Abstract
Personal care products such as soaps, tooth paste and shampoo often contain pollutants such as parabens, which refer to the esters of parahydroxylbenzoic acid, and end up contaminating waters. Parabens react with halogens to produce compounds that are often more toxic and persistent. Here we review properties, toxicity, analysis and remediation of parabens and halogenated parabens, with focus on photocatalysis using titanium oxide, graphene oxide and graphitic carbon nitride.
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References
Abbasghorbani M, Attaran A, Payehghadr M (2013) Solvent-assisted dispersive micro-SPE by using aminopropyl-functionalized magnetite nanoparticle followed by GC-PID for quantification of parabens in aqueous matrices. J Sep Sci. https://doi.org/10.1002/jssc.201200556
Abdolmohammad-Zadeh H, Zamani A, Shamsi Z (2020) Extraction of four endocrine-disrupting chemicals using a Fe3O4/graphene oxide/di-(2-ethylhexyl) phosphoric acid nano-composite, and their quantification by HPLC-UV. Microchem J 157:104964. https://doi.org/10.1016/j.microc.2020.104964
Abedi G, Talebpour Z, Jamechenarboo F (2018) The survey of analytical methods for sample preparation and analysis of fragrances in cosmetics and personal care products. TrAC Trends Anal Chem 102:41–59. https://doi.org/10.1016/j.trac.2018.01.006
Acar C, Dincer I, Naterer GF (2016) Review of photocatalytic water-splitting methods for sustainable hydrogen production. Int J Energy Res 40(11):1449–1473. https://doi.org/10.1002/er.3549
Agarwal V, Zetterlund PB (2021) Strategies for reduction of graphene oxide–a comprehensive review. Chem Eng J 405:127018. https://doi.org/10.1016/j.cej.2020.127018
Agi A, Junin R, Alqatta AYM, Gbadamosi A, Yahya A, Abbas A (2019) Ultrasonic assisted ultrafiltration process for emulsification of oil field produced water treatment. Ultrason Sonochem 51:214–222. https://doi.org/10.1016/j.ultsonch.2018.10.023
Ahn H-S, Nah W-H, Lee J-E, Oh Y-S, Gye M-C (2009) Toxicity and endocrine disrupting effect of parabens. Korean J Environ Biol 27(4):323–333
Aixart J, Díaz F, Llorca J, Rosell-Llompart J (2021) Increasing reaction time in Hummers’ method towards well exfoliated graphene oxide of low oxidation degree. Ceram Int. https://doi.org/10.1016/j.ceramint.2021.04.235
Ajiboye TO, Babalola SO, Onwudiwe DC (2021) Photocatalytic inactivation as a method of elimination of E. coli from drinking water. Appl Sci 11(3):1313
Ajiboye TO, Kuvarega AT, Onwudiwe DC (2020a) Graphitic carbon nitride-based catalysts and their applications: a review. Nano-Struct Nano-Objects 24:100577. https://doi.org/10.1016/j.nanoso.2020.100577
Ajiboye TO, Kuvarega AT, Onwudiwe DC (2020b) Recent strategies for environmental remediation of organochlorine pesticides. Appl Sci 10(18):6286
Ajiboye TO, Oyewo OA, Onwudiwe DC (2021b) Simultaneous removal of organics and heavy metals from industrial wastewater: a review. Chemosphere 262:128379. https://doi.org/10.1016/j.chemosphere.2020.128379
Albero B, Pérez RA, Sánchez-Brunete C, Tadeo JL (2012) Occurrence and analysis of parabens in municipal sewage sludge from wastewater treatment plants in Madrid (Spain). J Hazard Mater 239–240:48–55. https://doi.org/10.1016/j.jhazmat.2012.05.017
Alipanahpour Dil E, Ghaedi M, Asfaram A, Tayebi L (2021) Simultaneous selective enrichment of methylparaben, propylparaben, and butylparaben from cosmetics samples based on syringe-to-syringe magnetic fluid phase microextraction. Talanta 221:121547. https://doi.org/10.1016/j.talanta.2020.121547
Alkhouzaam A, Qiblawey H, Khraisheh M, Atieh M, Al-Ghouti M (2020) Synthesis of graphene oxides particle of high oxidation degree using a modified Hummers method. Ceram Int 46(15):23997–24007. https://doi.org/10.1016/j.ceramint.2020.06.177
Allen NS, Mahdjoub N, Vishnyakov V, Kelly PJ, Kriek RJ (2018) The effect of crystalline phase (anatase, brookite and rutile) and size on the photocatalytic activity of calcined polymorphic titanium dioxide (TiO2). Polym Degrad Stab 150:31–36. https://doi.org/10.1016/j.polymdegradstab.2018.02.008
Álvarez MA, Ruidíaz-Martínez M, Cruz-Quesada G, López-Ramón MV, Rivera-Utrilla J, Sánchez-Polo M, Mota AJ (2020) Removal of parabens from water by UV-driven advanced oxidation processes. Chem Eng J 379:122334. https://doi.org/10.1016/j.cej.2019.122334
Andersen FA (2008) Final amended report on the safety assessment of methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, isobutylparaben, and benzylparaben as used in cosmetic products. Int J Toxicol 27:1–82
Angelov T, Vlasenko A, Tashkov W (2007) HPLC determination of pKa of parabens and investigation on their lipophilicity parameters. J Liq Chromatogr Relat Technol 31(2):188–197. https://doi.org/10.1080/10826070701738787
Arachchige Chamila Samarasinghe SV, Krishnan K, Aitken RJ, Naidu R, Megharaj M (2021) Persistence of the parabens in soil and their potential toxicity to earthworms. Environ Toxicol Pharmacol 83:103574. https://doi.org/10.1016/j.etap.2020.103574
Argenta TS, Barros ARM, de Carvalho CDA, dos Santos AB, Firmino PIM (2021) Parabens in aerobic granular sludge systems: impacts on granulation and insights into removal mechanisms. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2020.142105
Arslan E, Hekimoglu BS, Cinar SA, Ince N, Aviyente V (2019) Hydroxyl radical-mediated degradation of salicylic acid and methyl paraben: an experimental and computational approach to assess the reaction mechanisms. Environ Sci Pollut Res 26(32):33125–33134. https://doi.org/10.1007/s11356-019-06048-3
Arvaniti OS, Petala A, Zalaora AA, Mantzavinos D, Frontistis Z (2020) Solar light-induced photocatalytic degradation of methylparaben by g-C<inf>3</inf>N<inf>4</inf> in different water matrices. J Chem Technol Biotechnol 95(11):2811–2821. https://doi.org/10.1002/jctb.6564
Asman S, Mohamad S, Sarih NM (2015) Exploiting β-cyclodextrin in molecular imprinting for achieving recognition of benzylparaben in aqueous media. Int J Mol Sci 16(2):3656–3676
Ayciriex S, Regazzetti A, Gaudin M, Prost E, Dargère D, Massicot F, Auzeil N, Laprévote O (2012) Development of a novel method for quantification of sterols and oxysterols by UPLC-ESI-HRMS: application to a neuroinflammation rat model. Anal Bioanal Chem 404(10):3049–3059. https://doi.org/10.1007/s00216-012-6396-6
Barabasz W, Pikulicka A, Wzorek Z, Nowak A (2019) Ecotoxicological aspects of the use of parabens in the production of cosmetics. Czasopismo Techniczne. https://doi.org/10.4467/2353737XCT.19.126.11451
Barrowman JA, Kvietys PR, Granger DN, McElearney PM, Perry MA (1983) Effects of the constituents of a corticosteroid enema preparation on colonic blood flow and oxygen uptake in the dog. J Pharmacol Exp Ther 226(1):217–221
Bello MM, Raman AAA (2019) Synergy of adsorption and advanced oxidation processes in recalcitrant wastewater treatment. Environ Chem Lett 17(2):1125–1142. https://doi.org/10.1007/s10311-018-00842-0
Bhattacharya P, Mukherjee D, Deb N, Swarnakar S, Banerjee S (2021) Indigenously developed CuO/TiO<inf>2</inf> coated ceramic ultrafiltration membrane for removal of emerging contaminants like phthalates and parabens: toxicity evaluation in PA-1 cell line. Mater Chem Phys. https://doi.org/10.1016/j.matchemphys.2020.123920
BIBRA (1989) Methylparaben- Toxicity Profile. BIBRA working group 10p
Błędzka D, Gmurek M, Gryglik M, Olak M, Miller JS, Ledakowicz S (2010) Photodegradation and advanced oxidation of endocrine disruptors in aqueous solutions. Catal Today 151(1):125–130. https://doi.org/10.1016/j.cattod.2010.03.040
