholar]
  46. Li X., Pang S., and Y. Y., and Luo Y. Chinese J. Energ. Mater., 2007, 15, (5), 485 LINK http://www.energetic-materials.org.cn/hncl/ch/reader/view_abstract.aspx?file_no=20070512&flag=1 [Google Scholar]
  47. Li Y.-C., Zhang X.-J., Fu G., Pang S.-P., and Zhao C.-L. Chinese J. Org. Chem., 2011, 31, (9), 1484 LINK http://sioc-journal.cn/Jwk_yjhx/EN/Y2011/V31/I09/1484 [Google Scholar]
  48. Yu Y., Li Y.-C., Qi C., Sun C.-H., and Pang S.-P. ‘Synthesis and Theoretical Studies of 4,4’,6,6’-Tetra(azido)azo-1,3,5-Triazine’, Proceedings of the 11th National Conference on Applied Chemistry, Guilin, China, 13th October, 2009, pp. 130–134 LINK http://www.wanfangdata.com.cn/details/detail.do?_type=conference&id=7295932 [Google Scholar]
  49. Geng Z. Y., and Wang D. M. J. Northwest Univ., 2012, 48, (5), 53 LINK http://www.cnki.com.cn/Article/CJFDTotal-XBSF201205013.htm [Google Scholar]
  50. Yan Q.-L., Musil T., Zeman S., Matyáš R., Shi X.-B., Vlček M., and Pelikán V. Thermochim. Acta, 2015, 604, 106 LINK https://doi.org/10.1016/j.tca.2015.01.026 [Google Scholar]
  51. Talawar M. B., Sivabalan R., Mukundan T., Muthurajan H., Sikder A. K., Gandhe B. R., and Rao A. S. J. Hazard. Mater., 2009, 161, (2–3), 589 LINK https://doi.org/10.1016/j.jhazmat.2008.04.011 [Google Scholar]
  52. Ma Q., Yu Y., Zhang X., and Pang S. Chin. J. Explos. Propel., 2012, 35, (1), 46 LINK http://www.hzyxb.cn/en/oa/DArticle.aspx?type=view&id=201106034 [Google Scholar]
  53. Steinhauser G., and Klapötke T. M. Angew. Chem. Int. Ed., 2008, 47, (18), 3330 LINK https://doi.org/10.1002/anie.200704510 [Google Scholar]
  54. Li Y.-C., Qi C., Li S.-H., Zhang H.-J., Sun C.-H., Yu Y.-Z., and Pang S.-P. J. Am. Chem. Soc., 2010, 132, (35), 12172 LINK https://doi.org/10.1021/ja103525v [Google Scholar]
  55. Churakov A. M., Smirnov O. Yu., Ioffe S. L., Strelenko Y. A., and Tartakovsky V. A. ChemInform, 2002, 33, (46), 167 LINK https://doi.org/10.1002/chin.200246167 [Google Scholar]
  56. Smirnov O. Yu., Churakov A. M., Tyurin A. Yu., Strelenko Yu. A., Ioffe S. L., and Tartakovsky V. A. ChemInform, 2003, 34, (20) LINK https://doi.org/10.1002/chin.200320182 [Google Scholar]
  57. Baker Ltd, ‘New Tetrazine Derivatives’, IE831913, 1983 [Google Scholar]
  58. Lunt E., Stevens M. F. G., Stone R., Wooldridge K. R. H., and Newlands E. S. Cancer Research Campaign Technology Ltd, ‘Tetrazine Derivatives’, US Patent 5,260,291; 1993 [Google Scholar]
  59. Marcus H. J. Aero-jet-General Corp, ‘Tetrazine Compounds’, US Patent 3,244,702; 1966 [Google Scholar]
  60. Coburn M. D., and Ott D. G. The United States of America as represented by the United States Department of Energy, ‘ADMPT and its Synthesis’, US Patent 5,274,091; 1993 [Google Scholar]
  61. Coburn M. D., and Ott D. G. ‘Synthesis of 3,6-Diamino-1,2,4,5-Tetrazine’, US Patent 5,281,706; 1994 [Google Scholar]
  62. Coburn M. D., Hiskey M. A., Lee K.-Y., Ott D. G., and Stinecipher M. M. J. Heterocyc. Chem., 1993, 30, (6), 1593 LINK https://doi.org/10.1002/jhet.5570300623 [Google Scholar]
  63. Chavez D. E., Hiskey M. A., and Gilardi R. D. Angew. Chem. Int. Ed., 2000, 39, (10), 1791 LINK https://doi.org/10.1002/(SICI)1521-3773(20000515)39:10<1791::AID-ANIE1791>3.0.CO;2-9 [Google Scholar]
