Abstract
The occurrence and removal efficiencies of organophosphorus flame retardants (OPFRs) by traditional treatment processes (pre-flocculation, sand filtration, and post-chlorination processes) and advanced treatment processes (i.e., ozone and granular activated carbon (GAC), ultraviolet/hydrogen peroxide (UV/H2O2), GAC alone, ultrafiltration membrane, nanofiltration membrane) were examined in two municipal plants and a pilot plant in Jinan, China. The concentrations of six OPFRs in raw waters were at levels of 16.8–100.0 ng/L, and three OPFRs were below the detection limits. The traditional treatment processes could not effectively remove the OPFRs (the removal efficiency was − 12.0–15.4%). The advanced oxidation with ozone and GAC (the removal efficiency was 35.6–60.3%) or UV/H2O2 and GAC processes (the removal efficiency was 68.0–86.7%) were more effective than the traditional water treatment processes. The removal efficiencies of ultrafiltration process for the OPFRs was 11.2–69.8% which were positively correlated with the logKow values of OPFRs. The nanofiltration membrane process with ultrafiltration membrane process as the pretreatment was the most effective process (the removal efficiencies were almost to 100%). These results imply that the combination of ultrafiltration membrane and nanofiltration membrane is an effective measure in the treatment of OPFRs in municipal drinking water plants.
Similar content being viewed by others
Data availability
Some of the data and materials used during the study are available from the corresponding author by request.
References
Ambashta RD, Repo E, Sillanpaam M (2011) Degradation of tributyl phosphate using nanopowders of iron and iron-nickel under the influence of a static magnetic field. Ind Eng Chem Res 50(21):11771–11777
Andresen J, Bester K (2006) Elimination of organophosphate ester flame retardants and plasticizers in drinking water purification. Water Res 40:621–629
Andresena JA, Grundmannb A, Bester K (2004) Organophosphorus flame retardants and plasticisers in surface waters. Sci Total Environ 332:155–166
Berne C, Montjarret B, Guountti Y, Garcia D (2004) Tributyl phosphate degradation by Serratia odorifera. Biotech Lett 26(8):681–686
Bollmann UE, Möller A, Xie Z, Ebinghaus R, Einax JW (2012) Occurrence and fate of organophosphorus flame retardants and plasticizers in coastal and marine surface waters. Water Res 46(2):531–538. https://doi.org/10.1016/j.watres.2011.11.028
Bradley M, Rutkiewicz J, Mittal K, Fernie K, Basu N (2015) In ovo exposure to organophosphorous flame retardants: survival, development, neurochemical, and behavioral changes in white leghorn chickens. Neurotoxicol Teratol 52:228–235
Chen D, Letcher RJ, Chu S (2012) Determination of non-halogenated, chlorinated and brominated organophosphate flame retardants in herring gull eggs based on liquid chromatography-tandem quadrupole mass spectrometry. J Chromatogr A 1220:169–174
Choo G, Oh JE (2020) Seasonal occurrence and removal of organophosphate esters in conventional and advanced drinking water treatment plants. Water Res 186:116359–116364
Cristale J, Jordi QJ, Chaler R, Ventura F, Lacorte S (2012) Gas chromatography/mass spectrometry comprehensive analysis of organophosphorus, brominated flame retardants, by-products and formulation intermediates in water. J Chromatogr A 1241:1–12
Cristale J, Ramos DD, Dantas RF, Junior AM, Lacorte S, Sans C, Esplugas S (2016) Can activated sludge treatments and advanced oxidation processes remove organophosphorus flame retardants? Environ Res 144:11–18
Dalian Environmental Monitoring Center (2012) Water quality—determination of total nitrogen-alkaline potassium persulfate digestion UV spectrophotometric method. http://down.foodmate.net/standard/yulan.php?itemid=29921
Du L, Wang X, Wu J (2018) Degradation of tri (2-chloroethyl) phosphate by a microwave enhanced heterogeneous Fenton process using iron oxide containing waste. RSC Adv 8(32):18139–18145
