Skip to main content
SpringerLink
Log in

Study on adsorption-degradation of 2,4-dichlorophenol by modified biochar immobilized laccase

  • Original Paper
  • Published:
International Journal of Environmental Science and Technology Aims and scope Submit manuscript

Abstract

In this paper, biochar was modified by cetyltrimethylammonium bromide (CTAB) and KOH solution, and it was characterized by TGA, FT-IR, XRD, BET, SEM. Then, the modified biochar (MB) was used to immobilize free laccase (FL) by adsorption method to prepare modified biochar immobilize laccase (MBL). The adsorption and degradation performance for 2,4-DCP via MB, FL, MBL were studied. The results showed that under the optimal conditions, the adsorption rate of MB on 2,4-DCP was up to 42.5%, adsorption capacity was 85.13 mg/g, and the adsorption of 2,4-DCP by MB was proved to conform to the pseudo-second-order model and the Langmuir adsorption isotherm model; the maximum degradation rate of FL on 2,4-DCP was 97.7%, and the degradation of 2,4-DCP by FL was proved to conform to the first-order kinetic model; under the optimal conditions, the removal rate of MBL on 2,4-DCP can reach almost 100%. MBL combines physical–chemical adsorption and biodegradation, and the contribution of biodegradation is greater than adsorption. Finally, the possible degradation mechanism and pathways of 2,4-DCP were given via high-performance liquid chromatography (HPLC) analysis and gas chromatography-mass spectrometry (GC–MS) analysis.

Graphic abstract

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10

Similar content being viewed by others

References

  • Adeola A (2018) Fate and toxicity of chlorinated phenols of environmental implications: a review medicinal and analytical chemistry. Int J 2:000126

    Google Scholar 

  • Ahmad A et al (2019) Methods of enzyme immobilization on various supports enzymatic fuel cells. Mater Appl 44:1–28

    CAS  Google Scholar 

  • Ammar HB, Brahim MB, Abdelhédi R, Samet Y (2016) Green electrochemical process for metronidazole degradation at BDD anode in aqueous solutions via direct and indirect oxidation. Sep Purif Technol 157:9–16

    CAS  Google Scholar 

  • Bernal C, Rodriguez K, Martinez R (2018) Integrating enzyme immobilization and protein engineering: an alternative path for the development of novel and improved industrial biocatalysts. Biotechnol Adv 36:1470–1480

    CAS  Google Scholar 

  • Bhattacharya SS, Karmakar S, Banerjee R (2009) Optimization of laccase mediated biodegradation of 2, 4-dichlorophenol using genetic algorithm water research. Water Res 43:3503–3510

    CAS  Google Scholar 

  • Bilal M, Asgher M, Parra-Saldivar R, Hu H, Wang W, Zhang X, Iqbal HM (2017) Immobilized ligninolytic enzymes: an innovative and environmental responsive technology to tackle dye-based industrial pollutants–a review. Sci Total Environ 576:646–659

    CAS  Google Scholar 

  • Catherine H, Penninckx M, Frédéric D (2016) Product formation from phenolic compounds removal by laccases: A review. Environ Technol Innovat 5:250–266

    Google Scholar 

  • Cooper GS, Jones S (2008) Pentachlorophenol and cancer risk: focusing the lens on specific chlorophenols and contaminants. Environ Health Perspect 116:1001–1008

    CAS  Google Scholar 

  • Cui J, Ren S, Sun B, Jia S (2018) Optimization protocols and improved strategies for metal-organic frameworks for immobilizing enzymes: Current development and future challenges. Coord Chem Rev 370:22–41

    CAS  Google Scholar 

  • d’Acunzo F, Galli C, Masci B (2002) Oxidation of phenols by laccase and laccase-mediator systems: Solubility and steric issues. Eur J Biochem 269:5330–5335

    CAS  Google Scholar 

  • Davin LB, Wang H-B, Crowell AL, Bedgar DL, Martin DM, Sarkanen S, Lewis NG (1997) Stereoselective bimolecular phenoxy radical coupling by an auxiliary (dirigent) protein without an active center. Science 275:362–367

    CAS  Google Scholar 

  • Ezzati R (2019) Derivation of pseudo first order pseudo second order and modified pseudo-first-order rate equations from langmuir and freundlich isotherms for adsorption. Chem Eng J 123:705

