Top

Rheologica Acta

Published in:

18-01-2024 | Original Contribution

Rheology and dissolution capacity of cellulose in novel [mTBNH][OAc] ionic liquid mixed with green co-solvents

Authors: Elvira Tarasova, Nutan Savale, Peeter-Mihkel Ausmaa, Illia Krasnou, Andres Krumme

Published in: Rheologica Acta | Issue 2/2024

Activate our intelligent search to find suitable subject content or patents.

search-config

AI-assisted search

Off

Abstract

Dissolution of cellulose is crucial for its regeneration and chemical modification, such as homogeneous transesterification, for example. The cellulose dissolution in ionic liquid (IL) media is suggested as a prospective environmentally friendly alternative to conventional solvents. In this study, novel distillable ionic liquid 5-methyl-1,5,7-triaza-bicyclo-[4.3.0]non-6-enium acetate, [mTBNH][OAc] was used for cellulose dissolution. This IL has high dissolving power towards cellulose and durability for recycling. However, the disadvantage of ILs is their high viscosity, which limits the supreme cellulose concentration in IL solutions, and their high cost, hindering their commercialization. The addition of low-viscous, low-cost, and naturally derived co-solvents can reduce the overall viscosity and cost. In this study, rheology experiments were conducted to investigate the flow behavior of cellulose in [mTBNH][OAc] ionic liquid mixed with the green co-solvents such as γ-Valerolactone (GVL), dimethyl isosorbide (DMI), and N,N′-dimethylpropyleneurea (DMPU). A study of the rheology showed that the viscosity reduces at low doses of co-solvent (≤ 50 wt%) but causes the structuring of the cellulose solution and its gelation (or phase separation) at high doses (≥ 50 wt%). The rheological study also indicated that the flow activation energy of cellulose in IL/co-solvent systems is lower than that in pure IL and decays in the order of DMPU > DMI > GVL > DMSO.

Graphical abstract

previous article Rheological behavior of SiO2 NP/CTAB/PPA wormlike micelles in alcohol/water mixture

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

über 67.000 Bücher
über 390 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Maschinenbau + Werkstoffe

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

über 102.000 Bücher
über 537 Zeitschriften

aus folgenden Fachgebieten:

Automobil + Motoren
Bauwesen + Immobilien
Business IT + Informatik
Elektrotechnik + Elektronik
Energie + Nachhaltigkeit
Finance + Banking
Management + Führung
Marketing + Vertrieb
Maschinenbau + Werkstoffe
Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

inform now

Andanson J-M, Bordes E et al (2014) Understanding the role of co-solvents in the dissolution of cellulose in ionic liquids. Green Chem 16(5):2528–2538CrossRef

Barnes HA, Hutton JF, Walters K (1989) An introduction to rheology. Elsevier

Bistany KL, Kokini JL (1983) Dynamic viscoelastic properties of foods in texture control. J Rheol 27(6):605–620CrossRef

Brandrup J, Immergut EH et al (2005) Polymer handbook, 4th edn. John Wiley & Sons

Budtova T, Navard P (2015) Viscosity-temperature dependence and activation energy of cellulose solutions. Nord Pulp Pap Res J 30(1):99–104

Byrne FP, Jin S et al (2016) Tools and techniques for solvent selection: green solvent selection guides. Sustain Chem Process 4(1):7CrossRef

Cao X, Sun S et al (2013) Rapid synthesis of cellulose esters by transesterification of cellulose with vinyl esters under the catalysis of NaOH or KOH in DMSO. J Agric Food Chem 61(10):2489–2495CrossRef

Chen X, Zhang Y et al (2009) Rheology of concentrated cellulose solutions in 1-butyl-3-methylimidazolium chloride. J Polym Environ 17(4):273–279CrossRef

Chen X, Zhang Y et al (2011) Solution rheology of cellulose in 1-butyl-3-methyl imidazolium chloride. J Rheol 55(3):485–494CrossRef

