Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions

A reversible amine-carbamate approach has been developed to reduce the use of antisolvents such as water in the coagulation of biopolymers from ionic liquid (IL) solution and thus improve the economy of IL recycle. Cellulose and chitin were recovered from 1-ethyl-3-methylimidazolium acetate ([C2mim]...

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Main Authors: Julia L. Shamshina, Ying Qin, Ken Belmore, Daniel T. Daly, Robin D. Rogers
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2021-12-01
Series:Green Chemical Engineering
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S266695282100039X
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author Julia L. Shamshina
Ying Qin
Ken Belmore
Daniel T. Daly
Robin D. Rogers
author_facet Julia L. Shamshina
Ying Qin
Ken Belmore
Daniel T. Daly
Robin D. Rogers
author_sort Julia L. Shamshina
collection DOAJ
description A reversible amine-carbamate approach has been developed to reduce the use of antisolvents such as water in the coagulation of biopolymers from ionic liquid (IL) solution and thus improve the economy of IL recycle. Cellulose and chitin were recovered from 1-ethyl-3-methylimidazolium acetate ([C2mim][OAc]) solution by introducing the miscible amines triethanolamine (TEA), ethylenediamine (EDA), or butylamine (BA) and bubbling CO2 at 40 °C and atmospheric pressure through the solutions to form carbamate salts in situ which resulted in biopolymer coagulation. BA gave the best results because of its low boiling point and low viscosity, which benefited both biopolymer recovery and IL recycle. Cellulose films and fibers could be formed by extrusion of an MCC/[C2mim]‐[OAc] solution into a coagulating bath comprised of a 1:1 M mixture of [C2mim][OAc] and butylammonium butylcarbamate (BA-carbamate). The cellulose, IL, amine, and CO2 were easily separated, although the cellulose recovered required some water washings to remove traces of IL. Up to 96.4% of the [C2mim][OAc] could be recovered, 76.2% from the coagulation bath and 20.2% from the water washings. The recycled IL was suitable for another cycle of cellulose dissolution and extrusion and 84.6% of the IL used for the second cycle was recovered. Although further work is needed, not the least of which will be reducing the amount of water needed for washing steps, some promising features of this process point the way for new directions for more economically viable IL recycling processes in biomass treatment with ILs.
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spelling doaj.art-c5ca404660aa466aa55e585a573b92002022-12-27T04:39:53ZengKeAi Communications Co. Ltd.Green Chemical Engineering2666-95282021-12-0124384391Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutionsJulia L. Shamshina0Ying Qin1Ken Belmore2Daniel T. Daly3Robin D. Rogers4Fiber and Biopolymer Research Institute, Department of Plant and Soil Science, Texas Tech University, Lubbock, TX, 79409, USA; Corresponding authors.Alabama Institute for Manufacturing Excellence, The University of Alabama, Tuscaloosa, AL, 35487, USADepartment of Chemistry and Biochemistry, The University of Alabama, Tuscaloosa, AL, 35487, USAAlabama Institute for Manufacturing Excellence, The University of Alabama, Tuscaloosa, AL, 35487, USACollege of Arts & Sciences, The University of Alabama, Tuscaloosa, AL, 35487, USA; 525 Solutions, Inc., P.O. Box 2206, Tuscaloosa, AL, 35403, USA; Corresponding authors.A reversible amine-carbamate approach has been developed to reduce the use of antisolvents such as water in the coagulation of biopolymers from ionic liquid (IL) solution and thus improve the economy of IL recycle. Cellulose and chitin were recovered from 1-ethyl-3-methylimidazolium acetate ([C2mim][OAc]) solution by introducing the miscible amines triethanolamine (TEA), ethylenediamine (EDA), or butylamine (BA) and bubbling CO2 at 40 °C and atmospheric pressure through the solutions to form carbamate salts in situ which resulted in biopolymer coagulation. BA gave the best results because of its low boiling point and low viscosity, which benefited both biopolymer recovery and IL recycle. Cellulose films and fibers could be formed by extrusion of an MCC/[C2mim]‐[OAc] solution into a coagulating bath comprised of a 1:1 M mixture of [C2mim][OAc] and butylammonium butylcarbamate (BA-carbamate). The cellulose, IL, amine, and CO2 were easily separated, although the cellulose recovered required some water washings to remove traces of IL. Up to 96.4% of the [C2mim][OAc] could be recovered, 76.2% from the coagulation bath and 20.2% from the water washings. The recycled IL was suitable for another cycle of cellulose dissolution and extrusion and 84.6% of the IL used for the second cycle was recovered. Although further work is needed, not the least of which will be reducing the amount of water needed for washing steps, some promising features of this process point the way for new directions for more economically viable IL recycling processes in biomass treatment with ILs.http://www.sciencedirect.com/science/article/pii/S266695282100039XCarbamateIonic liquidRecoverySwitchableCoagulationBiopolymers
spellingShingle Julia L. Shamshina
Ying Qin
Ken Belmore
Daniel T. Daly
Robin D. Rogers
Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
Green Chemical Engineering
Carbamate
Ionic liquid
Recovery
Switchable
Coagulation
Biopolymers
title Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
title_full Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
title_fullStr Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
title_full_unstemmed Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
title_short Switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
title_sort switchable carbamate coagulants to improve recycling ionic liquid from biomass solutions
topic Carbamate
Ionic liquid
Recovery
Switchable
Coagulation
Biopolymers
url http://www.sciencedirect.com/science/article/pii/S266695282100039X
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AT yingqin switchablecarbamatecoagulantstoimproverecyclingionicliquidfrombiomasssolutions
AT kenbelmore switchablecarbamatecoagulantstoimproverecyclingionicliquidfrombiomasssolutions
AT danieltdaly switchablecarbamatecoagulantstoimproverecyclingionicliquidfrombiomasssolutions
AT robindrogers switchablecarbamatecoagulantstoimproverecyclingionicliquidfrombiomasssolutions