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Facile preparation of microscale hydrogel particles for high efficiency adsorption of bisphenol A from aqueous solution

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Abstract

Hydrogel microparticles (HMPs) were synthesized via reverse emulsion/UV light polymerization and employed as adsorbents for removing bisphenol A (BPA) from aqueous solution. Results demonstrated the smooth surface of HMPs, with particle size ranging from 137 to 535 μm. Functional groups, including –OH, C–O, C=O, and C–H, are all involved in BPA adsorption confirmed by FTIR. Effect of solution pH, contact time, and initial BPA concentration on adsorption process was examined. The adsorption capacity was found pH independent below pH 8.0 and decreased when pH values greater than 8.0. The maximum adsorption capacity of the HMPs for BPA was 174.77 mg/g. The adsorption process achieved an equilibrium state within 30 min by the pseudo-second-order kinetic rather than the other kinetic models and was fitted well with the Freundlich linear isotherm model. Also, the obtained isotherms reflected the formation of S-type isotherm curve according to Giles’s classification. The BPA loaded on the HMPs could be totally regenerated by methanol/dimethylsulfoxide and can be used for five cycles maintaining 100% of adsorption capacity. When the HMPs were applied for the treatment of spiked real surface water, excellent results were also achieved indicating the high efficiency and potential of the adsorbent.

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References

  • Abukhadra MR, Dardir FM, Shaban M, Ahmed EA, Soliman MF (2018) Superior removal of Co2+ , Cu2+ and Zn2+ contaminants from water utilizing spongy Ni/Fe carbonate-fluorapatite; preparation, application and mechanism. Ecotoxicol Environ Saf 157:358–368

    Article  CAS  Google Scholar 

  • Bele S, Samanidou V, Deliyanni E (2016) Effect of the reduction degree of graphene oxide on the adsorption of bisphenol A. Chem Eng Res Des 109:573–585

    Article  CAS  Google Scholar 

  • Ben Ouada S, Ben Ali R, Leboulanger C, Ben Ouada H, Sayadi S (2018) Effect of bisphenol A on the extremophilic microalgal strain Picocystis sp. (Chlorophyta) and its high BPA removal ability. Ecotoxicol Environ Saf 158:1–8

    Article  CAS  Google Scholar 

  • Bhatnagar A, Anastopoulos I (2017) Adsorptive removal of bisphenol A (BPA) from aqueous solution: a review. Chemosphere 168:885–902

    Article  CAS  Google Scholar 

  • Bhattacharyya R, Ray SK (2015) Adsorption of industrial dyes by semi-IPN hydrogels of acrylic copolymers and sodium alginate. J Ind Eng Chem 22:92–102

    Article  CAS  Google Scholar 

  • Cajthaml T, Křesinová Z, Svobodová K, Möder M (2009) Biodegradation of endocrine-disrupting compounds and suppression of estrogenic activity by ligninolytic fungi. Chemosphere 75:745–750

    Article  CAS  Google Scholar 

  • Chang Z, Tian L, Wu M, Dong X, Peng J, Pan B (2018) Molecular markers of benzene polycarboxylic acids in describing biochar physiochemical properties and sorption characteristics. Environ Pollut 237:541–548

    Article  CAS  Google Scholar 

  • Cheng J, Zhang P, Liu T, Zhang J (2015) Preparation and properties of hydrogels based on PEG and isosorbide building blocks with phosphate linkages. Polymer 78:212–218

    Article  CAS  Google Scholar 

  • Chhaya U, Gupte A (2013) Possible role of laccase from Fusarium incarnatum UC-14 in bioremediation of bisphenol A using reverse micelles system. J Hazard Mater 254-255:149–156

    Article  CAS  Google Scholar 

  • Dehghani MH, Mahvi AH, Rastkari N, Saeedi R, Nazmara S, Iravani E (2014) Adsorption of bisphenol A (BPA) from aqueous solutions by carbon nanotubes: kinetic and equilibrium studies. Desalin Water Treat 54:84–92