    Google Scholar 

  • Fernández-Fernández M, Sanromán MÁ, Moldes D (2013) Recent developments and applications of immobilized laccase. Biotechnol Adv 31:1808–1825

    Google Scholar 

  • García-Delgado C, Eymar E, Camacho-Arévalo R, Petruccioli M, Crognale S, D’Annibale A (2018) Degradation of tetracyclines and sulfonamides by stevensite-and biochar-immobilized laccase systems and impact on residual antibiotic activity. J Chem Technol Biotechnol 93:3394–3409

    Google Scholar 

  • Giardina P, Faraco V, Pezzella C, Piscitelli A, Vanhulle S, Sannia G (2010) Laccases: a never-ending story. Cell Mole Life Sci 67:369–385

    CAS  Google Scholar 

  • Gupta V, Carrott P, Singh R, Chaudhary M, Kushwaha S (2016) Cellulose: a review as natural modified and activated carbon adsorbent. Bioresour Technol 216:1066–1076

    Google Scholar 

  • Inyang MI et al (2016) A review of biochar as a low-cost adsorbent for aqueous heavy metal removal. Critical Rev Environ Sci Technol 46:406–433

    CAS  Google Scholar 

  • Jin H, Hanif MU, Capareda S, Chang Z, Huang H, Ai Y (2016) Copper (II) removal potential from aqueous solution by pyrolysis biochar derived from anaerobically digested algae-dairy-manure and effect of KOH activation. J Environ Chem Eng 4:365–372

    CAS  Google Scholar 

  • Jun LY et al (2019) An overview of immobilized enzyme technologies for dye phaenolic removal from wastewater. J Environ Chem Eng 102:961

    Google Scholar 

  • Kaczmarek MB, Kwiatos N, Szczęsna-Antczak M, Bielecki S (2017) Laccases–enzymes with an unlimited potential. Biotechnol Food Sci 81:263

    Google Scholar 

  • Karimi-Maleh H et al (2020a) An amplified voltammetric sensor based on platinum nanoparticle/polyoxometalate/two-dimensional hexagonal boron nitride nanosheets composite and ionic liquid for determination of N-hydroxysuccinimide in water samples. J Mole Liquid 310:113185

    CAS  Google Scholar 

  • Karimi-Maleh H et al (2020b) The role of magnetite/graphene oxide nano-composite as a high-efficiency adsorbent for removal of phenazopyridine residues from water samples, an experimental/theoretical investigation. J Mole Liquids 298:112040

    CAS  Google Scholar 

  • Karimi-Maleh H, Fakude CT, Mabuba N, Peleyeju GM, Arotiba OA (2019) The determination of 2-phenylphenol in the presence of 4-chlorophenol using nano-Fe3O4/ionic liquid paste electrode as an electrochemical sensor. J Colloid Interface Sci 554:603–610

    CAS  Google Scholar 

  • Karimi-Maleh H et al (2020b) Tuning of metal oxides photocatalytic performance using Ag nanoparticles integration. J Mol Liq 314:113588

    CAS  Google Scholar 

  • Karimi-Maleh H, Cellat K, Arıkan K, Savk A, Karimi F, Şen F (2020a) Palladium-Nickel nanoparticles decorated on Functionalized-MWCNT for high precision non-enzymatic glucose sensing. Mater Chem Phys 250:123042

    CAS  Google Scholar 

  • Kilcawley KN, Wilkinson MG, Fox PF (2002) Determination of key enzyme activities in commercial peptidase and lipase preparations from microbial or animal sources. Enzyme Microbial Technol 31:310–320

    CAS  Google Scholar 

  • Mohammadian M, Fathi-Roudsari M, Mollania N, Badoei-Dalfard A, Khajeh K (2010) Enhanced expression of a recombinant bacterial laccase at low temperature and microaerobic conditions: purification and biochemical characterization. J Indust Microbiol Biotechnol 37:863–869

    CAS  Google Scholar 

  • Naiki H, Nakakuki K (1996) First-order kinetic model of Alzheimer’s beta-amyloid fibril extension in vitro Laboratory investigation. A J Tech Method Pathol 74:374–383

