离子液体的土壤环境行为研究进展
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摘要
离子液体是在室温或接近于室温条件下由特定阴、阳离子构成的液态物质体系。离子液体具备优良的理化性质,在许多工业领域得到了广泛应用,这在无形中增加了其进入土壤环境的可能。文章介绍了典型离子液体的结构性质特点及潜在的土壤环境风险,综述了土壤体系中离子液体的吸附、迁移及降解等系列环境行为,讨论了土壤组成结构性质以及离子液体自身结构性质对其环境行为的影响。以上讨论综合勾勒出了离子液体的土壤环境效应及风险,并展望了离子液体的在环境领域今后的研究方向。
Ionic liquids(ILs) are sorts of liquid materials composed of specific anion and cation under the condition of room temperature or near room temperature. A large-scale application of ILs was found in the industrial fields due to their excellent physical and chemical properties, which increases the chances of ILs accessible to the soil environment. In this paper, we sum-marize the previous studies of various environmental behaviors(e.g. adsorption, migration and degradation) of ILs in soils, as influenced by the structures and characteristics of soils and the properties of ILs. The summary comprehensively displays the potentially environmental fate of ILs in soils and shows the prospect for the further research of ILs in the soil environment.
Ionic liquids(ILs) are sorts of liquid materials composed of specific anion and cation under the condition of room temperature or near room temperature. A large-scale application of ILs was found in the industrial fields due to their excellent physical and chemical properties, which increases the chances of ILs accessible to the soil environment. In this paper, we sum-marize the previous studies of various environmental behaviors(e.g. adsorption, migration and degradation) of ILs in soils, as influenced by the structures and characteristics of soils and the properties of ILs. The summary comprehensively displays the potentially environmental fate of ILs in soils and shows the prospect for the further research of ILs in the soil environment.
引文
[1]Petkovic M,Seddon K R,Rebelo L P N,et al.Ionic Liquids:a pathway to environmental acceptability[J].Chemical Society Reviews,2011,40(3):1383-1403.
[2]Hallett J P,Welton T.Room-temperature ionic liquids:solvents for synthesis and catalysis.2[J].Chemical Reviews,2011,111(5):3508-3576.
[3]Welton T.Ionic Liquids in green chemistry[J].Green Chemistry,2011,13(2):225-225.
[4]Freemantle M.An Introduction to Ionic Liquids[M].Cambridge,UK:Royal Society of Chemistry,2010:1-3
[5]陈志刚,宗敏华,顾振新.离子液体毒性,生物降解性及绿色离子液体的设计与合成[J].有机化学,2009,29(5):672-680Chen zhigang,Zong Minhua,Gu Zhenxin.The toxicity,biodegradability and green design and synthesis of ionic liquids[J].Journal of Organic Chemistry,2009,29(5):672-680.(in Chinese)
[6]李汝雄,王建基.离子液体的合成与应用[J].化学试剂,2001,23(4):211-215Li Ruxiong,Wang Jianji.The synthesis and application of ionic liquids[J].Journal of Chemical Reagents,2001,23(4):211-215.(in Chinese)
[7]Wasserscheid P,Keim W.Ionic liquids-New“solutions”for transition metal catalysis[J].Angewandte Chemie,2000,39(21):3772-3789.
[8]Stepnowski P.Application of chromatographic and electrophoretic methods for the analysis of imidazolium and pyridinium cations as used in ionic liquids[J].International Journal of Molecular Sciences,2006,7(11):497-509.
[9]Luo Y R,Wang S H,Yun M X,et al.The toxic effects of ionic liquids on the activities of acetylcholinesterase and cellulase in earthworms[J].Chemosphere,2009,77(3):313-318.
[10]Zhou Zb,Matsumoto H,Tatsumi K.Low-melting,low-viscous,hydrophobic ionic liquids:1-alkyl(alkyl ether)-3-methylimidazolium perfluoroalkyltrifluoroborate[J].Chem istry,2004,10(24):6581-6591.
[11]Romero A,Santos A,Tojo J,et al.Toxicity and biodegradability of imidazolium ionic liquids[J].Journal of Hazardous Materials,2008,151(1):268-273.
[12]Thuy Pham T P,Cho C W,Yun Y S.Environmental fate and toxicity of ionic liquids:a review[J].Water Research,2010,44(2):352-372.
