Energetic N-trinitroethyl-substituted mono-, Di-, and triaminotetrazoles

Chemistry - A European Journal

Volumn 19, Issue 33, 2013, Pages 11000-11006

  Zhang, Qinghua ^a   Zhang, Jiaheng ^a   Parrish, Damon A ^b   Shreeve, Jean'Ne M ^a  

^a UNIVERSITY OF IDAHO   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

aminotetrazoles; energetic materials; heats of formation; heterocycles; sensitivity

Indexed keywords

AMINOTETRAZOLES; DETONATION PRESSURE; DETONATION PROPERTIES; HEATS OF FORMATION; HETEROCYCLES; MULTINUCLEAR NMR SPECTROSCOPY; SENSITIVITY; SINGLE-CRYSTAL XRD;

DETONATION; DIFFERENTIAL SCANNING CALORIMETRY; EXPLOSIVES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ORGANIC POLYMERS;

EID: 84881252513     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201300994     Document Type: Article

References (43)

1. T. M. Klapötke, in High-Energy Density Materials (Ed.:, T. M. Klapötke,), Springer, Berlin, Heidelberg, 2007, pp. 85-121
2. R. P. Singh, R. D. Verma, D. T. Meshri, J. M. Shreeve, Angew. Chem. 2006, 118, 3664-3682
3. Angew. Chem. Int. Ed. 2006, 45, 3584-3601
4. G. Steinhauser, T. M. Klapötke, Angew. Chem. 2008, 120, 3376-3394
5. Angew. Chem. Int. Ed. 2008, 47, 3330-3347
6. H. Gao, J. M. Shreeve, Chem. Rev. 2011, 111, 7377-7436.
7. R. P. Singh, H. Gao, D. T. Meshri, J. M. Shreeve, in High-Energy Density Materials (Ed.:, T. M. Klapötke,), Springer, Berlin, Heidelberg, 2007, pp. 35-83.
8. K. Karaghiosoff, T. M. Klapötke, P. Mayer, C. M. Sabaté, A. Penger, J. M. Welch, Inorg. Chem. 2008, 47, 1007-1019
9. H. H. Krause, in Energetic Materials (Ed.:, U. Teipel,), Wiley-VCH, Weinheim, 2005, pp. 1-25.
10. T. M. Klapötke, J. Stierstorfer, A. U. Wallek, Chem. Mater. 2008, 20, 4519-4530
11. H. Xue, H. Gao, B. Twamley, J. M. Shreeve, Chem. Mater. 2007, 19, 1731-1739
12. S. V. Levchik, A. I. Balabanovich, O. A. Ivashkevich, A. I. Lesnikovich, P. N. Gaponik, L. Costa, Thermochim. Acta 1993, 225, 53-65.
13. Y.-H. Joo, B. Twamley, S. Garg, J. M. Shreeve, Angew. Chem. 2008, 120, 6332-6335
14. Angew. Chem. Int. Ed. 2008, 47, 6236-6239
15. Y.-H. Joo, J. M. Shreeve, Org. Lett. 2008, 10, 4665-4667
16. Y. Huang, H. Gao, B. Twamley, J. M. Shreeve, Eur. J. Inorg. Chem. 2007, 2025-2030
17. Y.-H. Joo, J. M. Shreeve, J. Am. Chem. Soc. 2010, 132, 15081-15090
18. Y.-H. Joo, J. H. Chung, S. G. Cho, E. M. Goh, New J. Chem. 2013, 37, 1180-1188.
19. Y-H. Joo, J. M. Shreeve, Angew. Chem. 2009, 121, 572-575
20. Angew. Chem. Int. Ed. 2009, 48, 564-567
21. Y.-H. Joo, J. M. Shreeve, Angew. Chem. 2010, 122, 7478-7481
22. Angew. Chem. Int. Ed. 2010, 49, 7320-7323.
23. Y.-H. Joo, B. Twamley, J. M. Shreeve, Chem. Eur. J. 2009, 15, 9097-9104.
24. K. F. Mueller, R. H. Renner, W. H. Gilligan, H. G. Adolph, M. J. Kamlet, Combust. Flame 1983, 50, 341-349
25. J. Song, Z. Zhou, X. Dong, H. Huang, D. Cao, L. Liang, K. Wang, J. Zhang, F. Chen, Y. Wu, J. Mater. Chem. 2012, 22, 3201-3209
26. R. P. Singh, J. M. Shreeve, Chem. Eur. J. 2011, 17, 11876-11881
27. R. Duddu, P. R. Dave, R. Damavarapu, R. Surapaneni, R. Gilardi, Synth. Commun. 2005, 35, 2709-2714.
28. M. D. Lind, Acta Cryst. 1970, B26, 590
29. S. K. Bhattacharjee, H. L. Ammon, Acta Cryst. 1982, B38, 2503-2505
30. F. H. Allen, O. Kennard, Chem. Des. Autom. News 1993, 8, 31-37.
31. M. Göbel, T. M. Klapötke, Adv. Funct. Mater. 2009, 19, 347-365.
32. Y-H. Joo, J. M. Shreeve, Eur. J. Org. Chem. 2009, 3573-3578.
33. Bruker (2010), APEX2 v2010.3-0, Bruker AXS Inc., Madison, Wisconsin, USA
34. Bruker (2009), SAINT v7.68 A, Bruker AXS Inc., Madison, Wisconsin, USA
35. Bruker (2008), XPREP v2008/2, Bruker AXS Inc., Madison, Wisconsin, USA
36. Bruker (2008), SADABS v2008/1, Bruker AXS Inc., Madison, Wisconsin, USA
37. Bruker (2008), SHELXTL v2008/4, Bruker AXS Inc., Madison, Wisconsin, USA.
38. Gaussian 03, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford CT, 2004.
39. R. G Parr, W. Yang, Density Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1989.
40. O. M. Suleimenov, T. K. Ha, Chem. Phys. Lett. 1998, 290, 451-457.
41. M. Sucéska, EXPLO 5.05 Program, Zagreb, Croatia, 2010
42. M. Sucéska, Mater. Sci. Forum 2004, 465-466, 325-330.
43. www.bam.de; a portion of 20 mg of energetic compounds was subjected to a drop-hammer test by using a 5 or 10 kg weight dropped. The range in impact sensitivities according to the UN Recommendations is: insensitive >40 J; less sensitive ≥35 J; sensitive ≥4 J; very sensitive ≤3 J.