多溴联苯醚（ polybrominated diphenyl ethers，PBDEs）为一类新型的持久性有机污染物，因其在环境中的广泛分布和生物累积性而备受关注，环境中PBDEs 的降解也成为研究热点。光降解是自然环境中PBDEs降解的主要途径之一，而光降解过程中会形成毒性更高的溴代二英。本文在总结国内外PBDEs光降解研究的基础上，对影响PBDEs光降解的因素（诸如：分子结构、光源、介质等）、途径和产物，特别是溴代二英的形成进行了综述，对目前存在问题及进一步的研究方向进行了讨论和展望。
Polybrominated diphenyl ethers ( PBDEs) are a group of emerging persistent organic pollutants. They have been concerned because of widespread distribution in the environment and high accumulation in vivo. The degradation of PBDEs has also been a hot spot for researches as well. Photodegradation is one of the main degradation pathways of PBDEs in natural environment. Higher toxic polybrominated dibenzo?p?dioxins and dibenzofurans could be formed in the process of photodegradation. In this paper studies on PBDEs photodegradation were summarized, and the influence factors of the photodegradation of PBDEs ( such as: molecular structure, light source, medium, etc.) were reviewed as well as pasthways and products of photodegradation, especially the formation of brominated dioxins. This paper therefore reveals current research problems and presents opportunities for future work in this field.
参考文献
| [1] | Zhang S H;Xu X J;Wu Y S et al.Polybrominated diphenyl ethers in residential and agricultural soils from an electronic waste polluted region in South China:Distribution,compositional profile,and sources[J].CHEMOSPHERE,2014,102(5):55-60. |
| [2] | 罗孝俊,麦碧娴,陈社军.PBDEs研究的最新进展[J].化学进展,2009(02):359-368. |
| [3] | 赵恒,孟祥周,向楠,李宇霖,温智皓,陈玲.上海市受纳污水河流中多溴联苯醚的生态风险评价[J].环境化学,2012(05):573-579. |
| [4] | MENG-YAO ZOU;YONG RAN;JIAN GONG .Polybrominated Diphenyl Ethers in Watershed Soils of the Pearl River Delta,China:Occurrence,Inventory,and Fate[J].Environmental Science & Technology: ES&T,2007(24):8262-8267. |
| [5] | Ying Li;Jinhui Li;Chao Deng .Occurrence, characteristics and leakage of polybrominated diphenyl ethers in leachate from municipal solid waste landfills in China[J].Environmental Pollution,2014(Jan.):94-100. |
| [6] | Zegers BN.;Lewis WE.;Booij K.;Smittenberg RH.;Boer W.;De Boer J. Boon JP. .Levels of polybrominated diphenyl ether flame retardants in sediment cores from Western Europe[J].Environmental Science & Technology: ES&T,2003(17):3803-3807. |
| [7] | Sierra Rayne;Michael G. Ikonomou;Bonnie Antcliffe .Rapidly increasing polybrominated diphenyl ether concentrations in the Columbia river system from 1992 to 2000[J].Environmental Science & Technology: ES&T,2003(13):2847-2854. |
| [8] | Shinsuke Tanabe;Karri Ramu;Tomohiko Isobe .Brominated flame retardants in the environment of Asia-Pacific:an overview of spatial and temporal trends[J].Journal of environmental monitoring: JEM,2008(2):188-197. |
| [9] | de Wit, C.A.;Herzke, D.;Vorkamp, K. .Brominated flame retardants in the Arctic environment - trends and new candidates[J].Science of the Total Environment,2010(15):2885-2918. |
| [10] | Robin J. Law;Adrian Covaci;Stuart Harrad;Dorte Herzke;Mohamed A.-E. Abdallah;Kim Fernie;Leisa-Maree L. Toms;Hidetaka Takigami .Levels and trends of PBDEs and HBCDs in the global environment: Status at the end of 2012[J].Environment international,2014(Apr.):147-158. |
| [11] | B. GOMARA;L. HERRERO;J. J. RAMOS .Distribution of Polybrominated Diphenyl Ethers in Human Umbilical Cord Serum, Paternal Serum, Maternal Serum, Placentas, and Breast Milk from Madrid Population, Spain[J].Environmental Science & Technology: ES&T,2007(20):6961-6968. |