[13]徐红梅,田芳,靳丹萍,等.咪唑型离子液体对小鼠的急性毒性[J].环境科学学报,2011,31(2):420-423.Xu Hongmei,Tian Fang,Jin Danping,et al.Imidazole ionic liquid on acute toxicity in mice[J].Journal of Environmental Science,2011,31(2):420-423.(in Chinese)
[14]Balczewski P,Bachowska B,Bialas T,et al.Synthesis and phytotoxicity of new ionic liquids ncorporating chiral cations and/or chiral anions[J].Journal of Agricultural and Food Chemistry,2007,55(5):1881-1892.
[15]Frade R F M,Afonso C A M.Impact of ionic liquids in environment and humans:an overview[J].Human&Experimental Toxicology,2010,29(12):1038-1054.
[16]Mrozik W,Jungnickel C,Ciborowski T,et al.Predicting mobility of alkylimidazolium ionic liquids in soils[J].Journal of Soils and Sediments,2009,9(3):237-245.
[17]Mrozik W,Kotlowska A,Kamysz W,et al.Sorption of ionic liquids onto soils:experimental and chemometric studies[J].Chemosphere,2012,88(10):1202-1207.
[18]Stepnowski P,Mrozik W,Nichthauser J.Adsorption of alkylimidazolium and alkylpyridinium ionic liquids onto natural soils[J].Environmental Science and Technology,2006,41(2):511-516
[19]Gorman Lewis D J,Fein J B.Experimental study of the adsorption of an ionic liquid onto bacterial and mineral surfaces[J].Environmental Science and Technology,2004,38(8):2491-2495.
[20]Beaulieu J J,Tank J L,Kopacz M.Sorption of imidazoliumbased ionic liquids to aquatic sediments[J].Chemosphere,2008,70(7):1320-1328.
[21]Marta M,Aleksandra M,Jan H,et al.Sorption of ionic liquids[J].Environment Protection Engineering,2009,35(3):53-64.
[22]Matzke M,Thiele K,Muller A,et al.Sorption and desorption of imidazolium based ionic liquids in different soil types[J].Chemosphere,2009,74(4):568-574.
[23]Matzke M,Stolte S,Arning J,et al.Ionic liquids in soils:effects of different anion species of imidazolium based ionic liquids on wheat(Triticum aestivum)as affected by different clay minerals and clay concentrations[J].Ecotoxicology,2009,18(2):197-203.
[24]Schmitt D,Taylor H E,Aiken G R,et al.Influence of natural organic matter on the adsorption of metal ions onto clay minerals[J].Environmental Science and Technology,2002,36(13):2932-2938.
[25]Studzinska S,Sprynskyy M,Buszewski B.Study of sorption kinetics of some ionic liquids on different soil types[J].Chemosphere,2008,71(11):2121-2128.
[26]Studzinska S,Kowalkowski T,Buszewski B.Study of ionic liquid cations transport in soil[J].Journal of Hazardous Materials,2009,168(2):1542-1547.
[27]Reemtsma T,Mehrtens J.Determination of polycyclic aromatic hydrocarbon(PAH)leaching from contaminated soil by a column test with on-line solid phase extraction[J].Chemosphere,1997,35(11):2491-2501.
[28]Beyer C,Konrad W,Rügner H,et al.Model-based prediction of long-term leaching of contaminants from secondary materials in road constructions and noise protection dams[J].Waste Management,2009,29(2):839-850.
[29]Jungnickel C,Mrozik W,Markiewicz M,et al.Fate of ionic liquids in soils and sediments[J].Current Organic Chemistry,2011,15(12):1928-1945.
[30]Coleman D,Gathergood N.Biodegradation studies of ionic liquids[J].Chemical Society Reviews,2010,39(2):600-637.
[31]Ford L,Harjani J R,Atefi F,et al.Further studies on the biodegradation of ionic liquids[J].Green Chemistry,2010,12(10):1783-1789.
[32]Gathergood N,Scammells P J.Design and preparation of room-temperature ionic liquids containing biodegradable side Chains[J].Australian Journal of Chemistry,2002,55(9):557-560.
[33]Gathergood N,Garcia M T,Scammells P J.Biodegradable ionic liquids:part I.concept,preliminary targets and evaluation[J].Green Chemistry,2004,6(3):166-175.
[34]Gathergood N,Garcia M T,Scammells P J.Biodegradable ionic liquids part III.the first readily biodegradable ionic liquids[J].Green Chemistry,2006,8(2):156-160.
[35]Wells A S,Coombe V T.On the freshwater ecotoxicity and biodegradation properties of some common ionic liquids[J].Organic Process Research&Development,2006,10(4):794-798.
[36]Docherty K M,Dixon J N K,Kulpa Jr C F.Biodegradability of imidazolium and pyridinium ionic liquids by an activated sludge microbial community[J].Biodegradation,2007,18(4):481-493.
