Skip to main content

Interaction between biochar-dissolved organic matter and chlorophenols during biochar adsorption

Abstract

Biochar (BC) has been widely applied in the remediation of chlorophenols (CPs) from contaminated sites in which the role and mechanisms of BC dissolved organic matter (BDOM), as a crucial component of BC, with CPs are largely unknown and thus need to be investigated. In this study, DOM was derived from peanut hulls (PDOM) and corn stalks (CDOM) as BC sources, and the interactions between PDOM/CDOM and 2,4,6-trichlorophenol (TCP) were analysed using excitation-emission matrix spectroscopy (EEM) in combination with multiple models. EEM combined with fluorescence region integration (EEM-FRI) indicated that humic-like materials were the major materials of both PDOM and CDOM (percentage fluorescence response Ri,n > 60%), and CDOM contained more protein- and fulvic-like materials than PDOM. Based on EEM in combination with parallel factor analysis (EEM-PARAFAC), 4 components were obtained, and the percentage decrease in maximum fluorescence intensities (Fmax) showed that the main components interacting with TCP in PDOM/CDOM were protein- and fulvic-like components (> 25%). Moreover, the modified Stern–Volmer model was used to calculate the stability constants (Log KTCP) of PDOM/CDOM and TCP for the first time, and the mechanism of static quenching was dominant for interacting with TCP in PDOM (Log KTCP: 4.36–4.65) and CDOM (Log KTCP: 3.53–4.73). Furthermore, the sequential TCP binding of fluorescent components in BDOM generally followed the order of protein-like → short-wavelength fulvic-like → long-wavelength fulvic-like → humic-like components. These findings will provide a basis for screening biochar as a functional material for CP remediation applications and for understanding the environmental chemical behaviour of leached DOM during biochar application.

Graphical Abstract

This is a preview of subscription content, access via your institution.

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

Data availability

All data generated or analysed during this study are with the corresponding author, and, if necessary, she is available for taking any question about the datasets and these can be requested by reasonable request.

References

  • Bai YC, Wu FC, Liu CQ, Li W, Guo JY, Fu PQ, Xing BS, Zheng J (2008) Ultraviolet absorbance titration for determining stability constants of humic substances with Cu(II) and Hg(II). Anal Chim Acta 616:115–121

    CAS  Google Scholar 

  • Chang Chien S, Wang M, Huang C, Seshaiah K (2007) Characterization of humic substances derived from swine manure-based compost and correlation of their characteristics with reactivities with heavy metals. J Agric Food Chem 55:4820–4827

    Google Scholar 

  • Chen W, Westerhoff P, Leenheer JA, Booksh K (2003) Fluorescence excitation−emission matrix regional integration to quantify spectra for dissolved organic matter. Environ Sci Technol 24:5701–5710

    Google Scholar 

  • Chen WB, Smith DS, Gueguen C (2013) Influence of water chemistry and dissolved organic matter (DOM) molecular size on copper and mercury binding determined by multiresponse fluorescence quenching. Chemosphere 92:351–359

    CAS  Google Scholar 

  • Chen W, Habibul N, Liu XY, Sheng GP, Yu HQ (2015) FTIR and synchronous fluorescence heterospectral two-dimensional correlation analyses on the binding characteristics of copper onto dissolved organic matter. Environ Sci Technol 49:2052–2058

    CAS  Google Scholar 

  • Chen J, Gu BH, LeBoeuf EJ, Pan HJ, Dai S (2002) Spectroscopic characterization of the structural and functional properties of natural organic matter fractions. Chemosphere 48:59–68

  • Fan X, Liu C, Yu X, Wang Y, Song J, Xiao X, Meng F, Cai Y, Ji W, Xie Y, Peng P (2021) Insight into binding characteristics of copper(II) with water-soluble organic matter emitted from biomass burning at various pH values using EEM-PARAFAC and two-dimensional correlation spectroscopy analysis. Chemosphere 278:130439

    CAS  Google Scholar 

  • Flores F, Fernandez M, Villafranca M, Gonzalez E (2006) Cosorption study of organic pollutants and dissolved organic matter in a soil. Environ Pollut 142:449–456