    CAS  Google Scholar 

  • Novoa C et al (2019) KnowVolution of a fungal laccase toward alkaline pH. ChemBioChem 20:1458–1466

    CAS  Google Scholar 

  • Nunes CS, Kunamneni A (2018) Laccases—properties and applications. In: Enzymes in human and animal nutrition. Elsevier, pp 133–161

  • Peng H, Gao P, Chu G, Pan B, Peng J, Xing B (2017) Enhanced adsorption of Cu (II) and Cd (II) by phosphoric acid-modified biochars. Environ Pollut 229:846–853

    CAS  Google Scholar 

  • Poorakbar E et al (2018) Synthesis of magnetic gold mesoporous silica nanoparticles core shell for cellulase enzyme immobilization: improvement of enzymatic activity and thermal stability. Process Biochem 71:92–100

    CAS  Google Scholar 

  • Puanngam M, Unob F (2008) Preparation and use of chemically modified MCM-41 and silica gel as selective adsorbents for Hg (II) ions. J Hazard Mater 154:578–587

    CAS  Google Scholar 

  • Qayoom A, Talha M, Kamal A, Siddiqui M, Viqar A (2018) Indigenous kaolinite ore as cost effective adsorbent for re-refining of used lubricating oil. Revue des Energies Renouvelables 21:473–485

    Google Scholar 

  • Rajapaksha AU et al (2016) Engineered/designer biochar for contaminant removal/immobilization from soil and water: potential and implication of biochar modification. Chemosphere 148:276–291

    CAS  Google Scholar 

  • Ren D, Yu H, Wu J, Wang Z, Zhang S, Zhang X, Gong X (2020) The study on adsorption behavior of 2, 4-DCP in solution by biomass carbon modified with CTAB-KOH. Water Sci Technol 82:1535–1546

    CAS  Google Scholar 

  • Rooney MR, Lutsey PL, Bhatti P, Prizment A (2019) Urinary 2, 5-dicholorophenol and 2, 4-dichlorophenol concentrations and prevalent disease among adults in the National Health and Nutrition Examination Survey (NHANES). Occup Environ Med 76:181–188

    Google Scholar 

  • Saptiama I et al (2017) Mesoporous alumina as an effective adsorbent for molybdenum (Mo) toward instant production of radioisotope for medical use. Bull Chem Soc Japan 90:1174–1179

    CAS  Google Scholar 

  • Sdiri A, Khairy M, Bouaziz S, El-Safty S (2016) A natural clayey adsorbent for selective removal of lead from aqueous solutions. Appl Clay Sci 126:89–97

    CAS  Google Scholar 

  • Taki K, Sharma S (2020) Synthesis of Bentonite Clay-Based Geopolymer and Its Application in the Treatment of Expansive Soil. In: Advances in Computer Methods and Geomechanics. Springer, pp 133–143

  • Tisch M, Bergenthal S, Maier H (2002) Genotoxic effect of PCP and lindane on human epithelial tonsil cells. Hno 50:920–927

    CAS  Google Scholar 

  • Villegas LGC, Mashhadi N, Chen M, Mukherjee D, Taylor KE, Biswas N (2016) A short review of techniques for phenol removal from wastewater. Curr Pollut Reports 2:157–167

    CAS  Google Scholar 

  • Wan X, Zhan Y, Long Z, Zeng G, He Y (2017) Core@ double-shell structured magnetic halloysite nanotube nano-hybrid as efficient recyclable adsorbent for methylene blue removal. Chem Eng J 330:491–504

    CAS  Google Scholar 

  • Wang Z et al (2019) Remediation and improvement of 2 4-dichlorophenol contaminated soil by biochar-immobilized laccase. Environ Technol 26:1–14

    Google Scholar 

  • Wang Z et al (2020) Repairing compound-contaminated soil using EK-laccase combination repairing technology. Polish J Environ Stud 29:2403–2411

    CAS  Google Scholar 

  • Yang K et al (2018) New insights for risks of chlorophenols (CPs) exposure: inhibition of UDP-glucuronosyltransferases (UGTs). Chemosphere 206:9–16

    CAS  Google Scholar 

  • Yang X et al (2019) Surface functional groups of carbon-based adsorbents and their roles in the removal of heavy metals from aqueous solutions: a critical review. Chem Eng J. https://doi.org/10.1016/j.cej.2019.02.119

