Promoting targeted oxidation of medium- and long-chain alkanes in oil-contaminated soil by organic matter passivation

Chuanyu Liu , Jinlan Xu , Jianan Dai , Huiwen Guan , Rankang Zhou , Xin Zhai , Jiayi Wang , Tingyu Chen

ENG. Environ. ›› 2026, Vol. 20 ›› Issue (5) : 75

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ENG. Environ. ›› 2026, Vol. 20 ›› Issue (5) :75 DOI: 10.1007/s11783-026-2175-z
RESEARCH ARTICLE
Promoting targeted oxidation of medium- and long-chain alkanes in oil-contaminated soil by organic matter passivation
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Abstract

In this study, soil organic matter (SOM) passivation was used to suppress SOM reactivity, reduce free-radical consumption, and achieve the efficient targeted oxidation of petroleum hydrocarbons. Passivation treatment significantly enhanced the oxidation efficiency, with total petroleum hydrocarbon (TPH) oxidation reaching 12036.24 mg/kg, a 1.33-fold increase compared to that of unpassivated soil. The oxidation levels of short-chain (C11–C17), medium-chain (C18–C24), and long-chain (C25–C30) alkanes were 3940.50, 5627.02, and 2468.71 mg/kg, respectively, showing 1.21-fold, 1.58-fold, and 1.98-fold improvements compared to those of unpassivated treatment. Three-dimensional excitation-emission matrix fluorescence spectroscopy indicated that passivation reduced both the SOM content and free-radical allocation rate by 28.05%, confirming reduced oxidant consumption. Fourier-transform infrared spectroscopy revealed a significant decrease in the absorbance of C–O–C, C=O, and O–H functional groups, which can contribute to improved oxidation efficiency. In addition, molecular analysis performed using the Multiwfn and VMD software indicated that passivation altered the electrostatic potential on the surface of organic matter molecules, reducing their reactivity with hydroxyl radicals and providing a theoretical basis for the passivation mechanism. In conclusion, the targeted-oxidation technology based on SOM passivation coupled with the Fenton reaction can enhance the remediation efficiency of petroleum-contaminated soil while reducing cleanup costs. Moreover, this technical approach provides critical support for the development of efficient remediation strategies for soils with complex contamination.

Graphical abstract

Keywords

Petroleum-contaminated soil / Efficient targeted oxidation / Multiwfn mechanism analysis / Passivation / Medium–long-chain petroleum

Highlight

● Passivation raised soil TPHs oxidation to 12036.24 mg/kg, 1.33× pre-treatment.

● After passivation, SOM’s consumption of •OH dropped to 26.44%.

● Reduced C–O–C, C=O, and O–H absorbance is key to enhanced TPHs oxidation.

● Al3+ masks SOM active sites, boosting TPHs oxidation efficiency.

● Multiwfn analysis shows passivation lowers organic matter •OH reactivity.

Cite this article

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Chuanyu Liu, Jinlan Xu, Jianan Dai, Huiwen Guan, Rankang Zhou, Xin Zhai, Jiayi Wang, Tingyu Chen. Promoting targeted oxidation of medium- and long-chain alkanes in oil-contaminated soil by organic matter passivation. ENG. Environ., 2026, 20(5): 75 DOI:10.1007/s11783-026-2175-z

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References

[1]

(). . ,

[2]

An N T , Duong N T , Tri N N , Trung N T . (2022). Role of O–H···O/S conventional hydrogen bonds in considerable Csp2–H blue-shift in the binary systems of acetaldehyde and thioacetaldehyde with substituted carboxylic and thiocarboxylic acids. RSC Advances, 12(54): 35309–35319

[3]

Anastasiou E , Lorentz K O , Stein G J , Mitchell P D . (2014). Prehistoric schistosomiasis parasite found in the middle east. The Lancet Infectious Diseases, 14(7): 553–554

[4]

Artz R R E , Chapman S J , Robertson A H J , Potts J M , Laggoun-Défarge F , Gogo S , Comont L , Disnar J R , Francez A J . (2008). FTIR spectroscopy can be used as a screening tool for organic matter quality in regenerating cutover peatlands. Soil Biology and Biochemistry, 40(2): 515–527

