Skip to main content
Top

21-11-2019 | Original Research

Extraction of cellulose nanocrystals using a recyclable deep eutectic solvent

Authors: Huiqiang Wang, Jiachen Li, Xianhai Zeng, Xing Tang, Yong Sun, Tingzhou Lei, Lu Lin

Published in: Cellulose

Log in

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

search-config
loading …

Abstract

Cellulose nanocrystals (CNCs) have been widely used as renewable materials and tough nano-composites due to its excellent properties. Currently, the preparation methods of CNCs require substantial energy and time consumption and the use of toxic chemicals. Herein, cotton and other biomass feedstocks were treated with deep eutectic solvents (DESs) and subsequent high-pressure homogenization (HPH), which was a simple preparation procedure for CNCs. The morphological, spectroscopic, and stability properties of the as-prepared rod-shaped CNCs were characterized using zeta potential, X-ray diffraction, transmission electron microscopy, scanning electron microscopy, fourier transform infrared spectroscopy and thermogravimetric techniques. CNCs with a diameter range of 50–100 nm and a length range of 500–800 nm were successfully assembled. The resulting CNC suspension was stable even after one month of storage. The solvent could be recycled successfully and reused for at least three additional pretreatment cycles while maintaining its pretreatment capability. The use of a DES as both the catalyst and solvent introduces a green chemical process that does not produce any hazardous waste and is an economical process because of the high recyclability (> 85%). The molecular structure changes of cellulose after HPH and DES treatment were also discussed. This is the first report on the recycling and reuse of a DES after preparing CNCs.

Graphic abstract

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!

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!

