Citation: Yong-Tao Gao, Lin-Man Zhao, Fu-Qing Pang, Xiu-Juan Qi, Jing-Lun Huang, Fu-Xue Chen. Synthesis and properties of energetic salts based on 3-nitro-5-nitroimino-1,2,4-oxadiazole[J]. Chinese Chemical Letters, ;2016, 27(03): 433-436. doi: 10.1016/j.cclet.2015.12.008
-
A series of 3-nitro-5-nitroimino-1,2,4-oxadiazole-based energetic salts were synthesized from 3-nitro-5-nitroimino-1,2,4-oxadiazole anion and nitrogen-rich cations. They were fully characterized by IR, elemental analysis and NMR spectroscopy. The structure of triaminoguanidinium salt (1-e) was confirmed by single crystal X-ray diffraction. All salts showed good thermal stability with decomposed temperature ranging from 155℃ to 258℃, and positive heats of formation from 226.0 kJ/mol to 554.1 kJ/mol. Thus, the theoretic detonation pressure was predicted from 28.70 GPa to 37.60 GPa and velocities from 8526 m/s to 9354 m/s. Among them, guanidinium salt (1-c) exhibited both high decomposition temperature (258℃) and detonation velocity (9319 m/s).
-
-
[1]
[1] D.M. Badgujar, M.B. Talawar, S.N. Asthana, P.P. Mahulikar, Advances in science and technology of modern energetic materials:an overview, J. Hazard. Mater. 151(2008) 289-305.
-
[2]
[2] Q.H. Zhang, J.M. Shreeve, Energetic ionic liquids as explosives and propellant fuels:a new journey of ionic liquid chemistry, Chem. Rev. 114(2014) 110527-110574.
-
[3]
[3] M.B. Talawar, R. Sivabalan, T. Mukundan, et al., Environmentally compatible next generation green energetic materials (GEMs), J. Hazard. Mater. 161(2009) 589-607.
-
[4]
[4] P.F. Pagoria, G.S. Lee, A.R. Mitchell, R.D. Schmidt, A review of energetic materials synthesis, Thermochim. Acta 384(2002) 187-204.
-
[5]
[5] J.P. Agrawal, Recent trends in high-energy materials, Prog. Energy Combust. Sci. 24(1998) 1-30.
-
[6]
[6] H.X. Gao, J.M. Shreeve, The many faces of FOX-7:a precursor to high-performance energetic materials, Angew. Chem. (Ⅰ)nt. Ed. 54(2015) 6335-6338.
-
[7]
[7] X. Yin, J.T. Wu, X. Jin, et al., Nitrogen-rich salts of 1-aminotetrazol-5-one:oxygencontaining insensitive energetic materials with high thermal stability, RSC Adv. 5(2015) 60005-60014.
-
[8]
[8] (a) L. Liu, Y.Q. Zhang, Z.M. Li, S.J. Zhang, Nitrogen-rich energetic 4-R-5-nitro-1,2,3-triazolate salts (R=-CH3,-NH2,-N3,-NO2 and-NHNO2) as high performance energetic materials, J. Mater. Chem. A 3(2015) 14768-14778;
-
[9]
(b) C.L. He, J.H. Zhang, D.A. Parrish, J.M. Shreeve, 5-Chloro-3,5-dinitropyrazole:a precursor for promising insensitive energetic compounds, J. Mater. Chem. A 1(2013) 2863-2868;
-
[10]
(c) Y.C. Li, Q. Cai, S.H. Li, et al., 1,1'-Azobis-1,2,3-triazole:a high-nitrogen compound with stable N8 structure and photochromism, J. Am. Chem. Soc. 132(2010) 12172-12173.
-
[11]
[9] (a) P.M. Jadhav, S. Radhakrishnan, V.D. Ghule, R.K. Pandey, Energetic salts from nitroformate ion, J. Mol. Model. 21(2015) 1-5;
-
[12]
(b) H. Wei, C.L. He, J.H. Zhang, J.M. Shreeve, Combination of 1, 2,4-oxadiazole and 1,2,5-oxadiazole moieties for the generation of high performance energetic materials, Angew. Chem. (Ⅰ)nt. Ed. 54(2015) 9367-9371;
-
[13]
(c) M.A. Kettner, T.M. Klapçtke, T.G. Witkowski, F. von Hundling, Synthesis, characterisation and crystal structures of two bi-oxadiazole derivatives featuring the trifluoromethyl group, Chem. Eur. J. 21(2015) 4238-4241.