    Google Scholar 

  • Garrido Reyes TI, Mendoza Crisosto JE, Varela Echeverria PS, Mejias Barrios EG, Alvarez Salgado XA (2021) Interaction between polychlorinated biphenyls and dissolved organic matter of different molecular weights from natural and anthropic sources. J Environ Manage 299:113645

    CAS  Google Scholar 

  • Gauthler TD, Shane EC, Guerin WF, Seltz WR, Grant CL (1986) Fluorescence quenching method for determining equilibrium constants for polycyclic aromatic hydrocarbons binding to dissolved humic materials. Environ Sci Technol 20:1162–1166

    Google Scholar 

  • Guo X, Tian Y, Yuan D, Huang Y, Yang Y, Zou C (2021) Effects of hydrophyte decomposition on the binding mechanism between fluorescent DOM and copper. Ecotoxicol Environ Saf 214:112064

    CAS  Google Scholar 

  • Guo X, Peng Y, Li N, Tian Y, Dai L, Wu Y, Huang Y (2022) Effect of biochar-derived DOM on the interaction between Cu(II) and biochar prepared at different pyrolysis temperatures. J Hazard Mater 421:126739

    CAS  Google Scholar 

  • He XS, Xi BD, Wei ZM, Jiang YH, Yang Y, An D, Cao JL, Liu HL (2011) Fluorescence excitation-emission matrix spectroscopy with regional integration analysis for characterizing composition and transformation of dissolved organic matter in landfill leachates. J Hazard Mater 190:293–299

    CAS  Google Scholar 

  • He XS, Xi BD, Li X, Pan HW, An D, Bai SG, Li D, Cui DY (2013) Fluorescence excitation-emission matrix spectra coupled with parallel factor and regional integration analysis to characterize organic matter humification. Chemosphere 93:2208–2215

    CAS  Google Scholar 

  • He Y, Liu C, Tang X-Y, Xian Q-S, Zhang J-Q, Guan Z (2019) Biochar impacts on sorption-desorption of oxytetracycline and florfenicol in an alkaline farmland soil as affected by field ageing. Sci Total Environ 671:928–936

    CAS  Google Scholar 

  • Hong Q, Liu C, Wang Z, Li R, Liang X, Wang Y, Zhang Y, Song Z, Xiao Z, Cui T, Heng B, Xu B, Qi F, Ikhlaq A (2021) Electron transfer enhancing Fe(II)/Fe(III) cycle by sulfur and biochar in magnetic FeS@biochar to active peroxymonosulfate for 2,4-dichlorophenoxyacetic acid degradation. Chem Eng J 417:129238

  • Huang G, Zhou X, Guo G, Ren C, Rizwan MS, Islam MS, Hu H (2020) Variations of dissolved organic matter and Cu fractions in rhizosphere soil induced by the root activities of castor bean. Chemosphere 254:126800

    CAS  Google Scholar 

  • Hur J, Lee BM (2011) Characterization of binding site heterogeneity for copper within dissolved organic matter fractions using two-dimensional correlation fluorescence spectroscopy. Chemosphere 83:1603–1611

    CAS  Google Scholar 

  • Josephy PD, Eling T, Mason RP (1982) The horseradish peroxidase-catalyzed oxidation of 3,5,3′,5′-tetramethylbenzidine. Free radical and charge-transfer complex intermediates. J Biol Chem 257:3669–3675

    CAS  Google Scholar 

  • Kantar C, Oral O, Urken O, Oz NA, Keskin S (2019) Oxidative degradation of chlorophenolic compounds with pyrite-Fenton process. Environ Pollut 247:349–361

    CAS  Google Scholar 

  • Langwaldt JH, Puhakka JA (2003) Competition for oxygen by iron and 2,4,6-trichlorophenol oxidizing bacteria in boreal groundwater. Water Res 37:1378–1384

