3,4-Bis(4'-nitrofurazan-3'-yl)furoxan: A melt cast powerful explosive and a valuable building block in 1,2,5-oxadiazole chemistry

Central European Journal of Energetic Materials

Volumn 9, Issue 4, 2012, Pages 329-342

  Stepanov, Andrei I ^a   Dashko, Dmitry V ^a   Astrat'ev, Alexander A ^a  

^a Federal State Unitary Enterprise Special Design Technology Bureau (FSUE SDTB) Tekhnolog   (Russian Federation)

Author keywords

1,2,5 oxadiazole; 3,4 bis(4' nitrofurazan 3' yl)furoxan; Azepine; Furazan; Furoxan

Indexed keywords

1,2,5-OXADIAZOLE; AZEPINE; BUILDING BLOCKES; FURAZAN; FUROXAN; HETEROCYCLIC SYSTEMS; MELT-CAST; NITRO GROUP;

CHEMICAL COMPOUNDS;

NUCLEOPHILES;

EID: 84875234441     PISSN: 17337178     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (30)

1. Ravi P., Badgujar D.M., Gore G.M., Tewari S.P., Sikder A.K., Review on Melt Cast Explosives, Propellants Explos. Pyrotech., 2011, 36, 393-403.
2. Wang J., Li J.S., Huamg Y.G., Dong H.S., A Novel High Energy Density Material Compound 3,4-bis(nitrofurazano)furoxan: Synthesis, Characterization and Properties, New Trends Res. Energ. Mater., Proc. Semin., 11, Pardubice, 2008, 182-193.
3. Feng-qi Z., Pei C., Rong-zu H., Yang L., Zhi-zhong Z., Yan-shui Z., Xu-wu Y., Yin G., Sheng-li G., Qi-zhen S., Thermochemical Properties and Non-Isothermal Decomposition Reaction of 3,4-Dinitrofurazanfuroxan (DNFF), J. Hazard. Mater., 2004, A113, 67-71.
4. Zheng W., Wang J., Review on 3,4-Bisnitrofurazanfuroxan (DNTF), Chin. J. Energet. Mat., 2006, 14(6), 463-466, (in Chinese).
5. Wang Q., Properties of DNTF-Based Melt-Cast Explosives, Chin. J. Expl. Propell., 2003, 3, 57-59. (in Chinese).
6. Ren X., Heng S., Shao Y., Liu Z., Znag G., Wang X., Han F., The Binary Phase Diagram and Eutectic System for DNTF/PETN, Chin. J. Energ. Mater., 2009, 17(4), 455-458 (in Chinese).
7. Liu Y., Liu Z., Yin C., The Phase Diagram and Eutectic Binary Systems for 1,3,3-Trinitroazetidine (TNAZ) with some Energetic Materials, Chin. J. Energ. Mater., 2004, 12, 227-230 (in Chinese).
8. Hui S.Y., Ning R.X., Ru L.Z., Xiang Z., Ternary Phase Diagrammes of DNTF and TNAZ and Their Eutectics, J. Therm. Anal. Calom., 2010, 103(2), 617-623.
9. Zhao S., Dai Z., Zhang C., Li X., The Effect of DNTF and its Eutectics on the Mouldability of PBX, Chin. J. Expl. Propell., 2006, 29(3), 39-42 (in Chinese).
10. Wang H., Huang W., Luo Y., Wang H., Shock Sensitivity of DNTF Reduced by Using DNAN, Chin. J. Energ. Mater., 2010, 18(4), 435-438 (in Chinese).
11. Astrat'ev A.A., Dashko D.V., Stepanov A.I., Some Peculiarities in Interaction of 3,4-Bis(3-nitrofurazan-4-yl)furoxan with Nucleophilic Agents, Vestnik Kazanskogo Gosudarstvennogo Technologicheskogo Universiteta, 2001, 21, 35-44 (in Russian).
12. Astrat'ev A.A., Dashko D.V., Stepanov A.I., Unusual Reaction of 3,4-Bis(3- nitrofurazan-4-yl)furoxan with Ammonia, Primary Amines and Hydrazine, Cent. Eur. J. Chem., 2012, 10(4),1087-1094.
13. Stepanov A.I., Astrat'ev A.A., Dashco D.V., Spiridonova N.P., Melnikova S.F., Tzelinsky I.V. Synthesis of Linear and Cyclic Compounds with 3,4-Bis(furazan- 3-yl)furoxan Moiety, Izv. Akad. Nauk, Ser. Khim., 2012, 5, 1019-1034 (in Russian).
