Abstract
The potential of a blended cellulose solvent, consisting of a 1:1 mass ratio of choline chloride with the ionic liquid 1-ethyl-3-methylimadazolium acetate, was evaluated by using a film-casting technique. When comparing films produced with the neat ionic liquid to casting products from the mixed solvent, mechanical properties could largely be retained, while transparency was somewhat impaired. This is attributed to a fibrous microstructure and a higher degree of crystallinity caused by incomplete dissolution of the initial cellulose fibres. The presence of these residual fibres significantly reduced shrinkage during the film formation process. Functional group analyses, together with information on their crystallographic structure, proved that these film-like products should be classified as all-cellulose composites (ACCs). Statistical analyses of tensile properties justify further research on the mixed solvent system for cellulose processing.
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References
Abbott AP, Boothby D, Capper G, Davies DL, Rasheed RK (2004) Deep Eutectic Solvents Formed between Choline Chloride and Carboxylic Acids: Versatile Alternatives to Ionic Liquids. J Am Chem Soc 126:9142–9147. https://doi.org/10.1021/ja048266j
Ago M, Endo T, Hirotsu T (2004) Crystalline transformation of native cellulose from cellulose I to cellulose ID polymorph by a ball-milling method with a specific amount of water. Cellulose 11:163–167. https://doi.org/10.1023/B:CELL.0000025423.32330.fa
Asaadi S, Hummel M, Ahvenainen P, Gubitosi M, Olsson U, Sixta H (2018) Structural analysis of Ioncell-F fibres from birch wood. Carbohydr Polym TA - TT – 181:893–901. https://doi.org/10.1016/j.carbpol.2017.11.062 LK - https://UnivofPretoria.on.worldcat.org/oclc/7218204508
ASTM International (2018) ASTM D882-18: Standard Test. Method for Tensile Properties of Thin Plastic Sheeting
Beirlant J, Goegebeur Y, Teugels J, Segers J (2004) Statistics of extremes: theory and applicationse. Wiley, Chichester, West Sussex
Cao Y, Li H, Zhang Y, Zhang J, He J (2010) Structure and properties of novel regenerated cellulose films prepared from cornhusk cellulose in room temperature ionic liquids. J Appl Polym Sci 116:547–554. https://doi.org/10.1002/app.31273
Carrillo F, Colom X, Suñol JJ, Saurina J (2004) Structural FTIR analysis and thermal characterisation of lyocell and viscose-type fibres. Eur Polym J 40:2229–2234. https://doi.org/10.1016/j.eurpolymj.2004.05.003
Chen X, Zhang Y, Cheng L, Wang H (2009) Rheology of Concentrated Cellulose Solutions in 1-Butyl-3-methylimidazolium Chloride. J Polym Environ 17:273–279. https://doi.org/10.1007/s10924-009-0149-4
Coles S (2001) An introduction to statistical modeling of extreme values. Springer, London, UK
de Haan L, Ferreira A (2006) Extreme value theory: an introduction. Springer, New York, NY, USA
Duchemin BJC, Newman RH, Staiger MP (2009) Structure–property relationship of all-cellulose composites. Compos Sci Technol 69:1225–1230. https://doi.org/10.1016/j.compscitech.2009.02.027
Florindo C, Oliveira FS, Rebelo LPN, Fernandes AM, Marrucho IM (2014) Insights into the synthesis and properties of deep eutectic solvents based on cholinium chloride and carboxylic acids. ACS Sustain Chem Eng 2:2416–2425. https://doi.org/10.1021/sc500439w
French AD, Santiago Cintrón M (2013) Cellulose polymorphy, crystallite size, and the segal crystallinity index. Cellulose 20:583–588. https://doi.org/10.1007/s10570-012-9833-y
Gong J, Li J, Xu J, Xiang Z, Mo L (2017) Research on cellulose nanocrystals produced from cellulose sources with various polymorphs. RSC Adv 7:33486–33493. https://doi.org/10.1039/C7RA06222B
Han J, Zhou C, Wu Y, Liu F, Wu Q (2013) Self-assembling behavior of cellulose nanoparticles during freeze-drying: effect of suspension concentration, particle size, crystal structure, and surface charge. Biomacromolecules 14:1529–1540. https://doi.org/10.1021/bm4001734
Huber T, Müssig J, Curnow O, Pang S, Bickerton S, Staiger MP (2012) A critical review of all-cellulose composites. J Mater Sci 47:1171–1186. https://doi.org/10.1007/s10853-011-5774-3
International Organization for Standardization (2014) ISO 11358-1:2014(en) Plastics — Thermogravimetry (TG) of polymers — Part 1: general principles