    Article  Google Scholar 

  • Yang J, Huang Y, Yang Y, Yuan H, Liu X (2015) Cagelike mesoporous silica encapsulated with microcapsules for immobilized laccase and 2 4-DCP degradation. J Environ Sci 38:52–62

    CAS  Google Scholar 

  • Yang Y, Song S, Zhao Z (2017) Graphene oxide (GO)/polyacrylamide (PAM) composite hydrogels as efficient cationic dye adsorbents. Colloid Surf A: Physicochem Eng Aspects 513:315–324

    CAS  Google Scholar 

  • Zdarta J, Meyer AS, Jesionowski T, Pinelo M (2018) A general overview of support materials for enzyme immobilization: characteristics, properties, practical utility. Catalysts 8:92

    Google Scholar 

  • Zhang J, Liu X, Xu Z, Chen H, Yang Y (2008) Degradation of chlorophenols catalyzed by laccase. Int Biodeterior Biodegradation 61:351–356

    CAS  Google Scholar 

  • Zhang G, Zhao P, Hao L, Xu Y, Cheng H (2019) A novel amine double functionalized adsorbent for carbon dioxide capture using original mesoporous silica molecular sieves as support. Sep Purif Technol 209:516–527

    CAS  Google Scholar 

  • Zhao W, Ramos K (1998) Cytotoxic response profiles of cultured rat hepatocytes to selected aromatic hydrocarbons. Toxicol in vitro 12:175–182

    CAS  Google Scholar 

  • Zhou Y, Jin X-Y, Lin H, Chen Z-L (2011) Synthesis, characterization and potential application of organobentonite in removing 2 4-DCP from industrial wastewater. Chem Eng J 166:176–183

    CAS  Google Scholar 

  • Zhou N, Chen H, Xi J, Yao D, Zhou Z, Tian Y, Lu X (2017) Biochars with excellent Pb (II) adsorption property produced from fresh and dehydrated banana peels via hydrothermal carbonization. Bioresour Technol 232:204–210

    CAS  Google Scholar 

Download references

Acknowledgements

The authors wish to thank all who assisted in conducting this work.

Funding

This work was supported by the Project of Excellent Fund in Hubei (Grant No 2018CFA067), the National Natural Science Foundation of China (Grant No 41571306), the Major Project of Science and Technology research Program of the Hubei Provincial Department of Education (Grant No D20181101), the National Natural Science Foundation of China (Grant No 41501537) and Hubei Key Laboratory for Efficient Utilization and Agglomeration of Metallurgic Mineral Resources (Grant No 2017zy003).

Author information

Authors and Affiliations

  1. College of Resource and Environmental Engineering, Wuhan University of Science and Technology, Wuhan, 430081, China

    Z. Wang, D. Ren, J. Wu, S. Jiang, H. Yu, Y. Cheng, S. Zhang & X. Zhang

  2. Hubei Key Laboratory for Efficient Utilization and Agglomeration of Metallurgic Mineral Resources, Wuhan University of Science and Technology, Wuhan, 430081, Hubei, China

    Z. Wang, D. Ren, J. Wu, S. Jiang, H. Yu, Y. Cheng, S. Zhang & X. Zhang

Authors
  1. Z. Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. Ren
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. J. Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. H. Yu
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Y. Cheng
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. S. Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. X. Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

Contributions

ZW contributed the conceptualization, methodology, writing-original draft preparation, data curation. DR contributed the conceptualization, writing-reviewing and editing. JW contributed the conceptualization and investigation. SJ, HY and YC contributed the investigation. At last, SZ and XZ contributed the writing-reviewing and editing. All authors read and approved the final manuscript.

Corresponding author

Correspondence to D. Ren.

Ethics declarations

Conflict of interest

The authors declare that they have no competing interests.

Additional information

Editorial responsibility: Fatih ŞEN.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, Z., Ren, D., Wu, J. et al. Study on adsorption-degradation of 2,4-dichlorophenol by modified biochar immobilized laccase. Int. J. Environ. Sci. Technol. 19, 1393–1406 (2022). https://doi.org/10.1007/s13762-021-03151-2

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13762-021-03151-2

Keyword

Search

Navigation