Du J, Li H, Xu S, Zhou Q, Jin M, Tang J (2019) A review of organophosphorus flame retardants (OPFRs): occurrence, bioaccumulation, toxicity, and organism exposure. Environ Sci Pollut Res 26:22126–22136
Fries E, Puttmann W (2001) Occurrence of organophosphate esters in surface water and ground water in Germany. J Environ Monit 3:621–626
Giulivo M, Capri E, Kalogianni E, Milacic R, Majone B, Ferrari F, Eljarrat E, Barceló D (2017) Occurrence of halogenated and organophosphate flame retardants in sediment and fish samples from three European river basins. Sci Total Environ 586:782–791
He C, English K, Baduel C, Thai P, Jagals P, Ware RS, Li Y, Wang XY, Sly PD, Mueller JF (2018) Concentrations of organophosphate flame retardants and plasticizers in urine from young children in Queensland, Australia and associations with environmental and behavioural factors. Environ Res 164:262–270
Hoffman K, Garantziotis S, Birnbaum LS, Stapleton HM (2015) Monitoring indoor exposure to organophosphate flame retardants: hand wipes and house dust. Environ Health Perspect 123:160–165
Ji Q, He H, Gao Z, Wang X, Yang S, Sun C, Li S, Wang Y, Zhang L (2020) UV/ H2O2 oxidation of tri (2-chloroethyl) phosphate: Intermediate products, degradation pathway and toxicity evaluation. J Environ Sci 98:55–61
Jiao E, Hu X, Li L, Zhang H, Zhu Z, Yin D, Qiu Y (2021) Occurrence and risk evaluation of organophosphorus flame retardants in two urban rivers in Yangtze River Delta. Environ Monit Assess 193:146–157
Jin, Y.L., E, X.L., Chen, C.P., et al., 2006. Standard analysis methods for drinking water. http://down.foodmate.net/standard/search.php?corpstandard=2&fields=0&kw=5750.
Kim JW, Isobe T, Muto M, Tue NM, Katsura K, Malarvannan G, Sudaryanto A, Chang KH, Prudente M, Viet PH, Takahashi S, Tanabe S (2014) Organophosphorus flame retardants (pfrs) in human breast milk from several Asian countries. Chemosphere 116:91–97
Kim UJ, Oh JK, Kannan K (2017) Occurrence, removal, and environmental emission of organophosphate flame retardants/plasticizers in a wastewater treatment plant in New York State. Environ Sci Technol 51:7872–7880
Konstas PS, Hela D, Giannakas A, Triantafyllos A, Konstantinou L (2019) Photocatalytic degradation of organophosphate flame retardant TBEP: Kinetics and identification of transformation products by orbitrap mass spectrometry. Int J Environ Anal Chem 99(4):297–309
Lai NLS, Kwok KY, Wang X, Yamashitad N, Liu G, Leung KMY, Lam PKS, Lam JCW (2019) Assessment of organophosphorus flame retardants and plasticizers in aquatic environments of China (Pearl River Delta, South China Sea, Yellow River Estuary) and Japan (Tokyo Bay). J Hazardous Mater 371:288–294
Lee S, Jeong W, Kannan K, Moon HB (2016) Occurrence and exposure assessment of organophosphate flame retardants (OPFRs) through the consumption of drinking water in Korea. Water Res 103:182–188
Lian W, Yi X, Huang K, Tang T, Wang R, Tao X, Zheng Z, Dang Z, Yin H, Lu G (2019) Degradation of tris(2-chloroethyl) phosphate (TCEP) in aqueous solution by using pyrite activating persulfate to produce radicals. Ecotoxicol Environ Saf 174:667–674
Liang K, Niu Y, Yin Y, Liu J (2015) Evaluating the blank contamination and recovery of sample pretreatment procedures for analyzing organophosphorus flame retardants in waters. J Environ Sci 34:57–62
Lin J, Hu H, Gao N, Ye J, Chen Y, Ou H (2020) Fabrication of GO@MIL-101(Fe) for enhanced visible-light photocatalysis degradation of organophosphorus contaminant. J Water Process Eng 368:273–284
Liu J, Ye J, Chen Y, Li C, Ou H (2018) UV-driven hydroxyl radical oxidation of tris (2-chloroethyl) phosphate: intermediate products and residual toxicity. Chemosphere 190:225–233
Liu X, Xiong L, Li D, Chen C, Cao Q (2019) Monitoring and exposure assessment of organophosphorus flame retardants in source and drinking water, Nanjing China. Environ Monit Assess 191:119