    CAS  Google Scholar 

  • Lee HS, Kim Y, Kim J, Shin HS (2022) Quantitative and qualitative characteristics of dissolved organic matter derived from biochar depending on the modification method and biochar type. J Water Process Eng 46:102569

    Google Scholar 

  • Li J, Li Y, Li C (2013) Characterization of humic acids and fulvic acids derived from sewage sludge. Asian J Chem 25:10087–10091

    CAS  Google Scholar 

  • Li T, Song F, Zhang J, Tian S, Huang N, Xing B, Bai Y (2020) Experimental and modeling study of proton and copper binding properties onto fulvic acid fractions using spectroscopic techniques combined with two-dimensional correlation analysis. Environ Pollut 256:113465

    CAS  Google Scholar 

  • Li H, Li S, Jin L, Lu Z, Xiang M, Wang C, Wang W, Zhang J, Li C, Xie H (2022a) Activation of peroxymonosulfate by magnetic Fe3S4/biochar composites for the efficient degradation of 2,4,6-trichlorophenol: synergistic effect and mechanism. J Environ Chem Eng 10:107085

    CAS  Google Scholar 

  • Li Y, Zhang Y, Li Z, Wan J, Dang C, Fu J (2022b) Characterization of colored dissolved organic matter in the northeastern South China Sea using EEMs-PARAFAC and absorption spectroscopy. J Sea Res 180:102159

  • Liu G, Tang H, Fan J, Xie Z, He T, Shi R, Liao B (2019) Removal of 2,4,6-trichlorophenol from water by Eupatorium adenophorum biochar-loaded nano-iron/nickel. Bioresour Technol 289:121734

    CAS  Google Scholar 

  • Liu T, Cui K, Chen Y, Li C, Cui M, Yao H, Chen Y, Wang S (2021) Removal of chlorophenols in the aquatic environment by activation of peroxymonosulfate with nMnOx@Biochar hybrid composites: performance and mechanism. Chemosphere 283:131188

    CAS  Google Scholar 

  • Machado LMM, Lütke SF, Perondi D, Godinho M, Oliveira MLS, Collazzo GC, Dotto GL (2020) Treatment of effluents containing 2-chlorophenol by adsorption onto chemically and physically activated biochars. J Environ Chem Eng 8:104473

  • Noda I, Ozaki Y (2009) Chapter 4. Generalized two-dimensional correlation spectroscopy in practice. pp. 47–64

  • Poojamnong K, Tungsudjawong K, Khongnakorn W, Jutaporn P (2020) Characterization of reversible and irreversible foulants in membrane bioreactor (MBR) for eucalyptus pulp and paper mill wastewater treatment using fluorescence regional integration. J Environ Chem Eng 8:104231

  • Rajapaksha A, Ok Y, El-Naggar A, Kim H, Song F, Kang S, Tsang Y (2019) Dissolved organic matter characterization of biochars produced from different feedstock materials. J Environ Manage 233:393–399

    CAS  Google Scholar 

  • Rossi G, Durek J, Ojha S, Schluter OK (2021) Fluorescence-based characterisation of selected edible insect species: excitation emission matrix (EEM) and parallel factor (PARAFAC) analysis. Curr Res Food Sci 4:862–872

    CAS  Google Scholar 

  • Sciscenko I, Arques A, Micó P, Mora M, García-Ballesteros S (2022) Emerging applications of EEM-PARAFAC for water treatment: a concise review. Chem Eng J Adv 10:100286

  • Shen T, Wang P, Hu L, Hu Q, Wang X, Zhang G (2021) Adsorption of 4-chlorophenol by wheat straw biochar and its regeneration with persulfate under microwave irradiation. J Environ Chem Eng 9:105353

  • Song F, Wu F, Guo F, Wang H, Feng W, Zhou M, Deng Y, Bai Y, Xing B, Giesy JP (2017) Interactions between stepwise-eluted sub-fractions of fulvic acids and protons revealed by fluorescence titration combined with EEM-PARAFAC. Sci Total Environ 605–606:58–65