14. Sheremetev A.B., Andrianov V.G., Manttseva E.V., Shatunova E.V., Aleksandrova N.S., Yudin I.L., Dmitriev D.E., Averkiev B.B., Antipin M.Y., Synthesis of Secondary and Tertiary Aminofurazans, Izv. Akad. Nauk, Ser. Khim., 2004, 3, 569-586 (in Russian); Russ. Chem. Bull., Int. Ed., 2004, 53(3), 596-614 (Engl. Transl.).
15. Tselinskii I.V., Mel'nikova S.F., Romanova T.V., Spiridonova N.P., Dundukova E.A., Dimerization of Nitrile Oxides of the 1,2,5-Oxadiazole Series. B., Zhurn. Org. Chim. 2001, 37, 1419-1420 (in Russian); Russ. J. Org. Chem., 2001, 37, 1355-1356 (Engl. Transl.).
16. Yanshui Z., Bozhou W., Cheng Z., Jiankang L., Zhiqun C., Peng L., Zhizhong Z., Synthesis, Characterization and Crystal Structure Study on 3,4-Bis(4'-azidofurazano- 3'-yl)furoxan, Chin. J. Org. Chem., 2010, 30, 1044-1050 (in Chinese).
17. Zhou Y., Zhang Z., Li J., Guan X., Huang X., Zhou C., Crystal Structure of 3,4-Dinitrofurazanofuroxan, Chin. J. Expl. Prop., 2005, 28(2), 43-46 (in Chinese).
18. Sheremetev A.B., Ivanova E.A., Spiridonova N.P., Melnikova S.F., Tselinsky I.V., Suponitsky K.Y, Antipin M.Y., Desilative Nitration of C, N-Disilated 3-Amino-4- methylfurazan., J. Heterocycl. Chem., 2005, 42, 1237-1242.
19. Wang J., Li J., Liang Q., Huang Y., Dong H., A Novel Insensitive High Explosive 3,4-Bis(Aminofurazano)Furoxan, Propellants Explos. Pyrotech., 2008, 33, 347-352.
20. Energetic Condensed Systems, (Zhukov B.P., Janus K., Eds.), Moscow, 2nd ed., 2000 (in Russian).
21. Sheremetev A.B., Yudin I.L., Advances in Chemistry of Furazano[3,4-b]pyrazines and Their Analogues, Usp. Chim., 2003, 72(1), 93-107 (in Russian); Russ. Chem. Rev., 2003, 72(1), 87-100 (Engl. Transl.).
22. Sheremetev A.B., Yudin I.L., Unusual Oxidation of 4-Amino-4H,8H-bisfurazano- [3,4-b:3 ', 4 '-e]pyrazines, Mendeleev Commun., 2002, 12(2), 66-67.
23. Tselinskii I.V., Mel'nikova S.F., Romanova T.V., Pirogov S.V., Khisamutdinov G.Kh., Mratkhuzina T.A., Korolev V.L., Kondyukov I.Z., Abdrakhmanov I.Sh., Smirnov S.P., 4H,8H-Difurazano[3,4-b:3',4'-e]pyrazine and Some Its Derivatives, Russ. J. Org. Chem., 1997, 33(11), 1656-1665.
24. Starchenkov I.B., Andrianov V.G., Mishnev A.F., Chemistry of Furazano[3,4-b] Pyrazine. 1. Synthesis and Thermodynamic Appraisal of 4,8-Dihydrodifurazano[3,4- b,e]pyrazine and Its Derivatives, Khim. Geterotsikl. Soed., 1997, (2), 250-264 (in Russian); Chem. Heterocycl. Comp., 1997, 33(2), 216-228 (Engl. Transl.).
25. Sheremetev A.B., Kharitonova O.V., Mel'nikova T.M., Novikova T.S., Kuz'min V.S., Khmel'nitskii L.I., Synthesis of Symmetrical Difurazanyl Ethers, Mendeleev Commun., 1999, 6(4), 141-143.
26. Zhou Y., Wang B., Wang X., Zhou C., Huo H., Zhang Y., Synthesis of Bifurazano[3,4- b:3'4-f]furoxano[3'',4''-d]oxacycloheptatriene, Chin. J. Energ. Mater., 2012, 20(1), 137-138 (in Chinese).
27. Zhou Y., Wang B., Xu K., 4,9,12,15-Tetraoxa-3,5,8,10,14,16-hexaazatetra cyclo-[11.3.0.02,6.07,11]hexadeca-1(16),2,5,7,10,13-hexaen-3-ium-3-olate monohydrate, Acta Cryst., Structure Reports Online, 2012, E68, o869 doi:10.1107/ S160053681200774X
28. Khmel'nitskii L.I., Novikov S.S., Godovikova T.I., The Chemistry of Furoxanes: Reactions and Applications, Nauka, Moscow, 1996 (in Russian).
29. th, Pardubice, 2012, 54-64.
30. Sinditskii V.P., Burzhava A.V., Sheremetev A.B., Aleksandrova N.S., Thermal and Combustion Properties of 3,4-Bis(3-nitrofurazan-4-yl)furoxan (DNTF), Propellants Explos. Pyrotech., 2012, 37, 575-580.