Fully-iodinated bridged pyrroles as high thermostable energetic biocidal materials

Xin yuan Zhao; Xun Zhang; Hao tian Yu; Yan Liu; Si ping Pang; Chun lin He

doi:10.1016/j.enmf.2025.03.002

Fully-iodinated bridged pyrroles as high thermostable energetic biocidal materials

Xin yuan Zhao
, Xun Zhang
, Hao tian Yu
, Yan Liu^*
, Si ping Pang
, Chun lin He^*

^*Corresponding author for this work

School of Material Science and Engineering

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

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.

Original language	English
Pages (from-to)	67-73
Number of pages	7
Journal	Energetic Materials Frontiers
Volume	6
Issue number	1
DOIs	https://doi.org/10.1016/j.enmf.2025.03.002
Publication status	Published - Mar 2025

Keywords

Alkylation
Energetic materials
High stability
Iodine
Pyrrole

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10.1016/j.enmf.2025.03.002

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title = "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 (Td: 267–344 °C) which is a significantly improved compared to 2,3,4,5-tetraiodo-1H-pyrrole (TIPL, Td: 168 °C). Furthermore, good detonation pressure (P) and detonation velocity (D) were realized, showing great prospective for applications as potential energetic biocidal materials.",

keywords = "Alkylation, Energetic materials, High stability, Iodine, Pyrrole",

author = "Zhao, \{Xin yuan\} and Xun Zhang and Yu, \{Hao tian\} and Yan Liu and Pang, \{Si ping\} and He, \{Chun lin\}",

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year = "2025",

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doi = "10.1016/j.enmf.2025.03.002",

language = "English",

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TY - JOUR

T1 - Fully-iodinated bridged pyrroles as high thermostable energetic biocidal materials

AU - Zhao, Xin yuan

AU - Zhang, Xun

AU - Yu, Hao tian

AU - Liu, Yan

AU - Pang, Si ping

AU - He, Chun lin

PY - 2025/3

Y1 - 2025/3

N2 - 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 (Td: 267–344 °C) which is a significantly improved compared to 2,3,4,5-tetraiodo-1H-pyrrole (TIPL, Td: 168 °C). Furthermore, good detonation pressure (P) and detonation velocity (D) were realized, showing great prospective for applications as potential energetic biocidal materials.

AB - 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 (Td: 267–344 °C) which is a significantly improved compared to 2,3,4,5-tetraiodo-1H-pyrrole (TIPL, Td: 168 °C). Furthermore, good detonation pressure (P) and detonation velocity (D) were realized, showing great prospective for applications as potential energetic biocidal materials.

KW - Alkylation

KW - Energetic materials

KW - High stability

KW - Iodine

KW - Pyrrole

UR - https://www.scopus.com/pages/publications/105002569594

U2 - 10.1016/j.enmf.2025.03.002

DO - 10.1016/j.enmf.2025.03.002

M3 - Article

AN - SCOPUS:105002569594

SN - 2666-6472

VL - 6

SP - 67

EP - 73

JO - Energetic Materials Frontiers

JF - Energetic Materials Frontiers

IS - 1

ER -

Fully-iodinated bridged pyrroles as high thermostable energetic biocidal materials

Abstract

Keywords

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