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DOI: https://doi.org/10.7536/PC240606

研究论文

水处理过程中多酚类化合物参与的均相与非均相反应机制

  • 朱吴雨昕 1, 2, 3 ,
  • 覃琳钧 1, 2, 3 ,
  • 刘国瑞 , 1, 2, 3, *, *
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  • 1 中国科学院生态环境研究中心 环境化学与生态毒理学国家重点实验室 北京 100085
  • 2 国科大杭州高等研究院 环境学院 杭州 310024
  • 3 中国科学院大学资源与环境学院 北京 100049

刘国瑞 中科院生态环境研究中心研究员，博士生导师，中国科学院大学岗位教授。中科院创新交叉团队负责人，研究方向为持久性有毒污染物的环境行为和控制。以通讯作者/第一作者在 Nat. Sustain. ，Nat. Commun. ，Environ. Sci. Technol. 等发表论文 100 余篇，任 Ecotoxicology and Environmental Safety，Sustainable Horizons 和 Emerging Contaminants 副主编。获第 13 届国际 PTS 大会青年科学家奖。

收稿日期: 2024-06-21

  修回日期: 2024-10-14

  网络出版日期: 2025-03-19

基金资助

中国科学院战略性先导科技专项(XDB0750000)

收起

The Mechanisms of Homogeneous and Heterogeneous Reactions Involving Polyphenolic Compounds in the Water Treatment Process

  • Wuyuxin Zhu 1, 2, 3 ,
  • Linjun Qin 1, 2, 3 ,
  • Guorui Liu , 1, 2, 3
Expand
  • 1 State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
  • 2 Institute of Environment and Health, Hangzhou Institute for Advanced Study, University of the Chinese Academy of Sciences, Hangzhou, 310024, China
  • 3 College of Resources and Environment, University of the Chinese Academy of Sciences, Beijing 100049, China
* (Guo-Rui Liu)

Received date: 2024-06-21

  Revised date: 2024-10-14

  Online published: 2025-03-19

Supported by

the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB0750000)

Fold

摘要

多酚类化合物是一类广泛存在于自然界中的天然生物活性物质，毒性小、价格低、来源广等特点使其成为处理水中典型污染物的常用螯合剂、还原剂与封端剂等。目前，多酚通过偶联常见过渡金属离子以及过氧化物广泛应用于高级氧化工艺（AOPs），但多酚类物质在水污染治理过程中的化学机制仍缺乏系统性总结。本文总结了含多酚类化合物的均相与非均相体系构成以及多酚在体系中所展现的促氧化、抗氧化和螯合-还原作用，并从自由基和非自由基角度阐明了多酚类物质在不同体系下产生的主要活性物种以及对应的水体污染物去除机制。强调了多酚作为天然氧化还原介体在构建复杂催化体系过程中起到的氧化还原双重作用，描述了光、热、电、超声波、等离子体等外部能量对上述体系反应机制和污染物降解效果的影响。最后，对多酚类化合物在水处理领域的发展方向做出展望。

关键词： 多酚; 自由基化学; 促氧化作用; 非均相反应; 氧化还原介体; 高级氧化技术

本文引用格式

朱吴雨昕 , 覃琳钧 , 刘国瑞 . 水处理过程中多酚类化合物参与的均相与非均相反应机制[J]. 化学进展, 2025 , 0(0) . DOI: 10.7536/PC240606

Abstract

Polyphenolic compounds are a class of naturally occurring bioactive substances widely found in environment. Their characteristics, such as low toxicity, low cost, and broad availability, make them become to be widely used chelating agents, reducing agents and capping agents for treating typical pollutants in water. Currently, polyphenols are extensively used in advanced oxidation processes (AOPs) through the coupling of common transition metal ions and peroxides. However, the chemical mechanisms of polyphenolic substances in water pollution remediation still lack systematic conclusions. This study reviews and summarizes the compositions of homogeneous and heterogeneous systems containing polyphenolic compounds, as well as the pro-oxidant, antioxidant, and chelating-reduction effects exhibited by polyphenols within these systems. It explains the main active species generated by polyphenolic substances under different systems from both radical and non-radical perspectives, along with the corresponding mechanisms for the removal of water pollutants. The dual role of polyphenols as natural redox mediators (RMs) in constructing complex catalytic systems is emphasized, and the effects of external energies such as light, heat, electricity, ultrasound, and plasma on the reaction mechanisms and pollutant degradation effectiveness in these systems are described. Finally, the article looks ahead to the future development directions of polyphenolic compounds in the field of water treatment.

Contents

1 Introduction

2 H2O2/PS/PAA activation

2.1 ROS of H2O2/PS/PAA

2.2 Polyphenols/Fe(Cu) ions/peroxide systems

2.3 Chelation and reduction of polyphenol-metal ions

2.4 Non-radical reactions

3 High-valent metal species

3.1 Fe ions

3.2 Cu ions

3.3 Mn ions

4 Solid catalyst

4.1 Zero-valent metal monomers

4.2 Monometallic compounds

4.3 Polymetallic compounds

4.4 Metal-organic complexes

4.5 Carbon-based materials

4.6 Inorganic salt supported metal catalysts

5 Polyphenol-SQ•--Quinone

5.1 Periodate and permanganate

5.2 Peroxide

5.3 O2, H2O and others

5.4 Redox mediators

6 External energy

7 Conclusion and outlook

Key words： polyphenols; free radical chemistry; pro-oxidation; heterogeneous reactions; redox mediators (RMs); advanced oxidation processes (AOPs)

aCAS = Chemical Abstracts Service Number, which are all acquired from Pub Chem (https://pubchem.ncbi.nlm.nih.gov/).

参考文献

原文顺序 | 文献年度倒序 | 文中引用次数倒序
[1]
Spiegler V, Liebau E, Hensel A. Nat. Prod. Rep., 2017, 34(6): 627.

