3,4,5-Trinitropyrazole-based energetic salts

Chemistry - A European Journal

Volumn 16, Issue 35, 2010, Pages 10778-10784

  Zhang, Yanqiang ^a   Guo, Yong ^a   Joo, Young Hyuk ^a   Parrish, Damon A ^b   Shreeve, Jean'ne M ^a  

^a UNIVERSITY OF IDAHO   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

Detonation performance; Energetic salts; Heterocycles; Polynitro compounds; Structure property relationships

Indexed keywords

DETONATION PERFORMANCE; ENERGETIC SALTS; HETEROCYCLES; POLYNITRO COMPOUNDS; STRUCTURE PROPERTY RELATIONSHIPS;

DETONATION; DIFFERENTIAL SCANNING CALORIMETRY; ORGANIC POLYMERS; X RAY DIFFRACTION;

SALTS;

EID: 77956635218     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001243     Document Type: Article

References (72)

1. a) K. O. Christe, W. W. Wilson, J. A. Sheehy, J. A. Boatz, Angew. Chem. 1999, 111, 2112-2118;
2. Angew. Chem. Int. Ed. 1999, 38, 2004-2009;
3. b) D. E. Chavez, M. A. Hiskey, R. D. Gilardi, Angew. Chem. 2000, 112, 1861-1863;
4. Angew. Chem. Int. Ed. 2000, 39,1791-1793;
5. c)J. Giles, Nature 2004, 427, 580-581;
6. d) M.H.V. Huynh, M. A. Hiskey, E. L. Hartline, D. P. Montoya, R. Gilardi, Angew. Chem. 2004, 116, 5032-5036;
7. Angew. Chem, Int. Ed. 2004, 43, 4924-4928.
8. a) T. M. Klapötke, C. M. Rienacker, Propellants Explos. Pyrotech. 2001, 26, 43-47;
9. b) A. Hammerl, G. Holl, M. Kaiser, T.M. Klapötke, P. Mayer, H. Noth, M. Warchhold, Z. Anorg. Allg. Chem. 2001, 627, 1477-1482;
10. c) A. Hammerl, G. Holl, M. Kaiser, T.M. Klapötke, H. Piotrowskia, Z. Anorg. Allg. Chem. 2003, 629, 2117-2121;
11. d) T. M. Klapötke, C. Kuffer, P. Mayer, K. Polborn, A. Schulz, J. J. Weigand, Inorg. Chem. 2005, 44, 5949-5958;
12. e) T. M. Klapötke, P. Mayer, A. Schulz, J. J. Weigand, J. Am. Chem. Soc. 2005, 127, 2032-2033;
13. f) T. M. Klapötke, K. Karaghiosoff, P. Mayer, A. Penger, J. M. Welch, Propellants Explos. Pyrotech. 2006, 31, 188-195.
14. a) H. Xue, S. W. Arritt, B. Twalmley, J. M. Shreeve, Inorg. Chem. 2004, 43, 7972-7977;
15. b) C. M. Jin, C. F. Ye, C. Piekarski, B. Twamley, J. M. Shreeve, Eur. J. Inorg. Chem. 2005, 3760-3767;
16. c) H. Xue, J. M. Shreeve, Adv. Mater. 2005, 17, 2142-2146;
17. d) H. X. Gao, C. F. Ye, R. W. Winter, G. L. Gard, M, E. Sitzmann, J. M. Shreeve, Eur. J. Inorg. Chem. 2006, 3221-3226;
18. e)Y. Gao, C.F. Ye, B. Twamley, J.M. Shreeve, Chem. Eur. J. 2006, 12, 9010-9018;
19. f) R. P. Singh, R. D. Verma, D. T. Meshri, J. M. Shreeve, Angew. Chem. 2006, 118, 3664-3682;
20. Angew. Chem Int. Ed. 2006, 45, 3584-3601;
21. g) H. Xue, H. X. Gao, B. Twamley, J. M. Shreeve, Eur. J. Inorg. Chem. 2006, 2959-2965.
22. a) T. M. Klapötke, J. Stierstorfer, Helv. Chim. Acta 2007, 90, 2132-2150;
23. b) M. Göbel, T. M. Klapötke, Z. Anorg. Allg. Chem 2007, 633, 1006-1017;
24. c) G. Steinhauser, T.M. Klapötke, Angew. Chem. 2008, 120, 3376-3394;
25. Angew. Chem. Int. Ed. 2008, 47, 3330-3347;
26. d) C. Darwich, T. M. Klapötke, C. M. Sabate, Chem. Eur. J. 2008, 14, 5756-5771;
27. e)T.M. Klapötke, C.M. Sabate, Eur. J. Inorg. Chem. 2008, 5350-5366;
28. f) T. M. Klapötke, J. Stierstorfer, A. U. Wallek, Chem. Mater. 2008, 20, 4519-4530.
29. a) Z. Zeng, H. X. Gao, B. Twamley, J. M. Shreeve, J. Mater. Chem. 2007, 17, 3819-3826;
30. b)Y. Guo, H. X. Gao, B. Twamley, J.M. Shreeve, Adv. Mater. 2007, 19, 2884-2888;
31. c) Y. G. Huang, H. X. Gao, B. Twamley, J. M. Shreeve, Eur. J. Inorg. Chem. 2007, 2025-2030;
