Skip to main content
Log in

Furfural from flax straw using sulfonated carbonaceous acid catalyst: parametric and kinetic studies

  • Published:
Reaction Kinetics, Mechanisms and Catalysis Aims and scope Submit manuscript

Abstract

This study investigates the production of furfural from flax straw biomass through hydrothermal hydrolysis using solid acid catalysts. Specifically, the potential of Glu–TsOH–Zr, Glu–TsOH–Ti, and Glu–TsOH catalysts in furfural production from flax straw biomass and pure xylose was examined. Various characterization techniques such as NH3-TPD, N2-Physisorption, XRD, SEM–EDS, and FTIR were employed to analyze the catalysts’ characteristics. The effect of reaction residence time (0–120 min) and reaction temperature (170–210 °C) on furfural yield was studied. Additionally, the optimal solvent ratio in a two-phase liquid system and the kinetics of the furfural production process were determined. Results showed that the Glu–TsOH–Zr catalyst exhibited increased furfural yield from flax straw without promoting furfural degradation. The catalyst capacity order in the hydrothermal hydrolysis process was found to be Glu–TsOH–Ti > Glu–TsOH–Zr > Glu–TsOH, and these catalysts yielded higher furfural from flax straw compared to previous studies. A first-order irreversible series reaction was identified for furfural production, with temperature having a greater impact on the reaction than the degradation process. The proposed model demonstrated a good fit, with an average absolute deviation of 5.9%. This study presents the kinetics and a comprehensive parametric analysis of a stable and selective sulfonated carbon-based zirconia catalyst for furfural production from flax straw, excluding xylose degradation products. The findings contribute to understanding the potential and limitations of flax straw liquefaction and provide insights for further advancements in catalyzed reactions for renewable fuel production.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Machado G, Leon S, Santos F, Lourega R, Dullius J, Mollmann ME, Eichler P (2016) Literature review on furfural production from lignocellulosic biomass. Nat Resour 07:115–129

    CAS  Google Scholar 

  2. Jönsson LJ, Martín C (2016) Pretreatment of lignocellulose: formation of inhibitory by-products and strategies for minimizing their effects. Bioresour Technol 199:103–112

    Article  PubMed  Google Scholar 

  3. Harry I, Ibrahim H, Thring R, Idem R (2014) Catalytic subcritical water liquefaction of flax straw for high yield of furfural. Biomass Bioenergy 71:381–393

    Article  CAS  Google Scholar 

  4. Li X, Mupondwa E, Panigrahi S, Tabil L, Sokhansanj S, Stumborg M (2012) A review of agricultural crop residue supply in Canada for cellulosic ethanol production. Renew Sustain Energy Rev 16:2954–2965

    Article  CAS  Google Scholar 

  5. Rosales-Calderon O, Arantes V (2019) A review on commercial-scale high-value products that can be produced alongside cellulosic ethanol. Biotechnol Biofuels 12:240

    Article  PubMed  PubMed Central  Google Scholar 

  6. Dulie NW, Woldeyes B, Demsash HD, Jabasingh AS (2021) An insight into the valorization of hemicellulose fraction of biomass into furfural: catalytic conversion and product separation. Waste Biomass Valorization 12:531–552

    Article  CAS  Google Scholar 

  7. Harmsen P, Huijgen W, Bermudez L, Bakker R (2010) Literature review of physical and chemical pretreatment processes for lignocellulosic biomass. 54 Wageningen UR Food & Biobased Research. https://edepot.wur.nl/150289

  8. Galbe M, Wallberg O (2019) Pretreatment for biorefineries: a review of common methods for efficient utilisation of lignocellulosic materials. Biotechnol Biofuels 12:294

    Article  PubMed  PubMed Central  Google Scholar 

  9. Werpy T, Petersen G (2004) Top value added chemicals from biomass: volume I—results of screening for potential candidates from sugars and synthesis gas. DOE/GO-102004–1992, 15008859. https://doi.org/10.2172/15008859

