Abstract
A method for treating cellulose paper using the ionic liquid 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) was developed. The treatment was intended to reform the paper structure. Filter paper was immersed in 20 g of molten [BMIM]Cl at 80 °C for 20–80 s and then washed with ethanol and distilled water. The treated paper was then immersed in tert-butyl alcohol before drying in a freeze dryer for 30 min. Next, polyethylene glycol (PG) and trichloromethylsilane were fixed to freeze-dried paper. The paper treated with [BMIM]Cl had a higher specific surface area than that not treated with [BMIM]Cl, and the specific surface area increased as the treatment time increased. The amount of PG fixed to the paper increased as the specific surface area of the paper increased, and PG improved moisture retention. The degree to which the moisture retention was improved was therefore related to the increase in the specific surface area caused by [BMIM]Cl treatment. Addition of trichloromethylsilane to the paper treated with [BMIM]Cl improved the hydrophobicity, and this was caused by the [BMIM]Cl treatment. Overall, [BMIM]Cl treatment was effective for reforming the paper structure and this improved the amount of functional material that could be fixed to the paper.
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References
Alvaro T, Wei CC, Md NA, Theo GMV (2014) Superhydrophobic foam-like cellulose made of hydrophobized cellulose fibers. Cellulose 21:1735–1743
Bohm A, Gattermayer M, Trieb C, Schabel S, Fiedler D, Miletzky F, Biesalski M (2013) Photo-attaching functional polymers to cellulose fibers for the design of chemically modified paper. Cellulose 20:467–483
Cai J, Kimura S, Wada M, Kuga S (2009) Nanoporous cellulose as metal nanoparticles support. Biomacromol 10:87–94
Cheng Q, Wang S, Rials TG, Lee SH (2007) Physical and mechanical properties of polyvinyl alcohol and polypropylene composite materials reinforced with fibril aggregates isolated from regenerated cellulose fibers. Cellulose 14:593–602
Cichosz S, Masek A (2019) Cellulose structure and property changes indicated via wetting-drying cycles. Polym Degrad Stab 167:33–43
Clark DK, Trujillo-Rodríguez MJ, Anderson JL (2018) Advances in the analysis of biological samples using ionic liquids. Anal Bioanal Chem 410:4567–4573
Feng L, Chen Z (2008) Research progress on dissolution and functional modification of cellulose in ionic liquid. J Mol Liq 142:1–5
Fukahori S, Iguchi Y, Ichiura H, Kitaoka T, Tanaka H, Wariishi H (2007) Effect of void structure of photocatalyst paper on VOC decomposition. Chemosphere 66:2136–2141
Gericke M, Fardim P, Heinze T (2012) Ionic liquids-promising but challenging solvents for homogeneous derivatization of cellulose. Molecules 17:7458–7502
Gossen K, Lava K, Bielawski CW, Binnemans K (2016) Ionic liquid crystals: versatile materials. Chem Rev 116:4643–4807
Iguchi Y, Ichiura H, Kitaoka T, Tanaka H (2003) Preparation and characteristics of high-performance paper containing titanium dioxide photocatalyst supported on inorganic fiber matrix. Chemosphere 53:1193–1199
Ichiura H, Morikawa M, Ninomiya J (2006) Preparation of smart paper part I-formation of nylon microcapsules on paper surface using interfacial polymerization. J Mater Sci 41:7019–7024
Ichiura H, Ohi T, Oyama H, Yokota H, Kunitake T, Ohashi S, Morikawa M (2008) Paper-paraffin composites prepared by interfacial polymerisation reaction on paper surface and its function of thermal energy storage. J Mater Sci 43:1486–1491
Ichiura H, Konishi T, Morikawa M (2009) Alginate film prepared on polyethylene nonwoven sheet and its function for ellagic acid release in response to sodium ions. J Mater Sci 44:992–997
Ichiura H, Nakatani T, Ohtani Y (2011) Separation of pulp and inorganic materials from paper sludge using ionic liquid and centrifugation. Chem Eng J 173:129–134
Ichiura H, Takayama M, Nishida N, Otani Y (2012) Interfacial polymerization preparation of functional paper coated with polyamide film containing volatile essential oil. J Appl Polym Sci 124:242–247
Ichiura H, Hirose Y, Masumoto M, Ohtani Y (2017) Ionic liquid treatment for increasing the wet strength of cellulose paper. Cellulose 24:3469–3477
