Fully-iodinated bridged pyrroles as high thermostable energetic biocidal materials

Abstract

Pyrrole is one of the important versatile skeletons for functional materials, fully-substituted pyrroles can achieve multiple substitutions. But, spatial site resistance effects make its synthesis difficult. In this work, a series of fully-iodinated bridged pyrroles (compounds 8–13) as energetic biocidal compounds were synthesized through two-step. They show high iodine content of 82.98 %–88.02 %, and high thermal stability (T_d: 267–344 °C) which is a significantly improved compared to 2,3,4,5-tetraiodo-1H-pyrrole (TIPL, T_d: 168 °C). Furthermore, good detonation pressure (P) and detonation velocity (D) were realized, showing great prospective for applications as potential energetic biocidal materials.