Distillable Acid-Base Conjugate Ionic Liquids for Cellulose Dissolution and Processing

2011 ◽  
Vol 123 (28) ◽  
pp. 6425-6429 ◽  
Author(s):  
Alistair W. T. King ◽  
Janne Asikkala ◽  
Ilpo Mutikainen ◽  
Paula Järvi ◽  
Ilkka Kilpeläinen
2011 ◽  
Vol 50 (28) ◽  
pp. 6301-6305 ◽  
Author(s):  
Alistair W. T. King ◽  
Janne Asikkala ◽  
Ilpo Mutikainen ◽  
Paula Järvi ◽  
Ilkka Kilpeläinen

2021 ◽  
Vol 14 (1) ◽  
Author(s):  
Shihong Liu ◽  
Michael Gonzalez ◽  
Celine Kong ◽  
Scott Weir ◽  
Aaron M. Socha

Abstract Background 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 N-alkyl chains, and examine their melting points, cellulose dissolution capacities, and toxicity profiles against Daphnia magna and E. coli strain 1A1. The latter organism has been engineered to produce isoprenol, a drop-in biofuel and precursor for commodity chemicals. Results The new N,N-diethyl and N,N-dipropyl methyl benzylammonium ILs were liquids at room temperature, showing 75–100 °C decreased melting points as compared to their N,N,N-trimethyl benzylammonium analog. Extension of N-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. Conclusions Ionic liquids prepared from H-, S- and G-lignin oxidation products provided differential cytotoxic activity against E. coli and D. magna, suggesting these compounds could be tailored for application specificity within a biorefinery.


Cellulose ◽  
2018 ◽  
Vol 25 (12) ◽  
pp. 6887-6900 ◽  
Author(s):  
Niwanthi Dissanayake ◽  
Vidura D. Thalangamaarachchige ◽  
Shelby Troxell ◽  
Edward L. Quitevis ◽  
Noureddine Abidi

1984 ◽  
Vol 131 (12) ◽  
pp. 2887-2892 ◽  
Author(s):  
C. J. Dymek ◽  
J. L. Williams ◽  
D. J. Groeger ◽  
J. J. Auborn

RSC Advances ◽  
2021 ◽  
Vol 11 (62) ◽  
pp. 39278-39286
Author(s):  
Joana Galamba ◽  
Vítor D. Alves ◽  
Noémi Jordão ◽  
Luísa A. Neves

Carboxylate ionic liquids combining benzethonium and didecyldimethylammonium as cations have been explored to be used for the first time as dual functional solvents for microcrystalline cellulose dissolution and, subsequently development of polymeric structures.


2019 ◽  
Vol 43 (33) ◽  
pp. 13010-13019 ◽  
Author(s):  
Andrea Mezzetta ◽  
Stefano Becherini ◽  
Carlo Pretti ◽  
Gianfranca Monni ◽  
Valentina Casu ◽  
...  

New levulinate ionic liquids (ILs) were able to dissolve cellulose in high amounts. The ecotoxicity profiles of these new ILs were also assessed.


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