International Organization for Standardization (2014) Pulps−Determination of water retention value. ISO Standard No. 23714. https://www.iso.org/standard/60371.html
Isk M, Sardon H, Mecerreyes D (2014) Ionic liquid and cellulose: dissolution, chemical modification and preparation of new cellulosic materials. Int J Mol Sci 15:11922–11940
Khalil HPSA, Davoudpour Y, Islam MN, Mustapha A, Sudesh K, Dungani R (2014) Jawaid M (2014) Production and modification of nanofibrillated cellulose using various mechanical processes: a review. Carbohydr polym 99:649–655
Kerton FM, Liu Y, Omori K (2013) W.; Hawboldt, K. Green chemistry and the ocean-based biorefinery. Green Chem 15:860–871
Kosan B, Michels C, Meister F (2008) Dissolution and forming of cellulose with ionic liquids. Cellulose 15:59–66
Lee KV, Suh CP, Suk FC (2016) Highly porous cellulose beads of controllable sizes derived from regenerated cellulose of printed paper wastes. Mater Lett 164:264–266
Li C, Knierim B, Manisseri C, Arora R, Scheller HV, Auer M, Vogel KP, Simmons BA, Singh S (2010) Comparison of dilute acid and ionic liquid pretreatment of switchgrass: biomass recalcitrance, delignification and enzymatic saccharification. Bioresour Technol 101:4900–4906
Li X, Ballerini DR, Shen W (2012) A perspective on paper based micro fluidics: current status and future trends. Biomicrofluidics 6:011301. https://doi.org/10.1063/1.3687398
Lindman B, Karlstrom G, Stigsson L (2010) On the mechanism of dissolution of cellulose. J Mol Liq 156:76–81
McCormick CL, Callais PA, Hutchinson BH (1985) Solution studies of cellulose in lithium chloride and N, N-dimethylacetamide. Macromolecules 18:2394–2401
Ngo YH, Li D, Simon PGP, Garnier G (2011) Paper surfaces functionalized by nanoparticles. Adv Colloid Interf 163:23–38
Olivier-Bourbigou H, Magna L, Morvan D (2010) Ionic liquids and catalysis: recent progress from knowledge to applications. Appl Catal A Gen 373:1–56
Puri BR, Bansal RC (1965) Iodine adsorption method for measuring surface area of carbon black. Carbon 3:227–230
Samayam IP, Schall CA (2010) Saccharification of ionic liquid pretreated biomass with commercial enzyme mixtures. Bioresour Technol 101:3561–3566
Shen J, Song Z, Qian X, Ni Y (2011) Areview on use of fillers in cellulosic paper for functional applications. Ind Eng Chem Res 50:661–666
Siegel AC, Phillips ST, Wiley BJ (2009) Whitesides, G. M. Thin, light, foldable thermo chromic displays on paper. Lab Chip 9:2775–2781
Sivapragasam M, Moniruzzaman M, Goto M (2016) Recent advances in exploiting ionic liquids for biomolecules: solubility, stability and applications. Biotechnol J 11:1000–1013
Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellulose with ionic liquids. J Am Chem Sci 124:4974–4975
Wanasekara ND, Michud A, Zhu C, Rahatekar S, Sixta H, Eichhom S (2016) Deformation mechanisms in ionic liquid spun cellulose fibers. Polymer 99:222–230
Williamson SL, Armentrout RS, Porter RS, McCormick CL (1998) Microstructural examination of semi-interpenetrating networks of poly(N, N-dimwthylacrylamide) with cellulose or chitin synthesized in lithium chloride/N, N-dimethylacetamide. Macromolecules 31:8134–8141
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
Zhang H, Wu J, Zhang J, He J (2005) 1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose. Macromolecules 38:8272–8277
Zhang J, Yamagishi N, Tominaga K, Gotoh Y (2017) High-strength regenerated cellulose fibers spun from 1-butyl-3-methylimidazolium chloride solutions. J Appl Polym Sci 134:45551. https://doi.org/10.1002/app.45551
Acknowledgments
We thank Gareth Thomas, PhD, and Gabrielle David, PhD, from Edanz Group (www.edanzediting.com/ac) for editing a draft of this manuscript.
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The study was supported by a grant-in-aid for scientific research (grant number 16K07810) provided by the Japanese Society for the Promotion of Science.
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Yamamoto, Y., Fujieda, T. & Ichiura, H. Reforming paper structure using an ionic liquid treatment to improve the specific surface area, moisture retention, and hydrophobicity. Cellulose 27, 8317–8327 (2020). https://doi.org/10.1007/s10570-020-03303-6
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DOI: https://doi.org/10.1007/s10570-020-03303-6