Top

Cellulose

Published in:

04-03-2021 | Original Research

Lignocellulosic biomass and carbohydrates as feed-stock for scalable production of 5-hydroxymethylfurfural

Authors: Ajay Kumar, Arvind Singh Chauhan, Shaifali, Pralay Das

Published in: Cellulose | Issue 7/2021

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

search-config

AI-assisted search

Off

Abstract

An one-pot process has been developed for the conversion of lignocellulosic bio-mass and carbohydrates to 5-hydroxymethylfurfural (5-HMF), following a highly specific approach. First time, raw sugarcane bagasse and corn-cob biomasses were mechanically grinded to fine powder and further applied as feedstock for 5-HMF and furfural production in one-pot and scalable synthesis. A synergistic role of mixed organic and inorganic acids such as oxalic acid, AlCl₃ and HCl, charcoal, and solvent system was critically investigated on cellulose with their proportion, which is responsible for the fruitful conversion to 5-HMF. Crucial role of charcoal was investigated under this study and noticeable improvement of yield ~ 16% was observed. The optimized process further tested up to 0.5 kg scale biomass conversion to 5-HMF production successfully. The scope of the process further extended for conversion of waste raw potato, corn powder, starch, glucose and fructose to 5-HMF production with high specificity and conversion. After solvent extraction, avoiding tedious column chromatography, the UPLC purity of 5-HMF was measured to 87–95%.

Graphic abstract

previous article Changes in the cellulose fiber wall supramolecular structure during the initial stages of chemical treatments of wood evaluated by NMR and X-ray scattering

next article Graft copolymerization of MA/(TFEA or TFPM) onto cellulosic fibers for surface hydrophobicity

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

Available only for authorised users

Asghari FS, Yoshida H (2006) Acid-catalyzed production of 5-hydroxymethyl furfural from D-fructose in subcritical water. Ind Eng Chem Res 45(7):2163CrossRef

Binder JB, Raines RT (2009) Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals. J Am Chem Soc 131(5):1979–1985CrossRef

Catrinck MN, Barbosa PS, Filho HRO, Monteiro RS, Barbosa MHP, Ribas RM, Teófilo RF (2020) One-step process to produce furfural from sugarcane bagasse over niobium-based solid acid catalysts in a water medium. Fuel Process Technol 207:106482CrossRef

Chareonlimkun A, Champreda V, Shotipruk A, Laosiripojana N (2010a) Catalytic conversion of sugarcane bagasse, rice husk and corncob in the presence of TiO₂, ZrO₂ and mixed-oxide TiO₂–ZrO₂ under hot compressed water (HCW) condition. Bioresource Technol 101:4179–4186CrossRef

Chareonlimkun A, Champreda V, Shotipruk A, Laosiripojana N (2010b) Reactions of C5 and C6-sugars, cellulose, and lignocellulose under hot compressed water (HCW) in the presence of heterogeneous acid catalysts. Fuel 89(10):2873–2880CrossRef

Chiappe C, Douton MJR, Mezzetta A, Pomelli CS, Assanelli G, de Angelis AR (2017) Recycle and extraction: cornerstones for an efficient conversion of cellulose into 5-hydroxymethylfurfural in ionic liquids. ACS Sustain Chem Eng 5(6):5529–5536

Climent MJ, Corma A, Iborra S (2011) Converting carbohydrates to bulk chemicals and fine chemicals over heterogeneous catalysts. Green Chem 13(3):520–540CrossRef

Das P, Kumar A, Shaifali (2018) Process development for 5-hydroxymethylfurfural (5-HMF) synthesis from carbohydrates. IN 201811023331, WO 2019244166

Dutta S, De S, Alam MI, Abu-Omar MM, Saha B (2012) Direct conversion of cellulose and lignocellulosic biomass into chemicals and biofuel with metal chloride catalysts. J Catal 288:8–15CrossRef

Garcia-Perez M, Chaala A, Roy C (2002) Co-pyrolysis of sugarcane bagasse with petroleum residue. Part II. Product yields and properties. Fuel 81(7):893−907

Haworth WN, Jones WGM (1944) The conversion of sucrose into furan compounds- Part 1: 5-hydroxymethylfurfuraldehyde and some derivatives. J Chem Soc 667–670

Kläusli T (2014) AVA Biochem: Commercialising renewable platform chemical 5-HMF. Green Process Synth 3(3):235–236

Liu X, Min X, Liu H, Cao Y, Liu Y, Han M, Sun Z, Ji S (2020) Efficient conversion of cellulose to 5-hydroxymethylfurfural catalyzed by a cobalt-phosphonate catalyst. Sustain Energy Fuels. https://doi.org/10.1039/D0SE01006ECrossRef

Liu Y, Li Zh, Yang Y, Hou Y, Wei Z (2014) A novel route towards high yield 5-hydroxymethylfurfural from fructose catalyzed by a mixture of Lewis and Bronsted acids. RSC Adv 4(79):42035–42038CrossRef

Mika LT, Csefalvay E, Nemeth A (2018) Catalytic conversion of carbohydrates to initial platform chemicals: chemistry and sustainability. Chem Rev 118:505–613CrossRef

Nassar MM (1998) Thermal analysis kinetics of bagasse and rice straw. Energy Sources 20(9):831–837CrossRef