  64. Chavez D. E., and Hiskey M. A. J. Energ. Mater., 1999, 17, (4), 357 LINK https://doi.org/10.1080/07370659908201796 [Google Scholar]
  65. Hiskey M. A., Goldman N., and Stine J. R. J. Energ. Mater., 1998, 16, (2–3), 119 LINK https://doi.org/10.1080/07370659808217508 [Google Scholar]
  66. Talawar M. B., Sivabalan R., Senthilkumar N., Prabhu G., and Ashtana S. N. J. Haz. Mater., 2004, 113, (1–3), 11 LINK https://doi.org/10.1016/j.jhazmat.2004.05.016 [Google Scholar]
  67. Cutivet A., Leroy E., Pasquinet E., and Poullain D. Tetrahedron Lett., 2008, 49, (17), 2748 LINK https://doi.org/10.1016/j.tetlet.2008.02.145 [Google Scholar]
  68. Klapötke T. M., Preimesser A., Schedlbauer S., and Stiersstorfer J. Cent. Eur. J. Energ. Mater., 2013, 10, (2), 151 LINK http://www.wydawnictwa.ipo.waw.pl/cejem/vol-10-2-2013/Klapotke.pdf [Google Scholar]
  69. Wang B., Lian P., Liu W., Zhang H., Wang X., and Bai J. Chinese J. Energ. Mater., 2006, 14, (5), 352 LINK http://www.energetic-materials.org.cn/hncl/ch/reader/view_abstract.aspx?file_no=20060510&flag=1 [Google Scholar]
  70. Pan W., He J., and Tao Y. Chinese J. Energ. Mater., 2006, 14, (2), 116 LINK http://www.energetic-materials.org.cn/hncl/ch/reader/view_abstract.aspx?file_no=20060212&flag=1 [Google Scholar]
  71. Jia S.-Y., Zhang H.-H., and Wang B.-Z. ‘Synthesis and Properties of 3,6-Dimercapto-1,2,4,5-Tetrazine and its Energetic Salts’, Proceedings of the 2nd National Symposium on Hazardous Materials and Safety Emergency Technology, Sichuan, China, 14th November, 2013, p. 24 LINK http://cpfd.cnki.com.cn/Article/CPFDTOTAL-ZGHY201311001008.htm [Google Scholar]
  72. He D. ‘Synthesis of Tetrazine High Nitrogen Energetic Compounds’, Masters Thesis, Nanjing University of Science and Technology, Nanjing, China, 20th March, 2012, 10 LINK http://cdmd.cnki.com.cn/Article/CDMD-10288-1012319267.htm [Google Scholar]
  73. Zhang X., and Gong X. Canadian J. Chem., 2016, 94, (1), 28 LINK https://doi.org/10.1139/cjc-2015-0346 [Google Scholar]
  74. Feng J.-L., Zhang J.-G., Wang K., and Zhang T.-L. Chem. J. Chinese Univ., 2011, 32, (7), 1519 LINK http://www.cjcu.jlu.edu.cn/EN/abstract/abstract13537.shtml [Google Scholar]
  75. Kerth J., and Löbbecke S. Propel. Explos. Pyrotech., 2002, 27, (3), 111 LINK https://doi.org/10.1002/1521-4087(200206)27:3<111::AID-PREP111>3.0.CO;2-O [Google Scholar]
  76. Zhang H., Jia S., Wang B., Wang X., Zhou C., Lai W., and Li J. Chin. J. Explos. Propel., 2014, 37, (2), 23 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=20140205 [Google Scholar]
  77. Sinditskii V. P., Egorshev V. Yu., Rudakov G. F., Burzhava A. V., Filatov S. A., and Sang L. D. Thermochim. Acta, 2012, 535, 48 LINK https://doi.org/10.1016/j.tca.2012.02.014 [Google Scholar]
  78. Khandhadia P. S., Burns S. P., and Williams G. K. ‘High Gas Yield Non-Azide Gas Generants, US Patent, 6,210,505; 2001 [Google Scholar]
  79. Fallis S., Reed R., Lu Y.-C., Wierenga P. H., and Holland G. F. ‘Advanced Propellant/Additive Development for Fire Suppressing Gas Generators’, Tenth Annual Halon Options Technical Working Conference, Albuquerque, USA, May, 2000, pp. 361–370 [Google Scholar]
