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1 Central European Journal of Energetic Materials

1 2020

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Synthesis and Characterization of New Energetic Plasticizers: Benzoyl-terminated Poly(epichlorohydrin) Modified by Phenylhydrazine and its Derivatives

Atabaki Fariborz, Bastam Naser Noorollahy, Hafizi-Atabak Hamid Reza, Radvar Mehran, Jahangiri Shahrzad

Central European Journal of Energetic Materials

2020

Vol. 17, no. 3

323--343

Nitrobenzoyl-terminated poly(epichlorohydrin) (NB-PECH) was synthesized through the reaction of poly(epichlorohydrin) (PECH) with 3-nitrobenzoyl chloride. The NB-PECH was then modified by reaction with phenylhydrazine, 4-nitrophenylhydrazine and 2,4-dinitrophenylhydrazine, and these derivatives were evaluated as plasticizers. Poly(epichlorohydrin), poly(epichlorohydrin) with terminal 3-nitrobenzoyl groups (NB-PECH), terminal nitrobenzoyl poly(epichlorohydrin-phenylhydrazine) (NB-PECH-PH), terminal nitrobenzoyl poly(epichlorohydrin-4-nitrophenylhydrazine) (NB-PECH-4-NPH) and terminal nitrobenzoyl poly(epichlorohydrin-2,4-dinitrophenylhydrazine) (NB-PECH-2,4-DNPH) were examined by Ultraviolet-Visible spectroscopy (UV-VIS), Fourier Transform Infrared spectroscopy (FT-IR), Proton Nuclear Magnetic Resonance (1H NMR) spectrometry, elemental analysis of carbon, hydrogen and nitrogen (CHN) an Thermal Analysis methods: Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC). In the TGA examination, the highest thermal stability was exhibited by NB-PECH. The glass transition temperature for the potential plasticizers was determined from their DSC curves. The DSC tests indicated that the highest energy of the plasticizers was exhibited by NB-PECH-2,4-DNPH containing two nitro groups. In addition, by comparing the thermograms of the samples heated with poly(tetrahydrofuran) the energy content of the NB-PECH-PH, NB-PECH-4-NPH and NB-PECH-2,4-DNPH plasticizers was clearly demonstrated.