Abstract
The synergistic effect of ultrasonication with deep eutectic solvent (DES) on pretreatment of oil palm empty fruit bunch (OPEFB) was investigated. Three different types of DESs, namely choline chloride:lactic acid (ChCl:LA), choline chloride:urea (ChCl:U) and choline chloride:glycerol (ChCl:G) were applied. The performance of the pretreatment was evaluated based on yield of reducing sugars, lignin content, crystallinity index, structural and morphology changes. ChCl:LA pretreated OPEFB attained the highest yield of reducing sugars (36.7%) under the action of ultrasonication for 15 min at sonication power 60% (210 W) and temperature 50 °C, followed by ChCl:U (35.8%) and ChCl:G (35.3%). Under these conditions, ChCl:LA pretreated OPEFB showed significant change in structural and morphology, associated with the lowest crystallinity and lignin content. ChCl:LA promoted the pretreatment process in view of its intrinsic properties of low viscosity and low surface tension. The incorporation of ultrasonication in DES pretreatment significantly increased the reducing sugars yield suggested the synergistic effect of ultrasonication with DES pretreatment. These signifies that ultrasound-assisted DES pretreatment could be a promising alternative pretreatment technique for lignocellulosic biomass.
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Alvarez-Vasco C, Ma R, Quintero M et al (2016) Unique low-molecular-weight lignin with high purity extracted from wood by deep eutectic solvents (DES): A source of lignin for valorization. Green Chem 18:5133–5141. https://doi.org/10.1039/c6gc01007e
Brandt A, Ray MJ, To TQ et al (2011) Ionic liquid pretreatment of lignocellulosic biomass with ionic liquid-water mixtures. Green Chem 13:2489–2499. https://doi.org/10.1039/c1gc15374a
Chen Y, Mu T (2019) Application of deep eutectic solvents in biomass pretreatment and conversion. Green Energy Environ 4:95–115. https://doi.org/10.1016/j.gee.2019.01.012
Chen W, Xue Z, Wang J et al (2018) Investigation on the thermal stability of deep eutectic solvents. Acta Phys Chim Sin 34:904–911. https://doi.org/10.3866/PKU.WHXB201712281
Chen Y, Chen W, Fu L et al (2019) Surface tension of 50 deep eutectic solvents: Effect of hydrogen-bonding donors, hydrogen-bonding acceptors, other solvents, and temperature. Ind Eng Chem Res 58:12741–12750. https://doi.org/10.1021/acs.iecr.9b00867
Chen Y, Yu D, Lu Y et al (2019) Volatility of deep eutectic solvent choline chloride: N-methylacetamide at ambient temperature and pressure. Ind Eng Chem Res 58:7308–7317. https://doi.org/10.1021/acs.iecr.8b04723
D’Agostino C, Harris RC, Abbott AP et al (2011) Molecular motion and ion diffusion in choline chloride based deep eutectic solvents studied by 1H pulsed field gradient NMR spectroscopy. Phys Chem Chem Phys 13:21383–21391. https://doi.org/10.1039/c1cp22554e
de Maria PD (2014) Recent trends in (ligno)cellulose dissolution using neoteric solvents: switchable, distillable and bio-based ionic liquids. J Chem Technol Biotechnol 89:11–18
Durand E, Lecomte J, Villeneuve P (2013) Deep eutectic solvents: synthesis, application, and focus on lipase-catalyzed reactions. Eur J Lipid Sci Technol 115:379–385. https://doi.org/10.1002/ejlt.201200416
Fang C, Thomsen MH, Frankær CG et al (2017) Reviving pretreatment effectiveness of deep eutectic solvents on lignocellulosic date palm residues by prior recalcitrance reduction. Ind Eng Chem Res 56:3167–3174. https://doi.org/10.1021/acs.iecr.6b04733
Francisco M, van den Bruinhorst A, Kroon MC (2012) New natural and renewable low transition temperature mixtures (LTTMs): screening as solvents for lignocellulosic biomass processing. Green Chem 14:2153–2157. https://doi.org/10.1039/c2gc35660k