  80. Chavez D. E., Hiskey M. A., and Berger B. ‘The Utility of 3,6-Dihydrazino-1,2,4,5-Tetrazine(DHT) in Indoor Pyrotechnics’, 24th International Pyrotechnics Seminar, Monterey, USA, 27th–31st July, 1998, pp. 161–178 [Google Scholar]
  81. Hiskey M. A., Chavez D. E., and Naud D. ‘Propellant Containing 3,6-BIS(1H-1,2,3,4-Tetrazol-5-Ylamino)-1,2,4,5-Tetrazine or Salts Thereof’, US Patent 6,458,227; 2002 [Google Scholar]
  82. Hiskey M. A., Chavez D. E., and Naud D. ‘3,6-BIS(1H-1,2,3,4-Tetrazol-5-Ylamino)-1,2,4,5-Tetrazine or Salt Thereof’, US Patent, 6,657,059; 2003 [Google Scholar]
  83. Wang B., Lai W., Liu Q., Lian P., and Xue Y. Front. Chem. China, 2009, 4, (1), 69 LINK https://doi.org/10.1007/s11458-009-0001-3 [Google Scholar]
  84. Yue S., and Yang S. Energ. Mater., 2004, 12, (3), 155 LINK http://www.energetic-materials.org.cn/hncl/ch/reader/view_abstract.aspx?file_no=20040307&flag=1 [Google Scholar]
  85. Xiong Y., Shu Y., Wang X., Zong H., Zhou Y., and Yin M. J. Explos. Propel., 2008, 31, (1), 1 LINK http://www.hzyxb.cn/oa/DArticle.aspx?type=view&id=080101 [Google Scholar]
  86. Saikia A., Sivabalan R., Polke B. G., Gore G. M., Singh A., Rao A. S., and Sikder A. K. J. Haz. Mater., 2009, 170, (1), 306 LINK https://doi.org/10.1016/j.jhazmat.2009.04.095 [Google Scholar]
  87. Zhang X., Zhu H., Yang S., Zhang W., Zhao F., Liu Z., and Qing P. J. Prop. Technol., 2007, 28, (3), 322 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-TJJS200703021.htm [Google Scholar]
  88. Li W., Ren Y.-H., Zhao F.-Q., Zhang X.-B., Ma H.-X., Xu K.-Z., Wang B.-Z., Yi J.-H., Song J.-R., and Hu R.-Z. Acta Phys.-Chim. Sin., 2013, 29, (10), 2087 LINK https://doi.org/10.3866/PKU.WHXB201308301 [Google Scholar]
  89. Lei Y., Xu S., and Yang S. Chem. Propellants Polym. Mater., 2007, 5, (3), 1 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-HXTJ200703000.htm [Google Scholar]
  90. Yi J.-H., Zhao F.-Q., Wang B.-Z., Liu Q., Zhou C., Hu R.-Z., Ren Y.-H., Xu S.-Y., Xu K.-Z., and Ren X.-N. J. Haz. Mater., 2010, 181, (1–3), 432 LINK https://doi.org/10.1016/j.jhazmat.2010.05.029 [Google Scholar]
  91. Yi J.-H., Zhao F.-Q., Ren Y.-H., Wang B.-Z., Zhou C., Ren X.-N., Xu S.-Y., Hao H.-X., and Hu R.-Z. J. Therm. Anal. Calorim., 2011, 104, (3), 1029 LINK https://doi.org/10.1007/s10973-010-1258-y [Google Scholar]
  92. Yi J., Xu S., Zhao F., Wang Y., An T., and Pei Q. Chem. Propellants Polym. Mater., 2013, 11, (6), 59 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-HXTJ201306019.htm [Google Scholar]
  93. Yi J., Zhao F., Wang B., Ren Y., Xu S., Wang Z., and Li S. J. Propul. Technol., 2012, 33, (4), 609 LINK http://caod.oriprobe.com/articles/30862471/Properties_of_CMDB_Propellant_Containing_High_Nitrogen_Compound_BTATz.htm [Google Scholar]
  94. Ren Y., Li W., Zhang X., Zhao F., Yi J., Ma H., Xu K., and Song J. Chinese J. Appl. Chem., 2013, 30, (9), 1036 LINK https://doi.org/10.3724/SP.J.1095.2013.20555 [Google Scholar]
  95. Li W., Ren Y., Zhao F., Zhang X., Ma H., Xu K., and Wang B. J. Funct. Mater., 2013, 44, (22), 3326 LINK http://caod.oriprobe.com/articles/41173049/Nitrogen_rich_energtic_zinc_salt_on_BTATz_syntheses_and_thermodynamic.htm [Google Scholar]