Liu B, Liu Z, Yu P, Pan S, Xu Y, Sun Y, Pan S, Yu Y, Zheng H (2020) Enhanced removal of tris (2-chloroethyl) phosphate using a resin-based nanocomposite hydrated iron oxide through a Fenton-like process: capacity evaluation and pathways. Water Res 175:115655–115669
Liu H, Yin H, Zhu M, Dang Z (2022) Degradation of organophosphorus flame retardants in heterogeneous photo-Fenton system driven by Fe(III)-based metal organic framework: Intermediates and their potential interference on bacterial metabolism. Chemosphere 291:133072. https://doi.org/10.1016/j.chemosphere.2021.133072
Meyer JA, Bester K (2004) Organophosphate flame retardants and plasticisers in wastewater treatment plants. J Environ Monit 6:599–605
Ospina M, Jayatilaka NK, Wong LY, Restrepo P, Calafat AM (2018) Exposure to organophosphate flame retardant chemicals in the U.S. general population: data from the 2013–2014 National Health and Nutrition Examination Survey. Environ Int 110:32–41
Rangu SS, Muralidharan B, Tripathi SC, Apte SK (2014) Tributyl phosphate biodegradation to butanol and phosphate and utilization by a novel bacterial isolate, Sphingobium sp. strain RSMS. Appl Microbiol Biotechnol 98(5):2289–2296
Schreder ED, Uding La N, Guardia MJ (2015) Inhalation a significant exposure route for chlorinated organophosphate flame retardants. Chemosphere 150:499–504. https://doi.org/10.1016/j.chemosphere.2015.11.084
Song Q, Feng Y, Liu G, Lv W (2019) Degradation of the flame retardant triphenyl phosphate by ferrous ion-activated hydrogen peroxide and persulfate: Kinetics, pathways, and mechanisms. Chem Eng J 361:929–936
Sundkvist AM, Olofsson U, Haglund P (2010) Organophosphorus flame retardants and plasticizers in marine and fresh water biota and in human milk. J Environ Monit 12:943–951
Takahashi S, Satake I, Konuma I, Kawashima K, Kawasaki M, Mori S, Morino J, Mori J, Xu H, Abe K, Yamada R, Kera Y (2010) Isolation and identification of persistent chlorinated organophosphorus flame retardant-degrading bacteria. Appl Environ Microbiol 76(15):5292–5296
Tang T, Lu G, Wang W, Wang R, Huang K, Qiu Z, Tao X, Dang Z (2018) Photocatalytic removal of organic phosphate esters by TiO2: effect of inorganic ions and humic acid. Chemosphere 206:26–32
Tavoloni T, Stecconi T, Galarini R, Bacchiocchi S, Dörr AJM, Elia AC, Giannotti M, Siracusa M, Stramenga A, Piersanti A (2020) BFRs (PBDEs and HBCDs) in freshwater species from Lake Trasimeno (Italy): the singular case of HBCDs in red swamp crayfish. Sci Total Environ 758:143585. https://doi.org/10.1016/j.scitotenv.2020.143585
Tlou BC, Ovokeroye AA, Senzy P, Jonathan OO, Linda LS (2020) A review of sources, fate, levels, toxicity, exposure and transformations of organophosphorus flame-retardants and plasticizers in the environment. Emerg Contam 6:345–366
Venier M, Dove A, Romanak K, Backus S, Hites R (2014) Flame retardants and legacy chemicals in Great Lakes’ water. Environ Sci Technol 48(16):9563–9572
Wang XF (2002) Monitoring and analysis methods for water and wastewater. China Environmental Science Press, Bei Jing
Wang R, Tang J, Xie Z, Mi W, Chen Y, Wolschke H, Tian C, Pan X, Luo Y, Ebinghaus R (2015) Occurrence and spatial distribution of organophosphate ester flame retardants and plasticizers in 40 rivers draining into the Bohai Sea, north China. Environ Pollut 198:172–178
Wei K, Yin H, Peng H, Lu G, Dang Z (2019) Bioremediation of triphenyl phosphate in river water microcosms: proteome alteration of Brevibacillusbrevis and cytotoxicity assessments. Sci Total Environ 649:563–570
Yadav IC, Devi NL, Zhong G, Li J, Zhang G, Covaci A (2017) Occurrence and fate of organophosphate ester flame retardants and plasticizers in indoor air and dust of Nepal: implication for human exposure. Environ Pollut 229:668–678. https://doi.org/10.1016/j.envpol.2017.06.089