  10. Nhien LC, Long NVD, Kim S, Lee M (2017) Techno-economic assessment of hybrid extraction and distillation processes for furfural production from lignocellulosic biomass. Biotechnol Biofuels 10:81

    Article  PubMed  PubMed Central  Google Scholar 

  11. Montané D, Salvadó J, Torras C, Farriol X (2002) High-temperature dilute-acid hydrolysis of olive stones for furfural production. Biomass Bioenergy 22:295–304

    Article  Google Scholar 

  12. Barrett CJ, Chheda JN, Huber GW, Dumesic JA (2006) Single-reactor process for sequential aldol-condensation and hydrogenation of biomass-derived compounds in water. Appl Catal B 66:111–118

    Article  CAS  Google Scholar 

  13. Jaafari L (2013) Catalytic production of furfural by the subcritical hydrothermal gasification of flax straw. MASc Thesis, FGSR, University of Regina. https://ourspace.uregina.ca/items/46ef06c3-d0b8-4d81-b045-fd7489b944d2

  14. Zeitsch KJ (2000) The chemistry and technology of furfural and its many by-products. Elsevier, pp 36–74

  15. Eken-Saraçoğlu N, Mutlu SF, Dilmaç G, Çavuşoğlu H (1998) A comparative kinetic study of acidic hemicellulose hydrolysis in corn cob and sunflower seed hull. Bioresour Technol 65:29–33

    Article  Google Scholar 

  16. Mansilla HD, Baeza J, Urzúa S, Maturana G, Villaseñor J, Durán N (1998) Acid-catalysed hydrolysis of rice hull: evaluation of furfural production. Bioresour Technol 66:189–193

    Article  CAS  Google Scholar 

  17. Lenihan P, Orozco A, O’Neill E, Ahmad MNM, Rooney DW, Walker GM (2010) Dilute acid hydrolysis of lignocellulosic biomass. Chem Eng J 156:395–403

    Article  CAS  Google Scholar 

  18. Garrote G, Domı́nguez H, Parajó JC, (2001) Kinetic modelling of corncob autohydrolysis. Process Biochem 36:571–578

    Article  CAS  Google Scholar 

  19. Karimi K, Kheradmandinia S, Taherzadeh MJ (2006) Conversion of rice straw to sugars by dilute-acid hydrolysis. Biomass Bioenergy 30:247–253

    Article  CAS  Google Scholar 

  20. Mamman AS, Lee J-M, Kim Y-C, Hwang IT, Park N-J, Hwang YK, Chang J-S, Hwang J-S (2008) Furfural: hemicellulose/xylosederived biochemical. Biofuels Bioprod Biorefining 2:438–454

    Article  CAS  Google Scholar 

  21. Möller M, Schröder U (2013) Hydrothermal production of furfural from xylose and xylan as model compounds for hemicelluloses. RSC Adv 3:22253–22260

    Article  Google Scholar 

  22. Suxia R, Haiyan X, Jinling Z, Shunqing L, Xiaofeng H, Tingzhou L (2012) Furfural production from rice husk using sulfuric acid and a solid acid catalyst through a two-stage process. Carbohydr Res 359:1–6

    Article  Google Scholar 

  23. Weidener D, Leitner W, Domínguez de María P, Klose H, Grande PM (2021) Lignocellulose fractionation using recyclable phosphoric acid: Lignin, cellulose, and furfural production. ChemSusChem 14:909–916

    Article  CAS  PubMed  Google Scholar 

  24. Rusanen A, Kupila R, Lappalainen K, Kärkkäinen J, Hu T, Lassi U (2020) Conversion of xylose to furfural over lignin-based activated carbon-supported iron catalysts. Catalysts 10:821

    Article  CAS  Google Scholar 

  25. Dashtban M, Gilbert A, Fatehi P (2012) Production of furfural: overview and challenges. J Sci Technol For Prod Process 2:44–53

    Google Scholar 

  26. Chareonlimkun A, Champreda V, Shotipruk A, Laosiripojana N (2010) 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. Bioresour Technol 101:4179–4186

