Technical Papers
Feb 24, 2023

Adsorption Behavior of PAEs on Loess–HTMAC Bentonite and Its Effects on the Performance of Cut-Off Walls

Publication: Journal of Environmental Engineering
Volume 149, Issue 5

Abstract

Phthalic acid estes (PAEs) are typical organic contaminants in landfill leachate. Loess–bentonite cut-off walls were widely used to control the transport of organic contaminants. Bentonite modified by hexadecyltrimethylammonium chloride (HTMAC-B) mixed with loess material may play a good role in enhancing the adsorption of organic pollutants. The adsorption batch tests were used to analyze the adsorption characteristics and mechanisms of loess–HTMAC-B for single and mixed solutions of dimethyl phthalate (DMP) and diethyl phthalate (DEP). Contaminant transport simulations were then performed to investigate the performance of the modified bentonite–loess cut-off wall. The results show that the adsorption capacity of loess–bentonite for single DMP can be 1.7 times lower than that for mixed DMP. Results of numerical transport simulations based on the adsorption results show that the Tóth model performs better than the Langmuir model as it can well capture adsorption behavior induced by the heterogeneous surface morphology due to the presence of an HTMAC cation in the bentonite interlayer. We show that HTMAC amended loess–bentonite can effectively increase the breakthrough time of PAEs. In order to meet the designed service time of 50 years, PL should be controlled below 0.9 for DMP and 10.1 for DEP in the case of 1.2 m cut-off walls.

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Data Availability Statement

Data are available from the authors upon reasonable request.

Acknowledgments

This research was funded by the “Pioneer” and “Leading Goose” R&D Program of Zhejiang (Grant No. 2022C03051), National Natural Science Foundation of China (Grant Nos. 41977223 and 41931289) and XPCC (Xinjiang Production and Construction Corps) Major Science and Technology Projects (2018AA003), the National Key R & D Program of China (Grant No. 2018YFC1802303), and Natural Science Foundation of Zhejiang Province (Grant No. LR20E080002).