Francisco M, van den Bruinhorst A, Zubeir LF et al (2013) A new low transition temperature mixture (LTTM) formed by choline chloride + lactic acid: characterization as solvent for CO2 capture. Fluid Ph Equilib 340:77–84. https://doi.org/10.1016/j.fluid.2012.12.001
García G, Aparicio S, Ullah R, Atilhan M (2015) Deep eutectic solvents: physicochemical properties and gas separation applications. Energy Fuels 29:2616–2644. https://doi.org/10.1021/ef5028873
Gogate PR, Sutkar VS, Pandit AB (2011) Sonochemical reactors: important design and scale up considerations with a special emphasis on heterogeneous systems. Chem Eng J 166:1066–1082. https://doi.org/10.1016/j.cej.2010.11.069
Hayyan A, Mjalli FS, AlNashef IM et al (2013) Glucose-based deep eutectic solvents: physical properties. J Mol Liq 178:137–141. https://doi.org/10.1016/j.molliq.2012.11.025
Isroi IMM, Millati R et al (2012) Structural changes of oil palm empty fruit bunch (OPEFB) after fungal and phosphoric acid pretreatment. Molecules 17:14995–15012. https://doi.org/10.3390/molecules171214995
Kunaver M, Jasiukaityte E, Čuk N (2012) Ultrasonically assisted liquefaction of lignocellulosic materials. Bioresour Technol 103:360–366. https://doi.org/10.1016/j.biortech.2011.09.051
Kuvshinov GI (1991) Effect of surface tension and viscosity on the collapse of a cavitation bubble. J Eng Phys 60:34–37. https://doi.org/10.1007/BF00871608
Lee KM, Ngoh GC, Chua ASM (2015) Ionic liquid-mediated solid acid saccharification of sago waste: kinetic, ionic liquid recovery and solid acid catalyst reusability study. Ind Crops Prod 77:415–423. https://doi.org/10.1016/j.indcrop.2015.09.016
Lee KM, Zanil MF, Chan KK et al (2020) Synergistic ultrasound-assisted organosolv pretreatment of oil palm empty fruit bunches for enhanced enzymatic saccharification: an optimization study using artificial neural networks. Biomass Bioenerg. https://doi.org/10.1016/j.biombioe.2020.105621
Li M, Jiang H, Zhang L et al (2020) Synthesis of 5-HMF from an ultrasound-ionic liquid pretreated sugarcane bagasse by using a microwave-solid acid/ionic liquid system. Ind Crops Prod. https://doi.org/10.1016/j.indcrop.2020.112361
Liu X-M, He J, Lu J, Ni X-W (2009) The effect of surface tension on bubble oscillation near a rigid boundary. Acta Phys Sin 58:4020–4025
Liu Q, Mou H, Chen W et al (2019) Highly efficient dissolution of lignin by eutectic molecular liquids. Ind Eng Chem Res 58:23438–23444. https://doi.org/10.1021/acs.iecr.9b05059
Liu Q, Yuan T, Fu Q et al (2019) Choline chloride-lactic acid deep eutectic solvent for delignification and nanocellulose production of moso bamboo. Cellulose 26:9447–9462. https://doi.org/10.1007/s10570-019-02726-0
Liu Q, Zhao X, Yu D et al (2019) Novel deep eutectic solvents with different functional groups towards highly efficient dissolution of lignin. Green Chem 21:5291–5297. https://doi.org/10.1039/c9gc02306b
Mason TJ, Cobley AJ, Graves JE, Morgan D (2011) New evidence for the inverse dependence of mechanical and chemical effects on the frequency of ultrasound. Ultrason Sonochem 18:226–230. https://doi.org/10.1016/j.ultsonch.2010.05.008
Merouani S, Hamdaoui O, Rezgui Y, Guemini M (2014) Energy analysis during acoustic bubble oscillations: relationship between bubble energy and sonochemical parameters. Ultrasonics 54:227–232. https://doi.org/10.1016/j.ultras.2013.04.014
Miller GL (1959) Use of dinitrosalicylic acid reagent for determination of reducing sugar. Anal Chem 31:426–428
Nelson ML, O’Connor RT (1964) Relation of certain infrared bands to cellulose crystallinity and crystal latticed type. Part I. spectra of lattices types I, II, III, and of amorphous cellulose. J Appl Polym Sci 8:1311–1324. https://doi.org/10.1002/app.1964.070080322