-
[14]
[10] (a) Z.D. Fu, R. Su, Y.Wang, et al., Synthesis and characterization of energetic 3-nitro-1,2,4-oxadiazoles, Chem. Eur. J. 18(2012) 1886-1889;
-
[15]
(b) Z.D. Fu, C. He, F.X. Chen, Synthesis and characteristics of a novel, high-nitrogen, heat-resistant, insensitive material (NOG2Tz), J. Mater. Chem. 22(2012) 60-63;
-
[16]
(c) Z.D. Fu, Y. Wang, L. Yang, et al., Synthesis and characteristics of novel, high nitrogen 1,2,4-oxadiazoles, RSC Adv. 4(2014) 11859-11861;
-
[17]
(d) A.B. Sheremetev, The chemistry of furazans fused to six-and seven-membered heterocycles with one heteroatom, Russ. Chem. Rev. 68(1999) 137-148.
-
[18]
[11] (a) Z.D. Fu, Y. Wang, F.X. Chen, Comparison of thermal performance of new energetic materials NONHT and NONsHT, Acta Armamentarii 34(2012) 235-239;
-
[19]
(b) Y. Wang, Z.D. Fu, F.X. Chen, Effect of new energetic materials NOG2TZ to HMX thermal decomposition behavior, Chin. J. Energy Mater. 22(2014) 22-25;
-
[20]
(c) Z.D. Fu, Y. Wang, F.X. Chen, The thermal decomposition behavior of new energetic materials NOG, Chin. J. Energy Mater. 20(2012) 583-586.
-
[21]
[12] Y. K. Wu, G. Y. Chen, Z. M. Zhou, H. S. Dong, A method of prediction compound crystal density, CN 101957300 A (2009).
-
[22]
[13] H.X. Gao, J.M. Shreeve, Azole-based energetic salts, Chem. Rev. 111(2011) 7377-7436.
-
[23]
[14] M.J. Frisch, Gaussian 09, Gaussian, (Ⅰ)nc, Wallingford, CT, 2009.
-
[24]
[15] R.G. Parr, W. Yang, Density Functional Theory of Atoms and Molecules, Oxford University Press, New York, NY, 1989.
-
[25]
[16] H.D. Jenkins, D. Tudeal, L. Glasser, Lattice potential energy estimation for complex ionic salts from density measurements, (Ⅰ)norg. Chem. 41(2002) 2364-2367.
-
[1]
-
-
[1]
Peiyan Zhu , Yanyan Yang , Hui Li , Jinhua Wang , Shiqing Li . Rh(Ⅲ)‐Catalyzed sequential ring‐retentive/‐opening [4 + 2] annulations of 2H‐imidazoles towards full‐color emissive imidazo[5,1‐a]isoquinolinium salts and AIE‐active non‐symmetric 1,1′‐biisoquinolines. Chinese Chemical Letters, 2024, 35(10): 109533-. doi: 10.1016/j.cclet.2024.109533
-
[2]
Ruilong Geng , Lingzi Peng , Chang Guo . Dynamic kinetic stereodivergent transformations of propargylic ammonium salts via dual nickel and copper catalysis. Chinese Chemical Letters, 2024, 35(8): 109433-. doi: 10.1016/j.cclet.2023.109433
-
[3]
Shiqi Xu , Zi Ye , Shuang Shang , Fengge Wang , Huan Zhang , Lianguo Chen , Hao Lin , Chen Chen , Fang Hua , Chong-Jing Zhang . Pairs of thiol-substituted 1,2,4-triazole-based isomeric covalent inhibitors with tunable reactivity and selectivity. Chinese Chemical Letters, 2024, 35(7): 109034-. doi: 10.1016/j.cclet.2023.109034
-
[4]
Zhenyu Hu , Zhenchun Yang , Shiqi Zeng , Kun Wang , Lina Li , Chun Hu , Yubao Zhao . Cationic surface polarization centers on ionic carbon nitride for efficient solar-driven H2O2 production and pollutant abatement. Chinese Chemical Letters, 2024, 35(10): 109526-. doi: 10.1016/j.cclet.2024.109526
-
[5]
Ze-Yuan Ma , Mei Xiao , Cheng-Kun Li , Adedamola Shoberu , Jian-Ping Zou . S-(1,3-Dioxoisoindolin-2-yl)O,O-diethyl phosphorothioate (SDDP): A practical electrophilic reagent for the phosphorothiolation of electron-rich compounds. Chinese Chemical Letters, 2024, 35(5): 109076-. doi: 10.1016/j.cclet.2023.109076
-
[6]
Yixia Zhang , Caili Xue , Yunpeng Zhang , Qi Zhang , Kai Zhang , Yulin Liu , Zhaohui Shan , Wu Qiu , Gang Chen , Na Li , Hulin Zhang , Jiang Zhao , Da-Peng Yang . Cocktail effect of ionic patch driven by triboelectric nanogenerator for diabetic wound healing. Chinese Chemical Letters, 2024, 35(8): 109196-. doi: 10.1016/j.cclet.2023.109196
-
[7]
Pei Cao , Yilan Wang , Lejian Yu , Miao Wang , Liming Zhao , Xu Hou . Dynamic asymmetric mechanical responsive carbon nanotube fiber for ionic logic gate. Chinese Chemical Letters, 2024, 35(6): 109421-. doi: 10.1016/j.cclet.2023.109421