    Google Scholar 

  • Song F, Wu F, Feng W, Tang Z, Giesy JP, Guo F, Shi D, Liu X, Qin N, Xing B, Bai Y (2018) Fluorescence regional integration and differential fluorescence spectroscopy for analysis of structural characteristics and proton binding properties of fulvic acid sub-fractions. J Environ Sci (china) 74:116–125

    CAS  Google Scholar 

  • Song F, Wu F, Feng W, Liu S, He J, Li T, Zhang J, Wu A, Amarasiriwardena D, Xing B, Bai Y (2019) Depth-dependent variations of dissolved organic matter composition and humification in a plateau lake using fluorescence spectroscopy. Chemosphere 225:507–516

    CAS  Google Scholar 

  • Song F, Li T, Shi Q, Guo F, Bai Y, Wu F, Xing B (2021) Novel insights into the molecular-level mechanism linking the chemical diversity and copper binding heterogeneity of biochar-derived dissolved black carbon and dissolved organic matter. Environ Sci Technol 55:11624–11636

    CAS  Google Scholar 

  • Specchiulli A, Cilenti L, DAdamo R, Fabbrocini A, Guo W, Huang L, Luglie A, Padedda AM, Scirocco T, Magni P (2018) Dissolved organic matter dynamics in Mediterranean lagoons: the relationship between DOC and CDOM. Mar Chem 202:37–48

    CAS  Google Scholar 

  • Tan X, Liu Y, Zeng G, Wang X, Hu X, Gu Y, Yang Z (2015) Application of biochar for the removal of pollutants from aqueous solutions. Chemosphere 125:70–85

    CAS  Google Scholar 

  • Wang Z, Wu Z, Tang S (2009) Characterization of dissolved organic matter in a submerged membrane bioreactor by using three-dimensional excitation and emission matrix fluorescence spectroscopy. Water Res 43:1533–1540

    CAS  Google Scholar 

  • Wang L, Li H, Yang Y, Zhang D, Wu M, Pan B, Xing B (2017) Identifying structural characteristics of humic acid to static and dynamic fluorescence quenching of phenanthrene, 9-phenanthrol, and naphthalene. Water Res 122:337–344

    CAS  Google Scholar 

  • Wei Z, Wang X, Zhao X, Xi B, Wei Y, Zhang X, Zhao Y (2016) Fluorescence characteristics of molecular weight fractions of dissolved organic matter derived from composts. Int Biodeterior Biodegradation 113:187–194

    CAS  Google Scholar 

  • Wu Y, Chen B (2019) Effect of fulvic acid coating on biochar surface structure and sorption properties towards 4-chlorophenol. Sci Total Environ 691:595–604

    CAS  Google Scholar 

  • Xing J, Xu G, Li G (2020) Analysis of the complexation behaviors of Cu(II) with DOM from sludge-based biochars and agricultural soil: effect of pyrolysis temperature. Chemosphere 250:126184

    CAS  Google Scholar 

  • Xu H, Yu G, Yang L, Jiang H (2013) Combination of two-dimensional correlation spectroscopy and parallel factor analysis to characterize the binding of heavy metals with DOM in lake sediments. J Hazard Mater 263(Pt 2):412–421

    CAS  Google Scholar 

  • Yaashikaa PR, Senthil Kumar P, Varjani SJ, Saravanan A (2019) Advances in production and application of biochar from lignocellulosic feedstocks for remediation of environmental pollutants. Bioresour Technol 292:122030

    CAS  Google Scholar 

  • Yan M, Fu Q, Li D, Gao G, Wang D (2013) Study of the pH influence on the optical properties of dissolved organic matter using fluorescence excitation–emission matrix and parallel factor analysis. J Lumin 142:103–109

    CAS  Google Scholar 

  • Yang F, Zhang Q, Jian H, Wang C, Xing B, Sun H, Hao Y (2020) Effect of biochar-derived dissolved organic matter on adsorption of sulfamethoxazole and chloramphenicol. J Hazard Mater 396:122598

    CAS  Google Scholar 

  • Yang F, Wang C, Sun H (2021) A comprehensive review of biochar-derived dissolved matters in biochar application: production, characteristics, and potential environmental effects and mechanisms. J Environ Chem Eng 9:105258