Błędzka D, Gromadzińska J, Wąsowicz W (2014) Parabens. From environmental studies to human health. Environ Int 67:27–42
BŁędzka D, Gryglik D, Olak M, Gębicki JL, Miller JS (2010) Degradation of n-butylparaben and 4-tert-octylphenol in H2O2/UV system. Radiat Phys Chem 79(4):409–416. https://doi.org/10.1016/j.radphyschem.2009.11.012
Bolujoko NB, Unuabonah EI, Alfred MO, Ogunlaja A, Ogunlaja OO, Omorogie MO, Olukanni OD (2021) Toxicity and removal of parabens from water: a critical review. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2021.148092
Bulanin KM, Lavalley JC, Tsyganenko AA (1995) IR spectra of adsorbed ozone. Colloids Surf A 101(2):153–158. https://doi.org/10.1016/0927-7757(95)03130-6
Bustos-Ramirez K, Barrera-Diaz CE, De Icaza-Herrera M, Martinez-Hernandez AL, Natividad-Rangel R, Velasco-Santos C (2015) 4-chlorophenol removal from water using graphite and graphene oxides as photocatalysts. J Environ Health Sci Eng 13:33. https://doi.org/10.1186/s40201-015-0184-0
Buxton GV, Greenstock CL, Helman WP, Ross AB (1988) Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals (OH/⋅O− in aqueous solution. J Phys Chem Ref Data 17(2):513–886. https://doi.org/10.1063/1.555805
Cabaleiro N, De La Calle I, Bendicho C, Lavilla I (2012) Current trends in liquid-liquid and solid-liquid extraction for cosmetic analysis: a review. Anal Methods 5:323–340. https://doi.org/10.1039/C2AY25830G
Camino-Sánchez FJ, Zafra-Gómez A, Dorival-García N, Juárez-Jiménez B, Vílchez JL (2016) Determination of selected parabens, benzophenones, triclosan and triclocarban in agricultural soils after and before treatment with compost from sewage sludge: a lixiviation study. Talanta 150:415–424. https://doi.org/10.1016/j.talanta.2015.12.031
Canosa P, Rodríguez I, Rubí E, Negreira N, Cela R (2006) Formation of halogenated by-products of parabens in chlorinated water. Anal Chim Acta 575(1):106–113. https://doi.org/10.1016/j.aca.2006.05.068
Cao S, Low J, Yu J, Jaroniec M (2015) Polymeric photocatalysts based on graphitic carbon nitride. Adv Mater 27(13):2150–2176. https://doi.org/10.1002/adma.201500033
Chang Y, Xu J, Zhang Y, Ma S, Xin L, Zhu L, Xu C (2009) Optical properties and photocatalytic performances of Pd modified ZnO samples. J Phys Chem C 113(43):18761–18767
Chekmeneva E, dos Santos Correia G, Gómez-Romero M, Stamler J, Chan Q, Elliott P, Nicholson JK, Holmes E (2018) Ultra-Performance liquid chromatography–high-resolution mass spectrometry and direct infusion–high-resolution mass spectrometry for combined exploratory and targeted metabolic profiling of human urine. J Proteome Res 17(10):3492–3502
Chen H-W, Chiou C-S, Chang S-H (2017) Comparison of methylparaben, ethylparaben and propylparaben adsorption onto magnetic nanoparticles with phenyl group. Powder Technol 311:426–431. https://doi.org/10.1016/j.powtec.2017.01.060
Chen H, Zahraa O, Bouchy M, Thomas F, Bottero J (1995) Adsorption properties of TiO2 related to the photocatalytic degradation of organic contaminants in water. J Photochem Photobiol A Chem 85(1–2):179–186
Chong MN, Jin B, Chow CWK, Saint C (2010) Recent developments in photocatalytic water treatment technology: a review. Water Res 44(10):2997–3027. https://doi.org/10.1016/j.watres.2010.02.039
Crovetto SI, Moreno E, Dib AL, Espigares M, Espigares E (2017) Bacterial toxicity testing and antibacterial activity of parabens. Toxicol Environ Chem 99(5–6):858–868. https://doi.org/10.1080/02772248.2017.1300905
Cuerda-Correa EM, Domı́nguez-Vargas JR, Muñoz-Peña MJ, González T (2016) Ultraviolet-photoassisted advanced oxidation of parabens catalyzed by hydrogen peroxide and titanium dioxide. Improving the system. Ind Eng Chem Res 55(18):5152–5160. https://doi.org/10.1021/acs.iecr.5b04560
Cuerda-Correa EM, Domínguez JR, Muñoz-Peña MJ, González T (2016) Degradation of parabens in different aqueous matrices by several O3-derived advanced oxidation processes. Ind Eng Chem Res 55(18):5161–5172. https://doi.org/10.1021/acs.iecr.6b00740
Dahimiwal SM, Thorat DB, Jain NP, Jadhav VB, Patil PB (2013) A review on high performance liquid chromatography. Int J Pharm Res 5:1–6
Darbre P, Aljarrah A, Miller W, Coldham N, Sauer M, Pope G (2004) Concentrations of parabens in human breast tumours. J Appl Toxicol JAT 24:5–13. https://doi.org/10.1002/jat.958
Davidson CI, Phalen RF, Solomon PA (2005) airborne particulate matter and human health: a review. Aerosol Sci Technol 39(8):737–749. https://doi.org/10.1080/02786820500191348
De Laat J, Le Truong G, Legube B (2004) A comparative study of the effects of chloride, sulfate and nitrate ions on the rates of decomposition of H2O2 and organic compounds by Fe(II)/H2O2 and Fe(III)/H2O2. Chemosphere 55(5):715–723. https://doi.org/10.1016/j.chemosphere.2003.11.021
Dhaka S, Kumar R, Lee S-h, Kurade MB, Jeon B-H (2018) Degradation of ethyl paraben in aqueous medium using advanced oxidation processes: efficiency evaluation of UV-C supported oxidants. J Clean Prod 180:505–513. https://doi.org/10.1016/j.jclepro.2018.01.197
Di Paola A, Garcia-Lopez E, Marci G, Palmisano L (2012) A survey of photocatalytic materials for environmental remediation. J Hazard Mater 211–212:3–29. https://doi.org/10.1016/j.jhazmat.2011.11.050
Dionisio D, Santos LHE, Rodrigo MA, Motheo AJ (2020) Electro-oxidation of methyl paraben on DSA®-Cl<inf>2</inf>: UV irradiation, mechanistic aspects and energy consumption. Electrochim Acta. https://doi.org/10.1016/j.electacta.2020.135901
doNascimento JGDS, deAraújo MHP, dosSantos AB, daSilva MER, Firmino PIM (2021) Can microaeration boost the biotransformation of parabens in high-rate anaerobic systems? Process Saf Environ Protect 145:255–261. https://doi.org/10.1016/j.psep.2020.08.014
Dobbins LL, Usenko S, Brain RA, Brooks BW (2009) Probabilistic ecological hazard assessment of parabens using Daphnia magna and Pimephales promelas. Environ Toxicol Chem 28(12):2744–2753
Doll TE, Frimmel FH (2005) Photocatalytic degradation of carbamazepine, clofibric acid and iomeprol with P25 and Hombikat UV100 in the presence of natural organic matter (NOM) and other organic water constituents. Water Res 39(2):403–411. https://doi.org/10.1016/j.watres.2004.09.016
Domínguez JR, Muñoz MJ, Palo P, González T, Peres JA, Cuerda-Correa EM (2014) Fenton advanced oxidation of emerging pollutants: parabens. Int J Energy Environ Eng 5(2):89. https://doi.org/10.1007/s40095-014-0089-1
Doná G, Dagostin JLA, Takashina TA, de Castilhos F, Igarashi-Mafra L (2018) A comparative approach of methylparaben photocatalytic degradation assisted by UV-C, UV-A and vis radiations. Environ Technol 39(10):1238–1249. https://doi.org/10.1080/09593330.2017.1326528
Du Y, Ma W, Liu P, Zou B, Ma J (2016) Magnetic CoFe2O4 nanoparticles supported on titanate nanotubes (CoFe2O4/TNTs) as a novel heterogeneous catalyst for peroxymonosulfate activation and degradation of organic pollutants. J Hazard Mater 308:58–66. https://doi.org/10.1016/j.jhazmat.2016.01.035
Fang H, Gao Y, Li G, An J, Wong P-K, Fu H, Yao S, Nie X, An T (2013) Advanced oxidation kinetics and mechanism of preservative propylparaben degradation in aqueous suspension of TiO2 and risk assessment of its degradation products. Environ Sci Technol 47(6):2704–2712. https://doi.org/10.1021/es304898r
Fattahi A, Arlos MJ, Bragg LM, Kowalczyk S, Liang R, Schneider OM, Zhou N, Servos MR (2021) Photodecomposition of pharmaceuticals and personal care products using P25 modified with Ag nanoparticles in the presence of natural organic matter. Sci Total Environ 752:142000. https://doi.org/10.1016/j.scitotenv.2020.142000