Cravotto G, Gaudino EC et al (2008) Preparation of second generation ionic liquids by efficient solvent-free alkylation of N-heterocycles with chloroalkanes. Molecules 13:149–156CrossRef

Dalla Torre D, Annatelli M et al (2023) Acid catalyzed synthesis of dimethyl isosorbide via dimethyl carbonate chemistry. Catal Today 423:113892CrossRef

Elsayed S, Hellsten S et al (2020) Recycling of superbase-based ionic liquid solvents for the production of textile-grade regenerated cellulose fibers in the lyocell process. ACS Sustain Chem Eng 8(37):14217–14227CrossRef

Fink HP, Weigel P et al (2001) Structure formation of regenerated cellulose materials from NMMO-solutions. Prog Polym Sci 26(9):1473–1524CrossRef

Flieger J, Flieger M (2020) Ionic liquids toxicity-benefits and threats. Int J Mol Sci 21(17):6267CrossRef

Gandhi KS, Williams MC (1972) Effect of solvent character on polymer entanglements. J Appl Polym Sci 16(10):2721–2725CrossRef

Gericke M, Schlufter K et al (2009) Rheological properties of cellulose/ionic liquid solutions: from dilute to concentrated states. Biomacromolecules 10(5):1188–1194CrossRef

Gleissle W, Hochstein B (2003) Validity of the Cox-Merz rule for concentrated suspensions. J Rheol 47(4):897–910CrossRef

Han S, Li J et al (2009) Potential applications of ionic liquids in wood related industries. Bioresources 4(2):825–834CrossRef

Hawkins JE, Liang Y et al (2021) Time temperature superposition of the dissolution of cellulose fibres by the ionic liquid 1-ethyl-3-methylimidazolium acetate with cosolvent dimethyl sulfoxide. Carbohydrate Polym Technol Appl 2:100021

Heinze T, Dicke R et al (2000) Effective preparation of cellulose derivatives in a new simple cellulose solvent. Macromol Chem Phys 201(6):627–631CrossRef

Horváth IT (2008) Solvents from nature. Green Chem 10(10):1024–1028CrossRef

Ilyin SO, Kostyuk AV et al (2023) The effect of non-solvent nature on the rheological properties of cellulose solution in diluted ionic liquid and performance of nanofiltration membranes. Int J Mol Sci 24(9):8057CrossRef

Ilyin SO, Makarova VV et al (2020) Phase behavior and rheology of miscible and immiscible blends of linear and hyperbranched siloxane macromolecules. Mater Today Commun 22:100833CrossRef

Isik M, Sardon H et al (2014) Ionic liquids and cellulose: dissolution, chemical modification and preparation of new cellulosic materials. Int J Mol Sci 15(7):11922–11940CrossRef

King AWT, Asikkala J et al (2011) Distillable acid–base conjugate ionic liquids for cellulose dissolution and processing. Angewandte Chem Int Edition 50(28):6301–6305CrossRef

Köhler S, Liebert T et al (2007) Interactions of ionic liquids with polysaccharides 1. Unexpected Acetylation of Cellulose with 1-Ethyl-3-ethylimidazolium Acetate. Macromol Rapid Commun 28:2311–2317CrossRef

Kostag M, Gericke M et al (2019) Twenty-five years of cellulose chemistry: innovations in the dissolution of the biopolymer and its transformation into esters and ethers. Cellulose 26(1):139–184CrossRef

Kuang Q-L, Zhao J-C et al (2008) Celluloses in an ionic liquid: the rheological properties of the solutions spanning the dilute and semidilute regimes. J Phys Chem B 112(33):10234–10240CrossRef

Lefroy KS, Murray BS et al (2021) Rheological and NMR studies of cellulose dissolution in the ionic liquid BmimAc. J Phys Chem B 125(29):8205–8218CrossRef