Ioelovich M (2013) Nanoparticles of Amorphous Cellulose and Their Properties. J Nanosci Nanotechnol 1:41–45. https://doi.org/10.11648/j.nano.20130101.18
Jenkinson AF (1955) The frequency distribution of the annual maximum (or minimum) of meteorological elements. Q J Roy Meteor Soc 81:158–171
Klein-Marcuschamer D, Simmons BA, Blanch HW (2011) Techno-economic analysis of a lignocellulosic ethanol biorefinery with ionic liquid pre-treatment. Biofuels Bioprod Biorefining 5:562–569. https://doi.org/10.1002/bbb.303
Lethesh KC, Evjen S, Venkatraman V, Shah SN, Fiksdahl A (2020) Highly efficient cellulose dissolution by alkaline ionic liquids. Carbohyd Polym 229:115594. https://doi.org/10.1016/j.carbpol.2019.115594
Lethesh KC, Wilfred CD, Shah SN, Uemura Y, Mutalib MIA (2016) Synthesis and characterization of nitrile-functionalized azepanium ionic liquids for the dissolution of cellulose. Procedia Eng 148:385–391. https://doi.org/10.1016/j.proeng.2016.06.494
Liu D, Xia K, Cai W, Yang R, Wang L, Wang B (2012) Investigations about dissolution of cellulose in the 1-allyl-3-alkylimidazolium chloride ionic liquids. Carbohyd Polym 87:1058–1064. https://doi.org/10.1016/j.carbpol.2011.08.026
Liu Z, Sun X, Hao M, Huang C, Xue Z, Mu T (2015) Preparation and characterization of regenerated cellulose from ionic liquid using different methods. Carbohyd Polym 117:99–105. https://doi.org/10.1016/j.carbpol.2014.09.053
Lynam JG, Kumar N, Wong MJ (2017) Deep eutectic solvents’ ability to solubilize lignin, cellulose, and hemicellulose; thermal stability; and density. Bioresour Technol 238:684–689. https://doi.org/10.1016/j.biortech.2017.04.079
Meenatchi B, Renuga V, Manikandan A (2017) Cellulose dissolution and regeneration using various imidazolium based protic ionic liquids. J Mol Liq 238:582–588. https://doi.org/10.1016/j.molliq.2016.05.008
Meng Y, Pang Z, Dong C (2017) Enhancing cellulose dissolution in ionic liquid by solid acid addition. Carbohyd Polym 163:317–323. https://doi.org/10.1016/j.carbpol.2017.01.085
Pang J-H, Liu X, Wu M, Wu Y-Y, Zhang X-M, Sun R-C (2014) Fabrication and characterization of regenerated cellulose films using different ionic liquids. J Spectrosc. https://doi.org/10.1155/2014/214057
Parviainen H, Parviainen A, Virtanen T, Kilpeläinen I, Ahvenainen P, Serimaa R, Grönqvist S, Maloney T, Maunu SL (2014) Dissolution enthalpies of cellulose in ionic liquids. Carbohyd Polym 113:67–76. https://doi.org/10.1016/j.carbpol.2014.07.001
Pickands J (1975) Statistical inference using extreme order statistics. Ann Stat 3:119–131. https://doi.org/10.1214/aos/1176343003
Rabideau BD, Agarwal A, Ismail AE (2014) The role of the cation in the solvation of cellulose by imidazolium-based ionic liquids. J Phys Chem B 118:1621–1629. https://doi.org/10.1021/jp4115755
Raut DG, Sundman O, Su W, Virtanen P, Sugano Y, Kordas K, Mikkola J-P (2015) A morpholinium ionic liquid for cellulose dissolution. Carbohyd Polym 130:18–25. https://doi.org/10.1016/j.carbpol.2015.04.032
Reddy KO, Maheswari CU, Dhlamini MS, Mothudi BM, Zhang J, Zhang J, Nagarajan R, Rajulu AV (2017) Preparation and characterization of regenerated cellulose films using borassus fruit fibers and an ionic liquid. Carbohyd Polym 160:203–211. https://doi.org/10.1016/j.carbpol.2016.12.051
Reddy KO, Zhang J, Zhang J, Rajulu AV (2014) Preparation and properties of self-reinforced cellulose composite films from Agave microfibrils using an ionic liquid. Carbohyd Polym 114:537–545. https://doi.org/10.1016/j.carbpol.2014.08.054
Reiss RD, Thomas M (2007) Statistical analysis of extreme values: with applications to insurance, finance, hydrology and other fields, 3rd edn. Birkhäuser, Basel
Ren H, Chen C, Guo S, Zhao D, Wang Q (2016) Synthesis of a novel allyl-functionalized deep eutectic solvent to promote dissolution of cellulose. Bioresources 11(4):8457–8469
Ren H, Wang Q, Guo S, Zhao D, Chen C (2017) The role and potential of morpholinium-based ionic liquids in dissolution of cellulose. Eur Polym J 92:204–212. https://doi.org/10.1016/j.eurpolymj.2017.05.011
Shibata M, Teramoto N, Nakamura T, Saitoh Y (2013) All-cellulose and all-wood composites by partial dissolution of cotton fabric and wood in ionic liquid. Carbohyd Polym 98:1532–1539. https://doi.org/10.1016/j.carbpol.2013.07.062