| [12] | Iain R. Lake;Christopher D. Foxall;Alwyn Fernandes .Effects of River Flooding on Polybrominated Diphenyl Ether (PBDE) Levels in Cows' Milk, Soil, and Grass[J].Environmental Science & Technology: ES&T,2011(11):5017-5024. |
| [13] | Liu PengYan;Ren DongKai;Du GuoDong;Zhao YaXian;Zhang YinFeng;Qin ZhanFen .Accumulation of polybrominated diphenyl ethers (PBDEs) in mudsnails (Cipangopaludina cahayensis) did not increase with age.[J].Bulletin of Environmental Contamination and Toxicology,2013(1):1-5. |
| [14] | HANG-PING WU;XIAO-JUN LUO;YING ZHANG .Residues of Polybrominated Diphenyl Ethers in Frogs (Rana limnocharis) from a Contaminated Site, South China: Tissue Distribution, Biomagnification, and Maternal Transfer[J].Environmental Science & Technology: ES&T,2009(14):5212-5217. |
| [15] | Peng-Yan Liu;Ya-Xian Zhao;Yi-Yang Zhu;Zhan-Fen Qin;Xian-Li Ruan;Yong-Chuan Zhang;Bao-Jun Chen;Yan Li;Shi-Shuai Yan;Xiao-Fei Qin;Shan Fu;Xiao-Bai Xu.Determination of polybrominated diphenyl ethers in human semen[J].Environment international,2012:132-137. |
| [16] | Zhao, GF;Wang, ZJ;Dong, MH;Rao, KF;Luo, JP;Wang, DH;Zha, JM;Huang, SB;Xu, YP;Ma, M .PBBs, PBDEs, and PCBs levels in hair of residents around e-waste disassembly sites in Zhejiang Province, China, and their potential sources[J].Science of the Total Environment,2008(1/3):46-57. |
| [17] | 张帆,余应新,张东平,吴明红,盛国英,傅家谟.溴系阻燃剂在环境及人体中的存在和代谢转化[J].化学进展,2009(06):1364-1372. |
| [18] | ANNA O. W. LEUNG;WILLIAM J. LUKSEMBURG;ANTHONY S. WONG;MING H. WONG .Spatial Distribution of Polybrominated Diphenyl Ethers and Polychlorinated Dibenzo-p-dioxins and Dibenzofurans in Soil and Combusted Residue at Guiyu, an Electronic Waste Recycling Site in Southeast China[J].Environmental Science & Technology: ES&T,2007(8):2730-2737. |
| [19] | 王亚韡 |
| [20] | 阴永光,刘景富,江桂斌.海洋环境中的天然溴代有机物[J].化学进展,2011(01):254-260. |
| [21] | 张娴,高亚杰,颜昌宙.多溴联苯醚在环境中迁移转化的研究进展[J].生态环境学报,2009(02):761-770. |
| [22] | L?ser E;Ivens I .Preliminary results of a 3 month toxicity study on rats with 2,3,7,8-tetrabromodibenzo-p-dioxin (2,3,7,8-TBDD)[J].CHEMOSPHERE,1989,19(1/6):759-764. |
| [23] | Alexander B P;Hosoe K;Sakai S .Brominated dioxin-like compounds:In vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds[J].Environment International,2003,29(6):861-877. |
| [24] | Ao K;Suzuki T;Murai H;Matsumoto M;Nagai H;Miyamoto Y;Tohyama C;Nohara K .Comparison of immunotoxicity among tetrachloro-, pentachloro-, tetrabromo- and pentabromo-dibenzo-p-dioxins in mice.[J].Toxicology: An International Journal Concerned with the Effects of Chemicals on Living Systems,2009(1/2):25-31. |
| [25] | 蔡英,任曼,彭平安,胡建芳,陈德翼,张万辉,韦朝海.焦化废水处理过程中溴代二（口恶）英类化合物的去除途径和生成机理[J].科学通报,2013(04):313-320. |
| [26] | Birnbaum L S;Staskal D F;Diliberto J J .Health effects of polybrominated dibenzo-p-dioxins (PBDDs) and dibenzofurans (PBDFs)[J].Environment International,2003,29(6):855-860. |
| [27] | Olsman H;Engwall M;Kammann U;Klempt M;Otte J;Bavel B;Hollert H .Relative differences in aryl hydrocarbon receptor-mediated response for 18 polybrominated and mixed halogenated dibenzo-p-dioxins and -furans in cell lines from four different species.[J].Environmental Toxicology and Chemistry,2007(11):2448-2454. |
| [28] | Buser H R .Polybrominated dibenzofurans and dibenzo-p-dioxins:Thermal reaction products of polybrominated diphenyl ether Flame retardants[J].Environmental Science and Technology,1986,20(4):404-408. |
