ADVANCES IN CYCLODEXTRIN-MEDIATED ENHANCED OXIDATION FOR REMOVAL OF ORGANIC CONTAMINANTS FROM WATER
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摘要: 水体中顽固有机污染物会威胁水环境安全,可利用氧化方法对其进行去除。环糊精作为环境友好型材料,其介导强化氧化可延长氧化剂在水中半衰期,形成氧化“微环境”,能提高有机污染物的去除率,扩展化学原位修复的应用范围,受到环境领域研究者的重视。通过全面分析相关文献,归纳了环糊精与氧化剂及污染物形成二重及三重包络物的机制,阐述了包络在保护氧化剂、拉近氧化剂与污染物距离、增加氧化效率、控制氧化产物等方面的作用,分析了影响氧化效率的因素。结合实际应用效果,讨论了环糊精介导强化氧化对顽固有机污染物去除的有效性,并对未来的研究方向及应用前景进行了展望。Abstract: Refractory organic contaminants in water bodies endanger the safety of the water environment and may typically be removed by oxidation. As an environmentally friendly material, cyclodextrin-mediated enhanced oxidation can extend the half-life of oxidants in water, create an oxidizing "micro-environment", increase the removal rates of organic pollutants, and broaden the application of chemical in-situ remediation, all of which have received increasing attention from environmental researchers. This review summarized the binary and ternary inclusion complex mechanisms between cyclodextrin and contaminants and analyzed the factors affecting oxidation efficiency. It further illustrated the role of inclusion in oxidant protection, bridging oxidants and pollutants, increasing oxidation efficiency, and regulating oxidation products. The efficacy of cyclodextrin-mediated enhanced oxidation in removing refractory organic contaminants in real-world applications was also examined in this review, as well as the directions and prospects of its application.
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Key words:
- cyclodextrin /
- enhanced oxidation /
- refractory organic pollutants /
- inclusion mechanism
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[1] BARCZAK M,WIERZBICKA M,BOROWSKI P.Sorption of diclofenac onto functionalized mesoporous silicas:experimental and theoretical investigations[J].Microporous and Mesoporous Materials,2018,264:254-264. [2] ZHANG Q,WANG Y X,JIANG X X,et al.Spatial occurrence and composition profile of organophosphate esters (OPEs) in farmland soils from different regions of China:implications for human exposure[J].Environmental Pollution,2021,276:116729. [3] WANG Y R,MAURICIUS MARQUES DOS SANTOS,DING X X,et al.Impact of EfOM in the elimination of PPCPs by UV/chlorine:radical chemistry and toxicity bioassays[J].Water Research,2021,204:117634. [4] MIRAL Al Sharabati,RAED Abokwiek,AMANI AL Othman,et al.Biodegradable polymers and their nano-composites for the removal of endocrine-disrupting chemicals (EDCs) from wastewater:a review[J].Environmental Research,2021,202:111694. [5] CHEN Y,MA Y L,LU W P,et al.Environmentally friendly gelatin/β-cyclodextrin composite fiber adsorbents for the efficient removal of dyes from wastewater[J].Molecules,2018,23(10):2473. [6] SAJID M,NAZAL M K,IHSANULLAH,et al.Removal of heavy metals and organic pollutants from water using dendritic polymers based adsorbents:a critical review[J].Separation and Purification Technology,2018,191:400-423. [7] 张建功,杨怡斐,黄美静,等.实现造纸工业环境保护与经济效益双赢的技术策略研究[J].造纸科学与技术,2013,32(4):96-99. [8] CHEN H F,ZHOU Y,WANG J Y,et al.Polydopamine modified cyclodextrin polymer as efficient adsorbent for removing cationic dyes and Cu2+[J].Journal of Hazardous Materials,2019,389:121897. [9] 卜庆伟,张鑫,余刚.吸附法去除水中典型药物及个人护理品的研究进展[J].环境工程,2021,39(2):1-9. [10] 刘牡,王少华,王同春,等.微滤-纳滤组合工艺在饮用水深度处理中的大型工程应用[J].