Feng X, Chen Y, Fang Y, Wang X, Wang Z, Tao T, Zuo Y (2014) Photodegradation of parabens by Fe(III)-citrate complexes at circumneutral pH: matrix effect and reaction mechanism. Sci Total Environ 472:130–136. https://doi.org/10.1016/j.scitotenv.2013.11.005
Fernandes E, Contreras S, Medina F, Martins RC, Gomes J (2020a) N-doped titanium dioxide for mixture of parabens degradation based on ozone action and toxicity evaluation: precursor of nitrogen and titanium effect. Process Saf Environ Prot 138:80–89. https://doi.org/10.1016/j.psep.2020.03.006
Fernandes E, Martins RC, Gomes J (2020b) Photocatalytic ozonation of parabens mixture using 10% N-TiO2 and the effect of water matrix. Sci Total Environ 718:137321. https://doi.org/10.1016/j.scitotenv.2020.137321
Fernandes E, Martins RC, Gomes J (2020c) Photocatalytic ozonation of parabens mixture using 10% N-TiO<inf>2</inf> and the effect of water matrix. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2020.137321
Fernandes RA, Sampaio MJ, Dražić G, Faria JL, Silva CG (2020d) Efficient removal of parabens from real water matrices by a metal-free carbon nitride photocatalyst. Sci Total Environ 716:135346. https://doi.org/10.1016/j.scitotenv.2019.135346
Fiessinger F, Richard Y, Montiel A, Musquere P (1981) Advantages and disadvantages of chemical oxidation and disinfection by ozone and chlorine dioxide. Sci Total Environ 18:245–261. https://doi.org/10.1016/s0048-9697(81)80062-9
Foszpańczyk M, Bednarczyk K, Drozdek E, Martins RC, Ledakowicz S, Gmurek M (2018) Comparison of photocatalytic and photosensitized oxidation of paraben aqueous solutions under sunlight. Water Air Soil Pollut 229(11):362. https://doi.org/10.1007/s11270-018-3991-y
Frontistis Z, Antonopoulou M, Petala A, Venieri D, Konstantinou I, Kondarides DI, Mantzavinos D (2017a) Photodegradation of ethyl paraben using simulated solar radiation and Ag3PO4 photocatalyst. J Hazard Mater 323:478–488. https://doi.org/10.1016/j.jhazmat.2016.04.017
Frontistis Z, Antonopoulou M, Venieri D, Dailianis S, Konstantinou I, Mantzavinos D (2017b) Solar photocatalytic decomposition of ethyl paraben in zinc oxide suspensions. Catal Today 280:139–148. https://doi.org/10.1016/j.cattod.2016.06.008
Furrer CP, Mayer JM, Plazonnet B, Gurny R (1999) Ocular tolerance of preservatives on the murine cornea. Eur J Pharm Biopharm 47(2):105–112. https://doi.org/10.1016/S0939-6411(98)00069-1
Gao D, Liu L, Liang H, Wu W-M (2011) Aerobic granular sludge: characterization, mechanism of granulation and application to wastewater treatment. Crit Rev Biotechnol 31(2):137–152
Ghanbari F, Moradi M (2017) Application of peroxymonosulfate and its activation methods for degradation of environmental organic pollutants: review. Chem Eng J 310:41–62. https://doi.org/10.1016/j.cej.2016.10.064
Giordano F, Bettini R, Donini C, Gazzaniga A, Caira MR, Zhang GGZ, Grant DJW (1999) Physical properties of parabens and their mixtures: solubility in water, thermal behavior, and crystal structures. J Pharm Sci 88(11):1210–1216. https://doi.org/10.1021/js9900452
Gmurek M, Bizukojć M, Mosinger J, Ledakowicz S (2015) Application of photoactive electrospun nanofiber materials with immobilized meso-tetraphenylporphyrin for parabens photodegradation. Catal Today 240:160–167. https://doi.org/10.1016/j.cattod.2014.06.015
Golden R, Gandy J, Vollmer G (2005) A review of the endocrine activity of parabens and implications for potential risks to human health. Crit Rev Toxicol 35(5):435–458. https://doi.org/10.1080/10408440490920104
Gomes J, Lincho J, Domingues E, Gmurek M, Mazierski P, Zaleska-Medynska A, Klimczuk T, Quinta-Ferreira RM, Martins RC (2019a) TiO2 nanotube arrays-based reactor for photocatalytic oxidation of parabens mixtures in ultrapure water: effects of photocatalyst properties, operational parameters and light source. Sci Total Environ 689:79–89. https://doi.org/10.1016/j.scitotenv.2019.06.410
Gomes J, Lincho J, Mazierski P, Miodyńska M, Zaleska-Medynska A, Martins RC (2020) Unexpected effect of ozone on the paraben’s mixture degradation using TiO<inf>2</inf> supported nanotubes. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2020.140831
Gomes JF, Leal I, Bednarczyk K, Gmurek M, Stelmachowski M, Diak M, Emília Quinta-Ferreira M, Costa R, Quinta-Ferreira RM, Martins RC (2017a) Photocatalytic ozonation using doped TiO2 catalysts for the removal of parabens in water. Sci Total Environ 609:329–340. https://doi.org/10.1016/j.scitotenv.2017.07.180
Gomes JF, Leal I, Bednarczyk K, Gmurek M, Stelmachowski M, Zaleska-Medynska A, Quinta-Ferreira ME, Costa R, Quinta-Ferreira RM, Martins RC (2017b) Detoxification of parabens using UV-A enhanced by noble metals—TiO2 supported catalysts. J Environ Chem Eng 5(4):3065–3074. https://doi.org/10.1016/j.jece.2017.06.010
Gomes JF, Lopes A, Gmurek M, Quinta-Ferreira RM, Martins RC (2019b) Study of the influence of the matrix characteristics over the photocatalytic ozonation of parabens using Ag-TiO2. Sci Total Environ 646:1468–1477. https://doi.org/10.1016/j.scitotenv.2018.07.430
González-Mariño I, Quintana JB, Rodríguez I, Cela R (2011) Evaluation of the occurrence and biodegradation of parabens and halogenated by-products in wastewater by accurate-mass liquid chromatography-quadrupole-time-of-flight-mass spectrometry (LC-QTOF-MS). Water Res 45(20):6770–6780. https://doi.org/10.1016/j.watres.2011.10.027
Gonzalez T, Rae J, Colacino J, Richardson R (2018) Homology models of mouse and rat estrogen receptor-α ligand-binding domain created by in silico mutagenesis of a human template: molecular docking with 17β-estradiol, diethylstilbestrol, and paraben analogs. Comput Toxicolo. https://doi.org/10.1016/j.comtox.2018.11.003
Grover A, Mohiuddin I, Malik AK, Aulakh JS, Kukkar D, Kim K-H (2021) Chitosan-Ni/Fe layered double hydroxide composites as an efficient solid phase extraction sorbent for HPLC-PDA monitoring of parabens in personal care products. Chemosphere 264:128429. https://doi.org/10.1016/j.chemosphere.2020.128429
Gryglik D, Gmurek M (2018) The photosensitized oxidation of mixture of parabens in aqueous solution. Environ Sci Pollut Res 25(4):3009–3019. https://doi.org/10.1007/s11356-014-4059-1
Guan X, Sun Y, Qin H, Li J, Lo IMC, He D, Dong H (2015) The limitations of applying zero-valent iron technology in contaminants sequestration and the corresponding countermeasures: the development in zero-valent iron technology in the last two decades (1994–2014). Water Res 75:224–248. https://doi.org/10.1016/j.watres.2015.02.034
Guillard C, Beaugiraud B, Dutriez C, Herrmann J-M, Jaffrezic H, Jaffrezic-Renault N, Lacroix M (2002) Physicochemical properties and photocatalytic activities of TiO2-films prepared by sol–gel methods. Appl Catal B 39(4):331–342
Hajizadeh Y, Pourzamani H, Ebrahimpour K, Chavoshani A, Rahimi B (2021) Monitoring of paraben compounds in indoor and outdoor air of a populated city. Atmos Pollut Res 12(4):43–49. https://doi.org/10.1016/j.apr.2021.02.012
Haman C, Dauchy X, Rosin C, Munoz J-F (2015a) Occurrence, fate and behavior of parabens in aquatic environments: a review. Water Res 68:1–11. https://doi.org/10.1016/j.watres.2014.09.030
Harvey PW, Everett DJ (2012) Parabens detection in different zones of the human breast: consideration of source and implications of findings. J Appl Toxicol JAT 32(5):305–309. https://doi.org/10.1002/jat.2743
Hayyan M, Hashim MA, AlNashef IM (2016) Superoxide ion: generation and chemical implications. Chem Rev 116(5):3029–3085. https://doi.org/10.1021/acs.chemrev.5b00407