[2]
Abdul Rahim R, Jayusman P A, Muhammad N, Ahmad F, Mokhtar N, Naina Mohamed I, Mohamed N, Shuid A N. Int. J. Environ. Res. Public Health, 2019, 16(24): 4962.

[3]
Belščak Cvitanović A, Durgo K, Huđek A, Bačun Družina V, Komes D, Galanakis C M. Polyphenols: Properties, Recovery, and Applications. 1st ed.ed. Amsterdam: Elsevier, 2018.

[4]
Quideau S, Deffieux D, Douat-Casassus C, Pouységu L. Angew. Chem. Int. Ed., 2011, 50(3): 586.

[5]
Kim J, Kim K R, Hong Y, Choi S, Yavuz C T, Kim J W, Nam Y S. ACS Appl. Mater. Interfaces, 2019, 11(24): 21915.

[6]
Ni L X, Wang J J, Fang Y Y, Zhu C J, Wizi J, Jiang Z Y, Du C H, Li S Y, Chen X Q, Xu J, Su H. Environ. Sci. Pollut. Res., 2023, 30(15): 43113.

[7]
Kim I, Jo N, Gu Y J, Nam Y S. Colloids Surf. A Physicochem. Eng. Aspects, 2021, 614: 126121.

[8]
Liu H, Wang L, Li R, Shi B, Wang P, Zhao Y, Zhang X. ACS Energy Lett., 2021, 6(8): 2907.

[9]
Zhu H, Yu C H, Wang B, Zhu W K, Duan T, Wei Y X, He G Q, Sun D Q, Zhou J. Chem. Eng. J., 2022, 428: 131322.

[10]
Rathod N B, Elabed N, Punia S, Ozogul F, Kim S K, Rocha J M. Plants, 2023, 12(6): 1217.

[11]
Wang H, Wang C P, Zou Y, Hu J J, Li Y W, Cheng Y Y. Giant, 2020, 3: 100022.

[12]
Xue Z H, Wang Y M, Yu W C, Zhang Z J, Kou X H. Food Rev. Int., 2023, 39(4): 1986.

[13]
Hu S T, Zhang X C, Chen F, Wang M F. J. Funct. Foods, 2017, 30: 108.

[14]
Li Z M, Chen Z D, Chen H Z, Chen K B, Tao W, Ouyang X K, Mei L, Zeng X W. Bioact. Mater., 2022, 17: 49.

[15]
Hu Z Y, Xu S M, Zhao H B, Wang Y Z. J. Appl. Polym. Sci., 2019, 136(12): 47243.

[16]
Chen J, Sun H N, Wang Y, Wang S S, Tao X Y, Sun A D. Int. J. Food Prop., 2014, 17(8): 1742.

[17]
Madrigal-Carballo S, Rodriguez G, Krueger C G, Dreher M, Reed J D. J. Funct. Foods, 2009, 1(3): 324.

[18]
Sridhar K, Charles A L. Int. J. Food Sci. Technol., 2021, 56(8): 3742.

[19]
Grosso G, Stepaniak U, Topor-Mądry R, Szafraniec K, Pająk A. Nutrition, 2014, 30(11/12): 1398.

[20]
Durazzo A, Lucarini M, Souto E B, Cicala C, Caiazzo E, Izzo A A, Novellino E, Santini A. Phytother. Res., 2019, 33(9): 2221.

[21]
Losada-Barreiro S, Bravo-Díaz C. Eur. J. Med. Chem., 2017, 133: 379.

[22]
Manach C, Scalbert A, Morand C, Rémésy C, Jiménez L. Am. J. Clin. Nutr., 2004, 79(5): 727.

[23]
Ou J Y, Wang M F, Zheng J, Ou S Y. Food Chem., 2019, 284: 90.

[24]
Shen N, Wang T F, Gan Q, Liu S A, Wang L, Jin B. Food Chem., 2022, 383: 132531.

[25]
Tsao R. Nutrients, 2010, 2(12): 1231.

[26]
da Silva A P G, Sganzerla W G, John O D, Marchiosi R. Phytochem. Rev., 2023, DOI: 10.1007/s11101-023-09891-y.

[27]
Albuquerque B R, Heleno S A, Oliveira M B P P, Barros L, Ferreira I C F R. Food Funct., 2021, 12(1): 14.

[28]
Wang Z J, Du Y, Zhou P, Xiong Z K, He C S, Liu Y, Zhang H, Yao G, Lai B. Chem. Eng. J., 2023, 454: 140096.

[29]
Han M Q, Wang H, Jin W, Chu W H, Xu Z X. J. Environ. Sci., 2023, 128: 181.

[30]
Zong Y, Shao Y F, Zeng Y Q, Shao B B, Xu L Q, Zhao Z Y, Liu W, Wu D L. Environ. Sci. Technol., 2021, 55(11): 7634.

[31]
Liang S, Zhu L Y, Hua J, Duan W J, Yang P T, Wang S-L, Wei C H, Liu C S, Feng C H. Environ. Sci. Technol., 2020, 54(10): 6406.

[32]
Zrinyi N, Pham A L. Water Res., 2017, 120: 43.

[33]
Yin R, Zhang Y L, Wang Y Y, Zhao J, Shang C. Environ. Sci. Technol., 2024, 58(13): 6030.

[34]
Cai M Q, Sun P Z, Zhang L Q, Huang C H. Environ. Sci. Technol., 2017, 51(24): 14217.

[35]
Wen Y H, Huang C H, Ashley D C, Meyerstein D, Dionysiou D D, Sharma V K, Ma X M. Environ. Sci. Technol., 2022, 56(4): 2626.

[36]
Wang A F, Zhou P, Tian D Q, Zhang H, Xiong Z K, Du Y, He C S, Yuan Y, Chen T T, Liu Y, Lai B. Appl. Catal. B Environ., 2022, 316: 121631.

[37]
Xue B, Li Q, Wang L Y, Deng M, Zhou H, Li N Y, Tan M, Hao D, Du H, Wang Q. Chemosphere, 2023, 332: 138829.