环境工程,2021,39(7):151-155. [11] QI T,CHEN X F,SHI W D,et al.Fouling behavior of nanoporous ceramic membranes in the filtration of oligosaccharides at different temperatures[J].Separation and Purification Technology,2021,278:119589. [12] 杨哲,戴若彬,文越,等.新型纳滤膜在水处理与水回用中的研究进展[J].环境工程,2021,39(7):1-12. [13] BARDI L,MARTINI F,OPSI E,et al.Cyclodextrin-enhanced in situ bioremediation of polyaromatic hydrocarbons-contaminated soils and plant uptake[J].Journal of Inclusion Phenomena & Macrocyclic Chemistry,2007,57(1/2/3/4):439-444. [14] 陈月芳,张宇琪,冯惠敏,等.微生物耦合铁碳微电解强化水生植物浮床对农村生活污水的深度处理[J].环境工程学报,2020,14(11):3007-3020. [15] 李克伦,张生军,田士东,等.高级氧化及其催化剂技术在废水处理中的进展[J].陕西煤炭,2020,39(增刊1):154-158. [16] KAWANO S,KIDA T,MIYAWAKI K,et al.Cyclodextrin polymers as highly effective adsorbents for removal and recovery of polychlorobiphenyls (PCBs) contaminants in insulating oil[J].Environmental Science & Technology,2014,48(14):8094. [17] 杨姝君,张辰,贺骏,等.垃圾渗滤液“纳滤+纳滤浓缩液3级减量”技术的工程应用[J].环境工程,2020,38(6):81-87,114. [18] DOICK K J,CLASPER P J,URMANN K,et al.Further validation of the HPCD-technique for the evaluation of PAH microbial availability in soil[J].Environmental Pollution,2006,144:345-354. [19] 张欢,刘永代.高级氧化深度处理技术在水处理中的应用研究[J].资源节约与环保,2020(5):102-103. [20] SHI Y,ZHANG Y,CUI Y R,et al.Magnetite nanoparticles modified beta-cyclodextrin Polymer Coupled with KMnO4 oxidation for adsorption and degradation of acetaminophen[J].Carbohydrate Polymers,2019,222:114972. [21] KHAN N A,JOHNSON M D,KUBICKI J D,et al.Cyclodextrin-enhanced 1,4-dioxane treatment kinetics with TCE and 1,1,1-TCA using aqueous ozone[J].Chemosphere,2019,219(MAR):335-344. [22] VEIGNIE E,RAFIN C,LANDY D,et al.Fenton degradation assisted by cyclodextrins of a high molecular weight polycyclic aromatic hydrocarbon benzo[a]pyrene[J].Journal of Hazardous Materials,2009,168(2/3) 1296-1301. [23] XU B B,CHEN Z,QI F,et al.Comparison of N-nitrosodiethylamine degradation in water by UV irradiation and UV/O3:efficiency,product,and mechanism[J].Journal of Hazardous Materials,2010,179(1/2/3):976-982. [24] SUHAN M,MAHTAB S,AZIZ W,et al.Sudan black B dye degradation in aqueous solution by Fenton oxidation process:kinetics and cost analysis[J].Case Studies in Chemical and Environmental Engineering,2021,4(3):100126. [25] 滑钰铎,秦雪铭,杨新如,等.Fe(Ⅲ)强化单宁酸原位修复Cr(Ⅵ)污染含水层反应机理及效能[J].吉林大学学报(理学版),2021,59(5):1294-1302. [26] 崔英杰,杨世迎,王萍,等.Fenton原位化学氧化法修复有机污染土壤和地下水研究[J].化学进展,2008(7/8):1196-1201. [27] CHEN Y X,TANG X J,CHEEMA S A,et al.Beta-cyclodextrin enhanced phytoremediation of aged PCBs-contaminated soil from e-waste recycling area[J].Journal of Environmental Monitoring,2010,12(7):1482-1489. [28] BENDER M,KOMIYAMA M.Cyclodextrin Chemistry[M].Berlin:Springer Berlin Heidelberg,1978. [29] 李燕红.羟丙基-β-环糊精的制备及其与烯丙菊酯的包合研究[D].无锡:江南大学,2013. [30] SZEJTLI J.Past,present,and future of cyclodextrin research[J].Pure & Applied Chemistry,2004,76(10):1825-1845. [31] 何仲贵.环糊精包合物技术(现代药物剂技术丛书)(精)[M].北京:人民卫生出版社,2008. [32] LEFLAY H,PANDHAL J,BROWN S.Direct measurements of CO2 capture are essential to assess the technical and economic potential of algal-CCUS[J].Journal of CO2 Utilization,2021,52:101657. [33] 袁超.羟丙基-β-环糊精的制备、性质及应用研究[D].无锡:江南大学,2008. [34] 石金霞.β-环糊精衍生物的合成及其性能研究[D].