Hejji L, Azzouz A, Colón LP, Souhail B, Ballesteros E (2021) A multi-residue method for determining twenty-four endocrine disrupting chemicals in vegetables and fruits using ultrasound-assisted solid–liquid extraction and continuous solid-phase extraction. Chemosphere 263:128158. https://doi.org/10.1016/j.chemosphere.2020.128158
Herrero L, Quintanilla-López JE, Fernández MA, Gómara B (2021) Plasticisers and preservatives in commercial milk products: a comprehensive study on packages used in the Spanish market. Food Chem 338:128031. https://doi.org/10.1016/j.foodchem.2020.128031
Huang H, Li W (2011) Destruction of toluene by ozone-enhanced photocatalysis: performance and mechanism. Appl Catal B 102(3):449–453. https://doi.org/10.1016/j.apcatb.2010.12.025
Huisman IH, Trägårdh G, Trägårdh C, Pihlajamäki A (1998) Determining the zeta-potential of ceramic microfiltration membranes using the electroviscous effect. J Membr Sci Technol 147(2):187–194
Ikram R, Jan BM, Ahmad W (2020) An overview of industrial scalable production of graphene oxide and analytical approaches for synthesis and characterization. J Market Res 9(5):11587–11610. https://doi.org/10.1016/j.jmrt.2020.08.050
Jakopin Ž (2021) Assessment of the endocrine-disrupting potential of halogenated parabens: an in silico approach. Chemosphere 264:128447. https://doi.org/10.1016/j.chemosphere.2020.128447
Janicki T, Długoński J, Krupiński M (2018) Detoxification and simultaneous removal of phenolic xenobiotics and heavy metals with endocrine-disrupting activity by the non-ligninolytic fungus Umbelopsis isabellina. J Hazard Mater 360:661–669. https://doi.org/10.1016/j.jhazmat.2018.08.047
Jaros M (1988) Simple analytic model for heterojunction band offsets. Phys Rev B 37(12):7112
Jeong PS, Lee S, Park SH, Kim MJ, Kang HG, Nanjidsuren T, Son HC, Song BS, Koo DB, Sim BW, Kim SU (2020) Butylparaben is toxic to porcine oocyte maturation and subsequent embryonic development following in vitro fertilization. Int J Mol Sci 21(10):3692. https://doi.org/10.3390/ijms21103692
Khairy M, Zakaria W (2014) Effect of metal-doping of TiO2 nanoparticles on their photocatalytic activities toward removal of organic dyes. Egypt J Pet 23(4):419–426. https://doi.org/10.1016/j.ejpe.2014.09.010
Kirchhof MG, de Gannes GC (2013) The health controversies of parabens. J Skin Therapy Lett 18(2):5–7
Kitano M, Matsuoka M, Ueshima M, Anpo M (2007) Recent developments in titanium oxide-based photocatalysts. Appl Catal A 325(1):1–14. https://doi.org/10.1016/j.apcata.2007.03.013
Kotzamanidi S, Frontistis Z, Binas V, Kiriakidis G, Mantzavinos D (2018) Solar photocatalytic degradation of propyl paraben in Al-doped TiO2 suspensions. Catal Today 313:148–154. https://doi.org/10.1016/j.cattod.2017.12.006
Krayzelova L, Bartacek J, Díaz I, Jeison D, Volcke EIP, Jenicek P (2015) Microaeration for hydrogen sulfide removal during anaerobic treatment: a review. Rev Environ Sci Bio/technol 14(4):703–725. https://doi.org/10.1007/s11157-015-9386-2
Kudlek E, Dudziak M, Bohdziewicz J (2016) Influence of inorganic ions and organic substances on the degradation of pharmaceutical compound in water matrix. Water 8(11):532
Kumar A, Kumar A, Sharma G, Naushad M, Stadler FJ, Ghfar AA, Dhiman P, Saini RV (2017a) Sustainable nano-hybrids of magnetic biochar supported g-C3N4/FeVO4 for solar powered degradation of noxious pollutants- Synergism of adsorption, photocatalysis & photo-ozonation. J Clean Prod 165:431–451. https://doi.org/10.1016/j.jclepro.2017.07.117
Kumar A, Shalini SG, Naushad M, Kumar A, Kalia S, Guo C, Mola GT (2017b) Facile hetero-assembly of superparamagnetic Fe3O4/BiVO4 stacked on biochar for solar photo-degradation of methyl paraben and pesticide removal from soil. J Photochem Photobiol, A 337:118–131. https://doi.org/10.1016/j.jphotochem.2017.01.010
Kumar A, Thakur PR, Sharma G, Naushad M, Rana A, Mola GT, Stadler FJ (2019) Carbon nitride, metal nitrides, phosphides, chalcogenides, perovskites and carbides nanophotocatalysts for environmental applications. Environ Chem Lett 17(2):655–682. https://doi.org/10.1007/s10311-018-0814-8
Kurban H, Dalkilic M, Temiz S, Kurban M (2020) Tailoring the structural properties and electronic structure of anatase, brookite and rutile phase TiO2 nanoparticles: DFTB calculations. Comput Mater Sci 183:109843. https://doi.org/10.1016/j.commatsci.2020.109843
Lam SM, Sin JC, Abdullah AZ, Mohamed AR (2013) Efficient photodegradation of endocrine-disrupting chemicals with Bi 2O3-ZnO nanorods under a compact fluorescent lamp. Water Air Soil Pollut. https://doi.org/10.1007/s11270-013-1565-6
Lee J, Bang SH, Kim Y-H, Min J (2018) Toxicities of four parabens and their mixtures to Daphnia magna and Aliivibrio fischeri. Environ Health Toxicol 33(4):e2018018
Lehotay SJ, Hajšlová J (2002) Application of gas chromatography in food analysis. TrAC Trends Anal Chem 21(9):686–697. https://doi.org/10.1016/S0165-9936(02)00805-1
Li C, Cui X, Chen Y, Liao C (2020a) Paraben concentrations in human fingernail and its association with personal care product use. Ecotoxicol Environ Saf 202:110933. https://doi.org/10.1016/j.ecoenv.2020.110933
Li J, Jiang J, Pang SY, Zhou Y, Gao Y, Yang Y, Sun S, Liu G, Ma J, Jiang C, Wang L (2018) Transformation of Methylparaben by aqueous permanganate in the presence of iodide: kinetics, modeling, and formation of iodinated aromatic products. Water Res 135:75–84. https://doi.org/10.1016/j.watres.2018.02.014
Li W, Guo J, Wu C, Zhang J, Zhang L, Lv S, Lu D, Qi X, Feng C, Liang W, Chang X, Zhang Y, Xu H, Cao Y, Wang G, Zhou Z (2020b) Effects of prenatal exposure to five parabens on neonatal thyroid function and birth weight: evidence from SMBCS study. Environ Res 188:109710. https://doi.org/10.1016/j.envres.2020.109710
Li W, Shi Y, Gao L, Liu J, Cai Y (2015a) Occurrence and human exposure of parabens and their chlorinated derivatives in swimming pools. J Environ Sci Pollut Res 22(22):17987–17997
Li W, Shi Y, Gao L, Liu J, Cai Y (2015b) Occurrence, fate and risk assessment of parabens and their chlorinated derivatives in an advanced wastewater treatment plant. J Hazard Mater 300:29–38. https://doi.org/10.1016/j.jhazmat.2015.06.060
Lin Y, Ferronato C, Deng N, Chovelon J-M (2011a) Study of benzylparaben photocatalytic degradation by TiO2. Appl Catal B 104(3):353–360. https://doi.org/10.1016/j.apcatb.2011.03.006
Lin Y, Ferronato C, Deng N, Chovelon J-M (2011b) Study of benzylparaben photocatalytic degradation by TiO2. Appl Catal B 104(3–4):353–360
Lin Y, Ferronato C, Deng N, Wu F, Chovelon J-M (2009a) Photocatalytic degradation of methylparaben by TiO2: multivariable experimental design and mechanism. Appl Catal B 88(1):32–41. https://doi.org/10.1016/j.apcatb.2008.09.026
Lin Y, Ferronato C, Deng N, Wu F, Chovelon J-M (2009b) Photocatalytic degradation of methylparaben by TiO2: multivariable experimental design and mechanism. Appl Catal B 88(1–2):32–41
Liu D, Song N, Cheng Y-C, Chen D-X, Jia Q, Yang Y-W (2014) Pillarene functionalized polymer monolithic column for the solid-phase microextraction preconcentration of parabens. RSC Adv 4(90):49153–49160. https://doi.org/10.1039/C4RA09088H
Liu X, Zhu L, Wang X, Meng X (2020) One-step synthesis of Ag2S-TiO2 and its photocatalytic degradation of ethyl paraben wastewater. Environ Sci Pollut Res 27(12):13590–13598. https://doi.org/10.1007/s11356-020-07960-9
