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Sorption behavior of dibutyl phthalate and dioctyl phthalate by aged refuse

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Abstract

Sorption is a fundamental process controlling the transformation, fate, degradation, and biological activity of hydrophobic organic contaminants in the environment. We investigated the kinetics, isotherms, and potential mechanisms for the sorption of two phthalic acid esters (PAEs), dibutyl phthalate (DBP) and dioctyl phthalate (DOP), on aged refuse. A two-compartment first-order model performed better than a one-compartment first-order model in describing the kinetic sorption of PAEs, with a fast sorption process dominating. Both the Freundlich and Dubinin–Astakhov (DA) models fit the sorption isotherms of DBP and DOP, with the DA model being of a better fit over the range of apparent equilibrium concentrations. The values of the fitting parameters (n, b, E) of the PAEs suggest nonlinear sorption characteristics. Higher predicted partition coefficient values and saturated sorption capacity existed in refuse containing larger quantities of organic matter. The sorption capacity of DOP was significantly higher than that of DBP. PAE sorption was dependent on liquid phase pH. Desorption hysteresis occurred in PAE desorption experiments, especially for the long-chain DOP. PAEs may therefore be a potential environmental risk in landfill.

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References

  • Amir S, Hafidi M, Merlina G, Hamdi H, Jouraiphy A, Gharous M (2005) Fate of phthalic acid esters during composting of both lagooning and activated sludges. Process Biochem 40:2183–2190

    Article  CAS  Google Scholar 

  • Ayranci E, Bayram E (2005) Adsorption of phthalic acid and its esters onto high-area activated carbon-cloth studied by in situ UV–spectroscopy. J Hazard Mater 122:147–153

    Article  CAS  Google Scholar 

  • Chai XL (2003) Adsorption and biodegradation of phenolic pollutants by aged-refuse biofilter. Ph.D. thesis, Tongji University, Shanghai (in Chinese)

  • Chai XL, Zhao YC (2006) Adsorption of phenolic comound by aged-refuse. J Hazard Mater 137:410–417

    Article  CAS  Google Scholar 

  • Chang BV, Lu YS, Yuan SY, Tsao TM, Wang MK (2009) Biodegradation of phthalate esters in compost-amended soil. Chemosphere 74:873–877

    Article  CAS  Google Scholar 

  • Chefetz B, Xing BS (2009) Relative role of aliphatic and aromatic moieties as sorption domains for organic compounds: a review. Environ Sci Technol 43:1680–1688

    Article  CAS  Google Scholar 

  • Chi J, Cai XD (2012) Effects of nitrogen on the removal of dibutyl phthalate from surface water in the presence of Potamogeton crispus L. Ecol Eng 41:70–73

    Article  Google Scholar 

  • Chi J, Kang JL (2006) Characteristic of sorption and desorption of phthalate acid esters on suspended particulate matter in lake water. Environ Chem 25:405–408 (in Chinese)

    CAS  Google Scholar 

  • Cui XH, Li BH, Chen HH, Wan PQ (2010) A review of phthalic acid esters contamination and sorption in soil and sediment, China. Ecol Environ Sci 19:472–479 (in Chinese)

    Google Scholar 

  • Ejlertsson J, Meyerson U, Svensson BH (1996) Anaerobic degradation of phthalic acid esters during digestion of municipal solid waste under landfilling conditions. Biodegradation 7:345–352

    Article  CAS  Google Scholar 

  • Fang CR, Long YY, Shen DS (2009a) Comparison on the removal of phthalic acid diesters in a bioreactor landfill and a conventional landfill. Bioresour Technol 100:5664–5670

    Article  CAS  Google Scholar 

  • Fang CR, Long YY, Wang W, Feng HJ, Shen DS (2009b) Behavior of dibutyl phthalate in a simulated landfill bioreactor. J Hazard Mater 167:186–192

