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Potential Energetic Plasticizers on the Basis of 2,2-Dinitropropane-1,3-diol and 2,2-Bis(azidomethyl)propane-1,3-diol

: Hafner, S.; Hartdegen, V.A.; Hofmayer, M.S.; Klapötke, T.M.


Propellants, explosives, pyrotechnics 41 (2016), Nr.5, S.806-813
ISSN: 0340-7462
ISSN: 0721-3115
ISSN: 1521-4087
Fraunhofer ICT ()

Different carboxylic acid derivatives of 2,2-dinitropropane-1,3-diol (DNPD) and 2,2-bis(azidomethyl)propane-1,3-diol (BAMP) were synthesized to investigate their suitability as energetic plasticizers. The syntheses were carried out using acyl chlorides of acetic, propionic, and butyric acid. The obtained products were characterized by elemental analysis, NMR, and IR spectroscopy. The energetic properties of the synthesized compounds were calculated on the basis of the computed heats of formation at the CBS-4M level of theory using the EXPLO5 version 6.02 computer code. Investigations of physical stabilities were carried out using BAM drop hammer and friction tester. Low and high temperature behavior was determined by differential scanning calorimetry (DSC). The energetic and physical properties of the synthesized compounds were compared to the literature known energetic plasticizers N-butyl nitratoethylnitramine (BuNENA) and diethylene glycol bis(azidoacetate) ester (DEGBAA).