    Article  CAS  Google Scholar 

  • Dehghani MH, Ghadermazi M, Bhatnagar A, Sadighara P, Jahed-Khaniki G, Heibati B, McKay G (2016) Adsorptive removal of endocrine disrupting bisphenol A from aqueous solution using chitosan. J Environ Chem Eng 4:2647–2655

    Article  CAS  Google Scholar 

  • Dil NN, Sadeghi M (2018) Free radical synthesis of nanosilver/gelatin-poly (acrylic acid) nanocomposite hydrogels employed for antibacterial activity and removal of Cu(II) metal ions. J Hazard Mater 351:38–53

    Article  CAS  Google Scholar 

  • Duan F, Chen C, Zhao X, Yang Y, Liu X, Qin Y (2016) Water-compatible surface molecularly imprinted polymers with synergy of bi-functional monomers for enhanced selective adsorption of bisphenol A from aqueous solution. Environ Sci: Nano 3:213–222

    CAS  Google Scholar 

  • Fosso-Kankeu E, Mittal H, Mishra SB, Mishra AK (2015) Gum ghatti and acrylic acid based biodegradable hydrogels for the effective adsorption of cationic dyes. J Ind Eng Chem 22:171–178

    Article  CAS  Google Scholar 

  • Garcia-Morales R, Rodríguez-Delgado M, Gomez-Mariscal K, Orona-Navar C, Hernandez-Luna C, Torres E, Parra R, Cárdenas-Chávez D, Mahlknecht J, Ornelas-Soto N (2015) Biotransformation of endocrine-disrupting compounds in groundwater: bisphenol A, nonylphenol, ethynylestradiol and triclosan by a laccase cocktail from Pycnoporus sanguineus CS43. Water Air Soil Pollut 226:251–264

    Article  CAS  Google Scholar 

  • Gassara F, Brar SK, Verma M, Tyagi RD (2013) Bisphenol A degradation in water by ligninolytic enzymes. Chemosphere 92:1356–1360

    Article  CAS  Google Scholar 

  • Giles CH, MacEwan TH, Nakhwa SN, Smith D (1960) Studies in adsorption. Part XI. A system of classification of solution adsorption isotherms, and its use in diagnosis of adsorption mechanisms and in measurement of specific surface areas of solids. J Chem Soc 0:3973–3993. https://doi.org/10.1039/jr9600003973

  • Han C, Hong Y (2016) Bisphenol A, hypertension, and cardiovascular diseases: epidemiological, laboratory, and clinical trial evidence. Curr Hypertens Rep 18:11–15

    Article  CAS  Google Scholar 

  • Hou Z, Wen Z, Wang D, Wang J, Philippe François-Xavier C, Wintgens T (2018) Bipolar jet electrospinning bi-functional nanofibrous membrane for simultaneous and sequential filtration of Cd2+ and BPA from water: competition and synergistic effect. Chem Eng J 332:118–130

    Article  CAS  Google Scholar 

  • Huang YQ, Wong CKC, Zheng JS, Bouwman H, Barra R, Wahlström B, Neretin L, Wong MH (2012) Bisphenol A (BPA) in China: a review of sources, environmental levels, and potential human health impacts. Environ Int 42:91–99

    Article  CAS  Google Scholar 

  • Jiang W, Yan Y, Ma M, Wang D, Luo Q, Wang Z, Satyanarayanan SK (2012) Assessment of source water contamination by estrogenic disrupting compounds in China. J Environ Sci 24:320–328

    Article  CAS  Google Scholar 

  • Kampmann M, Boll S, Kossuch J, Bielecki J, Uhl S, Kleiner B, Wichmann R (2014) Efficient immobilization of mushroom tyrosinase utilizing whole cells from Agaricus bisporus and its application for degradation of bisphenol A. Water Res 57:295–303