32. d) H.X. Gao, Y.G. Huang, C.F. Ye, B. Twamley, J.M. Shreeve, Chem. Eur. J. 2008,14, 5596-5603;
33. e) H. X. Gao, Z. Zeng, B. Twamley, J. M. Shreeve, Chem. Eur. J. 2008, 14, 1282-1290;
34. f) Y. Huang, H. X. Gao, B. Twamley, J. M. Shreeve, Eur. J. Inorg. Chem. 2008, 2560-2568.
35. a) J. Stierstorfer, K. R. Tarantik, T. M. Klapötke, Chem. Eur. J. 2009, 15, 5775-5792;
36. b) T. M. Klapötke, C. M. Sabate, New J. Chem. 2009, 33, 1605-1617;
37. c) T.M. Klapötke, C.M. Sabate, Z. Anorg. Allg. Chem 2009, 635, 1812-1822;
38. d) T.M. Klapötke, J. Stierstorfer, Dalton Trans. 2009, 643-653;
39. e)T. M. Klapötke, C.M. Sabate, A. Penger, M. Rusan, J.M. Welch, Eur. J. Inorg. Chem. 2009, 880-896;
40. f) T. M. Klapötke, C. M. Sabate, Z. Anorg. Allg. Chem 2010, 656, 163-175.
41. a) H. X. Gao, Y. H. Joo, B. Twamley, Z. Q. Zhou, J. M. Shreeve, Angew. Chem, 2009, 121, 2830-2833;
42. Angew. Chem. Int. Ed. 2009, 48, 2792-2795;
43. b)Y.G. Huang, H.X. Gao, B. Twamley, J.M. Shreeve, Chem. Eur. J. 2009, 15, 917-923;
44. c) Y. H. Joo, J.M. Shreeve, Chem. Eur. J. 2009, 15, 3198-3203;
45. d) R. H. Wang, Y. Guo, Z. Zeng, J. M. Shreeve, Chem. Commun. 2009, 2697-2699;
46. e) Y. H. Joo, B. Twamley, J. M. Shreeve, Chem. Eur. J. 2009, 15, 9097-9104;
47. f) R. H. Wang, Y. Guo, Z. Zeng, B. Twamley, J. M. Shreeve, Chem, Eur. J. 2009, 15, 2625-2634.
48. a) M. J. Kamlet, S. J. Jacobs, J. Chem. Phys. 1968, 48, 23-35;
49. b) M. J. Kamlet, J.E. Ablard, J. Chem. Phys. 1968, 48, 36-42;
50. c) M.J. Kamlet, Dickinso. C. J. Chem. Phys. 1968, 48, 43-50.
51. a) H. X. Gao, C. F. Ye, O. D. Gupta, J. C. Xiao, M. A. Hiskey, B. Twamley, J.M. Shreeve, Chem. Eur. J. 2007, 13, 3853-3860;
52. b) H. Xue, B. Twamley, J. M. Shreeve, J. Mater. Chem. 2005, 15, 3459-3465;
53. c) C. Darwich, T. M. Klapötke, J. M. Welch, M. Suceska, Propellants Explos. Pyrotech. 2007, 32, 235-243;
54. d) T.M. Klapötke, P. Mayer, C. M. Sabate, J. M. Welch, N. Wiegand, Inorg. Chem. 2008, 47, 6014-6027.
55. a) G. Hervé, FR Patent 2917409, 2008;
56. b) G. Hervé, WO Patent 2008152525, 2008;
57. c) G. Hervé, US Patent 20090186931, 2009.
58. G. Hervé, C. Roussel, H. Graindorge, Angew. Chem. 2010, 122, 3245-3249;
59. Angew. Chem. Int. Ed. 2010, 49, 3177-3181.
60. a) J. W. A. Janssen, C.L. Habraken, J. Org. Chem. 1971, 36, 3081-3084;
61. b) J. W. A. Janssen, H. J. Koeners, C. G. Kruse, C. L. Habraken, J. Org. Chem. 1973, 38, 1777-1782;
62. c) R. D. Schmidt, G. S. Lee, P. R. Pagoria, A. R. Mitchell, R. Gilardi, J. Heterocycl. Chem. 2001, 38,1227-1230.
63. H. Xue, H. Gao, B. Twamley, J. M. Shreeve, Chem. Mater. 2007, 19, 1731-1739.
64. Bruker, APEX2 v2009/3-0, Bruker AXS Inc., Madison, 2009.
65. Bruker, SAINT v7.60A, Bruker AXS Inc., Madison, 2009.
66. Bruker, XPREP v2008/2, Bruker AXS Inc., Madison, 2008.
67. Bruker, SADABS v2008/1, Bruker AXS Inc., Madison, 2008.
68. Bruker, SHELXTL v2008/4, Bruker AXS Inc., Madison, 2008.
69. Gaussian03, 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., 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, A. L. G. Liu, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford, CT, 2004.
70. R. G. Parr, W. Yang, Density Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1989.
71. H. D. B. Jenkins, D. Tudela, L. Glasser, Inorg. Chem. 2002, 41, 2364-2367.
72. CHEETAH 5.0 User's Manual, S. Bastea, L. E. Fried, K. R. Glaesemann, W. M. Howard, P. C. Souers, P. A. Vitello, Lawrence Livermore National Laboratory, 2007.