Oh SY, Il YD, Shin Y et al (2005) Crystalline structure analysis of cellulose treated with sodium hydroxide and carbon dioxide by means of X-ray diffraction and FTIR spectroscopy. Carbohydr Res 340:2376–2391. https://doi.org/10.1016/j.carres.2005.08.007
Pandey KK (1999) A study of chemical structure of soft and hardwood and wood polymers by FTIR spectroscopy. J Appl Polym Sci 71:1969–1975. https://doi.org/10.1002/(sici)1097-4628(19990321)71:12%3c1969::aid-app6%3e3.3.co;2-4
Pandey A, Bhawna DD, Pandey S (2017) Hydrogen bond donor/acceptor cosolvent-modified choline chloride-based deep eutectic solvents. J Phys Chem B 121:4202–4212. https://doi.org/10.1021/acs.jpcb.7b01724
Perez-Sanchez M, Sandoval M, Hernaiz MJ, Domínguez de María P (2013) Biocatalysis in biomass-derived solvents: The quest for fully sustainable chemical processes. Curr Org Chem 17:1188–1199. https://doi.org/10.2174/1385272811317110006
Procentese A, Johnson E, Orr V et al (2015) Deep eutectic solvent pretreatment and subsequent saccharification of corncob. Bioresour Technol 192:31–36. https://doi.org/10.1016/j.biortech.2015.05.053
Rahman SHA, Choudhury JP, Ahmad AL, Kamaruddin AH (2007) Optimization studies on acid hydrolysis of oil palm empty fruit bunch fiber for production of xylose. Bioresour Technol 98:554–559. https://doi.org/10.1016/j.biortech.2006.02.016
Ranjan A, Patil C, Moholkar VS (2010) Mechanistic assessment of microalgal lipid extraction. Ind Eng Chem Res 49:2979–2985. https://doi.org/10.1021/ie9016557
Ren H, Chen C, Wang Q et al (2016) The properties of choline chloride-based deep eutectic solvents and their performance in the dissolution of cellulose. BioResources 11:5435–5451. https://doi.org/10.15376/biores.11.2.5435-5451
Sai YW, Lee KM (2019) Enhanced cellulase accessibility using acid-based deep eutectic solvent in pretreatment of empty fruit bunches. Cellulose 26:9517–9528. https://doi.org/10.1007/s10570-019-02770-w
Sawant SS, Anil AC, Krishnamurthy V et al (2008) Effect of hydrodynamic cavitation on zooplankton: a tool for disinfection. Biochem Eng J 42:320–328. https://doi.org/10.1016/j.bej.2008.08.001
Schwanninger M, Rodrigues JC, Pereira H, Hinterstoisser B (2004) Effects of short-time vibratory ball milling on the shape of FT-IR spectra of wood and cellulose. Vib Spectrosc 36:23–40. https://doi.org/10.1016/j.vibspec.2004.02.003
Singh R, Krishna BB, Kumar J, Bhaskar T (2016) Opportunities for utilization of non-conventional energy sources for biomass pretreatment. Bioresour Technol 199:398–407. https://doi.org/10.1016/j.biortech.2015.08.117
Skulcova A, Russ A, Jablonsky M, Sima J (2018) The pH behavior of seventeen deep eutectic solvents. BioResources 13:5042–5051. https://doi.org/10.15376/biores.13.3.5042-5051
Sluiter A, Hames B, Ruiz R, Scarlata C, Sluiter J, Templeton D, Crocker DLAP (2008) Determination of structural carbohydrates and lignin in biomass. Lab Anal Proced 1617(1):1–16
SriBala G, Chennuru R, Mahapatra S, Vinu R (2016) Effect of alkaline ultrasonic pretreatment on crystalline morphology and enzymatic hydrolysis of cellulose. Cellulose 23:1725–1740. https://doi.org/10.1007/s10570-016-0893-2
Subhedar PB, Gogate PR (2015) Ultrasound-assisted bioethanol production from waste newspaper. Ultrason Sonochem 27:37–45. https://doi.org/10.1016/j.ultsonch.2015.04.035
Subhedar PB, Gogate PR (2016) Use of ultrasound for pretreatment of biomass and subsequent hydrolysis and fermentation. Biomass Fract Technol Lignocellul Feed Based Biorefinery. https://doi.org/10.1016/B978-0-12-802323-5.00006-2
