Synthesis and Properties of Energetic 1,2,4-Oxadiazoles

被引:16
|
作者
Wang, Zuoquan [1 ]
Zhang, Hong [1 ,2 ]
Jabeen, Farukh [1 ]
Gopinathan-Pillai, Girinath [1 ,3 ]
Arami, Justin A. [1 ]
Killian, Benjamin J. [1 ]
Stiegler, Kelcie D. [1 ]
Yudewitz, Dalia S. [1 ]
Thiemann, Pauline L. [1 ]
Turk, Jessica D. [1 ]
Zhou, Wenfeng [4 ,5 ]
Steel, Peter J. [6 ]
Hall, C. Dennis [1 ]
Katritzky, Alan R. [1 ]
机构
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
[2] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Guangzhou 510006, Guangdong, Peoples R China
[3] Univ Tartu, Dept Chem, EE-50411 Tartu, Estonia
[4] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
[5] Univ Idaho, Dept Chem, Moscow, ID 83843 USA
[6] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand
关键词
Synthetic methods; Nitrogen heterocycles; Energetic materials; Explosives; Heat of formation; C-H FUNCTIONALIZATION;
D O I
10.1002/ejoc.201501056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and characterization of a series of 3,5-di-aryl-1,2,4-oxadiazoles are reported and the effects of nitro groups in the aromatic rings on the experimental heats of decomposition (Delta H-d) and heats of combustion (Delta H-c) are evaluated. Heats of formation (Delta H-f) and densities (rho) were calculated and correlations between Delta H-d and Delta H-f were assessed for these compounds. Experimental determination of rho (by gas pycnometry) on a selection of the compounds led to the calculation of detonation velocity (V-D), detonation pressure (P-D) and specific impulse (I-SP) parameters by the Explo 5 program. An X-ray analysis of compound (4i) confirmed the structure and showed a crystal density (at 120 K) close to that determined by gas pycnometry.
引用
收藏
页码:7468 / 7474
页数:7
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