[38]
Liu F Q, Wang Z Y, You S J, Liu Y B. Appl. Catal. B Environ., 2023, 320: 121980.

[39]
Long X H, Xiong Z K, Huang R F, Yu Y H, Zhou P, Zhang H, Yao G, Lai B. Appl. Catal. B Environ., 2022, 317: 121716.

[40]
Brillas E, Sirés I, Oturan M A. Chem. Rev., 2009, 109(12): 6570.

[41]
Cai C, Zhang H, Zhong X, Hou L W. Water Res., 2014, 66: 473.

[42]
Hiskia A, Ecke M, Troupis A, Kokorakis A, Hennig H, Papaconstantinou E. Environ. Sci. Technol., 2001, 35(11): 2358.

[43]
Li B Z, Li L, Lin K F, Zhang W, Lu S G, Luo Q S. Ultrason. Sonochem., 2013, 20(3): 855.

[44]
Wei Z S, Villamena F A, Weavers L K. Environ. Sci. Technol., 2017, 51(6): 3410.

[45]
Wang J L, Wang S Z. Chem. Eng. J., 2018, 334: 1502.

[46]
Wang Y X, Xie Y B, Sun H Q, Xiao J D, Cao H B, Wang S B. ACS Appl. Mater. Interfaces, 2016, 8(15): 9710.

[47]
Yao C X, Jin C Y, Wang S Z, Wang Y H, Zhang Y N, Hou Z J, Yu Y H, Sun C L, Wei H Z, Wang G W. Chemosphere, 2022, 298: 134356.

[48]
Huang Y X, Zou J, Lin J B, Yang H Y, Wang M Y, Li J W, Cao W, Yuan B L, Ma J. Environ. Sci. Technol., 2023, 57(47): 18420.

[49]
Zhao L, Zhang J, Ma J. Water Res., 2023, 244: 120500.

[50]
Zhang H L, Shi Z Y, Bai R P, Wang D X, Cui F Y, Zhang J, Strathmann T J. Environ. Sci. Technol., 2021, 55(11): 7681.

[51]
Lin J B, Hu Y Y, Xiao J Y, Huang Y X, Wang M Y, Yang H Y, Zou J, Yuan B L, Ma J. Chem. Eng. J., 2021, 420: 129692.

[52]
Anipsitakis G P, Dionysiou D D. Environ. Sci. Technol., 2004, 38(13): 3705.

[53]
Peng Y H, Zhang Q M, Ren W, Duan X G, Ding L, Jing Y P, Shao P H, Xiao X, Luo X B. Environ. Sci. Technol., 2023, 57(47): 19012.

[54]
Chen L W, Ma J, Li X C, Zhang J, Fang J Y, Guan Y H, Xie P C. Environ. Sci. Technol., 2011, 45(9): 3925.

[55]
Hou X J, Huang X P, Jia F L, Ai Z H, Zhao J C, Zhang L Z. Environ. Sci. Technol., 2017, 51(9): 5118.

[56]
Rastogi A, Al-Abed S R, Dionysiou D D. Water Res., 2009, 43(3): 684.

[57]
Liu H L, Tang S F, Wang Z B, Zhang Q R, Yuan D L. Chemosphere, 2024, 353: 141581.

[58]
Lin S S, Gurol M D. Environ. Sci. Technol., 1998, 32(10): 1417.

[59]
Meng S, Zhou P, Sun Y M, Zhang P, Zhou C Y, Xiong Z K, Zhang H, Liang J, Lai B. Water Res., 2022, 218: 118412.

[60]
Chen C Y, Huang B J, Li J F, Fang J Y, Ma J. ACS EST Eng., 2023, 3(10): 1486.

[61]
Zou J, Ma J, Chen L W, Li X C, Guan Y H, Xie P C, Pan C. Environ. Sci. Technol., 2013, 47(20): 11685.

[62]
Qi C D, Wen Y N, Zhao Y J, Dai Y H, Li Y P, Xu C M, Yang S G, He H. Chin. Chemical Lett., 2022, 33(4): 2125.

[63]
Dai Y H, Cao H, Qi C D, Zhao Y J, Wen Y N, Xu C M, Zhong Q, Sun D Y, Zhou S H, Yang B, Yang S G, He H, Li S Y. Chem. Eng. J., 2023, 451: 138588.

[64]
Liu Y K, Zhang Y, Wang B J, Wang S Y, Liu M, Wu Y L, Lu L L, Ren H, Li H J, Dong W B, Qadeer A. Chem. Eng. J., 2020, 379: 122145.

[65]
Huang M, Zhu C Y, Zhu F X, Fang G D, Zhou D M. Sep. Purif. Technol., 2021, 279: 119671.

[66]
Chen L L, Dong X N, Feng R N, Li W Y, Ding D H, Cai T M, Jiang C L. Chem. Eng. J., 2023, 473: 144961.

[67]
Wu X L, Gu X G, Lu S G, Xu M H, Zang X K, Miao Z W, Qiu Z F, Sui Q. Chem. Eng. J., 2014, 255: 585.

[68]
Xu J, Zhao C X, Wang T B, Yang S J, Liu Z Z. Molecules, 2018, 23(6): 1319.

[69]
Song Y, Jiang J, Ma J, Zhou Y, von Gunten U. Water Res., 2019, 153: 200.

[70]
Kim J, Wang J Y, Ashley D C, Sharma V K, Huang C H. Environ. Sci. Technol., 2022, 56(7): 4437.

[71]
Huang X P, Hou X J, Jia F L, Song F H, Zhao J C, Zhang L Z. ACS Appl. Mater. Interfaces, 2017, 9(10): 8751.

[72]
Serna-Galvis E A, Silva-Agredo J, Giraldo A L, Flórez-Acosta O A, Torres-Palma R A. Sci. Total Environ., 2016, 541: 1431.

