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(2-Vinyltetrazolyl)furoxans as New Potential Energetic Monomers
Daniil A Chaplygin1, Alexander A Larin1, Dmitry B Meerov2
1N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russian Federation.
Chempluschem
|December 13, 2022
Summary
Researchers synthesized novel (2-vinyltetrazolyl)furoxans, high-energy materials with excellent detonation properties and tunable sensitivity. These energetic monomers show potential for advanced applications, outperforming TNT.
Area of Science:
- Organic Chemistry
- Materials Science
- Energetic Materials
Background:
- Energetic materials are crucial for various applications, demanding compounds with high energy output and controlled safety.
- The development of novel energetic monomers is essential for creating next-generation explosives and propellants.
Purpose of the Study:
- To develop a regioselective synthesis for new (2-vinyltetrazolyl)furoxans.
- To characterize these novel compounds as potential energetic monomers.
- To evaluate their energetic properties and safety characteristics.
Main Methods:
- Regioselective synthesis of (2-vinyltetrazolyl)furoxans.
- Comprehensive characterization using spectral and analytical methods.
- Single-crystal X-ray diffraction for structural analysis.
- Evaluation of detonation parameters and mechanical sensitivity.
- Molecular electrostatic potential (ESP) calculations.
Main Results:
- Successful synthesis of a series of new (2-vinyltetrazolyl)furoxans.
- High nitrogen-oxygen content (63-71%) and high enthalpies of formation.
- Favorable detonation parameters (D: 6.7-7.8 km/s; P: 18-28 GPa).
- Tunable mechanical sensitivity, ranging from highly sensitive to insensitive.
- Identification of structural factors influencing impact sensitivity via ESP calculations.
Conclusions:
- The synthesized (2-vinyltetrazolyl)furoxans are promising energetic monomers.
- Their performance surpasses that of TNT.
- The vinyl moiety and explosophoric heterocyclic combination contribute to their energetic potential and tunability.