[5]

Azevedo C R F . (2007). Failure analysis of a crude oil pipeline. Engineering Failure Analysis, 14(6): 978–994

[6]

Bagherifam S , Brown T C , Bagherifam S , Baglieri A . (2023). Sequential extraction of labile and recalcitrant fractions of soil organic matter: a case study focusing on antimony (Sb) in humic acids, fulvic acids and humin fractions of long-term aged contaminated soils. Environmental Pollution, 327: 121610

[7]

Bartos A , Szymański W , Klimek M . (2020). Impact of conventional agriculture on the concentration and quality of water-extractable organic matter (WEOM) in the surface horizons of retisols: a case study from the carpathian foothills in Poland. Soil and Tillage Research, 204: 104750

[8]

Bhavani R , Elangovan S , Suresh G , Sankar S , Kanagathara N , Revathi P . (2024). Molecular structure, optical, first-order hyper polarizability, electronic properties, reactivity (ELF and LOL) − computational analysis using DFT and multiwfn for 2, 3-diaminopyridinium selenate. Inorganic Chemistry Communications, 165: 112584

[9]

Cao Z Z , Xu J L , Shu Q L , Li Y Y , Li H . (2024). Oriented oxidation of all alkanes by iron inactivation of hydrophilic functional groups in soil organic matter. Journal of Environmental Chemical Engineering, 12(5): 113692

[10]

Chandra A K, Zeegers-Huyskens T (2012). A theoretical investigation of the interaction between substituted carbonyl derivatives and water: open or cyclic complexes? Journal of Computational Chemistry, 33(1): 1131–1141

[11]

Chen L L , Zhang X Y , Feng R N , Dong X N , Lu J H , Jiang C L . (2024a). Critical roles of soil composition and pollutant properties on the degradation of PPCPs during ferrous/persulfate processes. Chemical Engineering Journal, 495: 153390

[12]

Chen X J , Liu Y Q , Huang G , An C J , Feng R F , Yao Y , Huang W , Weng S Q . (2022). Functional flax fiber with UV-induced switchable wettability for multipurpose oil-water separation. Frontiers of Environmental Science & Engineering, 16(12): 153

[13]

Chen Y F , Liu C , Wang C , Sun H R , Liu Y C , Xie H J , Wang L Z . (2024b). Cu/Mn-mediated electron shuttle and high-valent metals enhance hydroxyl radicals production during the electrochemical oxidation on the CuMn-Sb-SnO2 electrode. Journal of Hazardous Materials, 477: 135288

[14]

Cheng M , Zeng G M , Huang D L , Lai C , Xu P , Zhang C , Liu Y . (2016). Hydroxyl radicals based advanced oxidation processes (AOPs) for remediation of soils contaminated with organic compounds: a review. Chemical Engineering Journal, 284: 582–598

[15]

Emran M , Doni S , Macci C , Masciandaro G , Rashad M , Gispert M . (2020). Susceptible soil organic matter, SOM, fractions to agricultural management practices in salt-affected soils. Geoderma, 366: 114257

[16]

Faizan M , Ahmad S . (2018). Experimental vibrational spectroscopy (FTIR and FT-Raman) of D-tryptophan and its anharmonic theoretical studies using density functional theory. Journal of Molecular Structure, 1171: 315–322

[17]

(). . ,

[18]

Fernández-Getino A P , Hernández Z , Piedra Buena A , Almendros G . (2010). Assessment of the effects of environmental factors on humification processes by derivative infrared spectroscopy and discriminant analysis. Geoderma, 158(3−4): 225–232

[19]

Gerke J . (2018). Concepts and misconceptions of humic substances as the stable part of soil organic matter: a review. Agronomy, 8(5): 76

[20]

Gitipour S , Hedayati M , Madadian E . (2015). Soil washing for reduction of aromatic and aliphatic contaminants in soil. CLEAN-Soil, Air, Water, 43(10): 1419–1425

[21]

Heller C , Ellerbrock R H , Roßkopf N , Klingenfuß C , Zeitz J . (2015). Soil organic matter characterization of temperate peatland soil with FTIR-spectroscopy: effects of mire type and drainage intensity. European Journal of Soil Science, 66(5): 847–858