    Article  CAS  Google Scholar 

  • Kampmann M, Hoffrichter A-C, Stalinski D, Wichmann R (2015) Kinetic characterization of tyrosinase containing mushroom (Agaricus bisporus) cells immobilized in silica alginate. J Mol Catal B Enzym 116:124–133

    Article  CAS  Google Scholar 

  • Karnam SS, Ghosh RC, Mondal S, Mondal M (2015) Evaluation of subacute bisphenol-A toxicity on male reproductive system. Vet World 8:738–744

    Article  CAS  Google Scholar 

  • Koduru JR, Lingamdinne LP, Singh J, Choo K-H (2016) Effective removal of bisphenol A (BPA) from water using a goethite/activated carbon composite. Process Saf Environ Prot 103:87–96

    Article  CAS  Google Scholar 

  • Kono H, Onishi K, Nakamura T (2013) Characterization and bisphenol A adsorption capacity of β-cyclodextrin–carboxymethylcellulose-based hydrogels. Carbohydr Polym 98:784–792

    Article  CAS  Google Scholar 

  • Kuo CY (2009) Comparison with as-grown and microwave modified carbon nanotubes to removal aqueous bisphenol A. Desalination 249:976–982

    Article  CAS  Google Scholar 

  • Kuroda N, Kinoshita Y, Sun Y, Wada M, Kishikawa N, Nakashima K, Makino T, Nakazawa H (2003) Measurement of bisphenol A levels in human blood serum and ascitic fluid by HPLC using a fluorescent labeling reagent. J Pharm Biomed Anal 30:1743–1749

    Article  CAS  Google Scholar 

  • Laatikainen K, Bryjak M, Laatikainen M, Sirén H (2013) Molecularly imprinted polystyrene-divinylbenzene adsorbents for removal of bisphenol A. Desalin Water Treat 52:1885–1894

    Article  CAS  Google Scholar 

  • Li C, Li XZ, Graham N, Gao NY (2008) The aqueous degradation of bisphenol A and steroid estrogens by ferrate. Water Res 42:109–120

    Article  CAS  Google Scholar 

  • Li Z, Gondal MA, Yamani ZH (2014) Preparation of magnetic separable CoFe2O4/PAC composite and the adsorption of bisphenol A from aqueous solution. J Saudi Chem Soc 18:208–213

    Article  CAS  Google Scholar 

  • Li S, Zhang G, Wang P, Zheng H, Zheng Y (2016) Microwave-enhanced Mn-Fenton process for the removal of BPA in water. Chem Eng J 294:371–379

    Article  CAS  Google Scholar 

  • Li X, Zhou M, Jia J, Ma J, Jia Q (2018) Design of a hyper-crosslinked β-cyclodextrin porous polymer for highly efficient removal toward bisphenol A from water. Sep Purif Technol 195:130–137

    Article  CAS  Google Scholar 

  • Libbrecht W, Vandaele K, De Buysser K, Verberckmoes A, Thybaut J, Poelman H, De Clercq J, Van Der Voort P (2015) Tuning the pore geometry of ordered mesoporous carbons for enhanced adsorption of bisphenol-A. Materials 8:1652–1665

    Article  CAS  Google Scholar 

  • Liu X, Hu Y, Huang J, Wei C (2016) Detailed characteristics of adsorption of bisphenol A by highly hydrophobic MCM-41 mesoporous molecular sieves. Res Chem Intermed 42:7169–7183

    Article  CAS  Google Scholar 

  • Manfo FPT, Jubendradass R, Nantia EA, Moundipa PF, Mathur PP (2014) Adverse effects of bisphenol A on male reproductive function. Rev Environ Contam Toxicol 228:57–82

    CAS  Google Scholar 

  • Milosavljević NB, Ristić MĐ, Perić-Grujić AA, Filipović JM, Štrbac SB, Rakočević ZL, Kalagasidis Krušić MT (2011) Sorption of zinc by novel pH-sensitive hydrogels based on chitosan, itaconic acid and methacrylic acid. J Hazard Mater 192:846–854