[73]
Zhou P, Zhang J, Xiong Z K, Liu Y, Huo X W, Cheng X, Li W S, Cheng F, Zhang Y L. Appl. Catal. B Environ., 2020, 265: 118264.

[74]
Shi X D, Li Y T, Zhang Z, Sun L, Peng Y Z. Chem. Eng. J., 2019, 372: 1113.

[75]
Gong Y X, Shen J M, Shen L L, Zhao S X, Wu Y N, Zhou Y C, Cui L, Kang J, Chen Z L. Environ. Sci. Technol., 2023, 57(16): 6723.

[76]
Kouass Sahbani S. J. Radiat. Res. Appl. Sci., 2023, 16(2): 100531.

[77]
Hu J N, Shi L N, Zhu L, Sha X M, Li Y, Ma J R, Zhang Q, Yang R. Food Biosci., 2023, 55: 102936.

[78]
Lipińska L, Klewicka E, Sójka M. Acta Sci. Polonorum Technol. Aliment., 2014, 13(3): 289.

[79]
Fischer N, Seo E J, Efferth T. Phytomedicine, 2018, 47: 192.

[80]
Soobrattee M A, Neergheen V S, Luximon-Ramma A, Aruoma O I, Bahorun T. Mutat. Res. Mol. Mech. Mutagen., 2005, 579(1/2): 200.

[81]
Sergedien E, Jönsson K, Szymusiak H, Tyrakowska B, Rietjens I M C M, Čnas N. FEBS Lett., 1999, 462(3): 392.

[82]
Miklos D B, Remy C, Jekel M, Linden K G, Drewes J E, Hübner U. Water Res., 2018, 139: 118.

[83]
Gligorovski S, Strekowski R, Barbati S, Vione D. Chem. Rev., 2015, 115(24): 13051.

[84]
Deng Y, Ezyske C M. Water Res., 2011, 45(18): 6189.

[85]
Chu W, Wang Y R, Leung H F. Chem. Eng. J., 2011, 178: 154.

[86]
Gao H Y, Huang C H, Mao L, Shao B, Shao J, Yan Z Y, Tang M, Zhu B Z. Environ. Sci. Technol., 2020, 54(21): 14046.

[87]
Ao X W, Eloranta J, Huang C H, Santoro D, Sun W J, Lu Z D, Li C. Water Res., 2021, 188: 116479.

[88]
Gasim M F, Bao Y P, Elgarahy A M, Osman A I, Al-Muhtaseb A H, Rooney D W, Yap P S, Oh W D. Catal. Commun., 2023, 180: 106702.

[89]
Zhang Z B, Duan Y P, Dai C M, Li S, Chen Y R, Tu Y, Leong K H, Zhou L. Environ. Pollut., 2022, 313: 120170.

[90]
Dong Y D, He C S, Sun S, Liu J L, Xie Z H, Li J Y, Zhou P, Zhang H, Dong F, Lai B. Water Res., 2024, 255: 121486.

[91]
Guardado E, Molina E, Joo M, Uriarte E, Bouayed J, Bohn T. Nutrition, Well-Being and Health. 1st ed. London: InTech, 2012. 32.

[92]
Olszowy M. Plant Physiol. Biochem., 2019, 144: 135.

[93]
Fang Z Y, Zhao J, Li Y, Wang Y, Qiu T, Wu Y L, Dong W B, Mailhot G. Chem. Eng. J., 2021, 426: 127946.

[94]
Morikawa C K, Shinohara M. Water Sci. Technol., 2016, 73(8): 1872.

[95]
Qin Y X, Song F H, Ai Z H, Zhang P P, Zhang L Z. Environ. Sci. Technol., 2015, 49(13): 7948.

[96]
Wang Z P, Guo Y Z, Liu Z Z, Feng X N, Chen Y Q, Tao T. Photochem. Photobiol. Sci., 2015, 14(2): 473.

[97]
Manrique-Losada L, Quimbaya-Ñañez C, Serna-Galvis E A, Oller I, Torres-Palma R A. J. Environ. Chem. Eng., 2022, 10(3): 107489.

[98]
Zhang S Q, Wei Y, Metz J, He S B, Alvarez P J J, Long M C. J. Hazard. Mater., 2022, 421: 126805.

[99]
Yuan D L, Zhang C, Tang S F, Wang Z T, Sun Q N, Zhang X Y, Jiao T F, Zhang Q R. Chin. Chemical Lett., 2021, 32(11): 3387.

[100]
Pan Y, Su H R, Zhu Y T, Vafaei Molamahmood H, Long M C. Water Res., 2018, 145: 731.

[101]
Zhou H Y, Zhang H, He Y L, Huang B K, Zhou C Y, Yao G, Lai B. Appl. Catal. B Environ., 2021, 286: 119900.

[102]
Wu Z J, Liu Y, Huang R F, Huang W X. Chemosphere, 2024, 349: 140915.

[103]
Yang S R, Liang Z H, Wen Y N, He C S, Xiong Z K, Du Y, Liu Y, Zhang H, Zhou P, Mu Y, Yao G, Lai B. ACS EST Eng., 2023, 3(2): 271.

[104]
Pan T, Wang Y, Yang X, Huang X F, Qiu R L. Chem. Eng. J., 2020, 384: 123248.

[105]
Perron N R, Brumaghim J L. Cell Biochem. Biophys., 2009, 53(2): 75.

[106]
Avdeef A, Sofen S R, Bregante T L, Raymond K N. J. Am. Chem. Soc., 1978, 100(17): 5362.

[107]
Escandar G M, Sala L F. Can. J. Chem., 1991, 69(12): 1994.

[108]
Pearson R G. J. Am. Chem. Soc., 1963, 85(22): 3533.

[109]
Wu M, Hou J, Yang Z J, Wang A Q, Wang Q R, Wu J, Miao L Z. Chem. Eng. J., 2023, 476: 146656.

[110]
Wang C W, Liang C J. Chem. Eng. J., 2018, 338: 157.