    Article  CAS  Google Scholar 

  • Jiang L, Wang JH, Li JZ, Xin J, Li M, Liu X (2012) Sorption and desorption of 17α-ethinyl estradiol and 4-n-nonylphenol in soil. Environ Sci 33:3885–3892 (in Chinese)

    CAS  Google Scholar 

  • Jonsson S, Ejlertsson J, Ledin A, Mersiowsky I, Svensson BH (2003) Mono- and diesters from o-phthalic acid in leachates from different European landfills. Water Res 37:609–617

    Article  CAS  Google Scholar 

  • Li JZ, Fu J, Xiang X, Wu MM, Liu X (2013) Kinetics, equilibrium, and mechanisms of sorption and desorption of 17α-ethinyl estradiol in tow natural soils and their organic fractions. Sci Total Environ 452–453:404–410

    Article  Google Scholar 

  • Liao Y, Yang YQ, Shen DS, Long YY (2013) Effect of deposit age on adsorption and desorption behaviors of ammonia nitrogen on municipal solid waste. Environ Sci Pollut Res 20:1546–1555

    Article  CAS  Google Scholar 

  • Liu H, Liang HC, Liang Y, Zhang D, Wang C, Cai HS, Shvartsev SL (2010) Distribution of phthalate esters in alluvial sediment: a case study at JiangHan Plain, Central China. Chemosphere 78:382–388

    Article  CAS  Google Scholar 

  • Liu WX, Ling X, Chen JL, Li WB, Dou H, Tao S (2011) Sorption behaviors of BDE-28 on natural soils. Environ Sci 32:749–757 (in Chinese)

    Google Scholar 

  • Lottrup G, Andersson AM, Leffers H, Mortensen GK, Toppari J, Skakkebaeek NE, Main KM (2006) Possible impact of phthalates on infant reproductive health. Int J Androl 29:172–180

    Article  CAS  Google Scholar 

  • Lu Y, Tang F, Wang Y, Zhao JH, Zeng X, Luo QF, Wang L (2009) Biodegradation of dimethyl phthalate, diethyl phthalate and di-n-butyl phthalate by Rhodococcus sp. L4 isolated from activated sludge. J Hazard Mater 168:938–943

    Article  CAS  Google Scholar 

  • Mersiowsky I, Weller M, Ejlertsson J (2001) Fate of plasticized PVC products under landfill conditions: a laboratory-scale landfill simulation reactor study. Water Res 35:3063–3070

    Article  CAS  Google Scholar 

  • Mo CH, Cai QY, Li YH, Zeng QY (2008) Occurrence of priority organic pollutants in the fertilizers, China. J Hazard Mater 152:1208–1213

    Article  CAS  Google Scholar 

  • Mohan SV, Shailaja S, Krishna MR, Sarma PN (2007) Adsorptive removal of phthalate ester (di-ethyl phthalate) from aqueous phase by activated carbon: a kinetic study. J Hazard Mater 146:278–282

    Article  CAS  Google Scholar 

  • Pan B, Xing B, Liu W (2006) Two-compartment sorption of phenanthrene on eight soils with various organic carbon contents. J Environ Sci Health B 41:1333–1347

    Article  CAS  Google Scholar 

  • Peter R, Katrin V, Jakob A, Klavs F, Per HN (2007) Degradation of phthalate esters in an activated sludge wastewater treatment plant. Water Res 41:969–976

    Article  Google Scholar 

  • Sullivan FK, Atlas EL, Glam CS (1982) Adsorption of phthalic acid esters from seawater. Environ Sci Technol 16:428–432

    Article  CAS  Google Scholar 

  • Tang QY, He PJ, Shao LM, Zheng Z (2008) Isothermal studies on liquid-phase adsorption of bisphenol A and dibutyl phthalate by paper. Environ Sci 29:2282–2286 (in Chinese)

    CAS  Google Scholar 

  • Wang F, Xia XH, Sha YJ (2008) Distribution of phthalic acid esters in Wuhan section of the Yangtze River, China. J Hazard Mater 154:317–324

