Synthesis of Bridged Tetrazoles with Promising Properties and Potential Applications by a One‐Step Finkelstein Reaction

Abstract

Numerous nitramine bridged compounds which show promising combinations of properties have already been identified in the area of energetic materials. In this work, four new nitrazapropane bridged tetrazoles, as well as four new trinitrazaheptane tetrazoles and three oxapropane bridged tetrazoles were synthesized and fully characterized. These new compounds can all be synthesized by a simple, one‐step synthesis using Finkelstein conditions. All of these new energetic materials were characterized using NMR spectroscopy, single crystal X‐ray diffraction, vibrational analysis and elemental analysis. The thermal behaviour of these compounds was studied by differential thermal analysis (DTA) and partly by thermogravimetric analysis (TGA). The BAM standard method was used to determine the sensitivities towards impact (IS) and friction (FS). The enthalpies of formation were calculated at the CBS‐4M level, and the energetic performances were calculated using the EXPLO5 (V6.06.01) computer code. The properties of the new compounds were compared to each other as well as to the known energetic material RDX. Moreover, the iron(II) and copper(II) perchlorate complexes with 1,3‐bis‐1,1‐tetrazolylnitrazapropane as ligand were prepared and investigated.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 09, 2023
Source ID
10.1002/chem.202303021

Entities

People

  • Burkhard Krumm
  • Christian Riedelsheimer
  • Jasmin T. Lechner
  • Jennifer Heidrich
  • Jörg Stierstorfer
  • Nina M. Gerold
  • Simon M. J. Endraß
  • Thomas M. Klapötke

Organizations

  • Ludwig-Maximilians-Universität München
  • Office of Naval Research Global
  • Strategic Environmental Research and Development Program

Tags

Fields of Study

  • Chemistry
  • Materials science

Readers

  • Materials Science and Engineering.
  • Organic Chemistry