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Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
Synthesis, Characterization, and Energetic Properties of Nitrate Ester Acrylate Polymer
Valerie A Kuehl1, Andrew M Schmalzer1, Christopher J Snyder1
1Q-5, Los Alamos National Laboratory, Los Alamos, New Mexico 87545, United States.
A new energetic nitrate ester acrylate polymer (NEAP) was synthesized. This advanced energetic material exhibits sensitivities comparable to trinitrotoluene, indicating its potential for future energetic formulations.
Area of Science:
- Polymer Chemistry
- Energetic Materials Science
Background:
- Development of novel energetic materials is crucial for advanced applications.
- Trinitrotoluene (TNT) is a benchmark energetic material for sensitivity and performance comparisons.
Purpose of the Study:
- To synthesize and characterize a novel energetic nitrate ester acrylate monomer and its corresponding polymer.
- To evaluate the safety and potential applications of the synthesized energetic polymer.
Main Methods:
- Synthesis of energetic nitrate ester acrylate monomer (4) and its polymerization to NEAP.
- Characterization using high-resolution mass spectrometry, elemental analysis, FTIR, and NMR (1H and 13C{1H}).
- Assessment of electrostatic discharge, friction, and impact sensitivities.
Main Results:
- Compound 4 was synthesized in 68% yield; it is a liquid (m.p. -8.6 °C).
- The resulting polymer, NEAP, is a solid with a glass-transition temperature of -8.8 °C.
- Both 4 and NEAP demonstrated sensitivities comparable to trinitrotoluene.
Conclusions:
- NEAP is a promising energetic polymer with tunable properties.
- The comparable sensitivity to TNT suggests NEAP's viability for advanced energetic formulations.
- Further research into NEAP's performance characteristics is warranted.
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