[111]
Jameson G N L, Linert W. J. Chem. Soc., erkin Trans. 2, 2001, 4: 569.

[112]
Liu Y K, Qiu T, Wu Y L, Wang S Y, Liu M, Dong W B. Chem. Eng. J., 2021, 426: 127653.

[113]
Bu L J, Bi C, Shi Z, Zhou S Q. Chem. Eng. J., 2017, 321: 642.

[114]
Ding C S, Song X Z, Zheng Z Y, Wang H N, Pan Y Q, Zhang H T, Li X Y, Deng J. Chemosphere, 2023, 339: 139608.

[115]
Zhang X J, Zhu X B, Li H, Wang C H, Zhang T T. Chem. Eng. J., 2023, 453: 139742.

[116]
Fang Q Z, Yang H L, Ye S J, Zhang P, Dai M Y, Hu X J, Gu Y L, Tan X F. Water Res., 2023, 245: 120614.

[117]
Xie Z H, He C S, Pei D N, Dong Y D, Yang S R, Xiong Z K, Zhou P, Pan Z C, Yao G, Lai B. Chem. Eng. J., 2023, 468: 143778.

[118]
Pan M L, Tang-Hu S Y, Li C, Hong J H, Liu S B, Pan B J. J. Hazard. Mater., 2023, 441: 129944.

[119]
Bu Y G, Li H C, Yu W J, Pan Y F, Li L J, Wang Y F, Pu L T, Ding J, Gao G D, Pan B C. Environ. Sci. Technol., 2021, 55(3): 2110.

[120]
Liu S S, Fu H F, Wang F, Wei Y W, Meng B X, Wang P, Zhao C, Liu W, Wang C C. Appl. Catal. B Environ. Energy, 2024, 346: 123753.

[121]
Yan Y Q, Wei Z S, Duan X G, Long M C, Spinney R, Dionysiou D D, Xiao R Y, Alvarez P J J. Environ. Sci. Technol., 2023, 57(33): 12153.

[122]
Wang Z, Jiang J, Pang S Y, Zhou Y, Guan C T, Gao Y, Li J, Yang Y, Qiu W, Jiang C C. Environ. Sci. Technol., 2018, 52(19): 11276.

[123]
Li H, Qiu R L, Tang Y T, Duan X G, Gu Y L, Yang H L, Chen Q, Shu Z H, Xiang L, Liu S B, Tan X F. Chem. Eng. J., 2023, 461: 141951.

[124]
Yan J Y, Brigante M, Mailhot G, Dong W B, Wu Y L. Chemosphere, 2023, 329: 138639.

[125]
Xiao J, Wang C, Liu H. J. Hazard. Mater., 2020, 382: 121007.

[126]
Christoforidis K C, Vasiliadou I A, Louloudi M, Deligiannakis Y. J. Chem. Technol. Biotechnol., 2018, 93(6): 1601.

[127]
Sousa J L, Aguiar A. Environ. Sci. Pollut. Res., 2017, 24(34): 26734.

[128]
Dong H Y, Sans C, Li W T, Qiang Z M. Sep. Purif. Technol., 2016, 171: 144.

[129]
Bolobajev J, Trapido M, Goi A. Appl. Catal. B Environ., 2016, 187: 75.

[130]
Ruíz-Delgado A, Roccamante M A, Malato S, Agüera A, Oller I. Environ. Sci. Pollut. Res., 2020, 27(30): 38148.

[131]
Davididou K, Chatzisymeon E, Perez-Estrada L, Oller I, Malato S. J. Hazard. Mater., 2019, 372: 137.

[132]
Papoutsakis S, Pulgarin C, Oller I, Sánchez-Moreno R, Malato S. Chem. Eng. J., 2016, 304: 890.

[133]
Li Y, Feng Y, Yang B, Yang Z Q, Shih K. Sep. Purif. Technol., 2021, 275: 119186.

[134]
Li L Y, Zheng D Q, Gu X Y, Sun C J, Liu Y K, Dong W B, Wu Y L. Environ. Pollut., 2022, 314: 120318.

[135]
Li X W, Ma J, Gao Y F, Liu X T, Wei Y, Liang Z J. Chem. Eng. J., 2022, 427: 131995.

[136]
Li Y, Wu Y L, Dong W B. Chem. Eng. J., 2022, 429: 132408.

[137]
Li Y, Shi Y H, Huang D F, Wu Y L, Dong W B. J. Hazard. Mater., 2021, 413: 125420.

[138]
An Y J, Li X W, Liu Z H, Li Y W, Zhou Z, Liu X T. Chemosphere, 2023, 317: 137883.

[139]
Wu Y L, Monfort O, Dong W B, Brigante M, Mailhot G. Sci. Total Environ., 2019, 697: 134188.

[140]
Che M D, Su H J, Zhao X D, Fu D Q, Huang R L, Guo X H, Su R X. RSC Adv., 2023, 13(49): 34371.

[141]
Dong Z Y, Lin Y L, Zhang T Y, Hu C Y, Pan Y, Pan R J, Tang Y L, Xu B, Gao N Y. Water Res., 2022, 226: 119200.

[142]
Cai T, Bu L J, Wu Y T, Zhou S Q, Shi Z. Chem. Eng. J., 2020, 395: 125134.

[143]
Wang Y, Wu Y, Yu Y F, Pan T, Li D T, Lambropoulou D, Yang X. Water Res., 2020, 186: 116326.

[144]
Wu J Y, Zou J, Li S, Lin J B, He L F, Xu D M, Liao X B, Li Q S, Ma J. Sep. Purif. Technol., 2024, 330: 125382.

[145]
Li Y J, Dong H R, Xiao J Y, Li L, Hou Y N, Chu D D, Hou X Z, Xiang S X, Dong Q X. Chem. Eng. J., 2023, 455: 140773.

[146]
Chen R Z, Pignatello J J. Environ. Sci. Technol., 1997, 31(8): 2399.

