메뉴 건너뛰기




Volumn 90, Issue 2, 2013, Pages 188-194

Different photolysis kinetics and photooxidation reactivities of neutral and anionic hydroxylated polybrominated diphenyl ethers

Author keywords

Bromination effect; Hydroxylated poly brominated diphenyl ether; Ionization effect; Photodegradation; Photooxidation

Indexed keywords

DENSITY FUNCTIONAL THEORY; ENDOCRINE DISRUPTERS; ETHERS; HYDROXYLATION; MOLECULAR ORBITALS; NEGATIVE IONS; PHOTODEGRADATION; PHOTOLYSIS; PHOTOOXIDATION; RATE CONSTANTS; RISK ASSESSMENT; RISK PERCEPTION;

EID: 84869873580     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.06.033     Document Type: Article
Times cited : (56)

References (36)
  • 1
    • 30344452284 scopus 로고    scopus 로고
    • Photodegradation of decabromodiphenyl ether adsorbed onto clay minerals, metal oxides, and sediment
    • Ahn M.Y., Filley T.R., Jafvert C.T., Nies L., Hua I., Bezares-Cruz J. Photodegradation of decabromodiphenyl ether adsorbed onto clay minerals, metal oxides, and sediment. Environ. Sci. Technol. 2006, 40:215-220.
    • (2006) Environ. Sci. Technol. , vol.40 , pp. 215-220
    • Ahn, M.Y.1    Filley, T.R.2    Jafvert, C.T.3    Nies, L.4    Hua, I.5    Bezares-Cruz, J.6
  • 2
    • 74049100448 scopus 로고    scopus 로고
    • Reactive photoinduced species in estuarine waters. Characterization of hydroxyl radical, singlet oxygen and dissolved organic matter triplet state in natural oxidation processes
    • Al Housari F., Vione D., Chiron S., Barbati S. Reactive photoinduced species in estuarine waters. Characterization of hydroxyl radical, singlet oxygen and dissolved organic matter triplet state in natural oxidation processes. Photochem. Photobiol. Sci. 2010, 9:78-86.
    • (2010) Photochem. Photobiol. Sci. , vol.9 , pp. 78-86
    • Al Housari, F.1    Vione, D.2    Chiron, S.3    Barbati, S.4
  • 3
    • 55149090481 scopus 로고    scopus 로고
    • Oxidative transformation of polybrominated diphenyl ether congeners (PBDEs) and of hydroxylated PBDEs (OH-PBDEs)
    • Bastos P.M., Eriksson J., Vidarson J., Bergman Å. Oxidative transformation of polybrominated diphenyl ether congeners (PBDEs) and of hydroxylated PBDEs (OH-PBDEs). Environ. Sci. Pollut. Res. 2008, 15:606-613.
    • (2008) Environ. Sci. Pollut. Res. , vol.15 , pp. 606-613
    • Bastos, P.M.1    Eriksson, J.2    Vidarson, J.3    Bergman, Å.4
  • 4
    • 70350526973 scopus 로고    scopus 로고
    • Photochemical decomposition of dissolved hydroxylated polybrominated diphenyl ethers under various aqueous conditions
    • Bastos P.M., Eriksson J., Bergman Å. Photochemical decomposition of dissolved hydroxylated polybrominated diphenyl ethers under various aqueous conditions. Chemosphere 2009, 77:791-797.
    • (2009) Chemosphere , vol.77 , pp. 791-797
    • Bastos, P.M.1    Eriksson, J.2    Bergman, Å.3
  • 5
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. III. The role of exact exchange
    • Becke A.D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 1993, 98:5648-5652.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 6
    • 3242668650 scopus 로고    scopus 로고
    • Photochemical fate of sulfa drugs in the aquatic environment: sulfa drugs containing five-membered heterocyclic groups
    • Boreen A.L., Arnold W.A., McNeill K. Photochemical fate of sulfa drugs in the aquatic environment: sulfa drugs containing five-membered heterocyclic groups. Environ. Sci. Technol. 2004, 38:3933-3940.
    • (2004) Environ. Sci. Technol. , vol.38 , pp. 3933-3940