Liebert T (2010) Cellulose solvents – remarkable history, bright future. Cellulose Solvents: For Analysis, Shaping and Chemical Modification. American Chemical Society, Washington, DC, ACS Symposium Series;CrossRef

Lindman B, Karlström G et al (2010) On the mechanism of dissolution of cellulose. J Mol Liquids 156:76–81CrossRef

Lu F, Cheng B et al (2012) Rheological characterization of concentrated cellulose solutions in 1-Allyl-3-methylimidazolium chloride. J Appl Polym Sci 124:3419–3425CrossRef

Lv Y, Wu J et al (2012) Rheological properties of cellulose/ionic liquid/dimethylsulfoxide (DMSO) solutions. Polymer 53(12):2524–2531CrossRef

Mäki-Arvela P, Anugwom I et al (2010) Dissolution of lignocellulosic materials and its constituents using ionic liquids—a review. Ind Crops Prod 32(3):175–201CrossRef

Malkin AY (1994) Rheology fundamentals. ChemTech Publishing, Ontario

Marrucci G (1996) Dynamics of entanglements: a nonlinear model consistent with the Cox-Merz rule. J Nonnewton Fluid Mech 62(2-3):279–289CrossRef

Martins MAR, Sosa FHB et al (2022) Physico-chemical characterization of aqueous solutions of superbase ionic liquids with cellulose dissolution capability. Fluid Phase Equilibria 556:113414CrossRef

McCormick CL, Dawsey TR (1990) Preparation of cellulose derivatives via ring-opening reactions with cyclic reagents in lithium chloride/N, N-dimethylacetamide. Macromolecules 23(15):3606–3610CrossRef

McCormick CL, Lichatowich DK (1979) Homogeneous solution reactions of cellulose, chitin, and other polysaccharides to produce controlled-activity pesticide systems. J Polym Sci: Polym Lett Edition 17(8):479–484

Minnick DL, Flores RA et al (2016) Cellulose solubility in ionic liquid mixtures: temperature, cosolvent, and antisolvent effects. J Phys Chem B 120(32):7906–7919CrossRef

Minnick DL, Flores RA et al (2017) Viscosity and rheology of ionic liquid mixtures containing cellulose and cosolvents for advanced processing. Ionic Liquids: Curr State Future Directions Am Chem Soc 1250:189–208

Ostonen A, Bervas J et al (2016) Experimental and theoretical thermodynamic study of distillable ionic liquid 1,5-diazabicyclo[4.3.0]non-5-enium acetate. Ind Eng Chem Res 55(39):10445–10454CrossRef

Owens CE, Du J et al (2022) Understanding the dynamics of cellulose dissolved in an ionic liquid solvent under shear and extensional flows. Biomacromolecules 23(5):1958–1969CrossRef

Parviainen A, Wahlström R et al (2015) Sustainability of cellulose dissolution and regeneration in 1,5-diazabicyclo[4.3.0]non-5-enium acetate: a batch simulation of the IONCELL-F process. RSC Adv 5(85):69728–69737CrossRef

Porfirio T, Galindo-Rosales FJ et al (2021) Rheological characterization of polymeric solutions used in spray drying process. Eur J Pharm Sci 158:105650CrossRef

Qiu X, Hu S (2013) Smart materials based on cellulose: a review of the preparations, properties, and applications. Materials (Basel) 6(3):738–781CrossRef

Quintana S, Machacon D, Marsiglia RM, Torregroza E, Garcia-Zapateiro L (2018) Steady and shear dynamic rheological properties of squash (Cucurbita moschata) pulp. Contemp Eng Sci 11(21):1013–1024CrossRef

Saalwächter K, Burchard W et al (2000) Cellulose solutions in water containing metal complexes †. Macromolecules 33:4094–4107CrossRef