References

Abdul, G., X. Zhu, and B. Chen. 2017. “Structural characteristics of biochar-graphene nanosheet composites and their adsorption performance for phthalic acid esters.” Chem. Eng. J. 319 (Jul): 9–20. https://doi.org/10.1016/j.cej.2017.02.074.
Ayawei, N., A. N. Ebelegi, and D. Wankasi. 2017. “Modelling and interpretation of adsorption isotherms.” J. Chem. 2017: 1–11. https://doi.org/10.1155/2017/3039817.
Chang, T. W., and M. K. Wang. 2002. “Assessment of sorbent/water ratio effect on adsorption using dimensional analysis and batch experiments.” Chemosphere 48 (4): 419–426. https://doi.org/10.1016/S0045-6535(02)00053-X.
Chen, N., G. Fang, D. Zhou, and J. Gao. 2016. “Effects of clay minerals on diethyl phthalate degradation in Fenton reactions.” Chemosphere 165 (Dec): 52–58. https://doi.org/10.1016/j.chemosphere.2016.09.016.
Chen, Q., J. Zheng, Q. Yang, Z. Dang, and L. Zhang. 2019. “Effect of carbon chain structure on the phthalic acid esters (PAEs) adsorption mechanism by mesoporous cellulose biochar.” Chem. Eng. J. 362 (Apr): 383–391. https://doi.org/10.1016/j.cej.2019.01.052.
Cucarella, V., and G. Renman. 2009. “Phosphorus sorption capacity of filter materials used for on-site wastewater treatment determined in batch experiments–a comparative study.” J. Environ. Qual. 38 (2): 381–392. https://doi.org/10.2134/jeq2008.0192.
Dhavamani, J., A. J. Beck, M. Gledhill, M. S. El-Shahawi, M. I. Orif, I. M. Ismail, and E. P. Achterberg. 2022. “Phthalate esters and plastic debris abundance in the Red Sea and Sharm Obhur and their ecological risk level.” Environ. Pollut. 315 (Dec): 120447. https://doi.org/10.1016/j.envpol.2022.120447.
Do, D. D. 1998. Vol. 2 of Adsorption analysis: Equilibria and kinetics (with cd containing computer MATLAB programs). London: World Scientific.
Du, Y. J., R. D. Fan, S. Y. Liu, K. R. Reddy, and F. Jin. 2015. “Workability, compressibility and hydraulic conductivity of zeolite-amended clayey soil/calcium-bentonite backfills for slurry-trench cutoff walls.” Eng. Geol. 195 (Sep): 258–268. https://doi.org/10.1016/j.enggeo.2015.06.020.
Du, Y. J., S. Q. Shen, K. Tian, and Y. L. Yang. 2021. “Effect of polymer amendment on hydraulic conductivity of bentonite in calcium chloride solutions.” J. Mater. Civ. Eng. 33 (2): 04020452. https://doi.org/10.1061/(ASCE)MT.1943-5533.0003518.
Fang, C., Y. Chu, L. Jiang, H. Wang, Y. Long, and D. Shen. 2018. “Removal of phthalic acid diesters through a municipal solid waste landfill leachate treatment process.” J. Mater. Cycles Waste Manage. 20 (1): 585–591. https://doi.org/10.1007/s10163-017-0625-1.
Filz, G. M., M. A. Widdowson, and J. C. Little. 2001. “Barrier-controlled monitored natural attenuation.” Environ. Sci. Technol. 35 (15): 3225–3230. https://doi.org/10.1021/es001633g.
Francis, M. D. 1969. “The inhibition of calcium hydroxyapatite crystal growth by polyphosphonates and polyphosphates.” Calc. Tis Res. 3: 151–162. https://doi.org/10.1007/BF02058658.
Fu, X. L., R. Zhang, K. R. Reddy, Y. C. Li, Y. L. Yang, and Y. J. Du. 2021. “Membrane behavior and diffusion properties of sand/SHMP-amended bentonite vertical cutoff wall backfill exposed to lead contamination.” Eng. Geol. 284 (Apr): 106037. https://doi.org/10.1016/j.enggeo.2021.106037.
Fudala-Ksiazek, S., M. Pierpaoli, and A. Luczkiewicz. 2017. “Fate and significance of phthalates and bisphenol A in liquid by-products generated during municipal solid waste mechanical-biological pre-treatment and disposal.” Waste Manage. 64 (Jun): 28–38. https://doi.org/10.1016/j.wasman.2017.03.040.
Gao, D. W., and Z. D. Wen. 2016. “Phthalate esters in the environment: A critical review of their occurrence, biodegradation, and removal during wastewater treatment processes.” Sci. Total Environ. 541 (Jan): 986–1001. https://doi.org/10.1016/j.scitotenv.2015.09.148.
Grover, R., and R. J. Hance. 1970. “Effect of ratio of soil to water on adsorption of linuron and atrazine.” Soil Sci. 109 (2): 136–138. https://doi.org/10.1097/00010694-197002000-00009.
Gullick, R. W., and W. J. Weber. 2001. “Evaluation of shale and organoclays as sorbent additives for low-permeability soil containment barriers.” Environ. Sci. Technol. 35 (7): 1523–1530. https://doi.org/10.1021/es0015601.
He, P. J., Z. Zheng, H. Zhang, L. M. Shao, and Q. Y. Tang. 2009. “PAEs and BPA removal in landfill leachate with Fenton process and its relationship with leachate DOM composition.” Sci. Total Environ. 407 (17): 4928–4933. https://doi.org/10.1016/j.scitotenv.2009.05.036.
Hong, C. S., and C. D. Shackelford. 2017a. “Long-term column testing of zeolite-amended backfills. I: Testing methodology and chemical compatibility.” J. Geotech. Geoenviron. Eng. 143 (9): 04017050. https://doi.org/10.1061/(ASCE)GT.1943-5606.0001733.