Stolarska O, Pawlowska-Zygarowicz A, Soto A, Rodríguez H, Smiglak M (2017) Mixtures of ionic liquids as more efficient media for cellulose dissolution. Carbohyd Polym 178:277–285. https://doi.org/10.1016/j.carbpol.2017.09.025
Sun L, Chen JY, Jiang W, Lynch V (2015) Crystalline characteristics of cellulose fiber and film regenerated from ionic liquid solution. Carbohyd Polym 118:150–155. https://doi.org/10.1016/j.carbpol.2014.11.008
Suopajärvi T, Sirviö JA, Liimatainen H (2017) Nanofibrillation of deep eutectic solvent-treated paper and board cellulose pulps. Carbohyd Polym 169:167–175. https://doi.org/10.1016/j.carbpol.2017.04.009
Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellose with ionic liquids. J Am Chem Soc 124:4974–4975. https://doi.org/10.1021/ja025790m
Thygesen A, Oddershede J, Lilholt H, Thomsen AB, Ståhl K (2005) On the determination of crystallinity and cellulose content in plant fibres. Cellulose 12:563. https://doi.org/10.1007/s10570-005-9001-8
von Mises R (1936) La distribution de la plus grande de n valeurs. Rev Math Union Interbalcanique 1:141–160
Wahlström RM, Suurnäkki A (2015) Enzymatic hydrolysis of lignocellulosic polysaccharides in the presence of ionic liquids. Green Chem 17:694–714. https://doi.org/10.1039/C4GC01649A
Wang H, Gurau G, Rogers RD (2012) Ionic liquid processing of cellulose. Chem Soc Rev 41:1519–1537. https://doi.org/10.1039/C2CS15311D
Weldemhret TG, Bañares AB, Ramos KRM, Lee W-K, Nisola GM, Valdehuesa KNG, Chung W-J (2020) Current advances in ionic liquid-based pre-treatment and depolymerization of macroalgal biomass. Renew Energy 152:283–299. https://doi.org/10.1016/j.renene.2020.01.054
Wilcox C, Van Sebille E, Hardesty BD (2015) Threat of plastic pollution to seabirds is global, pervasive and increasing. P Natl Acad Sci 112:11899–11904
Yamane C (2015) Structure formation of regenerated cellulose from its solution and resultant features of high wettability: a review. Nord Pulp Pap Res J 30:78–91. https://doi.org/10.3183/npprj-2015-30-01-p078-091
Yousefi H, Nishino T, Faezipour M, Ebrahimi G, Shakeri A (2011) Direct fabrication of all-cellulose nanocomposite from cellulose microfibers using ionic liquid-based nanowelding. Biomacromolecules 12:4080–4085. https://doi.org/10.1021/bm201147a
Yu L, Lin J, Tian F, Li X, Bian F, Wang J (2014) Cellulose nanofibrils generated from jute fibers with tunable polymorphs and crystallinity. J Mater Chem A 2:6402–6411. https://doi.org/10.1039/C4TA00004H
Zhang C, Liu R, Xiang J, Kang H, Liu Z, Huang Y (2014) Dissolution mechanism of cellulose in N,N-dimethylacetamide/lithium chloride: revisiting through molecular interactions. J Phys Chem B 118:9507–9514. https://doi.org/10.1021/jp506013c
Zhang J, Luo N, Zhang X, Xu L, Wu J, Yu J, He J, Zhang J (2016) All-cellulose nanocomposites reinforced with in situ retained cellulose nanocrystals during selective dissolution of cellulose in an ionic liquid. ACS Sustain Chem Eng 4:4417–4423. https://doi.org/10.1021/acssuschemeng.6b01034
Zhao D, Li H, Zhang J, Fu L, Liu M, Fu J, Ren P (2012) Dissolution of cellulose in phosphate-based ionic liquids. Carbohyd Polym 87:1490–1494. https://doi.org/10.1016/j.carbpol.2011.09.045
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Financial support from PAMSA and the Department of Science and Innovation under Grant No. DST/CON 0004/2019 is gratefully acknowledged. The authors also thank Sappi for supplying of α-cellulose pulp samples as well as equipment to prepare hand sheets.
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All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by HO, EdT, MTL, MA, JWS, SC, and MW. The first draft of the manuscript was written by HO and EdT and final editing was done by WF and EdT. All authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.
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Oosthuizen, H., du Toit, E.L., Loots, M.T. et al. A novel cost-effective choline chloride/ionic liquid solvent for all-cellulose composite production. Cellulose 30, 127–140 (2023). https://doi.org/10.1007/s10570-022-04907-w
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DOI: https://doi.org/10.1007/s10570-022-04907-w