    • Boreen, A.L.1    Arnold, W.A.2    McNeill, K.3
  • 8
    • 77951671110 scopus 로고    scopus 로고
    • Bromination pattern of hydroxylated metabolites of BDE-47 affects their potency to release calcium from intracellular stores in PC12 Cells
    • Dingemans M.M.L., Heusinkveld H.J., Bergman Å., van den Berg M., Westerink R.H.S. Bromination pattern of hydroxylated metabolites of BDE-47 affects their potency to release calcium from intracellular stores in PC12 Cells. Environ. Health Persp. 2010, 118:519-525.
    • (2010) Environ. Health Persp. , vol.118 , pp. 519-525
    • Dingemans, M.M.L.1    Heusinkveld, H.J.2    Bergman, Å.3    van den Berg, M.4    Westerink, R.H.S.5
  • 9
    • 0020329873 scopus 로고
    • Development and evaluation of sunlight actinometers
    • Dulin D., Mill T. Development and evaluation of sunlight actinometers. Environ. Sci. Technol. 1982, 16:815-820.
    • (1982) Environ. Sci. Technol. , vol.16 , pp. 815-820
    • Dulin, D.1    Mill, T.2
  • 10
    • 2542449095 scopus 로고    scopus 로고
    • Photochemical decomposition of 15 polybrominated diphenyl ether congeners in methanol/water
    • Eriksson J., Green N., Marsh G., Bergman Å. Photochemical decomposition of 15 polybrominated diphenyl ether congeners in methanol/water. Environ. Sci. Technol. 2004, 38:3119-3125.
    • (2004) Environ. Sci. Technol. , vol.38 , pp. 3119-3125
    • Eriksson, J.1    Green, N.2    Marsh, G.3    Bergman, Å.4
  • 11
    • 1642494677 scopus 로고    scopus 로고
    • Photochemical tranformations of tetrabromobisphenol A and related phenols in water
    • Eriksson J., Rahm S., Green N., Bergman Å., Jakobsson E. Photochemical tranformations of tetrabromobisphenol A and related phenols in water. Chemosphere 2004, 54:117-126.
    • (2004) Chemosphere , vol.54 , pp. 117-126
    • Eriksson, J.1    Rahm, S.2    Green, N.3    Bergman, Å.4    Jakobsson, E.5
  • 12
    • 0034236730 scopus 로고    scopus 로고
    • The reaction of the OH radical with pentafluoro-, pentachloro-, pentabromo- and 2,4,6-triiodophenol in water: electron transfer vs. addition to the ring
    • Fang X.W., Schuchmann H.P., von Sonntag C. The reaction of the OH radical with pentafluoro-, pentachloro-, pentabromo- and 2,4,6-triiodophenol in water: electron transfer vs. addition to the ring. J. Chem. Soc. Perkin Trans. 2000, 2:1391-1398.
    • (2000) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 1391-1398
    • Fang, X.W.1    Schuchmann, H.P.2    von Sonntag, C.3
  • 13
    • 0023932248 scopus 로고
    • Spectral solar photon irradiance in Central Europe and the adjacent North Sea
    • Frank R., Klöpffer W. Spectral solar photon irradiance in Central Europe and the adjacent North Sea. Chemosphere 1988, 17:985-994.
    • (1988) Chemosphere , vol.17 , pp. 985-994
    • Frank, R.1    Klöpffer, W.2
  • 14
    • 84871038837 scopus 로고    scopus 로고
    • Gaussian 09, Revision A.02. Gaussian, Inc.: Wallingford, CT., Detailed Descriptions are Presented in Text S6 of Supplementary data.
    • Frisch, M.J., et al., 2009. Gaussian 09, Revision A.02. Gaussian, Inc.: Wallingford, CT., Detailed Descriptions are Presented in Text S6 of Supplementary data.
    • (2009)
    • Frisch, M.J.1
  • 15
    • 0021228009 scopus 로고
    • Singlet oxygen in surface waters. 1. Furfuryl alcohol as a trapping agent
    • Haag W.R., Hoigne J., Gassman E., Braun A.M. Singlet oxygen in surface waters. 1. Furfuryl alcohol as a trapping agent. Chemosphere 1984, 13:631-640.
    • (1984) Chemosphere , vol.13 , pp. 631-640
    • Haag, W.R.1    Hoigne, J.2    Gassman, E.3    Braun, A.M.4