Lopes JL, Martins MJ, Nogueira HIS, Estrada AC, Trindade T (2021) Carbon-based heterogeneous photocatalysts for water cleaning technologies: a review. Environ Chem Lett 19(1):643–668. https://doi.org/10.1007/s10311-020-01092-9
Ma N, Chen A, Bian Z, Yang Y, Wang H (2019) In situ synthesis of a cadmium sulfide/reduced graphene oxide/bismuth Z-scheme oxyiodide system for enhanced photocatalytic performance in chlorinated paraben degradation. Chem Eng J 359:530–541. https://doi.org/10.1016/j.cej.2018.11.181
Madima N, Mishra SB, Inamuddin I, Mishra AK (2020) Carbon-based nanomaterials for remediation of organic and inorganic pollutants from wastewater. A review. Environ Chem Lett 18(4):1169–1191. https://doi.org/10.1007/s10311-020-01001-0
Maher HM, Alzoman NZ, Almeshal MA, Alotaibi HA, Alotaibi NN, Al-Showiman H (2020) Quantitative screening of parabens in ready-to-eat foodstuffs available in the Saudi market using high performance liquid chromatography with photodiode array detection. Arab J Chem 13(1):2897–2911. https://doi.org/10.1016/j.arabjc.2018.07.019
Mahmood MA, Baruah S, Anal AK, Dutta J (2012) Heterogeneous photocatalysis for removal of microbes from water. Environ Chem Lett 10(2):145–151. https://doi.org/10.1007/s10311-011-0347-x
Malato S, Fernández-Ibáñez P, Maldonado MI, Blanco J, Gernjak W (2009) Decontamination and disinfection of water by solar photocatalysis: recent overview and trends. Catal Today 147(1):1–59
Mao Q, Li Q, Li H, Yuan S, Zhang J (2020) Oxidative paraben removal with chlorine dioxide: reaction kinetics and mechanism. Sep Purif Technol. https://doi.org/10.1016/j.seppur.2019.116327
Martins AS, Nuñez L, Lanza MRdV (2017) Enhanced photoelectrocatalytic performance of TiO2 nanotube array modified with WO3 applied to the degradation of the endocrine disruptor propyl paraben. J Electroanal Chem 802:33–39. https://doi.org/10.1016/j.jelechem.2017.08.040
Martins RC, Quinta-Ferreira RM (2009) Catalytic ozonation of phenolic acids over a Mn–Ce–O catalyst. Appl Catal B 90(1):268–277. https://doi.org/10.1016/j.apcatb.2009.03.023
Matsuoka A, Hayashi M, Ishidates M (1979) Chromosomal aberration tests on 29 chemicals combined with S9 mix in vitro. Mutat Res/Genet Toxicol 66(3):277–290. https://doi.org/10.1016/0165-1218(79)90089-2
Matthews C, Davidson J, Bauer E, Morrison JL, Richardson AP (1956) p-hydroxybenzoic acid esters as preservatives II.: acute and chronic toxicity in dogs, rats, and mice. J Am Pharm Assoc (Scientific ed) 45(4):260–267. https://doi.org/10.1002/jps.3030450420
Matwiejczuk N, Galicka A, Brzóska MM (2020) Review of the safety of application of cosmetic products containing parabens. J Appl Toxicol 40(1):176–210. https://doi.org/10.1002/jat.3917
Mazierski P, Nadolna J, Lisowski W, Winiarski MJ, Gazda M, Nischk M, Klimczuk T, Zaleska-Medynska A (2017) Effect of irradiation intensity and initial pollutant concentration on gas phase photocatalytic activity of TiO2 nanotube arrays. Catal Today 284:19–26. https://doi.org/10.1016/j.cattod.2016.09.004
Mecha AC, Chollom MN (2020) Photocatalytic ozonation of wastewater: a review. Environ Chem Lett 18(5):1491–1507. https://doi.org/10.1007/s10311-020-01020-x
Mehrjouei M, Müller S, Möller D (2015) A review on photocatalytic ozonation used for the treatment of water and wastewater. Chem Eng J 263:209–219. https://doi.org/10.1016/j.cej.2014.10.112
Mohan H, Ramalingam V, Karthi N, Malathidevi S, Shin T, Venkatachalam J, Seralathan K-K (2021) Enhanced visible light-driven photocatalytic activity of reduced graphene oxide/cadmium sulfide composite: methylparaben degradation mechanism and toxicity. Chemosphere 264:128481. https://doi.org/10.1016/j.chemosphere.2020.128481
Molina R, Sánchez M, Hidalgo A, JoséGarcía De Boto M (1995) Effects of preanesthetic and anesthetic drugs on endothelium-dependent responses in the rat aorta. Gen Pharmacol Vasc Syst 26(1):169–175. https://doi.org/10.1016/0306-3623(94)00145-D
Moreta C, Tena M-T, Kannan K (2015) Analytical method for the determination and a survey of parabens and their derivatives in pharmaceuticals. Environ Res 142:452–460. https://doi.org/10.1016/j.envres.2015.07.014
Moschogiannaki M, Frontistis Z, Kiriakidis G, Mantzavinos D, Binas V (2020) Porous Co<inf>x</inf>Ni<inf>1-x</inf>TiO<inf>3</inf> nanorods for solar photocatalytic degradation of ethyl paraben. J Materiom 6(4):788–799. https://doi.org/10.1016/j.jmat.2020.05.006
Msagati TAM, Barri T, Larsson N, Jonsson JA (2008) Analysis and quantification of parabens in cosmetic products by utilizing hollow fibre-supported liquid membrane and high performance liquid chromatography with ultraviolet detection. Int J Cosmet Sci 30:297–307. https://doi.org/10.1111/j.1468-2494.2008.00449.x
Ngigi EM, Nomngongo PN, Ngila JC (2019) Synthesis and application of Fe-doped WO 3 nanoparticles for photocatalytic degradation of methylparaben using visible-light radiation and H2O2. Catal Lett 149(1):49–60
Ngila J, Matheri A, Muckoya V, Ngigi E, Ntuli F (2020) Mathematical modelling for biological wastewater treatment plants, Gauteng, South Africa
Nguyen-Phan T-D, Pham VH, Shin EW, Pham H-D, Kim S, Chung JS, Kim EJ, Hur SH (2011) The role of graphene oxide content on the adsorption-enhanced photocatalysis of titanium dioxide/graphene oxide composites. Chem Eng J 170(1):226–232. https://doi.org/10.1016/j.cej.2011.03.060
Nguyen V-H, Phan Thi L-A, Chandana PS, Do H-T, Pham T-H, Lee T, Nguyen TD, Le Phuoc C, Huong PT (2021) The degradation of paraben preservatives: recent progress and sustainable approaches toward photocatalysis. Chemosphere 276:130163. https://doi.org/10.1016/j.chemosphere.2021.130163
Nishizawa C, Takeshita K, Ueda J-I, Nakanishi I, Suzuki KT, Ozawa TJ (2006) Reaction of para-hydroxybenzoic acid esters with singlet oxygen in the presence of glutathione produces glutathione conjugates of hydroquinone, potent inducers of oxidative stress. Free Radic Res 40(3):233–240
Nosaka Y, Nosaka AY (2017) Generation and detection of reactive oxygen species in photocatalysis. Chem Rev 117(17):11302–11336. https://doi.org/10.1021/acs.chemrev.7b00161
Ocaña J, Villar Navarro M, Ramos Payán M, Fernández-Torres R, Bello-López M (2014) New developments in the extraction and determination of parabens in cosmetics and environmental samples. A review. Analytica Chimica Acta. https://doi.org/10.1016/j.aca.2014.07.002
Ogunleye DT, Akpotu SO, Moodley B (2020) Adsorption of sulfamethoxazole and reactive blue 19 using graphene oxide modified with imidazolium based ionic liquid. Environ Technol Innov 17:100616. https://doi.org/10.1016/j.eti.2020.100616
Oishi S (2002a) Effects of butyl paraben on the male reproductive system in mice. Arch Toxicol 76(7):423–429. https://doi.org/10.1007/s00204-002-0360-8
Oishi S (2002b) Effects of propyl paraben on the male reproductive system. Food Chem Toxicol 40(12):1807–1813. https://doi.org/10.1016/S0278-6915(02)00204-1
Ollis DF, Pelizzetti E, Serpone N (1991) Photocatalyzed destruction of water contaminants. Environ Sci Technol 25(9):1522–1529
Orak C, Atalay S, Ersöz G (2017) Photocatalytic and photo-Fenton-like degradation of methylparaben on monolith-supported perovskite-type catalysts. Sep Sci Technol 52(7):1310–1320
Palharim PH, Graça CAL, Teixeira ACSC (2020) Comparison between UVA- and zero-valent iron-activated persulfate processes for degrading propylparaben. Environ Sci Pollut Res 27(18):22214–22224. https://doi.org/10.1007/s11356-020-08141-4
Pasupuleti RR, Tsai P-C, Ponnusamy VK (2021) Low-cost disposable poly(ethyleneimine)-functionalized carbon nanofibers coated cellulose paper as efficient solid phase extraction sorbent material for the extraction of parahydroxybenzoates from environmental waters. Chemosphere 267:129274. https://doi.org/10.1016/j.chemosphere.2020.129274