Literature
go back to reference Abdel-Halim ES (2012) An effective redox system for bleaching cotton cellulose. Carbohyd Polym 90:316–321 Abdel-Halim ES (2012) An effective redox system for bleaching cotton cellulose. Carbohyd Polym 90:316–321
go back to reference Alomayri T, Low IM (2018) Synthesis and characterization of mechanical properties in cotton fiber-reinforced geopolymer composites. J Asian Ceram Soc 1:30–34 Alomayri T, Low IM (2018) Synthesis and characterization of mechanical properties in cotton fiber-reinforced geopolymer composites. J Asian Ceram Soc 1:30–34
go back to reference Bafti B, Khabazzadeh H (2014) Dimethylurea/citric acid as a highly efficient deep eutectic solvent for the multi-component reactions. J Chem Sci 126:881–887 Bafti B, Khabazzadeh H (2014) Dimethylurea/citric acid as a highly efficient deep eutectic solvent for the multi-component reactions. J Chem Sci 126:881–887
go back to reference Besbes I, Alila S, Boufi S (2011) Nanofibrillated cellulose from TEMPO-oxidized eucalyptus fibres: effect of the carboxyl content. Carbohyd Polym 84:975–983 Besbes I, Alila S, Boufi S (2011) Nanofibrillated cellulose from TEMPO-oxidized eucalyptus fibres: effect of the carboxyl content. Carbohyd Polym 84:975–983
go back to reference Chen Z, Wan C (2018) Ultrafast fractionation of lignocellulosic biomass by microwave-assisted deep eutectic solvent pretreatment. Bioresour Technol 250:532–537PubMed Chen Z, Wan C (2018) Ultrafast fractionation of lignocellulosic biomass by microwave-assisted deep eutectic solvent pretreatment. Bioresour Technol 250:532–537PubMed
go back to reference Crawford DE, Wright LA, James SL, Abbott AP (2016) Efficient continuous synthesis of high purity deep eutectic solvents by twin screw extrusion. Chem Commun 52:4215–4218 Crawford DE, Wright LA, James SL, Abbott AP (2016) Efficient continuous synthesis of high purity deep eutectic solvents by twin screw extrusion. Chem Commun 52:4215–4218
go back to reference De Morais TE, Corrêa AC, Manzoli A, de Lima LF, de Oliveira CR, Mattoso LHC (2010) Cellulose nanofibers from white and naturally colored cotton fibers. Cellulose 17:595–606 De Morais TE, Corrêa AC, Manzoli A, de Lima LF, de Oliveira CR, Mattoso LHC (2010) Cellulose nanofibers from white and naturally colored cotton fibers. Cellulose 17:595–606
go back to reference Hammond OS, Bowron DT, Edler KJ (2017a) The effect of water upon deep eutectic solvent nanostructure: an unusual transition from ionic mixture to aqueous solution. Angew Chem Int Ed 56:9782–9785 Hammond OS, Bowron DT, Edler KJ (2017a) The effect of water upon deep eutectic solvent nanostructure: an unusual transition from ionic mixture to aqueous solution. Angew Chem Int Ed 56:9782–9785
go back to reference Hammond OS, Edler KJ, Bowron DT, Torrente-Murciano L (2017b) Deep eutectic-solvothermal synthesis of nanostructured ceria. Nat Commun 8:14150PubMedPubMedCentral Hammond OS, Edler KJ, Bowron DT, Torrente-Murciano L (2017b) Deep eutectic-solvothermal synthesis of nanostructured ceria. Nat Commun 8:14150PubMedPubMedCentral
go back to reference Hou X, Li A, Lin K, Wang Y, Kuang Z, Cao S (2018) Insight into the structure-function relationships of deep eutectic solvents during rice straw pretreatment. Bioresour Technol 249:261–267PubMed Hou X, Li A, Lin K, Wang Y, Kuang Z, Cao S (2018) Insight into the structure-function relationships of deep eutectic solvents during rice straw pretreatment. Bioresour Technol 249:261–267PubMed
go back to reference Kose O, Tran A, Lewis L, Hamad WY, MacLachlan MJ (2019) Unwinding a spiral of cellulose nanocrystals for stimuli-responsive stretchable optics. Nat Commun 10(1):510PubMedPubMedCentral Kose O, Tran A, Lewis L, Hamad WY, MacLachlan MJ (2019) Unwinding a spiral of cellulose nanocrystals for stimuli-responsive stretchable optics. Nat Commun 10(1):510PubMedPubMedCentral