[37]Morawski A W,Janus M,Goc Maciejewska I,et al.Decomposition of ionic liquids by photocatalysis[J].Polish Journal of Chemistry,2005,79(12):1929-1935.
[38]Siedlecka E M,Stepnowski P.The Effect of Alkyl Chain length on the degradation of alkylimidazolium-and pyridinium-type ionic liquids in a fenton-like system[J].Environmental Science and Pollution Research,2009,16(4):453-458.
[39]Awad W H,Gilman J W,Nyden M,et al.Thermal degradation studies of alkyl-imidazolium salts and their application in nanocomposites[J].Thermochimica Acta,2004,409(1):3-11.
[40]Mrozik W,Nichthauser J,Stepnowski P.Prediction of the adsorption coefficients for imidazolium ionic liquids in soils using cyanopropyl stationary phase[J].Polish Journal of Environmental Studies,2008,17(3):383-388.
[2]Hallett J P,Welton T.Room-temperature ionic liquids:solvents for synthesis and catalysis.2[J].Chemical Reviews,2011,111(5):3508-3576.
[3]Welton T.Ionic Liquids in green chemistry[J].Green Chemistry,2011,13(2):225-225.
[4]Freemantle M.An Introduction to Ionic Liquids[M].Cambridge,UK:Royal Society of Chemistry,2010:1-3
[5]陈志刚,宗敏华,顾振新.离子液体毒性,生物降解性及绿色离子液体的设计与合成[J].有机化学,2009,29(5):672-680Chen zhigang,Zong Minhua,Gu Zhenxin.The toxicity,biodegradability and green design and synthesis of ionic liquids[J].Journal of Organic Chemistry,2009,29(5):672-680.(in Chinese)
[6]李汝雄,王建基.离子液体的合成与应用[J].化学试剂,2001,23(4):211-215Li Ruxiong,Wang Jianji.The synthesis and application of ionic liquids[J].Journal of Chemical Reagents,2001,23(4):211-215.(in Chinese)
[7]Wasserscheid P,Keim W.Ionic liquids-New“solutions”for transition metal catalysis[J].Angewandte Chemie,2000,39(21):3772-3789.
[8]Stepnowski P.Application of chromatographic and electrophoretic methods for the analysis of imidazolium and pyridinium cations as used in ionic liquids[J].International Journal of Molecular Sciences,2006,7(11):497-509.
[9]Luo Y R,Wang S H,Yun M X,et al.The toxic effects of ionic liquids on the activities of acetylcholinesterase and cellulase in earthworms[J].Chemosphere,2009,77(3):313-318.
[10]Zhou Zb,Matsumoto H,Tatsumi K.Low-melting,low-viscous,hydrophobic ionic liquids:1-alkyl(alkyl ether)-3-methylimidazolium perfluoroalkyltrifluoroborate[J].Chem istry,2004,10(24):6581-6591.
[11]Romero A,Santos A,Tojo J,et al.Toxicity and biodegradability of imidazolium ionic liquids[J].Journal of Hazardous Materials,2008,151(1):268-273.
[12]Thuy Pham T P,Cho C W,Yun Y S.Environmental fate and toxicity of ionic liquids:a review[J].Water Research,2010,44(2):352-372.
[13]徐红梅,田芳,靳丹萍,等.咪唑型离子液体对小鼠的急性毒性[J].环境科学学报,2011,31(2):420-423.Xu Hongmei,Tian Fang,Jin Danping,et al.Imidazole ionic liquid on acute toxicity in mice[J].Journal of Environmental Science,2011,31(2):420-423.(in Chinese)
[14]Balczewski P,Bachowska B,Bialas T,et al.Synthesis and phytotoxicity of new ionic liquids ncorporating chiral cations and/or chiral anions[J].Journal of Agricultural and Food Chemistry,2007,55(5):1881-1892.
[15]Frade R F M,Afonso C A M.Impact of ionic liquids in environment and humans:an overview[J].Human&Experimental Toxicology,2010,29(12):1038-1054.
[16]Mrozik W,Jungnickel C,Ciborowski T,et al.Predicting mobility of alkylimidazolium ionic liquids in soils[J].Journal of Soils and Sediments,2009,9(3):237-245.
[17]Mrozik W,Kotlowska A,Kamysz W,et al.Sorption of ionic liquids onto soils:experimental and chemometric studies[J].Chemosphere,2012,88(10):1202-1207.