  • 16
    • 65649121971 scopus 로고    scopus 로고
    • Reexamination of the reaction of 4-chlorophenol with hydroxyl radical
    • Han Z., Zhang D.J., Sun Y.M., Liu C.B. Reexamination of the reaction of 4-chlorophenol with hydroxyl radical. Chem. Phys. Lett. 2009, 474:62-66.
    • (2009) Chem. Phys. Lett. , vol.474 , pp. 62-66
    • Han, Z.1    Zhang, D.J.2    Sun, Y.M.3    Liu, C.B.4
  • 18
    • 77951758435 scopus 로고    scopus 로고
    • Hormone activity of hydroxylated polybrominated diphenyl ethers on human thyroid receptor-β: in vitro and in silico investigations
    • Li F., Xie Q., Li X.H., Li N., Chi P., Chen J.W., Wang Z.J., Hao C. Hormone activity of hydroxylated polybrominated diphenyl ethers on human thyroid receptor-β: in vitro and in silico investigations. Environ. Health Persp. 2010, 118:602-606.
    • (2010) Environ. Health Persp. , vol.118 , pp. 602-606
    • Li, F.1    Xie, Q.2    Li, X.H.3    Li, N.4    Chi, P.5    Chen, J.W.6    Wang, Z.J.7    Hao, C.8
  • 19
    • 18344392938 scopus 로고    scopus 로고
    • Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea
    • Malmvarn A., Marsh G., Kautsky L., Athanasiadou M., Bergman Å., Asplund L. Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea. Environ. Sci. Technol. 2005, 39:2990-2997.
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 2990-2997
    • Malmvarn, A.1    Marsh, G.2    Kautsky, L.3    Athanasiadou, M.4    Bergman, Å.5    Asplund, L.6
  • 21
    • 0042346442 scopus 로고    scopus 로고
    • Synthesis of hydroxylated and methoxylated polybrominated diphenyl ethers - natural products and potential polybrominated diphenyl ether metabolites
    • Marsh G., Stenutz R., Bergman Å. Synthesis of hydroxylated and methoxylated polybrominated diphenyl ethers - natural products and potential polybrominated diphenyl ether metabolites. Eur. J. Org. Chem. 2003, 14:2566-2576.
    • (2003) Eur. J. Org. Chem. , vol.14 , pp. 2566-2576
    • Marsh, G.1    Stenutz, R.2    Bergman, Å.3
  • 22
    • 34548294816 scopus 로고    scopus 로고
    • Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture
    • Qiu X.H., Mercado-Feliciano M., Bigsby R.M., Hites R.A. Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. Environ. Health Persp. 2007, 115:1052-1058.
    • (2007) Environ. Health Persp. , vol.115 , pp. 1052-1058
    • Qiu, X.H.1    Mercado-Feliciano, M.2    Bigsby, R.M.3    Hites, R.A.4
  • 23
    • 77955005618 scopus 로고    scopus 로고
    • a values of the monohydroxylated polychlorinated biphenyls (OH-PCBs), polybrominated biphenyls (OH-PBBs), polychlorinated diphenyl ethers (OH-PCDEs), and polybrominated diphenyl ethers (OH-PBDEs)
    • a values of the monohydroxylated polychlorinated biphenyls (OH-PCBs), polybrominated biphenyls (OH-PBBs), polychlorinated diphenyl ethers (OH-PCDEs), and polybrominated diphenyl ethers (OH-PBDEs). J. Environ. Sci. Heal. A 2010, 45:1322-1346.
    • (2010) J. Environ. Sci. Heal. A , vol.45 , pp. 1322-1346
    • Rayne, S.1    Forest, K.2
  • 24
    • 33746255311 scopus 로고    scopus 로고
    • Relative rate constants of contaminant candidate list pesticides with hydroxyl radicals
    • Shemer H., Sharpless C.M., Elovitz M.S., Linden K.G. Relative rate constants of contaminant candidate list pesticides with hydroxyl radicals. Environ. Sci. Technol. 2006, 40:4460-4466.
    • (2006) Environ. Sci. Technol. , vol.40 , pp. 4460-4466
    • Shemer, H.1    Sharpless, C.M.2    Elovitz, M.S.3    Linden, K.G.4
  • 25
    • 21644480454 scopus 로고    scopus 로고