| [29] | Watanabe I;Tatsukawa R .Formation of brominated dibenzofurans from the photolysis of flame retardant decabromobiphenyl ether in hexane solution by UV and sun light[J].Bull Environ Contam Tox,1987,39(6):953-959. |
| [30] | Hayakawa K;Takatsuki H;Watanabe I et al.Polybrominated diphenyl ethers (PBDEs),polybrominated dibenzo-p-dioxins/dibenzofurans (PBDD/Fs) and monobromo-polychlorinated dibenzo-p-dioxins/dibenzofurans (MoBPXDD/Fs) in the atmosphere and bulk deposition in Kyoto,Japan[J].CHEMOSPHERE,2004,57(5):343-356. |
| [31] | LIN-CHI WANG;CHENG-HSIEN TSAI;GUO-PING CHANG-CHIEN .Characterization of Polybrominated Dibenzo-p-Dioxins and Dibenzofurans in Different Atmospheric Environments[J].Environmental Science & Technology: ES&T,2008(1):75-80. |
| [32] | Lawrence C. Skinner .Distributions of polyhalogenated compounds in Hudson River (New York, USA) fish in relation to human uses along the river[J].Environmental Pollution,2011(10):2565-2574. |
| [33] | Fernandes A;Mortimer D;Gem M et al.Brominated dioxins (PBDD/Fs) and PBDEs in marine shellfish in the UK[J].Food Addit Contam Part A Chem Anal Control Expo Risk Assess,2009,26(6):918-927. |
| [34] | Jae-Won Choi;Susumu Fujimaki;Kimiyoshi Kitamura;Shunji Hashimoto;Hiroyasu Ito;Shin-Ichi Sakai;Masatoshi Morita;Noriyuki Suzuki .Polybrominated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers in Japanese human adipose tissue[J].Environmental Science & Technology: ES&T,2003(5):817-821. |
| [35] | Analysis of POPs in human samples reveal a contribution of brominated dioxin of up to 15% of the total dioxin TEQ.[J].Chemosphere: Environmental toxicology and risk assessment,2010(2):113. |
| [36] | Susan D. Shaw;Michelle L Berger;Jennifer H. Harris;Se Hun Yun;Qian Wu;Chunyang Liao;Arlene Blum;Anthony Stefani;Kurunthachalam Kannan .Persistent organic pollutants including polychlorinated and polybrominated dibenzo-p-dioxins and dibenzofurans in firefighters from Northern California[J].Chemosphere: Environmental toxicology and risk assessment,2013(10):1386-1394. |
| [37] | Lide D R.Handbook of Chemistry and Physies[M].Boea Raton.FL：CRC Press,2006 |
| [38] | URS SCHENKER;FABIAN SOLTERMANN;MARTIN SCHERINGER .Modeling the Environmental Fate of Polybrominated Diphenyl Ethers (PBDEs): The Importance of Photolysis for the Formation of Lighter PBDEs[J].Environmental Science & Technology: ES&T,2008(24):9244-9249. |
| [39] | Johan Eriksson;Nicholas Green;Goran Marsh;Ake Bergman .Photochemical Decomposition of 15 Polybrominated Diphenyl Ether Congeners in Methanol/Water[J].Environmental Science & Technology: ES&T,2004(11):3119-3125. |
| [40] | Fang, L;Huang, J;Yu, G;Wang, L .Photochemical degradation of six polybrominated diphenyl ether congeners under ultraviolet irradiation in hexane[J].Chemosphere,2008(2):258-267. |
| [41] | Se Wang;Ce Hao;Zhanxian Gao;Jingwen Chen;Jieshan Qiu .Effects of excited-state structures and properties on photochemical degradation of polybrominated diphenyl ethers: A TDDFT study[J].Chemosphere: Environmental toxicology and risk assessment,2012(1):33-38. |
| [42] | 方磊,黄俊,余刚.多溴联苯醚光化学降解[J].化学进展,2008(07):1180-1186. |
| [43] | Sanchez-Prado L;Lores M;Llompart M;Garcia-Jares C;Bayona JM;Cela R .Natural sunlight and sun simulator photolysis studies of tetra to hexa-brominated diphenyl ethers in water using solid-phase microextraction[J].Journal of chromatography, A: Including electrophoresis and other separation methods,2006(1/2):157-166. |