[147]
Bolobajev J, Trapido M, Goi A. Int. J. Chem. Mol. Nucl. Mater. Metall. Eng., 2016, 10(4): 352.

[148]
Lin W, Chen R L, Gong C X, Desmond P, He X, Nan J, Li G B, Ma J, Ding A, Ngo H H. J. Hazard. Mater., 2024, 470: 134182.

[149]
Liu B Z, Huang B R, Wang Z Z, Tang L, Ji C H, Zhao C, Feng L, Feng Y. J. Environ. Chem. Eng., 2023, 11(3): 109586.

[150]
Li J D, Liu J J, Pan T Y, Zhang X H, Zheng H L, Feng L. Sep. Purif. Technol., 2024, 342: 127093.

[151]
Wang L H, Xu H D, Jiang N, Wang Z M, Jiang J, Zhang T. Environ. Sci. Technol., 2020, 54(7): 4686.

[152]
Dong Z Y, Lin Y L, Zhang T Y, Hu C Y, Pan Y, Zheng Z X, Tang Y L, Xu B, Gao N Y. Water Res., 2022, 219: 118528.

[153]
Liu M Z, Wu N N, Li X Y, Zhang S N, Sharma V K, Ajarem J S, Allam A A, Qu R J. Water Res., 2023, 238: 120034.

[154]
Luo M F, Zhang H, Zhou P, Xiong Z K, Huang B K, Peng J L, Liu R, Liu W, Lai B. Water Res., 2022, 215: 118243.

[155]
Dinesh G K, Pramod M, Chakma S. J. Hazard. Mater., 2020, 399: 123035.

[156]
Kumar K M, Mandal B K, Tammina S K. RSC Adv., 2013, 3(12): 4033.

[157]
Eslami S, Ali Ebrahimzadeh M, Biparva P. RSC Adv., 2018, 8(46): 26144.

[158]
Wen J X, Fu W Y, Ding S H, Zhang Y, Wang W. Chem. Eng. J., 2022, 443: 136510.

[159]
Hou M H, Zhang Y, Jiao X, Ding N, Jiao Y L, Pan Y W, Xue J K, Zhang Y. Sep. Purif. Technol., 2023, 326: 124874.

[160]
Wen J, Cheng W X, Zhang Y X, Zhou Y C, Zhang Y R, Yang L S. J. Hazard. Mater., 2023, 459: 132073.

[161]
Cheng W X, Wen J, Yang W. J. Environ. Chem. Eng., 2024, 12(1): 111866.

[162]
Munoz M, de Pedro Z M, Casas J A, Rodriguez J J. Appl. Catal. B Environ., 2015, 176: 249.

[163]
Yan H, Zhang J C, You C X, Song Z W, Yu B W, Shen Y. Mater. Chem. Phys., 2009, 113(1): 46.

[164]
Xu L J, Wang J L. Appl. Catal. B Environ., 2012, 123: 117.

[165]
Yan J C, Lei M, Zhu L H, Anjum M N, Zou J, Tang H Q. J. Hazard. Mater., 2011, 186(2/3): 1398.

[166]
Hou X J, Huang X P, Ai Z H, Zhao J C, Zhang L Z. J. Hazard. Mater., 2016, 310: 170.

[167]
Sun H W, Xie G H, He D, Zhang L Z. Appl. Catal. B Environ., 2020, 267: 118383.

[168]
Tan C Q, Gao N Y, Deng Y, Deng J, Zhou S Q, Li J, Xin X Y. J. Hazard. Mater., 2014, 276: 452.

[169]
Yi Q H, Bu L J, Shi Z, Zhou S Q. Chem. Eng. J., 2016, 302: 417.

[170]
Tóth I Y, Szekeres M, Turcu R, Sáringer S, Illés E, Nesztor D, Tombácz E. Langmuir, 2014, 30(51): 15451.

[171]
Li Y, Xiang L R, Li L Y, Gu X Y, Dong W B, Wu Y L. Chemosphere, 2023, 344: 140376.

[172]
Nadim A H, Al-Ghobashy M A, Nebsen M, Shehata M A. RSC Adv., 2015, 5(127): 104981.

[173]
Shanmuganathan R, Sathiyavimal S, Hoang Le Q, Al-Ansari M M, Al-Humaid L A, Jhanani G K, Lee J, Barathi S. Environ. Res., 2023, 236: 116747.

[174]
Shi J L, Lang X J. Chem. Eng. J., 2020, 392: 123632.

[175]
Vasantharaj S, Sathiyavimal S, Senthilkumar P, Kalpana V N, Rajalakshmi G, Alsehli M, Elfasakhany A, Pugazhendhi A. J. Environ. Chem. Eng., 2021, 9(4): 105772.

[176]
Elzinga E J. Environ. Sci. Technol., 2011, 45(15): 6366.

[177]
Post J E. Proc. Natl. Acad. Sci. U. S. A., 1999, 96(7): 3447.

[178]
Li J C, Zhao L, Huang C H, Zhang H C, Zhang R C, Elahi S, Sun P Z. Environ. Sci. Technol., 2020, 54(8): 4856.

[179]
Balgooyen S, Alaimo P J, Remucal C K, Ginder-Vogel M. Environ. Sci. Technol., 2017, 51(11): 6053.

[180]
Yang B W, Du P H, Chen G P, Zhang P, Zhang Q, Wang Z Y, Zhang G, Cai Z W, Wang J J. Water Res., 2023, 235: 119901.

[181]
Zhong C, Cao H B, Huang Q G, Xie Y B, Zhao H. Environ. Sci. Technol., 2023, 57(36): 13625.

[182]
Zhong C, Zhao H, Han Q Z, Cao H B, Duan F, Shen J Y, Xie Y B, Guo W Q, Sun S S. Water Res., 2020, 186: 116362.

[183]
Fan J H, Gu L, Wu D L, Liu Z G. Chem. Eng. J., 2018, 333: 657.