Hong, C. S., and C. D. Shackelford. 2017b. “Long-term column testing of zeolite-amended backfills. II: Solute transport properties.” J. Geotech. Geoenviron. Eng. 143 (9): 04017051. https://doi.org/10.1061/(ASCE)GT.1943-5606.0001734.
Hong, C. S., C. D. Shackelford, and M. A. Malusis. 2017. “Numerical evaluation of vertical cutoff walls comprising zeolite-amended backfills for enhanced metals containment.” J. Geotech. Geoenviron. Eng. 143 (7): 04017028. https://doi.org/10.1061/(ASCE)GT.1943-5606.0001699.
Huang, A., Z. Huang, Y. Dong, L. Chen, L. Fu, L. Li, and L. Ma. 2013. “Controlled release of phoxim from organobentonite based formulation.” Appl. Clay Sci. 80–81 (Aug): 63–68. https://doi.org/10.1016/j.clay.2013.06.010.
Huo, Y., Z. An, M. Li, J. Sun, J. Jiang, Y. Zhou, and M. He. 2022. “The reaction laws and toxicity effects of phthalate acid esters (PAEs) ozonation degradation on the troposphere.” Environ. Pollut. 295 (Feb): 118692. https://doi.org/10.1016/j.envpol.2021.118692.
Jamet, P., and D. Roche. 2018. “Influence of soil-water ratio on adsorption-desorption kinetics of isoxaben in soil.” In Fate and prediction of environmental chemicals in soils, plants, and aquatic systems, edited by M. Mansour, 221–234. Boca Raton, FL: CRC Press.
Javadi, S., M. Ghavami, Q. Zhao, and B. Bate. 2017. “Advection and retardation of non-polar contaminants in compacted clay barrier material with organoclay amendment.” Appl. Clay Sci. 142 (Jun): 30–39. https://doi.org/10.1016/j.clay.2016.10.041.
Jonsson, S., J. Ejlertsson, A. Ledin, I. Mersiowsky, and B. H. Svensson. 2003. “Mono-and diesters from o-phthalic acid in leachates from different European landfills.” Water Res. 37 (3): 609–617. https://doi.org/10.1016/S0043-1354(02)00304-4.
Khandelwal, A., and A. J. Rabideau. 2000. “Enhancement of soil–bentonite barrier performance with the addition of natural humus.” J. Contam. Hydrol. 45 (3–4): 267–282. https://doi.org/10.1016/S0169-7722(00)00110-8.
Kumar, A., D. K. Jaiswal, and N. Kumar. 2009. “Analytical solutions of one-dimensional advection-diffusion equation with variable coefficients in a finite domain.” J. Earth Syst. Sci. 118 (5): 539–549. https://doi.org/10.1007/s12040-009-0049-y.
Li, W., Z. Meng, Z. Liu, H. Chen, Q. Wu, and S. Xu. 2016. “Chromium (VI) adsorption characteristics of bentonite under different modification patterns.” Pol. J. Environ. Stud. 25 (3): 1075–1083. https://doi.org/10.15244/pjoes/61626.
Li, Y., X. Zeng, Z. Lin, J. Su, T. Gao, R. Deng, and X. Liu. 2022. “Experimental study on phosphate rock modified soil-bentonite as a cut-off wall material.” Water Supply 22 (2): 1676–1690. https://doi.org/10.2166/ws.2021.320.
Li, Y. C., G. N. Chen, Y. M. Chen, and P. J. Cleall. 2017. “Design charts for contaminant transport through slurry trench cutoff walls.” J. Environ. Eng. 143 (9): 06017005. https://doi.org/10.1061/(ASCE)EE.1943-7870.0001253.
Liu, H., D. Zhang, M. Li, L. Tong, and L. Feng. 2013. “Competitive adsorption and transport of phthalate esters in the clay layer of JiangHan plain, China.” Chemosphere 92 (11): 1542–1549. https://doi.org/10.1016/j.chemosphere.2013.04.026.
Liu, Q., J. Ye, Y. Han, P. Wang, Z. Fei, X. Chen, Z. Zhang, J. Tang, M. Cui, and X. Qiao. 2021. “Defective UiO-67 for enhanced adsorption of dimethyl phthalate and phthalic acid.” J. Mol. Liq. 321 (Jan): 114477. https://doi.org/10.1016/j.molliq.2020.114477.
Malusis, M. A., E. J. Barben, and J. C. Evans. 2009. “Hydraulic conductivity and compressibility of soil-bentonite backfill amended with activated carbon.” J. Geotech. Geoenviron. Eng. 135 (5): 664–672. https://doi.org/10.1061/(ASCE)GT.1943-5606.0000041.
Malusis, M. A., J. E. Maneval, E. J. Barben, C. D. Shackelford, and E. R. Daniels. 2010. “Influence of adsorption on phenol transport through soil–bentonite vertical barriers amended with activated carbon.” J. Contam. Hydrol. 116 (1–4): 58–72. https://doi.org/10.1016/j.jconhyd.2010.06.001.
Paluselli, A., V. Fauvelle, F. Galgani, and R. Sempere. 2018. “Phthalate release from plastic fragments and degradation in seawater.” Environ. Sci. Technol. 53 (1): 166–175. https://doi.org/10.1021/acs.est.8b05083.
Peng, C. H., S. J. Feng, Q. T. Zheng, X. H. Ding, Z. L. Chen, and H. X. Chen. 2020. “A two-dimensional analytical solution for organic contaminant diffusion through a composite geomembrane cut-off wall and an aquifer.” Comput. Geotech. 119 (Mar): 103361. https://doi.org/10.1016/j.compgeo.2019.103361.
Phillippi, J. M., V. A. Loganathan, M. J. McIndoe, M. O. Barnett, T. P. Clement, and E. E. Roden. 2007. “Theoretical solid/solution ratio effects on adsorption and transport: Uranium (VI) and carbonate.” Soil Sci. Soc. Am. J. 7 (2): 329–335. https://doi.org/10.2136/sssaj2006.0159.
