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Removal of bisphenol A by nitrogen-doped reduced graphene oxide foam via adsorption/peroxydisulfate activation |
HE Li-jin1, LONG Jun-hong2, JIN Hua-lei1, ZUO Yi-dan1, SONG Jie1, XIA Li-hong1, SHI Miao1, LUO Li-jun1, DAI Jian-hui1 |
1. Key Laboratory of Environmental Functional Materials of Yunnan Province Education Department, School of Chemistry and Environment, Yunnan Minzu University, Kunming 650500, China; 2. Bureau of Housing and Urban-Rural Development of Yunnan Province, Honghe 661600, China |
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Abstract The nitrogen doped reduced graphene oxide foam (N-RGF) was prepared by hydrothermal method followed freeze-drying treatment using graphene oxide and ammonia as starting materials. The structure and surface physical-chemical properties of as-prepared catalysts were investigated and analysed by SEM, XRD, XPS, FT-IR, BET and TG techniques. The N-RGF was used to activate peroxydisulfate (PDS) for BPA removal via adsorption/degradation synergistically. The results showed that the N-RGF catalyst was a three-dimensional structure with average pore size(1~5μm). Its optimal preparation conditions were 6% nitrogen doping amount and hydrothermal treatment at 180℃ for 20h. The degradation rate constant of BPA over N-RGF activated PDS was 4.88 times than that over RGF activated PDS. Active species capture experiment and electron paramagnetic resonance (EPR) results showed that singlet oxygen (1O2) was the main contributor for BPA abatement. The four possible degradation intermediates were confirmed by ultra-high-performance liquid chromatography-mass spectrometry, and possible degradation pathway was proposed. The estrogenic activity of treated solution was reduced by MCF-7cell viability evaluation.
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Received: 25 August 2022
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[1] |
Oliveira K M G D, Carvalho E H D S, Filho R D S,et al. Single and mixture toxicity evaluation of three phenolic compounds to the terrestrial ecosystem[J]. Journal of Environmental Management, 2021,296:113226-113236.
|
[2] |
Ashfaq M, Sun Q, Zhang H, et al. Occurrence and fate of bisphenol A transformation products, bisphenol A monomethyl ether and bisphenol A dimethyl ether, in wastewater treatment plants and surface water[J]. Journal of Hazardous Materials, 2018,357:401-407.
|
[3] |
Chen W, Zou C, Liu Y, et al. The experimental investigation of bisphenol A degradation by Fenton process with different types of cyclodextrins[J]. Journal of Industrial and Engineering Chemistry, 2017,56:428-434.
|
[4] |
Xu J, Huang G, Guo T L, et al. Developmental bisphenol A exposure modulates immune-related diseases[J]. Toxics, 2016,4(4):38448-38450.
|
[5] |
Zhang L S, Jiang X H, Zhong Z A, et al. Carbon nitride supported high-loading Fe single-atom catalyst for activating of peroxymonosulfate to generate 1O2 with 100% selectivity[J]. Angewandte Chemie International Edition, 2021,60(40):21751-21755.
|
[6] |
Hu Y, Chen D Z, Wang S J, et al. Activation of peroxymonosulfate by nitrogen-doped porous carbon for efficient degradation of organic pollutants in water:Performance and mechanism[J]. Separation and Purification Technology, 2022,280:119791-119805.
|
[7] |
Kaur B, Kattel E, Dulova N. Insights into nonylphenol degradation by UV-activated persulfate and persulfate/hydrogen peroxide systems in aqueous matrices:A comparative study[J]. Environmental science and pollution research international, 2020,27(18):22499-22510.
|
[8] |
Ji Y F, Dong C G, Kong D Y, et al. Heat-activated persulfate oxidation of atrazine:Implications for remediation of groundwater contaminated by herbicides[J]. Chemical Engineering Journal, 2015,263:45-54.
|
[9] |
Peng H J, Xu L Y, Zhang W, et al. Different kinds of persulfate activation with base for the oxidation and mechanism of BDE209 in a spiked soil system[J]. Science of the Total Environment, 2017,574:307-313.