    • Intramolecular heavy-atom effect in the photophysics of organic molecules
    • Solovyov K.N., Borisevich E.A. Intramolecular heavy-atom effect in the photophysics of organic molecules. Phys. Usp. 2005, 48:231-253.
    • (2005) Phys. Usp. , vol.48 , pp. 231-253
    • Solovyov, K.N.1    Borisevich, E.A.2
  • 26
    • 60749089733 scopus 로고    scopus 로고
    • Metabolism of polybrominated diphenyl ethers (PBDEs) by human hepatocytes in vitro
    • Stapleton H.M., Kelly S.M., Pei R., Letcher R.J., Gunsch C. Metabolism of polybrominated diphenyl ethers (PBDEs) by human hepatocytes in vitro. Environ. Health Persp. 2009, 117:197-202.
    • (2009) Environ. Health Persp. , vol.117 , pp. 197-202
    • Stapleton, H.M.1    Kelly, S.M.2    Pei, R.3    Letcher, R.J.4    Gunsch, C.5
  • 27
    • 67449158791 scopus 로고    scopus 로고
    • Photochemical formation of halogenated dioxins from hydroxylated polybrominated diphenyl ethers (OH-PBDEs) and chlorinated derivatives (OH-PBCDEs)
    • Steen P.O., Grandbois M., McNeill K., Arnold W.A. Photochemical formation of halogenated dioxins from hydroxylated polybrominated diphenyl ethers (OH-PBDEs) and chlorinated derivatives (OH-PBCDEs). Environ. Sci. Technol. 2009, 43:4405-4411.
    • (2009) Environ. Sci. Technol. , vol.43 , pp. 4405-4411
    • Steen, P.O.1    Grandbois, M.2    McNeill, K.3    Arnold, W.A.4
  • 28
    • 78049273320 scopus 로고    scopus 로고
    • Bimolecular rate constants between levoglucosan and hydroxyl radical: effects of pH and temperature
    • Teraji T., Arakaki T. Bimolecular rate constants between levoglucosan and hydroxyl radical: effects of pH and temperature. Chem. Lett. 2010, 39:900-901.
    • (2010) Chem. Lett. , vol.39 , pp. 900-901
    • Teraji, T.1    Arakaki, T.2
  • 29
    • 84961980477 scopus 로고    scopus 로고
    • Quantum mechanical continuum solvation models
    • Tomasi J., Mennucci B., Cammi R. Quantum mechanical continuum solvation models. Chem. Rev. 2005, 105:2999-3093.
    • (2005) Chem. Rev. , vol.105 , pp. 2999-3093
    • Tomasi, J.1    Mennucci, B.2    Cammi, R.3
  • 30
    • 0025813240 scopus 로고
    • Oxidation of substituted phenols in the environment - a QSAR analysis of rate constants for reaction with singlet oxygen
    • Tratnyek P.G., Holgné J. Oxidation of substituted phenols in the environment - a QSAR analysis of rate constants for reaction with singlet oxygen. Environ. Sci. Technol. 1991, 25:1596-1604.
    • (1991) Environ. Sci. Technol. , vol.25 , pp. 1596-1604
    • Tratnyek, P.G.1    Holgné, J.2
  • 32
    • 63449122448 scopus 로고    scopus 로고
    • Phototransformation of selected human-used macrolides in surface water: kinetics, model predictions and degradation pathways
    • Vione D., Feitosa-Felizzola J., Minero C., Chiron S. Phototransformation of selected human-used macrolides in surface water: kinetics, model predictions and degradation pathways. Water Res. 2009, 43:1959-1967.
    • (2009) Water Res. , vol.43 , pp. 1959-1967
    • Vione, D.1    Feitosa-Felizzola, J.2    Minero, C.3    Chiron, S.4
  • 35
    • 78650418971 scopus 로고    scopus 로고
    • Photosensitized degradation of amoxicillin in natural organic matter isolate solutions
    • Xu H.M., Cooper W.J., Jung J., Song W.H. Photosensitized degradation of amoxicillin in natural organic matter isolate solutions. Water Res. 2011, 45:632-638.
    • (2011) Water Res. , vol.45 , pp. 632-638
    • Xu, H.M.1    Cooper, W.J.2    Jung, J.3    Song, W.H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.