Sato, K., G. Barast, A. R. Razakamanantsoa, I. Djeran-Maigre, T. Katsumi, and D. Levacher. 2017. “Comparison of prehydration and polymer adding effects on Na activated Ca-bentonite by free swell index test.” Appl. Clay Sci. 142 (Jun): 69–80. https://doi.org/10.1016/j.clay.2016.10.009.
Shackelford, C. D. 1994. “Critical concepts for column testing.” J. Geotech. Eng. 120 (10): 1804–1828. https://doi.org/10.1061/(ASCE)0733-9410(1994)120:10(1804).
Shackelford, C. D., and C. S. Hong. 2020. “Comparative analyses of alternative breakthrough curves from cumulative mass column testing of soil–bentonite backfills.” Can. Geotech. J. 57 (8): 1197–1214. https://doi.org/10.1139/cgj-2019-0468.
Shackelford, C. D., and S. A. Jefferis. 2000. “Geoenvironmental engineering for in situ remediation.” In Vol. 1 of Proc., Int. Conf. on Geotechnical and Geoenvironmental Engineering (GeoEng2000), 126–185. Lancaster, PA: Technomic Publishing.
Tohdee, K., and L. Kaewsichan. 2018. “Enhancement of adsorption efficiency of heavy metal Cu (II) and Zn (II) onto cationic surfactant modified bentonite.” J. Environ. Chem. Eng. 6 (2): 2821–2828. https://doi.org/10.1016/j.jece.2018.04.030.
USEPA. 1984. Slurry trench construction for pollution migration control. Washington, DC: USEPA.
Wang, H., H. Li, Q. Song, L. Gao, and N. Wang. 2017. “Adsorption of phthalates on municipal activated sludge.” J. Chem. 2017: 1–7. https://doi.org/10.1155/2017/4160929.
Wang, J. P., H. M. Feng, and H. Q. Yu. 2007. “Analysis of adsorption characteristics of 2, 4-dichlorophenol from aqueous solutions by activated carbon fiber.” J. Hazard. Mater. 144 (1–2): 200–207. https://doi.org/10.1016/j.jhazmat.2006.10.003.
Wang, L. Y., Y. Y. Gu, Z. M. Zhang, A. L. Sun, X. Z. Shi, J. Chen, and Y. Lu. 2021. “Contaminant occurrence, mobility and ecological risk assessment of phthalate esters in the sediment-water system of the Hangzhou Bay.” Sci. Total Environ. 770 (May): 144705. https://doi.org/10.1016/j.scitotenv.2020.144705.
Wang, Y., Y. Chen, H. Xie, C. Zhang, and L. Zhan. 2016. “Lead adsorption and transport in loess-amended soil-bentonite cut-off wall.” Eng. Geol. 215 (Dec): 69–80. https://doi.org/10.1016/j.enggeo.2016.11.002.
Wu, Y., Y. Si, D. Zhou, and J. Gao. 2015. “Adsorption of diethyl phthalate ester to clay minerals.” Chemosphere 119 (Jan): 690–696. https://doi.org/10.1016/j.chemosphere.2014.07.063.
Xie, H., S. Wang, Y. Chen, J. Jiang, and Z. Qiu. 2018. “An analytical model for contaminant transport in cut-off wall and aquifer system.” Environ. Geotech. 7 (7): 457–466. https://doi.org/10.1680/jenge.18.00021.
Yang, Y. L., Y. J. Du, K. R. Reddy, and R. D. Fan. 2017. “Phosphate-amended sand/Ca-bentonite mixtures as slurry trench wall backfills: Assessment of workability, compressibility and hydraulic conductivity.” Appl. Clay Sci. 142 (Jun): 120–127. https://doi.org/10.1016/j.clay.2016.10.040.
Yang, Y. L., K. R. Reddy, Y. J. Du, and R. D. Fan. 2018. “Sodium hexametaphosphate (SHMP)-amended calcium bentonite for slurry trench cutoff walls: Workability and microstructure characteristics.” Can. Geotech. J. 55 (4): 528–537. https://doi.org/10.1139/cgj-2017-0291.
Yaws, C. L. 2014. Transport properties of chemicals and hydrocarbons. Norwich, NY: William Andrew.
Yesi, S. F. P., Y. H. Ju, F. E. Soetaredjo, and S. Ismadji. 2010. “Adsorption of acid blue 129 from aqueous solutions onto raw and surfactant modified bentonite: The application of temperature dependent form of adsorption isotherms.” Adsorpt. Sci. Technol. 28 (10): 847–868. https://doi.org/10.1260/0263-6174.28.10.847.
Yin, Q., H. Yan, X. Guo, Y. Liang, X. Wang, Y. Nian, and H. Wang. 2021. “Diversity of microbial community structure and their association with phthalic acid esters and physicochemical parameters in informal landfills.” Environ. Technol. 43 (16): 2467–2477. https://doi.org/10.1080/09593330.2021.1882585.
You, S. J., Y. Yin, and H. E. Allen. 1999. “Partitioning of organic matter in soils: effects of pH and water/soil ratio.” Environ. Sci. Technol. 227 (2–3): 155–160. https://doi.org/10.1016/S0048-9697(99)00024-8.
Yu, F. D., L. A. Luo, and G. Grevillot. 2002. “Adsorption isotherms of VOCs onto an activated carbon monolith: Experimental measurement and correlation with different models.” J. Chem. Eng. Data 47 (3): 467–473. https://doi.org/10.1021/je010183k.
Zhang, W. J., and Q. W. Qiu. 2010. “Analysis on contaminant migration through vertical barrier walls in a landfill in China.” Environ. Earth Sci. 61 (4): 847–852. https://doi.org/10.1007/s12665-009-0399-4.