go back to reference Laitinen O, Ojala J, Sirviö JA, Liimatainen H (2017a) Sustainable stabilization of oil in water emulsions by cellulose nanocrystals synthesized from deep eutectic solvents. Cellulose 24:1679–1689 Laitinen O, Ojala J, Sirviö JA, Liimatainen H (2017a) Sustainable stabilization of oil in water emulsions by cellulose nanocrystals synthesized from deep eutectic solvents. Cellulose 24:1679–1689
go back to reference Laitinen O, Suopajärvi T, Österberg M, Liimatainen H (2017b) Hydrophobic superabsorbing aerogels from choline chloride-based deep eutectic solvent pretreated and silylated cellulose nanofibrils for selective oil removal. ACS Appl Mater Inter 9:25029–25037 Laitinen O, Suopajärvi T, Österberg M, Liimatainen H (2017b) Hydrophobic superabsorbing aerogels from choline chloride-based deep eutectic solvent pretreated and silylated cellulose nanofibrils for selective oil removal. ACS Appl Mater Inter 9:25029–25037
go back to reference Lee M, Heo MH, Lee H, Lee H, Jeong H, Kim Y, Shin J (2018) Facile and eco-friendly extraction of cellulose nanocrystalsvia electron beam irradiation followed by high-pressure homogenization. Green Chem 20:2596–2610 Lee M, Heo MH, Lee H, Lee H, Jeong H, Kim Y, Shin J (2018) Facile and eco-friendly extraction of cellulose nanocrystalsvia electron beam irradiation followed by high-pressure homogenization. Green Chem 20:2596–2610
go back to reference Leung ACW, Hrapovic S, Lam E, Liu Y, Male KB, Mahmoud KA, Luong JHT (2011) Characteristics and properties of carboxylated cellulose nanocrystals prepared from a novel one-step procedure. Small 7:302–305PubMed Leung ACW, Hrapovic S, Lam E, Liu Y, Male KB, Mahmoud KA, Luong JHT (2011) Characteristics and properties of carboxylated cellulose nanocrystals prepared from a novel one-step procedure. Small 7:302–305PubMed
go back to reference Li J, Wei X, Wang Q, Chen J, Chang G, Kong L, Su J, Liu Y (2012) Homogeneous isolation of nanocellulose from sugarcane bagasse by high pressure homogenization. Carbohyd Polym 90:1609–1613 Li J, Wei X, Wang Q, Chen J, Chang G, Kong L, Su J, Liu Y (2012) Homogeneous isolation of nanocellulose from sugarcane bagasse by high pressure homogenization. Carbohyd Polym 90:1609–1613
go back to reference Li J, Wang Y, Wei X, Wang F, Han D, Wang Q, Kong L (2014) Homogeneous isolation of nanocelluloses by controlling the shearing force and pressure in microenvironment. Carbohyd Polym 113:388–393 Li J, Wang Y, Wei X, Wang F, Han D, Wang Q, Kong L (2014) Homogeneous isolation of nanocelluloses by controlling the shearing force and pressure in microenvironment. Carbohyd Polym 113:388–393
go back to reference Li Y, Liu Y, Chen W, Wang Q, Liu Y, Li J, Yu H (2016) Facile extraction of cellulose nanocrystals from wood using ethanol and peroxide solvothermal pretreatment followed by ultrasonic nanofibrillation. Green Chem 18:869–1160 Li Y, Liu Y, Chen W, Wang Q, Liu Y, Li J, Yu H (2016) Facile extraction of cellulose nanocrystals from wood using ethanol and peroxide solvothermal pretreatment followed by ultrasonic nanofibrillation. Green Chem 18:869–1160
go back to reference Li D, Henschen J, Ek M (2017) Esterification and hydrolysis of cellulose using oxalic acid dihydrate in a solvent-free reaction suitable for preparation of surface-functionalised cellulose nanocrystals with high yield. Green Chem 19:5564–5567 Li D, Henschen J, Ek M (2017) Esterification and hydrolysis of cellulose using oxalic acid dihydrate in a solvent-free reaction suitable for preparation of surface-functionalised cellulose nanocrystals with high yield. Green Chem 19:5564–5567
go back to reference Ling Z, Edwards J, Guo Z, Prevost N, Nam S, Wu Q, French A, Xu F (2019) Structural variations of cotton cellulose nanocrystals from deep eutectic solvent treatment: micro and nano scale. Cellulose 26:861–876 Ling Z, Edwards J, Guo Z, Prevost N, Nam S, Wu Q, French A, Xu F (2019) Structural variations of cotton cellulose nanocrystals from deep eutectic solvent treatment: micro and nano scale. Cellulose 26:861–876