    Article  CAS  Google Scholar 

  • Mohamed F, Abukhadra MR, Shaban M (2018) Removal of safranin dye from water using polypyrrole nanofiber/Zn-Fe layered double hydroxide nanocomposite (Ppy NF/Zn-Fe LDH) of enhanced adsorption and photocatalytic properties. Sci Total Environ 640-641:352–363

    Article  CAS  Google Scholar 

  • Orozco-Guareño E, Santiago-Gutiérrez F, Morán-Quiroz JL, Hernandez-Olmos SL, Soto V, Cruz WDL, Manríquez R, Gomez-Salazar S (2010) Removal of Cu(II) ions from aqueous streams using poly (acrylic acid-co-acrylamide) hydrogels. J Colloid Interface Sci 349:583–593

    Article  CAS  Google Scholar 

  • Paulino AT, Belfiore LA, Kubota LT, Muniz EC, Tambourgi EB (2011) Efficiency of hydrogels based on natural polysaccharides in the removal of Cd2+ ions from aqueous solutions. Chem Eng J 168:68–76

    Article  CAS  Google Scholar 

  • Qiu F, Peng M, Wei Z, Wang X, Yang J (2016) Preparation of polyethersulfone/sulfonated polyethersulfonephenylethane microspheres and its application for the adsorption of bisphenol A. J Appl Polym Sci 133. https://doi.org/10.1002/app.43066

    Google Scholar 

  • Ragavan KV, Rastogia NK (2017) β-Cyclodextrin capped graphene-magnetite nanocomposite for selective adsorption of bisphenol-A. Carbohydr Polym 168:129–137

    Article  CAS  Google Scholar 

  • Rathnayake SI, Xi Y, Frost RL, Ayoko GA (2016) Environmental applications of inorganic–organic clays for recalcitrant organic pollutants removal: bisphenol A. J Colloid Interface Sci 470:183–195

    Article  CAS  Google Scholar 

  • Shaban M, AbuKhadra MR, Nasief FM, Abd El-Salam HM (2017a) Removal of ammonia from aqueous solutions, ground water, and wastewater using mechanically activated clinoptilolite and synthetic zeolite-A: kinetic and equilibrium studies. Water Air Soil Pollut 228:450–465

    Article  CAS  Google Scholar 

  • Shaban M, Hassouna MEM, Nasief FM, AbuKhadra MR (2017b) Adsorption properties of kaolinite-based nanocomposites for Fe and Mn pollutants from aqueous solutions and raw ground water: kinetics and equilibrium studies. Environ Sci Pollut Res 24:22954–22966

    Article  CAS  Google Scholar 

  • Shaban M, Abukhadra MR, Khan AAP, Jibali BM (2018) Removal of Congo red, methylene blue and Cr(VI) ions from water using natural serpentine. J Taiwan Inst Chem Eng 82:102–116

    Article  CAS  Google Scholar 

  • Shafeeyan MS, Daud WMAW, Houshmand A, Shamiri A (2010) A review on surface modification of activated carbon for carbon dioxide adsorption. J Anal Appl Pyrolysis 89:143–151

    Article  CAS  Google Scholar 

  • Sharma R, Kaith BS, Kalia S, Pathania D, Kumar A, Sharma N, Street RM, Schauer C (2015) Biodegradable and conducting hydrogels based on Guar gum polysaccharide for antibacterial and dye removal applications. J Environ Manag 162:37–45

    Article  CAS  Google Scholar 

  • Shi W, Hu G, Chen S, Wei S, Cai X, Chen B, Feng J, Hu X, Wang X, Yu H (2013) Occurrence of estrogenic activities in second-grade surface water and ground water in the Yangtze River Delta, China. Environ Pollut 181:31–37