  96. Yang J., Liu Q., Ren Y., Zhang X., Ma H., Xu K., Zhao F., and Hu R. Chinese J. Appl. Chem., 2017, 34, (8), 928 LINK https://doi.org/10.11944/j.issn.1000-0518.2017.08.160466 [Google Scholar]
  97. Hiskey M. A., Chavez D. E., and Naud D. ‘Preparation of 3,3′-Azobis(6-Amino-1,2,4,5-Tetrazine)’, US Patent 6,342,589; 2002 [Google Scholar]
  98. Yue S.-Y. ‘Synthesis and Application Correlation of High Nitrogen Energetic Compounds’, National University of Defense Technology, Changsha, China, 2003 LINK http://www.oalib.com/references/18618189 [Google Scholar]
  99. Xu S. L. ‘Synthesis and Amplification of High Nitrogen Energetic Compounds and their Explosive Properties’, National University of Defense Technology, Changsha, China, 4th November, 2005 LINK http://cdmd.cnki.com.cn/Article/CDMD-90002-2006127617.htm [Google Scholar]
  100. Xu S., Yang S., Yue S., and Xin C. Chinese J. Synth. Chem., 2005, 13, (6), 584 LINK http://caod.oriprobe.com/articles/9445669/Synthesis_and_Characterization_of_3_3%E2%80%B2_Azobis_6_amino_1_2_4_5_tetrazin.htm [Google Scholar]
  101. Wang B., Lian P., Liu Q., Wang X., Zhang Z., and Huang X. Chin. J. Explos. Propel., 2006, 29, (2), 15 LINK http://www.hzyxb.cn/OA/pdfdow.aspx?Sid=205 [Google Scholar]
  102. Xu S. L., Yang S. Q., Zhang W., and Zhang X. G. Chem. Bull., 2006, (9), 685 LINK http://www.cnki.com.cn/Article/CJFDTotal-HXTB200609008.htm [Google Scholar]
  103. Wang B., Lai W., Lian P., and Jia S. Chinese J. Org. Chem., 2009, 29, (8), 1243 LINK http://sioc-journal.cn/Jwk_yjhx/EN/Y2009/V29/I08/1243 [Google Scholar]
  104. Xiong Y. ‘Theoretical Study on Thermal Decomposition Mechanism of Tetrazine-Based High Nitrogen Compounds’, Dissertation of Chinese Academy of Engineering Physics, Sichuan, China, 25th April, 2007, 70 pp LINK http://cdmd.cnki.com.cn/Article/CDMD-82818-2008032601.htm [Google Scholar]
  105. Loebbecke S., Schuppler H., and Schweikert W. J. Therm. Anal. Calorim., 2003, 72, (2), 453 LINK https://doi.org/10.1023/A:1024500926996 [Google Scholar]
  106. Yang S., and Yue S. T. Chinese J. Energ. Mater., 2003, 11, (4), 231 LINK http://en.cnki.com.cn/Article_en/CJFDTotal-HNCL200304016.htm [Google Scholar]
  107. Paine R. T., Koestle W., Borek T. T., Wood G. L., Pruss E. A., Duesler E. N., and Hiskey M. A. Inorg. Chem., 1999, 38, (16), 3738 LINK https://doi.org/10.1021/ic990316b [Google Scholar]
  108. Hiskey M. A., Chavez D., Naud D. L., Son S. F., Berghout H. L., and Bolme C. A. ‘Progress in High-Nitrogen Chemistry in Explosives’, 27th International Pyrotechnics Seminar, Grand Junction, USA, 16th–21st July, 2000, pp. 3–14 [Google Scholar]
  109. Xu S., Yang S., Zhang W., and Zhang X. J. Nat. Uni. Def. Technol., 2006, 28, (6), 17 LINK http://journal.nudt.edu.cn/gfkjdxxb/ch/reader/view_abstract.aspx?file_no=200606004&flag=1 [Google Scholar]
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High Energy Density Material (HEDM) – Progress in Research Azine Energetic Compounds
Johnson Matthey Technology Review 63, 51 (2019); https://doi.org/10.1595/205651319X15421043166627
/content/journals/10.1595/205651319X15421043166627
/content/journals/10.1595/205651319X15421043166627
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