[22]

Li X K , Wu Q F , Wang Y F , Li G , Su Y H . (2024). UHPM dominance in driving the formation of petroleum-contaminated soil aggregate, the bacterial communities succession, and phytoremediation. Journal of Hazardous Materials, 471: 134322

[23]

Li X M , Xu J L , Tian G Y , Sun Y , Yang Z L , Yang Z L . (2022). Mechanistic insight into cost-effective dedicated oxidation of alkanes by inactivating soil organic matter with FeOOH formed in situ. Journal of Environmental Management, 314: 115055

[24]

Lindsey M E , Tarr M A . (2000). Inhibition of hydroxyl radical reaction with aromatics by dissolved natural organic matter. Environmental Science & Technology, 34(3): 444–449

[25]

Liu C Y , Xia W Z , Cao Z Z , Dai J N , Zhou R K , Li H , Xu J L . (2025). Bibliometric analysis and research progress on hydrogen peroxide and persulfate oxidation processes in the remediation of actual oil-contaminated soil. Environmental Science and Pollution Research, 32(8): 4403–4430

[26]

Liu J W , Wei K H , Xu S W , Cui J , Ma J , Xiao X L , Xi B D , He X S . (2021). Surfactant-enhanced remediation of oil-contaminated soil and groundwater: a review. Science of the Total Environment, 756: 144142

[27]

Lu T . (2024). A comprehensive electron wavefunction analysis toolbox for chemists, multiwfn. The Journal of Chemical Physics, 161(8): 082503

[28]

Lu T , Chen F W . (2012). Multiwfn: a multifunctional wavefunction analyzer. Journal of Computational Chemistry, 33(5): 580–592

[29]

Lu T , Manzetti S . (2014). Wavefunction and reactivity study of benzo[a]pyrene diol epoxide and its enantiomeric forms. Structural Chemistry, 25(5): 1521–1533

[30]

Luo J Y , Huang L X , Cheng X S , Liu X Y , Zhao C X , Cheng S . (2025). Field-based strategies for enhanced chemical/biological wastewater treatment: key mechanisms, critical influencing factors, and bottlenecks. Frontiers of Environmental Science & Engineering, 19(11): 153

[31]

Manzetti S , Lu T . (2013). The geometry and electronic structure of Aristolochic acid: possible implications for a frozen resonance. Journal of Physical Organic Chemistry, 26(6): 473–483

[32]

Margenot A JCalderón F JGoyne K WMukome F N DParikh S J (2017). IR spectroscopy, soil analysis applications. In: Lindon J C, Tranter G E, Koppenaal D W, eds. Encyclopedia of Spectroscopy and Spectrometry. 3rd ed. Amsterdam: Academic Press, 448–454

[33]

Miguez DWexler P (2024). Environmental protection agency, U.S. (EPA). In: Wexler P, ed. Encyclopedia of Toxicology. 4th ed. Amsterdam: Academic Press, 237–240

[34]

Pärnpuu S , Astover A , Tõnutare T , Penu P , Kauer K . (2022). Soil organic matter qualification with FTIR spectroscopy under different soil types in Estonia. Geoderma Regional, 28: e00483

[35]

Pyzola S M , Dhakal P , Coyne M S , Grove J H , Vandiviere M M , Matocha C J . (2025). Transformation of organic matter under anoxic conditions in soils. Science of the Total Environment, 970: 178899

[36]

Santos A , Scheres Firak D , Freitas Melo V , Rocha Ribeiro R , Peralta-Zamora P . (2021). Understanding the nature of Fenton processes in soil matrices: the role of iron forms and organic matter. Science of the Total Environment, 796: 148804

[37]

Schnitzer M . (1969). Reactions between fulvic acid, a soil humic compound and inorganic soil constituents. Soil Science Society of America Journal, 33(1): 75–81

[38]

Schulthess C P , Huang C P . (1991). Humic and fulvic acid adsorption by silicon and aluminum oxide surfaces on clay minerals. Soil Science Society of America Journal, 55(1): 34–42

[39]

