(2‐Fluoro‐2,2‐dinitroethyl)‐2,2,2‐trinitroethylnitramine: A Possible High‐Energy Dense Oxidizer

Abstract

The fluorine-containing polynitro energetic molecule (2fluoro-2,2-dinitroethyl)-2,2,2-trinitroethylnitramine and the corresponding precursors were synthesized and investigated as potential high-energy dense oxidizers. The compounds have been characterized by using various analytical methods, single-crystal X-ray diffraction, vibrational spectroscopy (IR and Raman), multinuclear NMR spectroscopy, elemental analysis, mass spectrometry, and differential scanning calorimetry (DSC) measurements. The suitability of the compounds as potential oxidizers in energetic formulations has[a]

3,3′‐Bi(1,2,4‐oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups

“…[27] As observed for the trinitromethyl derivative 5, [15] the nitro groups of the fluorodinitromethyl moieties are twisted into a propeller like conformation. [20,28,29] This results in intramolecular interactions within this moiety, which are clearly observed in the structure and have N···O, F···O and F···N distances well below the sum of van der Waals radii (Table 4). [30] The high density might be explained by the interlocking of the fluorodinitromethyl moieties building a three dimensional network of two intercalated layers, mainly supported by two short attractive intermolecular contacts (O1(i)···N2 and F1···O5(i)) as depicted in Figure 3.…”

Theoretical investigations on 4,4′,5,5′‐tetranitro‐2,2′‐1H,1′H‐2,2′‐biimidazole derivatives as potential nitrogen‐rich high energy materials

“…Among the substituted energetic groups, nitro group (―NO 2 ) is still widely used for designing and synthesized novel energetic materials. With the advancement of energetic materials, there are more energetic groups which can be selected, such as amino (―NH 2 ), nitramine (―NHNO 2 ), trinitromethyl (―C(NO 3 ) 3 ) and fluorodinitromethyl (―CF(NO 3 ) 2 ) …”

“…With the advancement of energetic materials, there are more energetic groups which can be selected, such as amino (-NH 2 ), nitramine (-NHNO 2 ), trinitromethyl (-C(NO 3 ) 3 ) [3] and fluorodinitromethyl (-CF(NO 3 ) 2 ). [4][5][6] Due to the high heat of formation (HOF), good thermal stability, low sensitivity and excellent detonation performance, nitroimidazoles have drawn renewed attention from explosive researchers currently. [7][8][9][10] The geometric, thermodynamic and detonation properties of 4(5)-nitroimidazole, 4,5-dinitroimidazole (4,5-DNI), 2,4-dinitroimidazole (2,4-DNI), amino-and methyl-substituted trinitrodiazoles and aminonitroimida-zoles have been already studied.…”

New Energetic Polynitrotetrazoles

“…The trinitromethyl group arranges into the typical propeller‐like orientation as found in many trinitromethyl‐containing compounds with intramolecular short contacts well below the sum of the van der Waals radii 37. 38 This is also reflected in the torsion angles (O1‐N5‐C2‐C1 62.4(2)°, O4‐N6‐C2‐C1 40.8(2)°, O6‐N7‐C2‐C1 39.2(2)°), which are in the range for this propeller‐like structure of polynitromethyl moieties described by Brill et al. (23–67°) 35.…”

“…(23–67°) 35. 37, 38 The structure is mainly build up by multiple hydrogen bonds, whereby all hydrogen atoms participate and connect one molecule to six of its neighbours (Table 4, Figure 6).…”