Sammons RJ, Collier JR et al (2008) Rheology of 1-butyl-3-methylimidazolium chloride cellulose solutions. I. Shear rheology. J Appl Polym Sci 110(2):1175–1181CrossRef

Seddon KR, Stark A et al (2000) Influence of chloride, water, and organic solvents on the physical properties of ionic liquids. Pure Appl Chem 72(12):2275–2287CrossRef

Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellluose with ionic liquids. J Am Chem Soc 124(18):4974–4975CrossRef

Tager AA (1974) Effect of solvent quality on the viscosity of flexible-chain and rigid-chain polymers in a wide range of concentrations. Rheol Acta 13(2):323–332CrossRef

Tarasova E, Savale N et al (2023) Preparation of thermoplastic cellulose esters in [mTBNH][OAC] ionic liquid by transesterification reaction. Polymers 15(19):3979CrossRef

Walden PT (1914) Molecular weights and electrical conductivity of several fused salts. Bull Acad Imp Sci St. Petersburg 1800:405–422

Wang L, Gao L et al (2014) Rheological behaviors of cellulose in 1-ethyl-3-methylimidazolium chloride/dimethylsulfoxide. Carbohydrate Polym 110:292–297CrossRef

Wittmar ASM, Koch D et al (2020) Factors affecting the nonsolvent-induced phase separation of cellulose from ionic liquid-based solutions. ACS Omega 5(42):27314–27322CrossRef

Xia J, King AWT et al (2021) Phase-separation of cellulose from ionic liquid upon cooling: preparation of microsized particles. Cellulose 28(17):10921–10938CrossRef

Xu A, Zhang Y et al (2013) Cellulose dissolution at ambient temperature: role of preferential solvation of cations of ionic liquids by a cosolvent. Carbohydrate Polym 92(1):540–544CrossRef

Xu C, Cheng Z (2021) Thermal stability of ionic liquids: current status and prospects for future development. Processes 9(2):337CrossRef

Yuan C, Shi W et al (2019) Dissolution and transesterification of cellulose in γ-valerolactone promoted by ionic liquids. N J Chem 43(1):330–337CrossRef

Zhang S, Sun N et al (2006) Physical properties of ionic liquids: database and evaluation. J Phys Chem Reference Data 35(4):1475–1517CrossRef

Zhao Y, Liu X et al (2013) Insight into the cosolvent effect of cellulose dissolution in imidazolium-based ionic liquid systems. J Phys Chem B 117(30):9042–9049CrossRef

Zheng B, Harris C et al (2019) Dissolution capacity and rheology of cellulose in ionic liquids composed of imidazolium cation and phosphate anions. Polym Adv Technol 30(7):1751–1758CrossRef

Title: Rheology and dissolution capacity of cellulose in novel [mTBNH][OAc] ionic liquid mixed with green co-solvents
Authors: Elvira Tarasova
Nutan Savale
Peeter-Mihkel Ausmaa
Illia Krasnou
Andres Krumme
Publication date: 18-01-2024
Publisher: Springer Berlin Heidelberg
Published in: Rheologica Acta / Issue 2/2024
Print ISSN: 0035-4511
Electronic ISSN: 1435-1528
DOI: https://doi.org/10.1007/s00397-024-01433-3

Springer Professional

Abstract

Graphical abstract

Please log in to get access to your license.

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Technik"

Springer Professional "Wirtschaft+Technik"

Other articles of this Issue 2/2024

Can numerical methods compete with analytical solutions of linear constitutive models for large amplitude oscillatory shear flow?

Flow-induced phase phenomena in an entangled polyethylene/benzene solution under uniaxial elongational flow

Viscosity scaling and entangled solution rheology in aqueous and salt solutions of polyelectrolytes containing diallyl dimethylammonium groups

Rheological behavior of SiO2 NP/CTAB/PPA wormlike micelles in alcohol/water mixture

Expanding the understanding of squeeze flow with pressure mapping and application for concentrated suspensions

Premium Partners