Synthesis and Properties of Glycidyl Polymers Bearing 1,2,4-Triazol-5-One, 3-Nitro-1,2,4-Triazol-5-One and Glycidyl Azide Units

Glycidyl triazolone and glycidyl nitrotriazolone polymers and glycidyl triazolone/glycidyl azide copolymers were synthesized by nucleophilic substitution of 1,2,4-triazol-5-one and 3-nitro-1,2,4-triazol-5-one heterocycles and azide ion for chlorine atoms in poly(epichlorohydrin), respectively. The structure of the resultant energetic polymers was characterized by H-1,C-13 NMR, infrared spectroscopy, and elemental analysis (Cl). The density of the obtained polymers was experimentally measured, and data on phase transitions and thermal decomposition were acquired by differential scanning calorimetry (DSC). The triazolone heterocycles inserted into the polymeric chain provided high thermal stability and a much higher density compared to the azide homopolymer GAP. The 1,3-dipolar cycloaddition demonstrated that spatially branched energy-rich polymeric binders bearing 1,2,4-triazol-5-one and 1,2,3-triazole heterocycles could conceptually be synthesized starting from p-(GTO-co-GA) azide copolymers. The aforesaid merits make the reported polymers attractive candidates as the matrix of energetic binders.

Automated summary

By nucleophilic substitution of heterocycles, energetic polymers with high thermal stability and density were synthesized and characterized using H-1,C-13 NMR, infrared spectroscopy, and elemental analysis. Experimental measurements and data from DSC provided information on phase transitions and thermal decomposition. These polymers are considered attractive candidates for the matrix of energetic binders due to their unique properties.