|
[10] |
Zou X L, Zhou T, Mao J, et al. Synergistic degradation of antibiotic sulfadiazine in a heterogeneous ultrasound-enhanced FeO/persulfate Fenton-like system[J]. Chemical Engineering Journal, 2014,257:36-44.
|
[11] |
Xu X M, Zong S Y, Chen W M, et al. Comparative study of bisphenol A degradation via heterogeneously catalyzed H2O2 and persulfate:Reactivity, products, stability and mechanism[J]. Chemical Engineering Journal, 2019,369:470-479.
|
[12] |
Zhou L, Yan C Z, Sleiman M, et al. Sulfate radical induced degradation of β2-adrenoceptor agonists salbutamol and Terbutaline:Implication of halides, bicarbonate, and natural organic matter[J]. Chemical Engineering Journal, 2019,368:252-260.
|
[13] |
Zhang T, Chen Y, Wang Y R, et al. Efficient peroxydisulfate activation process not relying on sulfate radical generation for water pollutant degradation[J]. Environmental Science & Technology, 2014,48(10):5868-5875.
|
[14] |
Zhou Y, Jiang J, Gao Y, et al. Activation of peroxymonosulfate by benzoquinone:A novel nonradical oxidation process[J]. Environmental Science & Technology, 2015,49(21):12941-12950.
|
[15] |
Du X D, Zhang Y Q, Si F, et al. Persulfate non-radical activation by nano-CuO for efficient removal of chlorinated organic compounds:Reduced graphene oxide-assisted and CuO (001) facet-dependent[J]. Chemical Engineering Journal, 2018,356:178-189.
|
[16] |
Yang B W, Kang H S, Ko Y J, et al. Persulfate activation by nanodiamond-derived carbon onions:Effect of phase transformation of the inner diamond core on reaction kinetics and mechanisms[J]. Applied Catalysis B:Environmental, 2021,293:120205-120219.
|
[17] |
Gao Y, Chen Z, Zhu Y, Li T, Hu C. New insights into the generation of singlet oxygen in the metal-Free peroxymonosulfate activation process:Important role of electron-deficient carbon atoms, Environmental Science & Technology, 2020,54:1232-1241.
|
[18] |
Guo Y P, Zeng Z Q, Li Y L, et al. In-situ sulfur-doped carbon as a metal-free catalyst for persulfate activated oxidation of aqueous organics[J]. Catalysis Today, 2018,307:12-19.
|
[19] |
Jiang L H, Liu Y G, Liu S B, et al. Adsorption of estrogen contaminants by graphene nanomaterials under natural organic matter preloading:comparison to carbon nanotube, biochar, and activated carbon[J]. Environmental Science & Technology, 2017,51(11):6352-6359.
|
[20] |
Wang Z H, Sun L Y, Lou X Y, et al. Chemical instability of graphene oxide following exposure to highly reactive radicals in advanced oxidation processes[J]. Journal of Colloid And Interface Science, 2017,507:51-58.
|
[21] |
Akhavan O, Abdolahad M, Esfandiar A, et al. Photodegradation of graphene oxide sheets by TiO2 nanoparticles after a photocatalytic reduction[J]. Journal of Physical Chemistry C, 2010,(30):12955-12959.
|
[22] |
Zheng W, Xiao X, Chen B L. A nonradical reaction-dominated phenol degradation with peroxydisulfate catalyzed by nitrogen-doped graphene[J]. Science of the Total Environment, 2019,667:287-296.
|
[23] |
Li J Q, Lin Q T, Luo H Y, et al. The effect of nanoscale zero-valent iron-loaded N-doped biochar on the generation of free radicals and nonradicals by peroxydisulfate activation[J]. Journal of Water Process Engineering, 2022,47:102681-102691.
|
[24] |
Kang J, Duan X G, Zhou L, et al. Carbocatalytic activation of persulfate for removal of antibiotics in water solutions[J]. Chemical Engineering Journal, 2016,288:399-405.
|
[25] |
Hu X G, Zhou Q X. Health and ecosystem risks of graphene[J]. Chemical Reviews, 2013,113(5):3815-3835.
|
[26] |
Gaire M, Khatoon N, Chrisey D. Preparation of cobalt oxide-reduced graphitic oxide supercapacitor electrode by photothermal processing[J]. Nanomaterials, 2021,11(3):717.