[18]Stepnowski P,Mrozik W,Nichthauser J.Adsorption of alkylimidazolium and alkylpyridinium ionic liquids onto natural soils[J].Environmental Science and Technology,2006,41(2):511-516
[19]Gorman Lewis D J,Fein J B.Experimental study of the adsorption of an ionic liquid onto bacterial and mineral surfaces[J].Environmental Science and Technology,2004,38(8):2491-2495.
[20]Beaulieu J J,Tank J L,Kopacz M.Sorption of imidazoliumbased ionic liquids to aquatic sediments[J].Chemosphere,2008,70(7):1320-1328.
[21]Marta M,Aleksandra M,Jan H,et al.Sorption of ionic liquids[J].Environment Protection Engineering,2009,35(3):53-64.
[22]Matzke M,Thiele K,Muller A,et al.Sorption and desorption of imidazolium based ionic liquids in different soil types[J].Chemosphere,2009,74(4):568-574.
[23]Matzke M,Stolte S,Arning J,et al.Ionic liquids in soils:effects of different anion species of imidazolium based ionic liquids on wheat(Triticum aestivum)as affected by different clay minerals and clay concentrations[J].Ecotoxicology,2009,18(2):197-203.
[24]Schmitt D,Taylor H E,Aiken G R,et al.Influence of natural organic matter on the adsorption of metal ions onto clay minerals[J].Environmental Science and Technology,2002,36(13):2932-2938.
[25]Studzinska S,Sprynskyy M,Buszewski B.Study of sorption kinetics of some ionic liquids on different soil types[J].Chemosphere,2008,71(11):2121-2128.
[26]Studzinska S,Kowalkowski T,Buszewski B.Study of ionic liquid cations transport in soil[J].Journal of Hazardous Materials,2009,168(2):1542-1547.
[27]Reemtsma T,Mehrtens J.Determination of polycyclic aromatic hydrocarbon(PAH)leaching from contaminated soil by a column test with on-line solid phase extraction[J].Chemosphere,1997,35(11):2491-2501.
[28]Beyer C,Konrad W,Rügner H,et al.Model-based prediction of long-term leaching of contaminants from secondary materials in road constructions and noise protection dams[J].Waste Management,2009,29(2):839-850.
[29]Jungnickel C,Mrozik W,Markiewicz M,et al.Fate of ionic liquids in soils and sediments[J].Current Organic Chemistry,2011,15(12):1928-1945.
[30]Coleman D,Gathergood N.Biodegradation studies of ionic liquids[J].Chemical Society Reviews,2010,39(2):600-637.
[31]Ford L,Harjani J R,Atefi F,et al.Further studies on the biodegradation of ionic liquids[J].Green Chemistry,2010,12(10):1783-1789.
[32]Gathergood N,Scammells P J.Design and preparation of room-temperature ionic liquids containing biodegradable side Chains[J].Australian Journal of Chemistry,2002,55(9):557-560.
[33]Gathergood N,Garcia M T,Scammells P J.Biodegradable ionic liquids:part I.concept,preliminary targets and evaluation[J].Green Chemistry,2004,6(3):166-175.
[34]Gathergood N,Garcia M T,Scammells P J.Biodegradable ionic liquids part III.the first readily biodegradable ionic liquids[J].Green Chemistry,2006,8(2):156-160.
[35]Wells A S,Coombe V T.On the freshwater ecotoxicity and biodegradation properties of some common ionic liquids[J].Organic Process Research&Development,2006,10(4):794-798.
[36]Docherty K M,Dixon J N K,Kulpa Jr C F.Biodegradability of imidazolium and pyridinium ionic liquids by an activated sludge microbial community[J].Biodegradation,2007,18(4):481-493.
[37]Morawski A W,Janus M,Goc Maciejewska I,et al.Decomposition of ionic liquids by photocatalysis[J].Polish Journal of Chemistry,2005,79(12):1929-1935.
[38]Siedlecka E M,Stepnowski P.The Effect of Alkyl Chain length on the degradation of alkylimidazolium-and pyridinium-type ionic liquids in a fenton-like system[J].Environmental Science and Pollution Research,2009,16(4):453-458.
[39]Awad W H,Gilman J W,Nyden M,et al.Thermal degradation studies of alkyl-imidazolium salts and their application in nanocomposites[J].Thermochimica Acta,2004,409(1):3-11.
[40]Mrozik W,Nichthauser J,Stepnowski P.Prediction of the adsorption coefficients for imidazolium ionic liquids in soils using cyanopropyl stationary phase[J].Polish Journal of Environmental Studies,2008,17(3):383-388.