go back to reference Liu Y, Guo B, Xia Q, Meng J, Chen W, Liu S, Wang Q, Liu Y, Li J, Yu H (2017) Efficient cleavage of strong hydrogen bonds in cotton by deep eutectic solvents and facile fabrication of cellulose nanocrystals in high yields. ACS Sustain Chem Eng 5:7623–7631 Liu Y, Guo B, Xia Q, Meng J, Chen W, Liu S, Wang Q, Liu Y, Li J, Yu H (2017) Efficient cleavage of strong hydrogen bonds in cotton by deep eutectic solvents and facile fabrication of cellulose nanocrystals in high yields. ACS Sustain Chem Eng 5:7623–7631
go back to reference Lu Q, Lin W, Tang L, Wang S, Chen X, Huang B (2015) A mechanochemical approach to manufacturing bamboo cellulose nanocrystals. J Mater Sci 50:611–619 Lu Q, Lin W, Tang L, Wang S, Chen X, Huang B (2015) A mechanochemical approach to manufacturing bamboo cellulose nanocrystals. J Mater Sci 50:611–619
go back to reference Lu Q, Cai Z, Lin F, Tang L, Wang S, Huang B (2016) Extraction of cellulose nanocrystals with a high yield of 88% by simultaneous mechanochemical activation and phosphotungstic acid hydrolysis. ACS Sustain Chem Eng 4:2165–2172 Lu Q, Cai Z, Lin F, Tang L, Wang S, Huang B (2016) Extraction of cellulose nanocrystals with a high yield of 88% by simultaneous mechanochemical activation and phosphotungstic acid hydrolysis. ACS Sustain Chem Eng 4:2165–2172
go back to reference Lynam JG, Kumar N, Wong MJ (2017) Deep eutectic solvents ability to solubilize lignin, cellulose, and hemicellulose; thermal stability; and density. Bioresour Technol 238:684–689PubMed Lynam JG, Kumar N, Wong MJ (2017) Deep eutectic solvents ability to solubilize lignin, cellulose, and hemicellulose; thermal stability; and density. Bioresour Technol 238:684–689PubMed
go back to reference Ma Y, Xia Q, Liu Y, Chen W, Liu S, Wang Q, Liu Y, Li J, Yu H (2019) Production of nanocellulose using hydrated deep eutectic solvent combined with ultrasonic treatment. ACS Omega 4:8539–8547PubMedPubMedCentral Ma Y, Xia Q, Liu Y, Chen W, Liu S, Wang Q, Liu Y, Li J, Yu H (2019) Production of nanocellulose using hydrated deep eutectic solvent combined with ultrasonic treatment. ACS Omega 4:8539–8547PubMedPubMedCentral
go back to reference Mascheroni E, Rampazzo R, Ortenzi MA, Piva G, Bonetti S, Piergiovanni L (2016) Comparison of cellulose nanocrystals obtained by sulfuric acid hydrolysis and ammonium persulfate, to be used as coating on flexible food-packaging materials. Cellulose 23:779–793 Mascheroni E, Rampazzo R, Ortenzi MA, Piva G, Bonetti S, Piergiovanni L (2016) Comparison of cellulose nanocrystals obtained by sulfuric acid hydrolysis and ammonium persulfate, to be used as coating on flexible food-packaging materials. Cellulose 23:779–793
go back to reference Morais JPS, Rosa MDF, de Souza FMDSM, Nascimento LD, Do Nascimento DM, Cassales AR (2013) Extraction and characterization of nanocellulose structures from raw cotton linter. Carbohyd Polym 91:229–235 Morais JPS, Rosa MDF, de Souza FMDSM, Nascimento LD, Do Nascimento DM, Cassales AR (2013) Extraction and characterization of nanocellulose structures from raw cotton linter. Carbohyd Polym 91:229–235
go back to reference Niu F, Li M, Huang Q, Zhang X, Pan W, Yang J, Li J (2017) The characteristic and dispersion stability of nanocellulose produced by mixed acid hydrolysis and ultrasonic assistance. Carbohyd Polym 165:197–204 Niu F, Li M, Huang Q, Zhang X, Pan W, Yang J, Li J (2017) The characteristic and dispersion stability of nanocellulose produced by mixed acid hydrolysis and ultrasonic assistance. Carbohyd Polym 165:197–204