淮南:安徽理工大学,2007. [35] CAI X Y,LIU Q Q,XIA C L,et al.Recyclable capture and destruction of aqueous micropollutants using the molecule-specific cavity of cyclodextrin polymer coupled with KMnO4 oxidation[J].Environmental Science & Technology,2015,49(15):9264-9272. [36] BARR L,DUMANSKI P G,EASTON C J.Cyclodextrin Molecular Reactors[J].Journal of Inclusion Phenomena & Macrocyclic Chemistry,2004,50(1/2):19-24. [37] BRESLOW R,CAMPBELL P.Selective aromatic substitution by hydrophobic binding of a substrate to a simple cyclodextrin catalyst[J].Bioorganic Chemistry,1971,1(1/2):140-156. [38] FAN W,AN W G,HUO M X,et al.An integrated approach using ozone nanobubble and cyclodextrin inclusion complexation to enhance the removal of micropollutants[J].Water Research,2021,196(4):117039. [39] LIANG C J,HUANG C F,MOHANTY N.Hydroxypropyl-β-cyclodextrin-mediated iron-activated persulfate oxidation of trichloroethylene and tetrachloroethylene[J].Industrial & Engineering Chemistry Research,2007,46(20):6466-6479. [40] LINDSEY M E,XU G X,LU J,et al.Enhanced Fenton degradation of hydrophobic organics by simultaneous iron and pollutant complexation with cyclodextrins[J].Science of the Total Environment,2003,307(1/2/3):215-229. [41] KHAN N A,JOHNSON M D,CARROLL K C.Spectroscopic methods for aqueous cyclodextrin inclusion complex binding measurement for 1,4-dioxane,chlorinated co-contaminants,and ozone[J].Journal of Contaminant Hydrology,2018,210:31-41. [42] FAN W,AN W G,HUO M X,et al.Solubilization and stabilization for prolonged reactivity of ozone using micro-nano bubbles and ozone-saturated solvent:a promising enhancement for ozonation[J].Separation and Purification Technology,2020,238:116484. [43] SZEJTLI J.Introduction and general overview of cyclodextrin chemistry[J].Chemical Reviews,1998,98(5):1743-1754. [44] DETTEMR A,BALL R,BOVING T B,et al.Stabilization and prolonged reactivity of aqueous-phase ozone with cyclodextrin[J].Journal of Contaminant Hydrology,2016,196:1-9. [45] ZHENG W,TARR M A.Evidence for the existence of ternary complexes of iron,cyclodextrin,and hydrophobic guests in aqueous solution[J].J Phys Chem B,2004,108(28):10172-10176. [46] CHARLES J,CRINI G,MORIN-CRINI N,et al.Advanced oxidation (UV-ozone) and cyclodextrin sorption:effects of individual and combined action on the chemical abatement of organic pollutants in industrial effluents[J].Journal of the Taiwan Institute of Chemical Engineers,2014,45(2):603-608. [47] BENESI H A,HILDEBRAND J H.A Spectrophotometric Investigation of the Interaction of Iodine with Aromatic Hydrocarbons[J].Journal of the American Chemical Society,1948,71(8):2703-2707. [48] 侯思颖,邓一荣,陆海建,等.铁活化过硫酸盐原位修复有机污染土壤研究进展[J].环境工程,2021,39(4):195-200,194. [49] 陆晓俊.过硫酸盐联合硝酸盐修复岩溶地下水中苯系物效果[D].桂林:桂林理工大学,2021. [50] 叶倩.亚硫酸氢钠强化高锰酸钾原位修复苯胺污染地下水[D].常州:常州大学,2021. [51] 张克刚.过硫酸钠和过氧化钙原位修复三氯乙烯污染土壤和地下水的研究[D].济南:济南大学,2020. [52] 王涛,彭道平,李云祯,等.Hp-β-环糊精包络臭氧氧化去除水中PPCPs研究[J].环境工程,2016,34(7):25-28,37. [53] RAUSCHER L,SAKULTHAEW C,COMFORT S.Using slow-release permanganate candles to remediate PAH-contaminated water[J].Journal of Hazardous Materials,2012,241/242(NOV.30):441-449. [54] 许伟坚.臭氧缓释水溶胶的制备及条件研究[D].北京:北京化工大学,2017. [55] MARCQ O,BARBE J M,TRICHET A,et al.Reaction pathways of glucose oxidation by ozone under acidic conditions[J].Carbohydrate Research,2009,344(11):1303-1310. [56] BADER H,J HOIGNÉ.Determination of ozone in water by the indigo method[J].Water Research,2013,15(4):449-456. [57] MORILLO E,MADRID F,LARA-Moreno A,et al.Soil bioremediation by cyclodextrins:a review[J].International Journal of Pharmaceutics,2020,591(5):119943.
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