| [44] | Sanchez-Prado L;Llompart M;Lores M;Garcia-Jares C;Cela R .Investigation of photodegradation products generated after UV-irradiation of five polybrominated diphenyl ethers using photo solid-phase microextraction[J].Journal of chromatography, A: Including electrophoresis and other separation methods,2005(1/2):85-92. |
| [45] | Ahn MY;Filley TR;Jafvert CT;Nies L;Hua I;Bezares-Cruz J .Photodegradation of decabromodiphenyl ether adsorbed onto clay minerals, metal oxides, and sediment[J].Environmental Science & Technology: ES&T,2006(1):215-220. |
| [46] | GUNILLA SODER STROM;ULLA SELLSTROM;CYNTHIA A. DE WIT;MATS TYSKLIND .Photolytic Debromination of Decabromodiphenyl Ether (BDE 209)[J].Environmental Science & Technology: ES&T,2004(1):127-132. |
| [47] | 祖耕武,文晟,盛国英,傅家谟.颗粒物上十溴联苯醚的光降解反应[J].生态环境学报,2009(01):205-209. |
| [48] | Shih Y H;Wang C K .Photolytic degradation of polybromodiphenyl ethers under UV-lamp and solar irradiations[J].Journal of Hazardous Materials,2009,165(1):34-38. |
| [49] | 张梅,林匡飞,刘莉莉,张卫,章立勇,杨莎莎,苏爱华.光源和溶剂对十溴联苯醚光降解的影响[J].环境污染与防治,2009(01):26-30. |
| [50] | Herrmann T;Schilling B;Papke O .Photolysis of PBDEs in solvents by exposure to daylight in a routine laboratory[J].Organohalogen Compounds,2003,63:361-364. |
| [51] | Olsman H;van Bavel B;Kalbin G et al.Formation of dioxin-like compounds as photoproducts of decabrominated diphenyl ether(DeBDE) during UV-radiation[J].Organohalogen Compounds,2002,58:41-44. |
| [52] | Jessika Hagberg;Helena Olsman;Bert van Bavel;Magnus Engwall;Gunilla Lindstroem .Chemical and toxicological characterisation of PBDFs from photolytic decomposition of decaBDE in toluene[J].Environment international,2006(7):851-857. |
| [53] | Helena Olsman;Jessika Hagberg;Georgi Kalbin .Ah Receptor Agonists in UV-exposed Toluene Solutions of Decabromodiphenyl Ether (decaBDE) and in Soils Contaminated with Polybrominated Diphenyl Ethers (PBDEs)[J].Environmental Science and Pollution Research,2006(3):161-169. |
| [54] | Juan Bezares-Cruz;Chad T.Jafvert;Inez Hua .Solar Photodecomposition of Decabromodiphenyl Ether:Products and Quantum Yield[J].Environmental Science & Technology: ES&T,2004(15):4149-4156. |
| [55] | NATSUKO KAJIWARA;YUKIO NOMA;HIDETAKA TAKIGAMI .Photolysis Studies of Technical Decabromodiphenyl Ether (DecaBDE) and Ethane (DeBDethane) in Plastics under Natural Sunlight[J].Environmental Science & Technology: ES&T,2008(12):4404-4409. |
| [56] | Anna Christiansson;Johan Eriksson;Daniel Teclechiel .Identification and quantification of products formed via photolysis of decabromodiphenyl ether[J].Environmental Science and Pollution Research,2009(3):312-321. |
| [57] | Stapleton HM;Dodder NG .Photodegradation of decabromodiphenyl ether in house dust by natural sunlight.[J].Environmental Toxicology and Chemistry,2008(2):306-312. |
| [58] | HEATHER M. STAPLETON;NATHAN G. DODDER;JOHN H. OFFENBERG;MICHELE M. SCHANTZ;STEPHEN A. WISE .Polybrominated Diphenyl Ethers in House Dust and Clothes Dryer Lint[J].Environmental Science & Technology: ES&T,2005(4):925-931. |
| [59] | JONATHAN D.RAFF;RONALD A.HITES .Deposition versus Photochemical Removal of PBDEs from Lake Superior Air[J].Environmental Science & Technology: ES&T,2007(19):6725-6731. |
| [60] | Sánchez-Prado L;González-Barreiro C;Lores M et al.Photochemical studies of a polybrominated diphenyl ethers (PBDES) technical mixture by solid phase,microextraction (SPME)[J].CHEMOSPHERE,2005,60(7):922-928. |
| [61] | Xue Li;Jun Huang;Lei Fang;Gang Yu;Hui Lin;Lining Wang .Photodegradation Of 2,2',4,4'-tetrabromodiphenyl Ether In Nonionic Surfactant Solutions[J].Chemosphere: Environmental toxicology and risk assessment,2008(10):1594-1601. |