Schulze W . (2004). Protein analysis in dissolved organic matter: what free proteins from soil leachate and surface water can tell us ? A perspective. Biogeosciences Discussions, 1(1): 825–853

[40]

Sherwood M K , Cassidy D P . (2014). Modified Fenton oxidation of diesel fuel in arctic soils rich in organic matter and iron. Chemosphere, 113: 56–61

[41]

Sutradhar S , Fatehi P . (2023). Latest development in the fabrication and use of lignin-derived humic acid. Biotechnology for Biofuels and Bioproducts, 16(1): 38

[42]

Talvenmäki H , Lallukka N , Survo S , Romantschuk M . (2019). Fenton’s reaction-based chemical oxidation in suboptimal conditions can lead to mobilization of oil hydrocarbons but also contribute to the total removal of volatile compounds. Environmental Science and Pollution Research, 26(33): 34670–34684

[43]

Tian S Y , Yao S B , Zhu S H , Li P , Zhang T W , Su X L , Huang R , Yin Y G , Lv J T , Jiang T . et al. (2025). Evaluating soil dissolved organic matter as a proxy for soil organic matter properties across diverse ecosystems. Soil Biology and Biochemistry, 204: 109752

[44]

Wang Q L , Hou J Y , Peng L , Liu W X , Luo Y M . (2025). Dynamic responses in bioaugmentation of petroleum-contaminated soils using thermophilic degrading consortium HT: hydrocarbons, microbial communities, and functional genes. Journal of Hazardous Materials, 487: 137222

[45]

Xia W Z , Lu X , Guo C , Li P X , Zhang F X , Wang W Y , Wen B Y , Luo Z Y , Bai B F . (2026). Capsule-based chemical delivery for enhanced oil recovery. Advances in Colloid and Interface Science, 348: 103743

[46]

Xu J L , Cui Y W , Lei R J . (2016). Effect of the ratio of crude oil to soil organic matter on H2O2 decomposition and oxidation of crude oil in contaminated soils. Journal of Advanced Oxidation Technologies, 19(1): 113–118

[47]

Xu J L , Fan P Q , Dong Y L , Xu L , Zheng Y Y . (2020). Oriented oxidation of all alkanes in soils. Journal of Hazardous Materials, 399: 123078

[48]

Xu J L , Li H , Wang M M , Cao Z Z , Dai J N , Gao M Z , Liu C Y . (2024). Enhanced oriented oxidation of medium and long chain alkanes by inactivating hydrophilic organics of soil organic matter. Journal of Environmental Chemical Engineering, 12(5): 113619

[49]

Yang S D , Wang K , Yu X , Xu Y , Ye H K , Bai M H , Zhao L X , Sun Y , Li X J , Li Y T . (2024). Fulvic acid more facilitated the soil electron transfer than humic acid. Journal of Hazardous Materials, 469: 134080

[50]

Yang Y , Liang X , Li X B . (2023). Investigation of clay-oil interfacial interactions in petroleum-contaminated soil: effect of crude oil composition. Journal of Molecular Liquids, 380: 121702

[51]

Zhang H L , Zhao F , Xia M Z , Wang F Y . (2021). Microscopic adsorption mechanism of montmorillonite for common ciprofloxacin emerging contaminant: molecular dynamics simulation and multiwfn wave function analysis. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 614: 126186

[52]

Zhang X H , Wu M L , Zhang T , Gao H , Ou Y W , Li M Q . (2024a). Effects of biochar immobilization of serratia sp. F4 OR414381 on bioremediation of petroleum contamination and bacterial community composition in loess soil. Journal of Hazardous Materials, 470: 134137

[53]

Zhang Z X , Li J K , Liu Z , Li Y J , Zhang B , Jiang C B . (2024b). Migration and fate of polycyclic aromatic hydrocarbons in bioretention systems with different media: experiments and simulations. Frontiers of Environmental Science & Engineering, 18(4): 42

[54]

Zhou G X , Xing W , Tian K X , Li L S , Yao H . (2025). Simultaneous removal of humic acid and nitrate by combining micro-electrolysis and autotrophic denitrification. Frontiers of Environmental Science & Engineering, 19(8): 111

[55]

(). . ,

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