[184]
Ali J, Guo S, Chen Y N, Shahzad A, Wajid Ullah M, Chen F X. Coord. Chem. Rev., 2024, 509: 215765.

[185]
Wu Y, Huang X Y, Xu J, Huang W Y, Li J J, Mailhot G, Wu F. Water Res., 2023, 232: 119683.

[186]
Huang X Y, Peng Y, Xu J, Wu F, Mailhot G. Chemosphere, 2021, 263: 128142.

[187]
Alamier W M, Hasan N, Nawaz M S, Ismail K S, Shkir M, Ahmad Malik M, Oteef M D Y. J. Mater. Res. Technol., 2023, 22: 1331.

[188]
Makofane A, Motaung D E, Hintsho-Mbita N C. Ceram. Int., 2021, 47(16): 22615.

[189]
Ren Y M, Lin L Q, Ma J, Yang J, Feng J, Fan Z J. Appl. Catal. B Environ., 2015, 165: 572.

[190]
Indriyani A, Yulizar Y, Tri Yunarti R, Oky Bagus Apriandanu D, Marcony Surya R. Appl. Surf. Sci., 2021, 563: 150113.

[191]
Rani M, Keshu, Shanker U. Environ. Sci. Nano, 2024, 11(1): 200.

[192]
Maeda K. ACS Catal., 2013, 3(7): 1486.

[193]
Chen Y N, Guan R Q, Cheng X Y, Zhao J, Wu Z K, Wang Y, Shang Q K, Sun Y N. Chem. Eng. J., 2023, 455: 140929.

[194]
Rani M, Yadav J, Shanker U. J. Environ. Chem. Eng., 2021, 9(2): 105073.

[195]
Cao Z Z, Xu J L, Tan W C, Tang H, Li H, Li Y K. J. Mol. Liq., 2024, 396: 123962.

[196]
Safajou H, Ghanbari M, Amiri O, Khojasteh H, Namvar F, Zinatloo-Ajabshir S, Salavati-Niasari M. Int. J. Hydrog. Energy, 2021, 46(39): 20534.

[197]
Fang G D, Gao J, Liu C, Dionysiou D D, Wang Y, Zhou D M. Environ. Sci. Technol., 2014, 48(3): 1902.

[198]
Qin Y X, Li G Y, Gao Y P, Zhang L Z, Ok Y S, An T C. Water Res., 2018, 137: 130.

[199]
Xue J J, Yuan M, Gao J M, Zhang Z W, Wang M X, Ma S S. Process. Saf. Environ. Prot., 2023, 169: 746.

[200]
Yan Z S, Zhang Y H, Yang H Y, Fan G D, Ding A, Liang H, Li G B, Ren N Q, Van der Bruggen B. Chem. Eng. Res. Des., 2020, 157: 195.

[201]
Binaeian E, Seghatoleslami N, Chaichi M J, Tayebi H A. Adv. Powder Technol., 2016, 27(4): 1047.

[202]
Clarizia L, Russo D, Di Somma I, Marotta R, Andreozzi R. Appl. Catal. B Environ., 2017, 209: 358.

[203]
Zhou J J, Lin Z X, Ju Y, Rahim M A, Richardson J J, Caruso F. Acc. Chem. Res., 2020, 53(7): 1269.

[204]
Zhang T S, Wojtal P, Rubel O, Zhitomirsky I. RSC Adv., 2015, 5(129): 106877.

[205]
Song Y, Jiang J, Qin W, Li J, Zhou Y, Gao Y. Water Res., 2021, 189: 116667.

[206]
Gao Y Q, Rao Y Y, Ning H, Chen J X, Zeng Q, Tian F X, Gao N Y. Sep. Purif. Technol., 2022, 297: 121555.

[207]
Hu C Y, Dong Z Y, Dong Z Y, Wu Y H, Ji S J, Hu L L, Yang X Y, Liu H, Xu B. Sep. Purif. Technol., 2024, 342: 127023.

[208]
Rao D D, Chen J, Dong H Y, Qiao J L, Zhou B X, Sun Y K, Guan X H. Water Res., 2021, 188: 116481.

[209]
Chen T S, Sun Y K, Dong H Y, Chen J, Yu Y H, Ao Z M, Guan X H. Environ. Sci. Technol., 2022, 56(14): 10372.

[210]
Luo M F, Zhang H, Shi Y, Zhao J, Feng C, Yin J L, Liu Y, Zhou P, Xiong Z K, Lai B. Water Res., 2023, 240: 120128.

[211]
Yang S, Shi Y, Wang X H, Liu Y, Ren Y, Li W, Zhang H, Dai X Q, Sun W Y, Lai B. Water Res., 2023, 242: 120317.

[212]
Guo Q, Zhou Y, Pang S Y, Gao Y, Duan J B, Li J, Jiang J. Chem. Eng. J., 2021, 413: 127534.

[213]
Gu J, Song Y, Yang Y, Guan C T, Jiang J. Environ. Sci. Technol., 2022, 56(12): 8776.

[214]
Yun E T, Lee J H, Kim J, Park H D, Lee J. Environ. Sci. Technol., 2018, 52(12): 7032.

[215]
Zhou Y, Jiang J, Gao Y, Ma J, Pang S Y, Li J, Lu X T, Yuan L P. Environ. Sci. Technol., 2015, 49(21): 12941.

[216]
Yang Z, Kappler A, Jiang J. Environ. Sci. Technol., 2016, 50(22): 12105.

[217]
Šolc R, Gerzabek M H, Lischka H, Tunega D. Comput. Theor. Chem., 2014, 1032: 42.

[218]
Lal R., Stewart B. A., Senesi N. Advances in Soil Science. 1st ed.ed. NY: Springer, 1990. 17.

[219]
Paul A, Stösser R, Zehl A, Zwirnmann E, Vogt R D, Steinberg C E W. Environ. Sci. Technol., 2006, 40(19): 5897.