go back to reference Park JH, Oh KW, Choi H (2013) Preparation and characterization of cotton fabrics with antibacterial properties treated by crosslinkable benzophenone derivative in choline chloride-based deep eutectic solvents. Cellulose 20:2101–2114 Park JH, Oh KW, Choi H (2013) Preparation and characterization of cotton fabrics with antibacterial properties treated by crosslinkable benzophenone derivative in choline chloride-based deep eutectic solvents. Cellulose 20:2101–2114
go back to reference Procentese A, Raganati F, Olivieri G, Russo ME, Rehmann L, Marzocchella A (2018) Deep eutectic solvents pretreatment of agro-industrial food waste. Biotechnol Biofuels 11(1):37PubMedPubMedCentral Procentese A, Raganati F, Olivieri G, Russo ME, Rehmann L, Marzocchella A (2018) Deep eutectic solvents pretreatment of agro-industrial food waste. Biotechnol Biofuels 11(1):37PubMedPubMedCentral
go back to reference Shakeri A, Radmanesh S (2013) Preparation of cellulose nanofibrils by high-pressure homogenizer and zein composite films. Adv Mater Res 829:534–538 Shakeri A, Radmanesh S (2013) Preparation of cellulose nanofibrils by high-pressure homogenizer and zein composite films. Adv Mater Res 829:534–538
go back to reference Sirviö JA, Honkaniemi S, Visanko M, Liimatainen H (2015) Composite films of poly(vinyl alcohol) and bifunctional cross-linking cellulose nanocrystals. ACS Appl Mater Inter 7:19691–19699 Sirviö JA, Honkaniemi S, Visanko M, Liimatainen H (2015) Composite films of poly(vinyl alcohol) and bifunctional cross-linking cellulose nanocrystals. ACS Appl Mater Inter 7:19691–19699
go back to reference Sirviö JA, Visanko M, Liimatainen H (2016) Acidic deep eutectic solvents as hydrolytic media for cellulose nanocrystal production. Biomacromolecules 17:3025–3032PubMed Sirviö JA, Visanko M, Liimatainen H (2016) Acidic deep eutectic solvents as hydrolytic media for cellulose nanocrystal production. Biomacromolecules 17:3025–3032PubMed
go back to reference Sirviö JA, Visanko M, Ukkola J, Liimatainen H (2018) Effect of plasticizers on the mechanical and thermomechanical properties of cellulose-based biocomposite films. Ind Crop Prod 122:513–521 Sirviö JA, Visanko M, Ukkola J, Liimatainen H (2018) Effect of plasticizers on the mechanical and thermomechanical properties of cellulose-based biocomposite films. Ind Crop Prod 122:513–521
go back to reference Smith EL, Abbott AP, Ryder KS (2014) Deep eutectic solvents (DESs) and their applications. Chem Rev 114:11060–11082PubMed Smith EL, Abbott AP, Ryder KS (2014) Deep eutectic solvents (DESs) and their applications. Chem Rev 114:11060–11082PubMed
go back to reference Tenhunen T, Lewandowska A, Orelma H, Johansson L, Virtanen T, Harlin A, Österberg M, Eichhorn S, Tammelin T (2018) Understanding the interactions of cellulose fibres and deep eutectic solvent of choline chloride and urea. Cellulose 25:137–150 Tenhunen T, Lewandowska A, Orelma H, Johansson L,  Virtanen T,  Harlin A, Österberg M, Eichhorn S, Tammelin T (2018) Understanding the interactions of cellulose fibres and deep eutectic solvent of choline chloride and urea. Cellulose 25:137–150
go back to reference Wang Y, Wei X, Li J, Wang F, Wang Q, Chen J, Kong L (2015) Study on nanocellulose by high pressure homogenization in homogeneous isolation. Fiber Polym 16:572–578 Wang Y, Wei X, Li J, Wang F, Wang Q, Chen J, Kong L (2015) Study on nanocellulose by high pressure homogenization in homogeneous isolation. Fiber Polym 16:572–578
go back to reference Wang Y, Wei X, Li J, Wang F, Wang Q, Zhang Y, Kong L (2017) Homogeneous isolation of nanocellulose from eucalyptus pulp by high pressure homogenization. Ind Crop Prod 104:237–241 Wang Y, Wei X, Li J, Wang F, Wang Q, Zhang Y, Kong L (2017) Homogeneous isolation of nanocellulose from eucalyptus pulp by high pressure homogenization. Ind Crop Prod 104:237–241