| [62] | Tamer Gorgy;Loretta Y. Li;John R. Grace;Michael G. Ikonomou .Migration of polybrominated diphenyl ethers in biosolids-amended soil[J].Environmental Pollution,2013(Jan.):124-130. |
| [63] | 刘秀娟 .典型有机污染物绿色环保分析技术与降解研究[D].华中师范大学,2011. |
| [64] | Xie Q;Chen J;Shao J et al.Important role of reaction field in photodegradation of deca-bromodiphenyl ether:Theoretical and experimental investigation of solvant effects[J].CHEMOSPHERE,2009,76(11):1486-1490. |
| [65] | Suh Y W;Buettner G R;Venkataraman S et al.UVA/B-Induced formation of free radicals from decabromodiphenyl ether (Deca-BDE)[J].Environmental Science and Technology,2009,43(7):2581-2588. |
| [66] | Rayne S;Wan P;Ikonomou M .Photochemistry of a major commercial polybrominated diphenyl ether flame retardant eongener:2,2′,4,4′, 5,5′-Hexabromodiphenyl ether(BDEI53)[J].Environment International,2006,32(5):575-585. |
| [67] | Jing Zhou;Jingwen Chen;Chi-Hsiu Liang .Quantum Chemical Investigation on the Mechanism and Kinetics of PBDE Photooxidation by OH: A Case Study for BDE-15[J].Environmental Science & Technology: ES&T,2011(11):4839-4845. |
| [68] | Bendig P;Vetter W .Photolytical transformation rates of individual Polybrominated diphenyl ethers in technical octabromodiphenyl ether (DE-79)[J].Environmental Science and Technology,2010,44(5):1650-1655. |
| [69] | Hua L;Kang N;Jafvert C T J et al.Heterogeneous photochemical reactions of decabromodiphenyl ether[J].Environmental Toxicology and Chemistry,2003,22(4):798-804. |
| [70] | John Bachman;Howard H. Patterson .Photodecomposition of the carbamate pesticide carbofuran: kinetics and the influence of dissolved organic matter[J].Environmental Science & Technology: ES&T,1999(6):874-881. |
| [71] | Miller G C;Zepp R G .Effects of suspended sediments on photolysis rates of dissolved pollutants[J].Water Research,1979,13(5):453-459. |
| [72] | Bendig P;Vetter W .UV-Induced Formation of bromophenols from polybrominated diphenyl ethers[J].Environmental Science and Technology,2013,47(8):3665-3670. |
| [73] | CHUNYAN SUN;DAN ZHAO;CHUNCHENG CHEN .TiO2-Mediated Photocatalytic Debromination of Decabromodiphenyl Ether: Kinetics and Intermediates[J].Environmental Science & Technology: ES&T,2009(1):157-162. |
| [74] | Robrock, KR;Korytar, P;Alvarez-Cohen, L .Pathways for the anaerobic microbial debromination of polybrominated diphenyl ethers[J].Environmental Science & Technology,2008(8):2845-2852. |
| [75] | Kazutoshi Nose;Shunji Hashimoto;Shin Takahashi;Yukio Noma;Shin-ichi Sakai .Degradation pathways of decabromodiphenyl ether during hydrothermal treatment[J].Chemosphere: Environmental toxicology and risk assessment,2007(1):120-125. |
| [76] | Stapleton HM;Brazil B;Holbrook RD;Mitchelmore CL;Benedict R;Konstantinov A;Potter D .In vivo and in vitro debromination of decabromodiphenyl ether (BDE 209) by juvenile rainbow trout and common carp[J].Environmental Science & Technology: ES&T,2006(15):4653-4658. |
| [77] | Photodestruction of BDE-99 in micellar solutions of nonionic surfactants of Brij 35 and Brij 58[J].Chemosphere: Environmental toxicology and risk assessment,2010(6):752. |
| [78] | Mohammednoor Altarawneh;Bogdan Z. Dlugogorski .A Mechanistic and Kinetic Study on the Formation of PBDD/Fs from PBDEs[J].Environmental Science & Technology: ES&T,2013(10):5118-5127. |
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