|
[27] |
Olmez-Hanci T, Arslan-Alaton I, Gurmen S, et al. Oxidative degradation of bisphenol A by carbocatalytic activation of persulfate and peroxymonosulfate with reduced graphene oxide[J]. Journal of Hazardous Materials, 2018,360:141-149.
|
[28] |
Wang X B, Qin Y L, Zhu L H, et al. Nitrogen-doped reduced graphene oxide as a bifunctional material for removing bisphenols:synergistic effect between adsorption and catalysis[J]. Environmental Science & technology, 2015,49(11):6855-6864.
|
[29] |
Zhou Y, Bao Q L, Tang L A L, et al. Hydrothermal dehydration for the "Green" reduction of exfoliated graphene oxide to graphene and demonstration of tunable optical limiting properties[J]. Chemistry of Materials, 2009,21(13):2950-2956.
|
[30] |
Hadadian M, Correa-Baena J P, Goharshadi E K, et al. Enhancing efficiency of perovskite solar cells via N-doped graphene:Crystal modification and surface passivation[J]. Advanced materials, 2016, 28(39):8681-8686.
|
[31] |
Qu L T, Liu Y, Baek J B, et al. Nitrogen-doped graphene as efficient metal-free electrocatalyst for oxygen reduction in fuel cells[J]. ACS Nano, 2010,4(3):1321-1326.
|
[32] |
Hasan S A, Tsekoura E K, Sternhagen V, et al. Evolution of the composition and suspension performance of nitrogen-doped graphene[J]. The Journal of Physical Chemistry, C Nanomaterials and Interfaces, 2012,116(11):6530-6536.
|
[33] |
Wang H B, Maiyalagan T, Wang X. Review on recent progress in nitrogen-doped graphene:synthesis, characterization, and its potential applications[J]. ACS Catalysis, 2012,2(5):781-794.
|
[34] |
Chen X, Oh W D, Hu Z T, et al. Enhancing sulfacetamide degradation by peroxymonosulfate activation with N-doped graphene produced through delicately-controlled nitrogen functionalization via tweaking thermal annealing processes[J]. Applied Catalysis B:Environmental, 2018,225:243-257.
|
[35] |
Duan X G, Sun H Q, Wang Y X, et al. N-Doping-Induced nonradical reaction on single-walled carbon nanotubes for catalytic phenol oxidation[J]. ACS Catalysis, 2015,5(2):553-559.
|
[36] |
Wang J, Chen B L. Adsorption and coadsorption of organic pollutants and a heavy metal by graphene oxide and reduced graphene materials[J]. Chemical Engineering Journal, 2015,281:379-388.
|
[37] |
Gui W, Duan F L, Mu X J. Enhanced adsorption of graphene oxide on iron surface induced by functional groups[J]. Applied Surface Science, 2020,528(prepublish):146981-146988.
|
[38] |
赵秋萍,杨柳,赵胜斌,等.氮掺杂石墨烯的制备及阻燃性能研究[J]. 化工新型材料, 2021,49(4):92-98. Zhao Q P, Yang L, Zhao S B, et al. Preparation of nitrogen-doped graphene and its flame retardantproperty[J]. New Chemical Materials, 2021,49(4):92-98.
|
[39] |
Jeon I Y, Shin S H, Choi H J, et al. Heavily aluminated graphene nanoplatelets as an efficient flame-retardant[J]. Carbon, 2017,116:77-83.
|
[40] |
Sun L, Wang L, Tian C G, et al. Nitrogen-doped graphene with high nitrogen level via a one-step hydrothermal reaction of graphene oxide with urea for superior capacitive energy storage[J]. RSC Advances, 2012,2:4498-4506.
|
[41] |
Wang X B, Huang S S, Zhu L H, et al. Correlation between the adsorption ability and reduction degree of graphene oxide and tuning of adsorption of phenolic compounds[J]. Carbon, 2014,69:101-112.
|
[42] |
Xu J, Wang L, Zhu Y F. Decontamination of bisphenol A from aqueous solution by graphene adsorption[J]. Langmuir:the ACS journal of surfaces and colloids, 2012,28(22):8418-8425.