Yang Y, Pignatello JJ, Mitch WA (2014) Comparison of halide impacts on the efficiency of contaminant degradation by sulfate and hydroxyl radical-based advanced oxidation processes (AOPs). Environ Sci Technol 48(4):2344–2351
Yang J, Zhao W, Li Y (2021) Human health risk regulation of reproductive toxicity, neurotoxicity, and endocrine disruption in special populations exposed to organophosphorus flame retardants. Expo Health 13:551–566. https://doi.org/10.1007/s12403-021-00402-y
Yang LS, Yin Z, Tian YJ, Liu YZ, Feng L, Ge HR, Du ZW, Zhang LQ (2022) A new and systematic review on the efficiency and mechanism of different techniques for OPFRs removal from aqueous environments. J Hazard Mater 431:128517. https://doi.org/10.1016/j.jhazmat.2022.128517
Yao C, Yang H, Li Y (2021) A review on organophosphate flame retardants in the environment: occurrence, accumulation, metabolism and toxicity. Sci Total Environ 795:148837–148844
Ye J, Liu J, Li C, Zhou P, Wu S, Ou H (2017) Heterogeneous photocatalysis of tris (2-chloroethyl) phosphate by UV/ TiO2: degradation products and impacts on bacterial proteome. Water Res 124:29–38
Ye, X.X., Li T., Gong D. J., Zhao K. Z., 1995. Water quality—determination of adsorbable organic halogens (AOX)-microcoulometric method. http://down.foodmate.net/standard/sort/3/4979.html.
Yu X, Yin H, Ye J, Peng H, Lu G, Dang Z (2019) Degradation of tris-(2-chloroisopropyl) phosphate via UV/ TiO2 photocatalysis: Kinetic, pathway, and security risk assessment of degradation intermediates using proteomic analyses. Chem Eng J 374:263–273
Yuan X, Lacorte S, Cristale J, Dantas RF, Sans C, Esplugas S, Qiang Z (2015) Removal of organophosphate esters from municipal secondary effluent by ozone and UV/H2O2 treatments. Sep Purif Technol 156:1028–1034
Zhang X, Zou W, Mu L, Chen Y, Ren C, Hu X, Zhou Q (2016) Rice ingestion is a major pathway for human exposure to organophosphate flame retardants (OPFRs) in China. J Hazard Mater 318:686–693
Zhao F, Wan Y, Zhao H, Hu W, Mu D, Webster TF, Hu J (2016) Levels of blood organophosphorus flame retardants and association with changes in human sphingolipid homeostasis. Environ Sci Technol 50:8896–8903
Zhao H, Liu L, Li Y, Zhao F, Zhang S, Mu D, Liu J, An L, Wan Y, Hu J (2019) Occurrence, bioaccumulation, and trophic transfer of oligomeric organophosphorus flame retardants in an aquatic environment. Environ Sci Technol Lett 6(6):323–328. https://doi.org/10.1021/acs.estlett.9b00262
Acknowledgements
We would like to thank Jinan Water Group Co., Ltd. for providing convenience in water sampling in the two municipal plants.
Funding
This work was supported by the Jinan Water Science and Technology Project (JNSWKJ202108), the Natural Science Foundation of Shandong Province (ZR2021ME166), and the Special Project of Taishan Scholar Construction Engineering (ts201712084).
Author information
Authors and Affiliations
Contributions
Guixue Feng performed the experiment and wrote the paper. Ruibao Jia designed and performed the experiment. Shaohua Sun coordinated the data analysis and revised the manuscript. Mingquan Wang was involved in the instrumental analysis. Qinghua Zhao and Li Liu gave suggestions on the experimental design. All authors reviewed the manuscript.
Corresponding author
Ethics declarations
Ethics approval
Not applicable.
Consent to participate
Yes.
Consent for publication
Yes.
Competing interests
The authors declare no competing interests.
Additional information
Responsible Editor: Ester Heath
Publisher's note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
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.
About this article
Cite this article
Feng, G., Jia, R., Sun, S. et al. Occurrence and treatment effect assessment of organophosphorus flame retardants in source and drinking water, Jinan, China. Environ Sci Pollut Res 30, 52830–52840 (2023). https://doi.org/10.1007/s11356-023-25916-7
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11356-023-25916-7