go back to reference Willberg-Keyriläinen P, Hiltunen J, Ropponen J (2018) Production of cellulose carbamate using urea-based deep eutectic solvents. Cellulose 25:195–204 Willberg-Keyriläinen P, Hiltunen J, Ropponen J (2018) Production of cellulose carbamate using urea-based deep eutectic solvents. Cellulose 25:195–204
go back to reference Xu G, Ding J, Han R, Dong J, Ni Y (2016) Enhancing cellulose accessibility of corn stover by deep eutectic solvent pretreatment for butanol fermentation. Bioresour Technol 203:364–369PubMed Xu G, Ding J, Han R, Dong J, Ni Y (2016) Enhancing cellulose accessibility of corn stover by deep eutectic solvent pretreatment for butanol fermentation. Bioresour Technol 203:364–369PubMed
go back to reference Yu H, Qin Z, Liang B, Liu N, Zhou Z, Chen L (2013) Facile extraction of thermally stable cellulose nanocrystals with a high yield of 93% through hydrochloric acid hydrolysis under hydrothermal conditions. J Mater Chem A 1:3938 Yu H, Qin Z, Liang B, Liu N, Zhou Z, Chen L (2013) Facile extraction of thermally stable cellulose nanocrystals with a high yield of 93% through hydrochloric acid hydrolysis under hydrothermal conditions. J Mater Chem A 1:3938
go back to reference Zhang R, Liu Y (2018) High energy oxidation and organosolv solubilization for high yield isolation of cellulose nanocrystals (CNC) from Eucalyptus hardwood. Sci Rep 8(1):16505PubMedPubMedCentral Zhang R, Liu Y (2018) High energy oxidation and organosolv solubilization for high yield isolation of cellulose nanocrystals (CNC) from Eucalyptus hardwood. Sci Rep 8(1):16505PubMedPubMedCentral
go back to reference Zhang Q, Benoit M, De Oliveira VK, Barrault J, Jérôme F (2012a) Green and inexpensive choline-derived solvents for cellulose decrystallization. Chem Eur J 18:1043–1046PubMed Zhang Q, Benoit M, De Oliveira VK, Barrault J, Jérôme F (2012a) Green and inexpensive choline-derived solvents for cellulose decrystallization. Chem Eur J 18:1043–1046PubMed
go back to reference Zhang Q, De Oliveira VK, Royer S, Jérôme F (2012b) Deep eutectic solvents: syntheses, properties and applications. Chem Soc Rev 41:718–7146 Zhang Q, De Oliveira VK, Royer S, Jérôme F (2012b) Deep eutectic solvents: syntheses, properties and applications. Chem Soc Rev 41:718–7146
go back to reference Zuluaga R, Putaux JL, Cruz J, Vélez J, Mondragon I, Gañán P (2009) Cellulose microfibrils from banana rachis: effect of alkaline treatments on structural and morphological features. Carbohyd Polym 76:51–59 Zuluaga R, Putaux JL, Cruz J, Vélez J, Mondragon I, Gañán P (2009) Cellulose microfibrils from banana rachis: effect of alkaline treatments on structural and morphological features. Carbohyd Polym 76:51–59
go back to reference Zuo M, Le K, Li Z, Jiang Y, Zeng X, Tang X, Sun Y, Lin L (2017) Green process for production of 5-hydroxymethylfurfural from carbohydrates with high purity in deep eutectic solvents. Ind Crop Prod 99:1–6 Zuo M, Le K, Li Z, Jiang Y, Zeng X, Tang X, Sun Y, Lin L (2017) Green process for production of 5-hydroxymethylfurfural from carbohydrates with high purity in deep eutectic solvents. Ind Crop Prod 99:1–6
go back to reference Zuo M, Le K, Feng Y, Xiong C, Zeng X, Tang X, Sun Y, Lin L (2018) An effective pathway for converting carbohydrates to biofuel 5-ethoxymethylfurfural via 5-hydroxymethylfurfural with deep eutectic solvents (DESs). Ind Crop Prod 112:18–23 Zuo M, Le K, Feng Y, Xiong C, Zeng X, Tang X, Sun Y, Lin L (2018) An effective pathway for converting carbohydrates to biofuel 5-ethoxymethylfurfural via 5-hydroxymethylfurfural with deep eutectic solvents (DESs). Ind Crop Prod 112:18–23
Metadata
Title
Extraction of cellulose nanocrystals using a recyclable deep eutectic solvent
Authors
Huiqiang Wang
Jiachen Li
Xianhai Zeng
Xing Tang
Yong Sun
Tingzhou Lei
Lu Lin
Publication date
21-11-2019
Publisher
Springer Netherlands
Published in
Cellulose
Print ISSN: 0969-0239
Electronic ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-019-02867-2