    Article  CAS  Google Scholar 

  • Teppala S, Madhavan S, Shankar A (2012) Bisphenol A and metabolic syndrome: results from NHANES. Int J Endocrinol 2012:1–5

    Article  CAS  Google Scholar 

  • Wang N, Zhou Y, Fu C, Wang H, Huang P, Wang B, Su M, Jiang F, Fang H, Zhao Q, Chen Y, Jiang Q (2015) Influence of bisphenol A on thyroid volume and structure independent of iodine in school children. PLoS One 10:e0141248. https://doi.org/10.1371/journal.pone.0141248

    Article  CAS  Google Scholar 

  • Wang Q, Yang C, Zhang G, Hu L, Wang P (2017) Photocatalytic Fe-doped TiO2 /PSF composite UF membranes: characterization and performance on BPA removal under visible-light irradiation. Chem Eng J 319:39–47

    Article  CAS  Google Scholar 

  • Wolska J, Bryjak M (2014) Removal of bisphenol A from aqueous solution by molecularly imprinted polymers. Sep Sci Technol 49:1643–1653

    Article  CAS  Google Scholar 

  • Xia B, Krutkramelis K, Oakey J (2016) An oxygen-purged microfluidic device to enhance cell viability in photopolymerized PEG hydrogel microparticles. Biomacromolecules 17:2459–2465. https://doi.org/10.1021/acs.biomac.6b00597

    Article  CAS  Google Scholar 

  • Xu J, Tang T, Zhang K, Ai S, Du H (2011) Electroenzymatic catalyzed oxidation of bisphenol-A using HRP immobilized on magnetic silk fibroin nanoparticles. Process Biochem 46:1160–1165

    Article  CAS  Google Scholar 

  • Ying G-G, Toze S, Hanna J, Yu X-Y, Dillon PJ, Kookana RS (2008) Decay of endocrine-disrupting chemicals in aerobic and anoxic groundwater. Water Res 42:1133–1141

    Article  CAS  Google Scholar 

  • Zhang Z, Alomirah H, Cho H-S, Li Y-F, Liao C, Minh TB, Mohd MA, Nakata H, Ren N, Kannan K (2011) Urinary bisphenol A concentrations and their implications for human exposure in several Asian countries. Environ Sci Technol 45:7044–7050

    Article  CAS  Google Scholar 

  • Zhang Y, Zhang D, Zhou L, Zhao Y, Chen J, Chen Z, Wang F (2018) Polypyrrole/reduced graphene oxide aerogel particle electrodes for high-efficiency electro-catalytic synergistic removal of Cr(VI) and bisphenol A. Chem Eng J 336:690–700

    Article  CAS  Google Scholar 

  • Zhou Q, Wang Y, Xiao J, Fan H (2016) Adsorption and removal of bisphenol A, α-naphthol and β-naphthol from aqueous solution by Fe3O4@polyaniline core–shell nanomaterials. Synth Met 212:113–122

    Article  CAS  Google Scholar 

  • Zhu H, Li Z, Yang J (2018) A novel composite hydrogel for adsorption and photocatalytic degradation of bisphenol A by visible light irradiation. Chem Eng J 334:1679–1690

    Article  CAS  Google Scholar 

  • Zielińska M, Cydzik-Kwiatkowska A, Bernat K, Bułkowska K, Wojnowska-Baryła I (2014) Removal of bisphenol A (BPA) in a nitrifying system with immobilized biomass. Bioresour Technol 171:305–313

    Article  CAS  Google Scholar 

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Funding

This work was supported by the Science and Technology Department of Siping City (2016053) and the Department of Science & Technology of Jilin Province of China (20180623042TC).

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Correspondence to Mingyue Piao.

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Du, H., Piao, M. Facile preparation of microscale hydrogel particles for high efficiency adsorption of bisphenol A from aqueous solution. Environ Sci Pollut Res 25, 28562–28571 (2018). https://doi.org/10.1007/s11356-018-2879-0

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