    CAS  Google Scholar 

  • Yin D, Hu S, Jin H, Yu L (2003) Deriving freshwater quality criteria for 2,4,6-trichlorophenol for protection of aquatic life in China. Chemosphere 52:67–73

    CAS  Google Scholar 

  • Zhang D, Pan X, Mostofa KM, Chen X, Mu G, Wu F, Liu J, Song W, Yang J, Liu Y, Fu Q (2010) Complexation between Hg(II) and biofilm extracellular polymeric substances: an application of fluorescence spectroscopy. J Hazard Mater 175:359–365

    CAS  Google Scholar 

  • Zhang J, Song F, Li T, Xie K, Yao H, Xing B, Li Z, Bai Y (2020) Simulated photo-degradation of dissolved organic matter in lakes revealed by three-dimensional excitation-emission matrix with regional integration and parallel factor analysis. J Environ Sci 90:310–320

    CAS  Google Scholar 

  • Zhao Y, Song K, Li S, Ma J, Wen Z (2016) Characterization of CDOM from urban waters in Northern-Northeastern China using excitation-emission matrix fluorescence and parallel factor analysis. Environ Sci Pollut Res Int 23:15381–15394

    CAS  Google Scholar 

  • Zhao Y, Song K, Shang Y, Shao T, Wen Z, Lv L (2017) Characterization of CDOM of river waters in China using fluorescence excitation-emission matrix and regional integration techniques. J Geophys Res Biogeosci 122:1940–1953

    CAS  Google Scholar 

  • Zhou C, Xie Q, Wang J, Chen X, Niu J, Chen J (2020) Effects of dissolved organic matter derived from freshwater and seawater on photodegradation of three antiviral drugs. Environ Pollut 258:113700

    CAS  Google Scholar 

  • Zhu Y, Jin Y, Liu X, Miao T, Guan Q, Yang R, Qu J (2021) Insight into interactions of heavy metals with livestock manure compost-derived dissolved organic matter using EEM-PARAFAC and 2D-FTIR-COS analyses. J Hazard Mater 420:126532

    CAS  Google Scholar 

Download references

Funding

The present study was supported jointly through the National Key Research and Development Plan (2019YFC1805800 and 2020YFC1808200), the National Natural Science Foundation of China (42125706, 42107464, 42077401, 41907318, and 41877377), the Project funded by the China Postdoctoral Science Foundation (2021M702074), and the Shanghai Post-doctoral Excellence Program (2021160).

Author information

Authors and Affiliations

Authors

Contributions

Zhang contributed to the conceptualization and writing and was a major contributor to writing the original draft. Huang contributed to the data curation. Li contributed to reviewing and editing the manuscript. Cheng contributed to the experimental investigation and data curation. Zhou contributed to the data curation. Wang contributed to reviewing and editing the manuscript, and providing methodology. All of the authors read and approved the final manuscript.

Corresponding author

Correspondence to Chen Wang.

Ethics declarations

Ethical approval

Not applicable.

Consent to participate

Not applicable.

Consent for publication

Not applicable.

Competing interests

The authors declare no competing interests.

Additional information

Responsible Editor: Zhihong Xu

Publisher's note

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

Highlights

•Variety of DOM constituents derived from BC is influenced by the source and structure

•Static quenching mechanism was dominant for interacting with TCP in BDOM

•Same fluorophores in diverse BDOMs have significantly different affinities for TCP

•The order of TCP binding is protein-→short-fulvic-→long-fulvic-→humic-like components

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 796 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

Verify currency and authenticity via CrossMark

Cite this article

Zhang, J., Huang, N., Li, H. et al. Interaction between biochar-dissolved organic matter and chlorophenols during biochar adsorption. Environ Sci Pollut Res (2023). https://doi.org/10.1007/s11356-022-25083-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s11356-022-25083-1

Keywords

  • Chlorophenols
  • Dissolved organic matter
  • Interaction mechanisms
  • Stability constants
  • Sequential binding