    Article  CAS  Google Scholar 

  • Wen B, Zhang JJ, Zhang SZ (2007) Phenanthrene sorption to soil humic acid and different humin fraction. Environ Sci Technol 41:3165–3171

    Article  CAS  Google Scholar 

  • Wu X, Wang YY, Liang RX, Dai QY, Jin DC, Chao WL (2011) Biodegradation of an endocrine-disrupting chemical di-n-butyl phthalate by newly isolated Agrobacterium sp. and the biochemical pathway. Process Biochem 46:1090–1094

    Article  CAS  Google Scholar 

  • Xia XH, Zhang J, Sha YJ (2010) Irreversible sorption of phthalate acid esters to river sediments. Environ Sci 31:969–974 (in Chinese)

    CAS  Google Scholar 

  • Xing BS, Pingnatello JJ (1997) Dual-mode sorption of low-polarity compounds in glassy poly (vinyl chloride) and soil organic matter. Environ Sci Technol 31:792–799

    Article  CAS  Google Scholar 

  • Xu XR, Li XY (2008) Adsorption behaviour of dibutyl phthalate on marine sediments. Mar Pollut Bull 57:403–408

    Article  CAS  Google Scholar 

  • Xu XR, Li HB, Gu JD (2005) Biodegradation of an endocrine-disrupting chemical di-n-butyl phthalate ester by Pseudomonas fluorescens B-1. Int Biodeterior Biodegrad 55:9–15

    Article  CAS  Google Scholar 

  • Xu N, Ni JR, Sun WL (2007) Effects of copper on the sorption of phthalate esters to yellow river sediment. Water Air Soil Pollut 184:207–216

    Article  CAS  Google Scholar 

  • Xu G, Li FH, Wang QH (2008) Occurrence and degradation characteristics of dibutyl phthalate (DBP) and di-(2-ethylhexyl) phthalate (DEHP) in typical agricultural soils of China. Sci Total Environ 393:333–340

    Article  CAS  Google Scholar 

  • Yang K, Wang X, Zhu L (2006) Competitive sorption of pyrene, phenanthrene, and naphthalene on multiwalled carbon nanotubes. Environ Sci Technol 40:5804–5810

    Article  CAS  Google Scholar 

  • Yang HJ, Xie WJ, Liu Q, Liu JT, Yu HW, Lu ZH (2013) Distribution of phthalate esters in topsoil: a case study in the Yellow River Delta, China. Environ Monit Assess 185:8489–8500

    Article  CAS  Google Scholar 

  • Ying GG, Kookana RS, Dillon P (2003) Sorption and degradation of selected five endocrine disrupting chemicals in aquifer material. Water Res 37:3785–3791

    Article  CAS  Google Scholar 

  • Zhao YC, Shao F (2004) Use of an aged-refuse biofilter for the treatment of from feedlots wastewaters. Environ Eng Sci 21:349–360

    Article  CAS  Google Scholar 

  • Zhao YC, Li H, Wu J, Gu GW (2002) Treatment of leachate by aged-refuse-based biofilter. J Environ Eng ASCE (USA) 128:662–668

    Article  CAS  Google Scholar 

  • Zheng Z, He PJ, Shao LM, Lee DJ (2007) Phthalic acid esters in dissolved fractions of landfill. Water Res 41:4696–4702

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (51108419), the Zhejiang Province Natural Science Foundation of China (Y5090073), and open fund of Zhejiang Provincial Key Laboratory of Solid Waste Treatment and Recycling (SWTR-2013-03).

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Correspondence to Cheng-ran Fang.

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Responsible editor: Philippe Garrigues

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Fang, Cr., Long, Yy. & Shen, Ds. Sorption behavior of dibutyl phthalate and dioctyl phthalate by aged refuse. Environ Sci Pollut Res 21, 7641–7649 (2014). https://doi.org/10.1007/s11356-014-2672-7

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  • DOI: https://doi.org/10.1007/s11356-014-2672-7

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