Overton JC, Engelberth AS, Mosier NS (2020) Single-vessel synthesis of 5-hydroxymethylfurfural (HMF) from milled corn. ACS Sustain Chem Eng 8(1):18–21CrossRef

Peterson AA (2008) Thermochemical biofuel production in hydrothermal media: a review of sub- and supercritical water technologies. Energy Environ Sci 1(1):32–65CrossRef

Putten R-JV, van der Waal JC, Jong ED, Rasrendra CB, Heeres HJ, Vries JGD (2013) Hydroxymethylfurfural, a versatile platform chemical made from renewable resources. Chem Rev 113(3):1499–1597CrossRef

Questell-Santiago YM, Zambrano-Varela R, Amiri MT, Luterbacher JS (2018) Carbohydrate stabilization extends the kinetic limits of chemical polysaccharide depolymerization. Nat Chem 10:1222–1228CrossRef

Ram S, Sharma AK, Chauhan AS, Das P (2020) Palladium-catalyzed ortho-halogen-induced deoxygenative approach of alkyl aryl ketones to 2-vinylbenzoic acids. ChemComm 56:10674–10677

Rapp KM (1988) Process for preparing pure 5-hydroxymethylfurfuraldehyde. US 4740605

Roman-Leshkov Y, Barrett CJ, Liu ZY, Dumesic JA (2007) Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates. Nature 447(7147):982–985CrossRef

Shil AK, Kumar S, Reddy CB, Dadhwal S, Thakur V, Das P (2015) Supported palladium nanoparticle-catalyzed carboxylation of aryl halides, alkenylsilanes, and organoboronic acids employing oxalic acid as the C1 source. Org Lett 17(21):5352–5355CrossRef

Siankevich S, Fei Z, Scopelliti R, Jessop PG, Zhang J, Yan N, Dyson PJ (2016) Direct conversion of mono- and polysaccharides into 5-hydroxymethylfurfural using ionic-liquid mixtures. Chemsuschem 9(16):2089–2096CrossRef

Thakur V, Kumar A, Sharma N, Shil AK, Das P (2018) Supported palladium nanoparticles catalyzed reductive carbonylation of nitroarenes to N-arylformamides. Adv Synth Catal 360(3):432–437CrossRef

Xu C, Paone E, Rodríguez-Padrón D, Luque R, Mauriello F (2020) Recent catalytic routes for the preparation and the upgrading of biomass derived furfural and 5-hydroxymethylfurfural. Chem Soc Rev 49:4273–4306CrossRef

Yi G, Teong SP, Zhang Y (2016) Base-free conversion of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid over a Ru/C catalyst. Green Chem 18(4):979–983CrossRef

Yin S, Pan Y, Tan Z (2011) Hydrothermal conversion of cellulose to 5-hydroxymethyl furfural. Int J Green Energy 8(2):234–247CrossRef

Yu IKM, Tsang DCW (2017) Conversion of biomass to hydroxymethylfurfural: A review of catalytic systems and underlying mechanisms. Bioresource Technol 238:716–732CrossRef

Yu IKM, Tsang DCW, Yip ACK, Chen SS, Wang L, Ok YS, Poon CS (2017) Catalytic valorization of starch-rich food waste into hydroxymethylfurfural (HMF): controlling relative kinetics for high productivity. Bioresource Technol 237:222–230CrossRef

Zhang L, Xi G, Zhang J, Yu H, Wang X (2017a) Efficient catalytic system for the direct transformation of lignocellulosic biomass to furfural and 5–hydroxymethylfurfural. Bioresource Technol 224:656–661CrossRef

Zhang Z, Song J, Han B (2017b) Catalytic transformation of lignocellulose into chemicals and fuel products in ionic liquids. Chem Rev 117(10):6834–6880CrossRef

Zhao S, Cheng M, Li J, Tian J, Wang X (2011) One pot production of 5-hydroxymethylfurfural with high yield from cellulose by a Brønsted–Lewis–surfactant-combined heteropolyacid catalyst. ChemComm 47(7):2176–2178

Zhou C, Zhao J, Yagoub AEA, Ma H, Yu X, Hu J, Bao X, Liu S (2017) Conversion of glucose into 5-hydroxymethylfurfural in different solvents and catalysts: Reaction kinetics and mechanism. Egypt J Pet 26(2):477–487CrossRef

Title: Lignocellulosic biomass and carbohydrates as feed-stock for scalable production of 5-hydroxymethylfurfural
Authors: Ajay Kumar
Arvind Singh Chauhan
Shaifali
Pralay Das
Publication date: 04-03-2021
Publisher: Springer Netherlands
Published in: Cellulose / Issue 7/2021
Print ISSN: 0969-0239
Electronic ISSN: 1572-882X
DOI: https://doi.org/10.1007/s10570-021-03764-3

Springer Professional

Abstract

Graphic 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 7/2021

Salt crystallization pressure as a new method to obtain micro and nanocellulose

Micro fibrillated cellulose reinforced bio-based rigid high-density polyurethane foams

Simple preparation of carboxymethyl cellulose-based ionic conductive hydrogels for highly sensitive, stable and durable sensors

Cotton nonwovens with unidirectional water-transport properties produced by atmospheric plasma deposition

Cocoa pod husk valorization: alkaline-enzymatic pre-treatment for propionic acid production

Polyamidoamine dendrimer functionalized cellulose nanocrystals for CO2 capture