Synthesis, antibiotic structure?activity relationships, and cellulose dissolution studies of new room-temperature ionic liquids derived from lignin [electronic resource]

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Ngôn ngữ: eng

Ký hiệu phân loại: 621.45 Wind engines

Thông tin xuất bản: Washington, D.C. : Oak Ridge, Tenn. : United States. Dept. of Energy. Office of Energy Efficiency and Renewable Energy ; Distributed by the Office of Scientific and Technical Information, U.S. Dept. of Energy, 2021

Mô tả vật lý: Size: Article No. 47 : , digital, PDF file.

Bộ sưu tập: Metadata

ID: 262548

 Ionic liquids (ILs) are promising pretreatment solvents for lignocellulosic biomass, but are largely prepared from petroleum precursors. Benzaldehydes from depolymerized lignin, such as vanillin, syringaldehyde, and 4-methoxy benzaldehyde, represent renewable feedstocks for the synthesis of ionic liquids. We herein report syntheses of novel lignin-derived ionic liquids, with extended <
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 -alkyl chains, and examine their melting points, cellulose dissolution capacities, and toxicity profiles against <
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 Daphnia magna<
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  and <
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 E. coli<
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  strain 1A1. The latter organism has been engineered to produce isoprenol, a drop-in biofuel and precursor for commodity chemicals. The new <
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 N,N<
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 -diethyl and <
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 -dipropyl methyl benzylammonium ILs were liquids at room temperature, showing 75?100 �C decreased melting points as compared to their <
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 -trimethyl benzylammonium analog. Extension of <
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 -alkyl chains also increased antibacterial activity threefold, while ionic liquids prepared from vanillin showed 2- to 4-fold lower toxicity as compared to those prepared from syringaldehyde and 4-methoxybenzaldehyde. The trend of antibacterial activity for anions of lignin-derived ILs was found to be methanesulfonate <
  acetate <
  hydroxide. Microcrystalline cellulose dissolution, from 2 to 4 wt% after 20 min at 100 �C, was observed in all new ILs using light microscopy and IR spectroscopy. Ionic liquids prepared from H-, S- and G-lignin oxidation products provided differential cytotoxic activity against <
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 E. coli<
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  and <
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 D. magna<
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 , suggesting these compounds could be tailored for application specificity within a biorefinery.
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