-
[8]
Qiangwei Wang , Huijiao Liu , Mengjie Wang , Haojie Zhang , Jianda Xie , Xuanwei Hu , Shiming Zhou , Weitai Wu . Observation of high ionic conductivity of polyelectrolyte microgels in salt-free solutions. Chinese Chemical Letters, 2024, 35(4): 108743-. doi: 10.1016/j.cclet.2023.108743
-
[9]
Jia-Cheng Hou , Hong-Tao Ji , Yu-Han Lu , Jia-Sheng Wang , Yao-Dan Xu , Yan-Yan Zeng , Wei-Min He . Sustainable and practical semi-heterogeneous photosynthesis of 5-amino-1,2,4-thiadiazoles over WS2/TEMPO. Chinese Chemical Letters, 2024, 35(8): 109514-. doi: 10.1016/j.cclet.2024.109514
-
[10]
Maomao Liu , Guizeng Liang , Ningce Zhang , Tao Li , Lipeng Diao , Ping Lu , Xiaoliang Zhao , Daohao Li , Dongjiang Yang . Electron-rich Ni2+ in Ni3S2 boosting electrocatalytic CO2 reduction to formate and syngas. Chinese Journal of Structural Chemistry, 2024, 43(8): 100359-100359. doi: 10.1016/j.cjsc.2024.100359
-
[11]
Yu-Hang Li , Shuai Gao , Lu Zhang , Hanchun Chen , Chong-Chen Wang , Haodong Ji . Insights on selective Pb adsorption via O 2p orbit in UiO-66 containing rich-zirconium vacancies. Chinese Chemical Letters, 2024, 35(8): 109894-. doi: 10.1016/j.cclet.2024.109894
-
[12]
Luyu Zhang , Zirong Dong , Shuai Yu , Guangyue Li , Weiwen Kong , Wenjuan Liu , Haisheng He , Yi Lu , Wei Wu , Jianping Qi . Ionic liquid-based in situ dynamically self-assembled cationic lipid nanocomplexes (CLNs) for enhanced intranasal siRNA delivery. Chinese Chemical Letters, 2024, 35(7): 109101-. doi: 10.1016/j.cclet.2023.109101
-
[13]
Chaozheng He , Jia Wang , Ling Fu , Wei Wei . Nitric oxide assists nitrogen reduction reaction on 2D MBene: A theoretical study. Chinese Chemical Letters, 2024, 35(5): 109037-. doi: 10.1016/j.cclet.2023.109037
-
[14]
Yuxiang Zhang , Jia Zhao , Sen Lin . Nitrogen doping retrofits the coordination environment of copper single-atom catalysts for deep CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(11): 100415-100415. doi: 10.1016/j.cjsc.2024.100415
-
[15]
Ying Hou , Zhen Liu , Xiaoyan Liu , Zhiwei Sun , Zenan Wang , Hong Liu , Weijia Zhou . Laser constructed vacancy-rich TiO2-x/Ti microfiber via enhanced interfacial charge transfer for operando extraction-SERS sensing. Chinese Chemical Letters, 2024, 35(9): 109634-. doi: 10.1016/j.cclet.2024.109634
-
[16]
Hai-Yang Song , Jun Jiang , Yu-Hang Song , Min-Hang Zhou , Chao Wu , Xiang Chen , Wei-Min He . Supporting-electrolyte-free electrochemical [2 + 2 + 1] annulation of benzo[d]isothiazole 1,1-dioxides, N-arylglycines and paraformaldehyde. Chinese Chemical Letters, 2024, 35(6): 109246-. doi: 10.1016/j.cclet.2023.109246
-
[17]
Wei Zhou , Xi Chen , Lin Lu , Xian-Rong Song , Mu-Jia Luo , Qiang Xiao . Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis. Chinese Chemical Letters, 2024, 35(4): 108902-. doi: 10.1016/j.cclet.2023.108902
-
[18]
Qin Cheng , Ming Huang , Qingqing Ye , Bangwei Deng , Fan Dong . Indium-based electrocatalysts for CO2 reduction to C1 products. Chinese Chemical Letters, 2024, 35(6): 109112-. doi: 10.1016/j.cclet.2023.109112
-
[19]
Wen-Tao Ouyang , Jun Jiang , Yan-Fang Jiang , Ting Li , Yuan-Yuan Liu , Hong-Tao Ji , Li-Juan Ou , Wei-Min He . Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines. Chinese Chemical Letters, 2024, 35(10): 110038-. doi: 10.1016/j.cclet.2024.110038
-
[20]
Jing JIN , Zhuming GUO , Zhiyin XIAO , Xiujuan JIANG , Yi HE , Xiaoming LIU . Tuning the stability and cytotoxicity of fac-[Fe(CO)3I3]- anion by its counter ions: From aminiums to inorganic cations. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 991-1004. doi: 10.11862/CJIC.20230458
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(490)
- HTML views(24)