|
[43] |
Zhao G X, Li J X, Wang X K. Kinetic and thermodynamic study of 1-naphthol adsorption from aqueous solution to sulfonated graphene nanosheets[J]. Chemical Engineering Journal, 2011,173(1):185-190.
|
[44] |
Luo L J, Shi M, Zhao S M, et al. Hydrothermal synthesis of MoS2 with controllable morphologies and its adsorption properties for bisphenol A[J]. Journal of Saudi Chemical Society, 2019,23(6):762-773.
|
[45] |
Luo J P, Liu T T, Qian F Y, et al. Boosting non-radical oxidation in peroxydisulfate activation with carbonaceous catalytic membranes by coupling structural defects and nitrogen doping sites[J]. Journal of Environmental Chemical Engineering, 2022,10(3):108101-108114.
|
[46] |
Ren X H, Feng J K, Si P C, et al. Enhanced heterogeneous activation of peroxydisulfate by S, N co-doped graphene via controlling S, N functionalization for the catalytic decolorization of dyes in water[J]. Chemosphere, 2018,210:120-128.
|
[47] |
Luo R, Li M Q, Wang C H, et al. Singlet oxygen-dominated non-radical oxidation process for efficient degradation of bisphenol A under high salinity condition[J]. Water Research, 2019,148:416-424.
|
[48] |
Zhou X C, Tang Y L, Xu X F, et al. CoP/C hollow hybrids inducing abundant active interfaces and fast electron transfers to activate peroxymonosulfates for Bisphenol A degradation[J]. Materials Today Nano, 2021,(prepublish):100116-100127.
|
[49] |
罗利军,孟德梅,戴建辉,等.TiO2-NB/pg-C3N4可见光催化降解17α-乙炔雌二醇的机理[J]. 中国环境科学, 2022,42(2):654-664. Luo L J, Meng D M, Dai J H, et al. The degradation mechanism study of 17α-ethinylestradiol by TiO2 nanobelt/pg-C3N4 photocatalyst under visible light irradiation[J]. China Environmental Science, 2022,42(2):654-664.
|
[50] |
Nomiyama K, Tanizaki T, Koga T, et al. Oxidative degradation of BPA using TiO2 in water, and transition of estrogenic activity in the degradation pathways[J]. Archives of environmental contamination and toxicology, 2007,52(1):8-15.
|
[51] |
Liu J, Wu N, Jing W W, et al. Boosting peroxymonosulfate activation to mineralize organic pollutant by 2D defected CoMn bimetallic oxide catalyst through the enhanced non-radical pathway[J]. Separation and Purification Technology, 2022,287:120593-120603.
|
[52] |
Gao J, Duan X D, Kevin O, et al. Degradation and transformation of bisphenol A in UV/Sodium percarbonate:Dual role of carbonate radical anion[J]. Water Research, 2020,171(C):115394-115404.
|
[53] |
Zhang Z L, Ding H, Li Y, et al. Nitrogen-doped biochar encapsulated Fe/Mn nanoparticles as cost-effective catalysts for heterogeneous activation of peroxymonosulfate towards the degradation of bisphenol-A:Mechanism insight and performance assessment[J]. Separation and Purification Technology, 2022,283:120136-120153.
|
[54] |
Chen M Y, Ike M, Fujita M. Acute toxicity, mutagenicity, and estrogenicity of bisphenol-A and other bisphenols[J]. Environmental toxicology, 2002,17(1):80-86.
|
[55] |
Jia J L, Liu D M, Tian J Y, et al. Visible-light-excited humic acid for peroxymonosulfate activation to degrade bisphenol A[J]. Chemical Engineering Journal, 2020,400(prepublish):125853-125864.
|
[56] |
Cai C, Kang S P, Xie X J, et al. Efficient degradation of bisphenol A in water by heterogeneous activation of peroxymonosulfate using highly active cobalt ferrite nanoparticles[J]. Journal of Hazardous Materials, 2020,399(prepublish):122979-122990.
|
[57] |
Cai S, Zhang Q, Wang Z Q, et al. Pyrrolic N-rich biochar without exogenous nitrogen doping as a functional material for bisphenol A removal:Performance and mechanism[J]. Applied Catalysis B:Environmental, 2021,291:120093-120103.
|
|
|
|