    Article  CAS  PubMed  Google Scholar 

  27. Chen X, Yang H, Chen Y, Chen W, Lei T, Zhang W, Chen H (2017) Catalytic fast pyrolysis of biomass to produce furfural using heterogeneous catalysts. J Anal Appl Pyrolysis 127:292–298

    Article  CAS  Google Scholar 

  28. Wang W, Ren J, Li H, Deng A, Sun R (2015) Direct transformation of xylan-type hemicelluloses to furfural via SnCl4 catalysts in aqueous and biphasic systems. Bioresour Technol 183:188–194

    Article  CAS  PubMed  Google Scholar 

  29. Lin Q, Li H, Wang X, Jian L, Ren J, Liu C, Sun R (2017) SO42−/Sn-MMT solid acid catalyst for xylose and xylan conversion into furfural in the biphasic system. Catalysts 7:118

    Article  Google Scholar 

  30. Zhang W, Wang Z, Huang J, Jiang Y (2021) Zirconia-based solid acid catalysts for biomass conversion. Energy Fuels 35:9209–9227

    Article  CAS  Google Scholar 

  31. Gómez Millán G, Phiri J, Mäkelä M, Maloney T, Balu AM, Pineda A, Llorca J, Sixta H (2019) Furfural production in a biphasic system using a carbonaceous solid acid catalyst. Appl Catal Gen 585:117180

    Article  Google Scholar 

  32. Verma S, Baig RBN, Nadagouda MN, Len C, Varma RS (2017) Sustainable pathway to furanics from biomass via heterogeneous organo-catalysis. Green Chem 19:164–168

    Article  CAS  PubMed  Google Scholar 

  33. Sairanen E, Vilonen K, Karinen R, Lehtonen J (2013) Functionalized activated carbon catalysts in xylose dehydration. Top Catal 56:512–521

    Article  CAS  Google Scholar 

  34. Mazzotta MG, Gupta D, Saha B, Patra AK, Bhaumik A, Abu-Omar MM (2014) Efficient solid acid catalyst containing lewis and brønsted acid sites for the production of furfurals. ChemSusChem 7:2342–2350

    Article  CAS  PubMed  Google Scholar 

  35. Li W, Zhu Y, Lu Y, Liu Q, Guan S, Chang H, Jameel H, Ma L (2017) Enhanced furfural production from raw corn stover employing a novel heterogeneous acid catalyst. Bioresour Technol 245:258–265

    Article  CAS  PubMed  Google Scholar 

  36. Gómez Millán G, El Assal Z, Nieminen K, Hellsten S, Llorca J, Sixta H (2018) Fast furfural formation from xylose using solid acid catalysts assisted by a microwave reactor. Fuel Process Technol 182:56–67

    Article  Google Scholar 

  37. Daengprasert W, Boonnoun P, Laosiripojana N, Goto M, Shotipruk A (2011) Application of sulfonated carbon-based catalyst for solvothermal conversion of cassava waste to hydroxymethylfurfural and furfural. Ind Eng Chem Res 50:7903–7910

    Article  CAS  Google Scholar 

  38. Liang J, Zha J, Zhao N, Tang Z, He Y, Ma C (2021) Valorization of waste lignocellulose to furfural by sulfonated biobased heterogeneous catalyst using ultrasonic-treated chestnut shell waste as carrier. Processes 9:2269

    Article  CAS  Google Scholar 

  39. Hu S, Huang J, Huang D, Li P, Tang J, Meng F (2021) Increased flexibility to improve the catalytic performance of carbon-based solid acid catalysts. Green Process Synth 10:687–699

    Article  CAS  Google Scholar 

  40. Zhang B, Ren J, Liu X, Guo Y, Guo Y, Lu G, Wang Y (2010) Novel sulfonated carbonaceous materials from p-toluenesulfonic acid/glucose as a high-performance solid-acid catalyst. Catal Commun 11:629–632