Pawar M, Topcu Sendoğdular S, Gouma P (2018) A brief overview of TiO<sub>2</sub> photocatalyst for organic dye remediation: case study of reaction mechanisms involved in Ce-TiO<sub>2</sub> photocatalysts system. J Nanomater 2018:5953609. https://doi.org/10.1155/2018/5953609
Pawar RC, Khare V, Lee CS (2014) Hybrid photocatalysts using graphitic carbon nitride/cadmium sulfide/reduced graphene oxide (g-C3N4/CdS/RGO) for superior photodegradation of organic pollutants under UV and visible light. Dalton Trans 43(33):12514–12527. https://doi.org/10.1039/c4dt01278j
Pedrosa M, Da Silva ES, Pastrana-Martínez LM, Drazic G, Falaras P, Faria JL, Figueiredo JL, Silva AMT (2020) Hummers’ and Brodie’s graphene oxides as photocatalysts for phenol degradation. J Colloid Interface Sci 567:243–255. https://doi.org/10.1016/j.jcis.2020.01.093
Peller J, Wiest O, Kamat PV (2003) Synergy of combining sonolysis and photocatalysis in the degradation and mineralization of chlorinated aromatic compounds. Environ Sci Technol 37(9):1926–1932
Petala A, Bontemps R, Spartatouille A, Frontistis Z, Antonopoulou M, Konstantinou I, Kondarides D, Mantzavinos D (2017) Solar light-induced degradation of ethyl paraben with CuOx/BiVO4: statistical evaluation of operating factors and transformation by-products. Catal Today 280:122–131. https://doi.org/10.1016/j.cattod.2016.04.045
Petala A, Frontistis Z, Antonopoulou M, Konstantinou I, Kondarides DI, Mantzavinos D (2015) Kinetics of ethyl paraben degradation by simulated solar radiation in the presence of N-doped TiO2 catalysts. Water Res 81:157–166. https://doi.org/10.1016/j.watres.2015.05.056
Petala A, Nasiou A, Mantzavinos D, Frontistis Z (2020) Photocatalytic evaluation of Ag2CO3 for ethylparaben degradation in different water matrices. Water (Switzerland) 12(4):1180. https://doi.org/10.3390/W12041180
Petala A, Noe A, Frontistis Z, Drivas C, Kennou S, Mantzavinos D, Kondarides DI (2019) Synthesis and characterization of CoOx/BiVO4 photocatalysts for the degradation of propyl paraben. J Hazard Mater 372:52–60. https://doi.org/10.1016/j.jhazmat.2018.03.008
Pierens X, Nguyen VD, Lauzier T, Benhabib K (2020) Chemical actinometry and paraben decomposition in aqueous solution utilizing ultraviolet radiation combined with hydrogen peroxide. Chem Pap 74(12):4283–4294. https://doi.org/10.1007/s11696-020-01237-8
Pollack AZ, Mumford SL, Krall JR, Carmichael A, Andriessen VC, Kannan K, Schisterman EF (2020) Urinary levels of environmental phenols and parabens and antioxidant enzyme activity in the blood of women. Environ Res 186:109507. https://doi.org/10.1016/j.envres.2020.109507
Puga A, Rosales E, Sanromán MA, Pazos M (2020) Environmental application of monolithic carbonaceous aerogels for the removal of emerging pollutants. Chemosphere. https://doi.org/10.1016/j.chemosphere.2020.125995
Quirós-Alcalá L, Hansel NN, McCormack MC, Matsui EC (2019) Paraben exposures and asthma-related outcomes among children from the US general population. J Allergy Clin Immunol 143(3):948-956.e944. https://doi.org/10.1016/j.jaci.2018.08.021
Rabhi L, Lemou A, Cecinato A, Balducci C, Cherifi N, Ladji R, Yassaa N (2018) Polycyclic aromatic hydrocarbons, phthalates, parabens and other environmental contaminants in dust and suspended particulates of Algiers, Algeria. Environ Sci Pollut Res 25(24):24253–24265. https://doi.org/10.1007/s11356-018-2496-y
Radovan C, Cinghita D, Manea F, Mincea M, Cofan C, Ostafe V (2008) Electrochemical sensing and assessment of parabens in hydro-alcoholic solutions and water using a boron-doped diamond electrode. Sens Basel 8(7):4330–4349. https://doi.org/10.3390/s8074330
Razavi N, Es’haghi Z (2019) Curcumin loaded magnetic graphene oxide solid-phase extraction for the determination of parabens in toothpaste and mouthwash coupled with high performance liquid chromatography. Microchem J 148:616–625. https://doi.org/10.1016/j.microc.2019.04.057
Rebbeck C, Hammond R, Wong J, Nair L, Raghavan N, Hepler D, Campbell W, Lynn R (2006) Solid-phase extraction and HPLC analysis of methylparaben and propylparaben in a concentrated antibiotic suspension. Drug Dev Ind Pharm 32(9):1095–1102
Reyes-Coronado D, Rodríguez-Gattorno G, Espinosa-Pesqueira ME, Cab C, de Coss R, Oskam G (2008) Phase-pure TiO2nanoparticles: anatase, brookite and rutile. Nanotechnology 19(14):145605. https://doi.org/10.1088/0957-4484/19/14/145605
Rioja N, Zorita S, Peñas FJ (2016) Effect of water matrix on photocatalytic degradation and general kinetic modeling. Appl Catal B 180:330–335. https://doi.org/10.1016/j.apcatb.2015.06.038
Rojas MR, Leung C, Whitley D, Zhu Y, Arnold RG, Sáez AE (2011) Advanced oxidation of trace organics in water by hydrogen peroxide solar photolysis. Ind Eng Chem Res 50(22):12479–12487
Rosales E, Buftia G, Pazos M, Lazar G, Sanromán MA (2018) Highly active based iron-carbonaceous cathodes for heterogeneous electro-Fenton process: application to degradation of parabens. Process Saf Environ Prot 117:363–371. https://doi.org/10.1016/j.psep.2018.05.014
Ruan X, Hu Y (2020) Effectively enhanced photodegradation of Bisphenol A by in-situ g-C3N4-Zn/Bi2WO6 heterojunctions and mechanism study. Chemosphere 246:125782. https://doi.org/10.1016/j.chemosphere.2019.125782
Ruidíaz-Martínez M, Álvarez MA, López-Ramón MV, Cruz-Quesada G, Rivera-Utrilla J, Sánchez-Polo M (2020) Hydrothermal synthesis of rGO-TiO2 composites as high-performance UV photocatalysts for ethylparaben degradation. Catalysts 10(5):520. https://doi.org/10.3390/catal10050520
San Segundo L, Martini F, Pablos MV (2013) Gene expression responses for detecting sublethal effects of xenobiotics and whole effluents on a Xenopus laevis embryo assay. Environ Toxicol Chem 32(9):2018–2025
Saravanan A, Kumar PS, Vo D-VN, Yaashikaa PR, Karishma S, Jeevanantham S, Gayathri B, Bharathi VD (2021) Photocatalysis for removal of environmental pollutants and fuel production: a review. Environ Chem Lett 19(1):441–463. https://doi.org/10.1007/s10311-020-01077-8
Särkkä H, Bhatnagar A, Sillanpää M (2015) Recent developments of electro-oxidation in water treatment—a review. J Electroanal Chem 754:46–56. https://doi.org/10.1016/j.jelechem.2015.06.016
Sasi S, Rayaroth MP, Devadasan D, Aravind UK, Aravindakumar CT (2015) Influence of inorganic ions and selected emerging contaminants on the degradation of Methylparaben: a sonochemical approach. J Hazard Mater 300:202–209. https://doi.org/10.1016/j.jhazmat.2015.06.072
Schroeder JP, Croot PL, Von Dewitz B, Waller U, Hanel R (2011) Potential and limitations of ozone for the removal of ammonia, nitrite, and yellow substances in marine recirculating aquaculture systems. Aquacult Eng 45(1):35–41. https://doi.org/10.1016/j.aquaeng.2011.06.001
Sheikhmohammadi A, Asgari E, Hashemzadeh B, Manshouri M (2020) The application of co-oxidant in order to enhancement the parabens photo-catalytic degradability. Optik. https://doi.org/10.1016/j.ijleo.2020.165667
Sheshmani S, Amini R (2013) Preparation and characterization of some graphene based nanocomposite materials. Carbohyd Polym 95(1):348–359. https://doi.org/10.1016/j.carbpol.2013.03.008
Silva DC, Serrano L, Oliveira TMA, Mansano AS, Almeida EA, Vieira EM (2018) Effects of parabens on antioxidant system and oxidative damages in Nile tilapia (Oreochromis niloticus). Ecotoxicol Environ Saf 162:85–91. https://doi.org/10.1016/j.ecoenv.2018.06.076