[220]
Giannakopoulos E, Stathi P, Dimos K, Gournis D, Sanakis Y, Deligiannakis Y. Langmuir, 2006, 22(16): 6863.

[221]
Evanko C R, Dzombak D A. J. Colloid Interface Sci., 1999, 214(2): 189.

[222]
Giannakopoulos E, Christoforidis K C, Tsipis A, Jerzykiewicz M, Deligiannakis Y. J. Phys. Chem. A, 2005, 109(10): 2223.

[223]
Fang G D, Gao J, Dionysiou D D, Liu C, Zhou D M. Environ. Sci. Technol., 2013, 47(9): 4605.

[224]
Kim C, Chin Y P, Son H, Hwang I. Water Res., 2022, 212: 118107.

[225]
Duan X G, Sun H Q, Wang S B. Acc. Chem. Res., 2018, 51(3): 678.

[226]
Qin W X, Wang Y J, Fang G D, Liu C, Sui Y X, Zhou D M. Chem. Eng. J., 2016, 285: 69.

[227]
Page S E, Sander M, Arnold W A, McNeill K. Environ. Sci. Technol., 2012, 46(3): 1590.

[228]
Severino J F, Goodman B A, Kay C W M, Stolze K, Tunega D, Reichenauer T G, Pirker K F. Free. Radic. Biol. Med., 2009, 46(8): 1076.

[229]
El Hajji H, Nkhili E, Tomao V, Dangles O. Free. Radic. Res., 2006, 40(3): 303.

[230]
Yuann J P, Lee S Y, Yang M J, Huang S T, Cheng C W, Liang J Y. Processes, 2021, 9(2): 293.

[231]
Canonica S, Laubscher H U. Photochem. Photobiol. Sci., 2008, 7(5): 547.

[232]
Zhang Y Y, Zhao F R, Wang F, Zhang Y H, Shi Q, Han X M, Geng H H. Chemosphere, 2020, 246: 125642.

[233]
Feng C M, Wang T, Wang C Z, Chen X, Guo Z Y, Chen Z Y. Ozone Sci. Eng., 2020, 42(6): 551.

[234]
Feng C M, Yu H Y, Wang T, Li J, Sun L H, Tao X C. J. Water Supply Res. Technol. Aqua, 2022, 71(4): 507.

[235]
Lan W Q, Chen X N, Zhao Y N, Xie J. Int. J. Food Sci. Technol., 2022, 57(11): 7423.

[236]
Zhang Y N, Zhao Y G, Maqbool F, Hu Y B. J. Water Process. Eng., 2022, 45: 102496.

[237]
Du C S, Xu N, Yao Z H, Bai X, Gao Y X, Peng L, Gu B H, Zhao J T. Sci. Total Environ., 2022, 850: 157996.

[238]
Van der Zee F P, Cervantes F J. Biotechnol. Adv., 2009, 27(3): 256.

[239]
Martinez C M, Alvarez L H. Biotechnol. Adv., 2018, 36(5): 1412.

[240]
Liu X B, Shi L, Gu J D. Biotechnol. Adv., 2018, 36(7): 1815.

[241]
Gao X, Zheng X L, Tsao Y, Zhang P, Xiao X, Ye Y S, Li J, Yang Y F, Xu R, Bao Z N, Cui Y. J. Am. Chem. Soc., 2021, 143(43): 18188.

[242]
Ahmad Beejapur H, Zhang Q, Hu K C, Zhu L, Wang J L, Ye Z B. ACS Catal., 2019, 9(4): 2777.

[243]
Ryu J H, Messersmith P B, Lee H. ACS Appl. Mater. Interfaces, 2018, 10(9): 7523.

[244]
Hemmatpour H, De Luca O, Crestani D, Stuart M C A, Lasorsa A, van der Wel P C A, Loos K, Giousis T, Haddadi-Asl V, Rudolf P. Nat. Commun., 2023, 14: 664.

[245]
Du Q, An J K, Li J H, Zhou L A, Li N, Wang X. J. Power Sources, 2017, 343: 477.

[246]
Lee S Y, Roh Y, Koh D C. Chemosphere, 2019, 220: 86.

[247]
Wang Y, Chen S Y, Yang X, Wu Y X, Huang X F, He E K, Qiu R L, Wang S Z. J. Hazard. Mater., 2019, 377: 321.

[248]
Chen Z F, Zhao Y S, Li Q. Water Sci. Technol., 2015, 71(11): 1694.

[249]
Okello V A, Mwilu S, Noah N, Zhou A L, Chong J, Knipfing M T, Doetschman D, Sadik O A. Environ. Sci. Technol., 2012, 46(19): 10743.

[250]
Feng C M, Yang W Q, Wang T, Luo J C, Sun L H, Tao X C. J. Environ. Eng., 2022, 148(12): 04022076.

[251]
Qin L J, Yang L L, Shiraiwa M, Faiola F, Zhong H, Sonne C, Yang Y J, Liu S T, Liu G R, Zheng M H, Jiang G B. PNAS Nexus, 2023, 3(1): pgae015.

[252]
Higdon J V, Frei B. Crit. Rev. Food Sci. Nutr., 2003, 43(1): 89.

[253]
Lv P, Min S Y, Wang Y, Zheng X Y, Wu X W, Li Q X, Hua R M. Pest Manag. Sci., 2020, 76(9): 2972.

[254]
Rosiak N, Cielecka-Piontek J, Skibiński R, Lewandowska K, Bednarski W, Zalewski P. Molecules, 2023, 28(6): 2713.

[255]
Chen R J, Dai X H, Dong B. Water Res., 2024, 256: 121619.

[256]
Melo R, Leal J P, Takács E, Wojnárovits L. J. Hazard. Mater., 2009, 172(2/3): 1185.

[257]
Tamba M, Torreggiani A. Radiat. Phys. Chem., 2004, 71(1/2): 23.

[258]
Wang P X, Cheng C X, Ma Y Q, Jia M. Sep. Purif. Technol., 2020, 247: 116967.

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