New Generation Agent Defeat Weapons: Energetic N,N′-Ethylene-Bridged Polyiodoazoles

Gang Zhao; Dheeraj Kumar; Chunlin He; Joseph P. Hooper; Gregory H. Imler; Damon A. Parrish; Jean'ne M. Shreeve

doi:10.1002/chem.201704798

New Generation Agent Defeat Weapons: Energetic N,N′-Ethylene-Bridged Polyiodoazoles

Gang Zhao, Dheeraj Kumar, Chunlin He, Joseph P. Hooper, Gregory H. Imler, Damon A. Parrish, Jean'ne M. Shreeve^*

^*Corresponding author for this work

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

24 Citations (Scopus)

Abstract

Sodium salts of iodine-rich pyrazole and imidazole with 1-(2-bromoethyl)-5-aminotetrazole are useful precursors for energetic N,N′-ethylene-bridged polyiodoazoles. Compounds 1–3 were characterized with IR, and ¹H and ¹³C NMR spectroscopy as well as elemental analyses. The molecular structures of 1 and 2 were confirmed by using single crystal X-ray diffraction. Heats of formation were calculated using Gaussian 03 and detonation properties and biocidal efficiency were calculated with CHEETAH 7. The decomposition products of 1–3 destroy microbes more effectively than some previously reported biocides since the thermal decomposition occurs at below 400 °C without addition of oxidizer or combustion adjuvant.

Original language	English
Pages (from-to)	16753-16757
Number of pages	5
Journal	Chemistry - A European Journal
Volume	23
Issue number	66
DOIs	https://doi.org/10.1002/chem.201704798
Publication status	Published - 27 Nov 2017
Externally published	Yes

Keywords

N, N′-ethylene-bridged
agent defeat weapons
energetic materials
heterocycles
polyiodoazoles

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10.1002/chem.201704798

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title = "New Generation Agent Defeat Weapons: Energetic N,N′-Ethylene-Bridged Polyiodoazoles",

abstract = "Sodium salts of iodine-rich pyrazole and imidazole with 1-(2-bromoethyl)-5-aminotetrazole are useful precursors for energetic N,N′-ethylene-bridged polyiodoazoles. Compounds 1–3 were characterized with IR, and 1H and 13C NMR spectroscopy as well as elemental analyses. The molecular structures of 1 and 2 were confirmed by using single crystal X-ray diffraction. Heats of formation were calculated using Gaussian 03 and detonation properties and biocidal efficiency were calculated with CHEETAH 7. The decomposition products of 1–3 destroy microbes more effectively than some previously reported biocides since the thermal decomposition occurs at below 400 °C without addition of oxidizer or combustion adjuvant.",

keywords = "N, N′-ethylene-bridged, agent defeat weapons, energetic materials, heterocycles, polyiodoazoles",

author = "Gang Zhao and Dheeraj Kumar and Chunlin He and Hooper, {Joseph P.} and Imler, {Gregory H.} and Parrish, {Damon A.} and Shreeve, {Jean'ne M.}",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2017",

month = nov,

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doi = "10.1002/chem.201704798",

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T2 - Energetic N,N′-Ethylene-Bridged Polyiodoazoles

AU - Zhao, Gang

AU - Kumar, Dheeraj

AU - He, Chunlin

AU - Hooper, Joseph P.

AU - Imler, Gregory H.

AU - Parrish, Damon A.

AU - Shreeve, Jean'ne M.

PY - 2017/11/27

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N2 - Sodium salts of iodine-rich pyrazole and imidazole with 1-(2-bromoethyl)-5-aminotetrazole are useful precursors for energetic N,N′-ethylene-bridged polyiodoazoles. Compounds 1–3 were characterized with IR, and 1H and 13C NMR spectroscopy as well as elemental analyses. The molecular structures of 1 and 2 were confirmed by using single crystal X-ray diffraction. Heats of formation were calculated using Gaussian 03 and detonation properties and biocidal efficiency were calculated with CHEETAH 7. The decomposition products of 1–3 destroy microbes more effectively than some previously reported biocides since the thermal decomposition occurs at below 400 °C without addition of oxidizer or combustion adjuvant.

AB - Sodium salts of iodine-rich pyrazole and imidazole with 1-(2-bromoethyl)-5-aminotetrazole are useful precursors for energetic N,N′-ethylene-bridged polyiodoazoles. Compounds 1–3 were characterized with IR, and 1H and 13C NMR spectroscopy as well as elemental analyses. The molecular structures of 1 and 2 were confirmed by using single crystal X-ray diffraction. Heats of formation were calculated using Gaussian 03 and detonation properties and biocidal efficiency were calculated with CHEETAH 7. The decomposition products of 1–3 destroy microbes more effectively than some previously reported biocides since the thermal decomposition occurs at below 400 °C without addition of oxidizer or combustion adjuvant.

KW - N, N′-ethylene-bridged

KW - agent defeat weapons

KW - energetic materials

KW - heterocycles

KW - polyiodoazoles

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IS - 66

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New Generation Agent Defeat Weapons: Energetic N,N′-Ethylene-Bridged Polyiodoazoles

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Keywords

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