Sin J-C, Lam S-M, Mohamed AR, Lee K-T (2012) Degrading endocrine disrupting chemicals from wastewater by T i O. Int J Photoenergy 2012:1–23
Singh P, Shandilya P, Raizada P, Sudhaik A, Rahmani-Sani A, Hosseini-Bandegharaei A (2020) Review on various strategies for enhancing photocatalytic activity of graphene based nanocomposites for water purification. Arab J Chem 13(1):3498–3520. https://doi.org/10.1016/j.arabjc.2018.12.001
Solís RR, Rivas FJ, Chávez AM, Dionysiou DD (2020) Peroxymonosulfate/solar radiation process for the removal of aqueous microcontaminants. Kinetic modeling, influence of variables and matrix constituents. J Hazard Mater. https://doi.org/10.1016/j.jhazmat.2020.123118
Somorjai GA, Li Y (2011) Impact of surface chemistry. Proc Natl Acad Sci U S A 108(3):917–924. https://doi.org/10.1073/pnas.1006669107
Song C, Hu H, Ao H, Wu Y, Wu C (2017) Removal of parabens and their chlorinated by-products by periphyton: influence of light and temperature. Environ Sci Pollut Res 24(6):5566–5575
Soni MG, Taylor SL, Greenberg NA, Burdock GA (2002) Evaluation of the health aspects of methyl paraben: a review of the published literature. Food Chem Toxicol 40(10):1335–1373. https://doi.org/10.1016/S0278-6915(02)00107-2
Steter JR, Brillas E, Sirés I (2018) Solar photoelectro-Fenton treatment of a mixture of parabens spiked into secondary treated wastewater effluent at low input current. Appl Catal B 224:410–418. https://doi.org/10.1016/j.apcatb.2017.10.060
Strømmen K, Lyche JL, Moltu SJ, Müller MHB, Blakstad EW, Almaas AN, Sakhi AK, Thomsen C, Nakstad B, Rønnestad AE, Drevon CA, Iversen PO (2021) High urinary concentrations of parabens and bisphenol A in very low birth weight infants. Chemosphere 271:129570. https://doi.org/10.1016/j.chemosphere.2021.129570
Sun P, Liu H, Feng M, Guo L, Zhai Z, Fang Y, Zhang X, Sharma VK (2019) Nitrogen-sulfur co-doped industrial graphene as an efficient peroxymonosulfate activator: singlet oxygen-dominated catalytic degradation of organic contaminants. Appl Catal B 251:335–345. https://doi.org/10.1016/j.apcatb.2019.03.085
Tan HL, Abdi FF, Ng YH (2019) Heterogeneous photocatalysts: an overview of classic and modern approaches for optical, electronic, and charge dynamics evaluation. J Chem Soc Rev 48(5):1255–1271
Tan MX, Kenyon C, Lewis NS (1994) Experimental measurement of quasi-fermi levels at an illuminated semiconductor/liquid contact. J Phys Chem 98(19):4959–4962
Tang J, Quan H, Ye J (2007) Photocatalytic properties and photoinduced hydrophilicity of surface-fluorinated TiO2. Chem Mater 19(1):116–122
Tay KS, Rahman NA, Abas MRB (2010a) Ozonation of parabens in aqueous solution: kinetics and mechanism of degradation. Chemosphere 81(11):1446–1453
Tay KS, Rahman NA, Radzi Bin Abas M (2010b) Kinetic studies of the degradation of parabens in aqueous solution by ozone oxidation. Environ Chem Lett 8(4):331–337. https://doi.org/10.1007/s10311-009-0229-7
Terasaki M, Abe R, Makino M, Tatarazako N (2015) Chronic toxicity of parabens and their chlorinated by-products in Ceriodaphnia dubia. Environ Toxicol 30(6):664–673. https://doi.org/10.1002/tox.21944
Terasaki M, Kamata R, Shiraishi F, Makino M (2009a) Evaluation of estrogenic activity of parabens and their chlorinated derivatives by using the yeast two-hybrid assay and the enzyme-linked immunosorbent assay. Environ Toxicol Chem Int J 28(1):204–208. https://doi.org/10.1897/08-225.1
Terasaki M, Kamata R, Shiraishi F, Makino M (2009b) Evaluation of estrogenic activity of parabens and their chlorinated derivatives by using the yeast two-hybrid assay and the enzyme-linked immunosorbent assay. Environ Toxicol Chem Int J 28(1):204–208
Terasaki M, Makino M (2008) Determination of chlorinated by-products of parabens in swimming pool water. Int J Environ Anal Chem 88(13):911–922. https://doi.org/10.1080/03067310802272663
Terasaki M, Makino M, Tatarazako N (2009c) Acute toxicity of parabens and their chlorinated by-products with Daphnia magna and Vibrio fischeri bioassays. J Appl Toxicol JAT 29(3):242–247. https://doi.org/10.1002/jat.1402
Terasaki M, Takemura Y, Makino M (2012) Paraben-chlorinated derivatives in river waters. Environ Chem Lett 10(4):401–406. https://doi.org/10.1007/s10311-012-0367-1
Testino A, Bellobono IR, Buscaglia V, Canevali C, D’Arienzo M, Polizzi S, Scotti R, Morazzoni F (2007) Optimizing the photocatalytic properties of hydrothermal TiO2 by the control of phase composition and particle morphology. A systematic approach. J Am Chem Soc 129(12):3564–3575
Thiruvenkatachari R, Kwon TO, Moon IS (2005) A total solution for simultaneous organic degradation and particle separation using photocatalytic oxidation and submerged microfiltration membrane hybrid process. Korean J Chem Eng 22(6):938–944
Tijani JO, Fatoba OO, Babajide OO, Petrik LF (2016) Pharmaceuticals, endocrine disruptors, personal care products, nanomaterials and perfluorinated pollutants: a review. Environ Chem Lett 14(1):27–49. https://doi.org/10.1007/s10311-015-0537-z
Tran HN, You SJ, Hosseini-Bandegharaei A, Chao HP (2017) Mistakes and inconsistencies regarding adsorption of contaminants from aqueous solutions: a critical review. Water Res 120:88–116. https://doi.org/10.1016/j.watres.2017.04.014
Tsai S-J, Cheng S (1997) Effect of TiO2 crystalline structure in photocatalytic degradation of phenolic contaminants. J Catal Today 33(1–3):227–237
Tu S, Lu M, Xiao X, Zheng C, Zhong H, Zuo X, Nan J (2016) Flower-like Bi4O5I2/Bi5O7I nanocomposite: facile hydrothermal synthesis and efficient photocatalytic degradation of propylparaben under visible-light irradiation. RSC Adv 6(50):44552–44560. https://doi.org/10.1039/C6RA03988J
Vela N, Calín M, Yáñez-Gascón MJ, Garrido I, Pérez-Lucas G, Fenoll J, Navarro S (2018a) Solar reclamation of wastewater effluent polluted with bisphenols, phthalates and parabens by photocatalytic treatment with TiO2/Na2S2O8 at pilot plant scale. Chemosphere 212:95–104. https://doi.org/10.1016/j.chemosphere.2018.08.069
Vela N, Calín M, Yáñez-Gascón MJ, Garrido I, Pérez-Lucas G, Fenoll J, Navarro S (2018b) Solar reclamation of wastewater effluent polluted with bisphenols, phthalates and parabens by photocatalytic treatment with TiO<inf>2</inf>/Na<inf>2</inf>S<inf>2</inf>O<inf>8</inf> at pilot plant scale. Chemosphere 212:95–104. https://doi.org/10.1016/j.chemosphere.2018.08.069
Velegraki T, Hapeshi E, Fatta-Kassinos D, Poulios I (2015) Solar-induced heterogeneous photocatalytic degradation of methyl-paraben. Appl Catal B 178:2–11. https://doi.org/10.1016/j.apcatb.2014.11.022
Vieira WT, de Farias MB, Spaolonzi MP, da Silva MGC, Vieira MGA (2020) Removal of endocrine disruptors in waters by adsorption, membrane filtration and biodegradation. A review. Environ Chem Lett 18(4):1113–1143. https://doi.org/10.1007/s10311-020-01000-1
Wan D, Chen Y, Su J, Liu L, Zuo Y (2018) Ultraviolet absorption redshift induced direct photodegradation of halogenated parabens under simulated sunlight. Water Res 142:46–54. https://doi.org/10.1016/j.watres.2018.05.039
Wang J, Limas-Ballesteros R, Lopez T, Moreno A, Gomez R, Novaro O, Bokhimi X (2001) Quantitative determination of titanium lattice defects and solid-state reaction mechanism in iron-doped TiO2 photocatalysts. J Phys Chem B 105(40):9692–9698
Wang J, Wang S (2016) Removal of pharmaceuticals and personal care products (PPCPs) from wastewater: a review. J Environ Manage 182:620–640. https://doi.org/10.1016/j.jenvman.2016.07.049