Suopajärvi T, Ricci P, Karvonen V et al (2019) Acidic and alkaline deep eutectic solvents in delignification and nanofibrillation of corn stalk, wheat straw, and rapeseed stem residues. Ind Crops Prod. https://doi.org/10.1016/j.indcrop.2019.111956
Tan YT, Ngoh GC, Chua ASM (2018) Evaluation of fractionation and delignification efficiencies of deep eutectic solvents on oil palm empty fruit bunch. Ind Crops Prod 123:271–277. https://doi.org/10.1016/j.indcrop.2018.06.091
Tan YT, Ngoh GC, Chua ASM (2019) Effect of functional groups in acid constituent of deep eutectic solvent for extraction of reactive lignin. Bioresour Technol 281:359–366. https://doi.org/10.1016/j.biortech.2019.02.010
Tey WY, Lee KM, Sidik NAC, Asako Y (2019) Delfim-Soares explicit time marching method for modelling of ultrasonic wave in microalgae pre-treatment. IOP Conf Ser Earth Environ Sci 268:012106. https://doi.org/10.1088/1755-1315/268/1/012106
Thi S, Lee KM (2019) Comparison of deep eutectic solvents (DES) on pretreatment of oil palm empty fruit bunch (OPEFB): cellulose digestibility, structural and morphology changes. Bioresour Technol 282:525–529. https://doi.org/10.1016/j.biortech.2019.03.065
van Osch DJGP, Kollau LJBM, van den Bruinhorst A et al (2017) Ionic liquids and deep eutectic solvents for lignocellulosic biomass fractionation. Phys Chem Chem Phys 19:2636–2665. https://doi.org/10.1039/c6cp07499e
Wang Z-K, Li H, Lin X-C et al (2020) Novel recyclable deep eutectic solvent boost biomass pretreatment for enzymatic hydrolysis. Bioresour Technol. https://doi.org/10.1016/j.biortech.2020.123237
Xia Q, Liu Y, Meng J et al (2018) Multiple hydrogen bond coordination in three-constituent deep eutectic solvents enhances lignin fractionation from biomass. Green Chem 20:2711–2721. https://doi.org/10.1039/c8gc00900g
Yadav A, Pandey S (2014) Densities and viscosities of (choline chloride + urea) deep eutectic solvent and its aqueous mixtures in the temperature range 293.15 K to 363.15 K. J Chem Eng Data 59:2221–2229. https://doi.org/10.1021/je5001796
Yadav A, Trivedi S, Rai R, Pandey S (2014) Densities and dynamic viscosities of (choline chloride + glycerol) deep eutectic solvent and its aqueous mixtures in the temperature range (283.15-363.15) K. Fluid Ph Equilib 367:135–142. https://doi.org/10.1016/j.fluid.2014.01.028
Yu D, Mu T (2019) Strategy to form eutectic molecular liquids based on noncovalent interactions. J Phys Chem B 123:4958–4966. https://doi.org/10.1021/acs.jpcb.9b02891
Zhang M, Qi W, Liu R et al (2010) Fractionating lignocellulose by formic acid: characterization of major components. Biomass Bioenerg 34:525–532. https://doi.org/10.1016/j.biombioe.2009.12.018
Zhang Q, De Oliveira VK, Royer S, Jérôme F (2012) Deep eutectic solvents: syntheses, properties and applications. Chem Soc Rev 41:7108–7146. https://doi.org/10.1039/c2cs35178a
Zhao X, Zhang L, Liu D (2010) Pretreatment of Siam weed stem by several chemical methods for increasing the enzymatic digestibility. Biotechnol J 5:493–504. https://doi.org/10.1002/biot.200900284
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The authors gratefully acknowledged the contribution of Client Support Laboratory, Schlumberger for providing the SEM facilities.
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This study is funded by the UCSI University Pioneer Scientist Incentive Fund (Grant number: Proj-In-FETBE-043).
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Lee, K.M., Hong, J.Y. & Tey, W.Y. Combination of ultrasonication and deep eutectic solvent in pretreatment of lignocellulosic biomass for enhanced enzymatic saccharification. Cellulose 28, 1513–1526 (2021). https://doi.org/10.1007/s10570-020-03598-5
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DOI: https://doi.org/10.1007/s10570-020-03598-5