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Go to Journal of Environmental Engineering
Journal of Environmental Engineering
Volume 149Issue 5May 2023

History

Received: Oct 4, 2022
Accepted: Dec 19, 2022
Published online: Feb 24, 2023
Published in print: May 1, 2023
Discussion open until: Jul 24, 2023

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Haijian Xie [email protected]
Professor, College of Civil Engineering and Architecture, Zhejiang Univ., Hangzhou 310058, China; Center for Balance Architecture, Zhejiang Univ., 148 Tianmushan Rd., Hanghzou 310007, China. Email: [email protected]
Graduate Student, College of Civil Engineering and Architecture, Zhejiang Univ., Hangzhou 310058, China. Email: [email protected]
Yanghui Shi [email protected]
Graduate Student, College of Civil Engineering and Architecture, Zhejiang Univ., Hangzhou 310058, China. Email: [email protected]
Zijing Zheng [email protected]
Graduate Student, College of Civil Engineering and Architecture, Zhejiang Univ., Hangzhou 310058, China. Email: [email protected]
Professor, The Architectural Design and Research Institute of Zhejiang Univ. Co., Ltd., 148 Tianmushan Rd., Hangzhou 310028, China. Email: [email protected]
Huaxiang Yan [email protected]
Research Fellow, College of Civil Engineering and Architecture, Zhejiang Univ., Hangzhou 310058, China (corresponding author). Email: [email protected]

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