Wang L, Zang X, Wang C, Wang Z (2014) Graphene oxide as a micro-solid-phase extraction sorbent for the enrichment of parabens from water and vinegar samples. J Sep Sci 37(13):1656–1662. https://doi.org/10.1002/jssc.201400028
Wang L, Zhang Q, Chen B, Bu Y, Chen Y, Ma J, Rosario-Ortiz FL, Zhu R (2020) Some issues limiting photo(cata)lysis application in water pollutant control: a critical review from chemistry perspectives. Water Res 174:115605. https://doi.org/10.1016/j.watres.2020.115605
Wang Y, Wang Q, Zhan X, Wang F, Safdar M, He J (2013) Visible light driven type II heterostructures and their enhanced photocatalysis properties: a review. Nanoscale 5(18):8326–8339. https://doi.org/10.1039/C3NR01577G
Wang Z, Deb A, Srivastava V, Iftekhar S, Ambat I, Sillanpää M (2019) Investigation of textural properties and photocatalytic activity of PbO/TiO2 and Sb2O3/TiO2 towards the photocatalytic degradation Benzophenone-3 UV filter. Sep Purif Technol 228:115763
Ward JB, Casagrande SS, Cowie CC (2020) Urinary phenols and parabens and diabetes among US adults, NHANES 2005–2014. Nutr Metab Cardiovasc Dis 30(5):768–776. https://doi.org/10.1016/j.numecd.2020.01.005
Wei F, Mortimer M, Cheng H, Sang N, Guo L-H (2021) Parabens as chemicals of emerging concern in the environment and humans: a review. Sci Total Environ 778:146150. https://doi.org/10.1016/j.scitotenv.2021.146150
Wei Z, Spinney R, Ke R, Yang Z, Xiao R (2016) Effect of pH on the sonochemical degradation of organic pollutants. Environ Chem Lett 14(2):163–182. https://doi.org/10.1007/s10311-016-0557-3
Xiao X, Hu R, Tu S, Zheng C, Zhong H, Zuo X, Nan J (2015) One-pot synthesis of micro/nano structured β-Bi2O3 with tunable morphology for highly efficient photocatalytic degradation of methylparaben under visible-light irradiation. RSC Adv 5(48):38373–38381. https://doi.org/10.1039/C5RA03200H
Xiao X, Lu M, Nan J, Zuo X, Zhang W, Liu S, Wang S (2017) Rapid microwave synthesis of I-doped Bi4O5Br 2 with significantly enhanced visible-light photocatalysis for degradation of multiple parabens. Appl Catal B 218:398–408. https://doi.org/10.1016/j.apcatb.2017.06.074
Yang H, Svärd M, Zeglinski J, Rasmuson Å (2014a) Influence of solvent and solid-state structure on nucleation of parabens. Cryst Growth Des 14:3890–3902. https://doi.org/10.1021/cg500449d
Yang H, Zhang F, Wu H (2018a) Review on life cycle of parabens: synthesis, degradation, characterization and safety analysis. Curr Org Chem 22(8):769–779
Yang H, Zhang F, Wu HJCOC (2018) Review on life cycle of parabens: synthesis, degradation, characterization and safety analysis. Curr Org Chem 22(8):769–779
Yang HY, Svard M, Zeglinski J, Rasmuson AC (2014b) Influence of solvent and solid-state structure on nucleation of parabens. Cryst Growth Des 14(8):3890–3902. https://doi.org/10.1021/cg500449d
Yang J-CE, Lin Y, Peng H-H, Yuan B, Dionysiou DD, Huang X-D, Zhang D-D, Fu M-L (2020a) Novel magnetic rod-like Mn-Fe oxycarbide toward peroxymonosulfate activation for efficient oxidation of butyl paraben: radical oxidation versus singlet oxygenation. Appl Catal B 268:118549. https://doi.org/10.1016/j.apcatb.2019.118549
Yoom H, Shin J, Ra J, Son H, Ryu D, Kim C, Lee Y (2018) Transformation of methylparaben during water chlorination: effects of bromide and dissolved organic matter on reaction kinetics and transformation pathways. Sci Total Environ 634:677–686. https://doi.org/10.1016/j.scitotenv.2018.03.330
Zaanen J, Sawatzky G, Allen J (1985) Band gaps and electronic structure of transition-metal compounds. Phys Rev Lett 55(4):418
Zhan C, Cao X, Xu B, Yan P, Yang T, Ye Z, Chen X (2020a) Visible light induced molecularly imprinted Dawson-type heteropoly acid cobalt (II) salt modified TiO2 composites: enhanced photocatalytic activity for the removal of ethylparaben. Colloids Surf A 586:124244. https://doi.org/10.1016/j.colsurfa.2019.124244
Zhang C, Wang X, Ma Z, Luan Z, Wang Y, Wang Z, Wang L (2020) Removal of phenolic substances from wastewater by algae. A review. Environ Chem Lett 18(2):377–392. https://doi.org/10.1007/s10311-019-00953-2
Zhang F, Wang X, Liu H, Liu C, Wan Y, Long Y, Cai Z (2019a) Recent advances and applications of semiconductor photocatalytic technology. Appl Sci 9(12):2489
Zhang L, Liu F, Xiao X, Zuo X, Nan J (2019b) Microwave synthesis of iodine-doped bismuth oxychloride microspheres for the visible light photocatalytic removal of toxic hydroxyl-contained intermediates of parabens: catalyst synthesis, characterization, and mechanism insight. Environ Sci Pollut Res 26(28):28871–28883. https://doi.org/10.1007/s11356-019-06074-1
Zhang L, Ran J, Qiao S-Z, Jaroniec M (2019c) Characterization of semiconductor photocatalysts. Chem Soc Rev 48(20):5184–5206. https://doi.org/10.1039/C9CS00172G
Zhang Y-H, Chan CK, Porter JF, Guo W (1998) Micro-raman spectroscopic characterization of nanosized TiO2 powders prepared by vapor hydrolysis. J Mater Res 13(9):2602–2609. https://doi.org/10.1557/JMR.1998.0363
Zhang Z, Zhang Y, Lu L, Si Y, Zhang S, Chen Y, Dai K, Duan P, Duan L, Liu J (2017) Graphitic carbon nitride nanosheet for photocatalytic hydrogen production: the impact of morphology and element composition. Appl Surf Sci 391:369–375
Zhao Y, Liu Y, Chen Y, Wu X, Xiao Q, Li C, Li M, Hu W, Gu H, Lu S (2021) Exposure to parabens and associations with oxidative stress in adults from South China. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2020.144917
Zhong Q, Peng M, He J, Yang W, Huang F (2020) Association of prenatal exposure to phenols and parabens with birth size: a systematic review and meta-analysis. Sci Total Environ 703:134720. https://doi.org/10.1016/j.scitotenv.2019.134720
Zhou W, Sun F, Pan K, Tian G, Jiang B, Ren Z, Tian C, Fu H (2011) Well-ordered large-pore mesoporous anatase TiO2 with remarkably high thermal stability and improved crystallinity: preparation, characterization, and photocatalytic performance. Adv Func Mater 21(10):1922–1930
Zhu B, Wei N (2019) biocatalytic degradation of parabens mediated by cell surface displayed cutinase. Environ Sci Technol 53(1):354–364. https://doi.org/10.1021/acs.est.8b05275
Zhu D, Zhou Q (2019) Action and mechanism of semiconductor photocatalysis on degradation of organic pollutants in water treatment: a review. Environ Nanotechnol Monit Manag 12:100255. https://doi.org/10.1016/j.enmm.2019.100255
Zhu H, Kannan K (2020) Parabens in stretch mark creams: a source of exposure in pregnant and lactating women. Sci Total Environ 744:141016. https://doi.org/10.1016/j.scitotenv.2020.141016
Zhu L, Liu X, Wang X, Meng X (2020) Evaluation of photocatalytic selectivity of Ag/Zn modified molecularly imprinted TiO<inf>2</inf> by multiwavelength measurement. Sci Total Environ. https://doi.org/10.1016/j.scitotenv.2019.134732
Zúñiga-Benítez H, Peñuela GA (2017) Solar lab and pilot scale photo-oxidation of ethylparaben using H<inf>2</inf>O<inf>2</inf> and TiO<inf>2</inf> in aqueous solutions. J Photochem Photobiol A 337:62–70. https://doi.org/10.1016/j.jphotochem.2017.01.019
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The authors gratefully acknowledge the North-West University and the National Research Foundation, South Africa, for providing financial assistance (Grants Ref: UID109333 and UID 116338).
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Ajiboye, T.O., Oyewo, O.A. & Onwudiwe, D.C. Photocatalytic removal of parabens and halogenated products in wastewater: a review. Environ Chem Lett 19, 3789–3819 (2021). https://doi.org/10.1007/s10311-021-01263-2
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DOI: https://doi.org/10.1007/s10311-021-01263-2