    Article  CAS  Google Scholar 

  41. Ogundowo F, Ibrahim H (2022) Promising sulfonated carbon-based zirconia catalyst for renewable furfural production. Biomass Convers Biorefinery. https://doi.org/10.1007/s13399-022-03071-2

    Article  Google Scholar 

  42. Beyene D, Chae M, Vasanthan T, Bressler DC (2020) A biorefinery strategy that introduces hydrothermal treatment prior to acid hydrolysis for co-generation of furfural and cellulose nanocrystals. Front Chem 8:323

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  43. Wataniyakul P, Boonnoun P, Quitain AT, Sasaki M, Kida T, Laosiripojana N, Shotipruk A (2018) Preparation of hydrothermal carbon as catalyst support for conversion of biomass to 5-hydroxymethylfurfural. Catal Commun 104:41–47

    Article  CAS  Google Scholar 

  44. Cai CM, Zhang T, Kumar R, Wyman CE (2014) Integrated furfural production as a renewable fuel and chemical platform from lignocellulosic biomass. J Chem Technol Biotechnol 89:2–10

    Article  CAS  Google Scholar 

  45. Jing Q, Lü X (2007) Kinetics of non-catalyzed decomposition of D-xylose in high temperature liquid water* *supported by the national natural science foundation of China (No.20476089) and the project of the ministry of science and technology of China (No.2004CCA05500). Chin J Chem Eng 15:666–669

    Article  CAS  Google Scholar 

  46. Sahu R, Dhepe PL (2012) A one-pot method for the selective conversion of hemicellulose from crop waste into C5 sugars and furfural by using solid acid catalysts. Chemsuschem 5:751–761

    Article  CAS  PubMed  Google Scholar 

  47. Vedernikovs N, Kampars V, Puķe M, Krūma I (2010) Changes in the birch wood lignocellulose composition in the pretreatment process. Mater Sci Appl Chem 22:68–73

    CAS  Google Scholar 

  48. Sun S, Cao X, Li H, Chen X, Tang J, Sun S (2018) Preparation of furfural from eucalyptus by the MIBK/H2O pretreatment with biphasic system and enzymatic hydrolysis of the resulting solid fraction. Energy Convers Manag 173:539–544

    Article  CAS  Google Scholar 

  49. Ji H, Chen L, Zhu JY, Gleisner R, Zhang X (2016) Reaction kinetics based optimization of furfural production from corncob using a fully recyclable solid acid. Ind Eng Chem Res 55:11253–11259

    Article  CAS  Google Scholar 

  50. Weingarten R, Cho J, Wm. Curtis Conner J, W. Huber G, (2010) Kinetics of furfural production by dehydration of xylose in a biphasic reactor with microwave heating. Green Chem 12:1423–1429

    Article  CAS  Google Scholar 

  51. Li X, Liu Q, Luo C, Gu X, Lu L, Lu X (2017) Kinetics of furfural production from corn cob in γ-valerolactone using dilute sulfuric acid as catalyst. ACS Sustain Chem Eng 5:8587–8593

    Article  CAS  Google Scholar 

Download references

Funding

The financial supports of the Natural Sciences and Engineering Research Council of Canada (NSERC DG: RGPIN-2018-03955), Canada Foundation for Innovation (CFI JELF: 37758) the Vice President Research Office, and the Faculty of Engineering & Applied Science at the University of Regina provided as gratefully acknowledged. The authors are also grateful to the Clean Energy Technologies Research Institute (CETRI) for granting them access to their research facilities. The authors’ opinions are their own, not necessarily those of our research and funding partners.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Hussameldin Ibrahim.

Ethics declarations

Conflict of interest

The authors declare no competing interests.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 101 KB)

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ogundowo, O., Sadanandam, G. & Ibrahim, H. Furfural from flax straw using sulfonated carbonaceous acid catalyst: parametric and kinetic studies. Reac Kinet Mech Cat 136, 2535–2554 (2023). https://doi.org/10.1007/s11144-023-02466-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-023-02466-0

Keywords

Navigation