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Complexation of Co-contaminant Mixtures between Silver(I) and Polycyclic Aromatic Hydrocarbons

  • Published : 2003.08.01

Abstract

The complexation of co-contaminant mixtures between Ag(I) and polycyclic aromatic hydrocarbon (PAH) molecules (naphthalene, pyrene, and perylene) were investigated to quantify the equilibrium constants of their complexes and elucidate the interactions between Ag(I) and PAH molecules. The apparent solubilities of PAHs in aqueous solutions increased with increasing Ag(I) ion concentration. The values, K$_1$ and K$_2$ of equilibrium constants of complexes of Ag(I)-PAHs, were 2.990 and 0.378, 3.615 and 1.261, and 4.034 and 1.255, for naphthalene, pyrene, and perylene, respectively, The K$_1$and K$_2$ values of PAHs for Ag(I) increased in the order of naphthalene < pyrene < perylene and naphthalene < pyrene ≒ perylene, respectively, indicating that a larger size of PAH molecule is likely to have more a richer concentration of electrons on the plane surfaces which can lead to stronger complexes with the Ag(I) ion. For the species of Ag(I)-PAH complexes, a 1:1 Ag(I) : the aromatic complex, AgAr$\^$+/, was found to be a predominant species over a 2:1 Ag(I) : aromatic complex, Ag$_2$Ar$\^$++/. The PAH molecules with four or more aromatic rings and/or bay regions were observed to have slightly less affinity with the Ag(I) ion than expected, which might result from inhibiting forces such as the spread of aromatic $\pi$ electrons over o wide molecular surface area and the intermolecular electronic repulsion in bay regions.

Keywords

Silver(I);Polycyclic Aromatic Hydrocarbons;Complexation;Cation-$\pi$ Interaction;Co-contaminant Mixtures

References

  1. Environ. Toxicol. Chem. v.18 Silver at an old mining camp, cobalt, ontario, canada Kramer,J.R.;W.H.Adams;H.Manolopoulos;P.V.Collins https://doi.org/10.1897/1551-5028(1999)018<0023:SAAOMC>2.3.CO;2
  2. Science v.261 A mechanism for ion selectivity in potassium channels: computational studies of cation-interactions Kumpf,R.A.;D.A.Dougherty https://doi.org/10.1126/science.8378771
  3. Principles of fluorescence spectroscopy Lakowicz,J.R.
  4. J. Chem. Eng. Data v.24 Solubilities qnd partitioning 2. Relationships between aqueous solubilities, partition coefficients, and molecular surface areas of rigid aromatic hydrocarbons Yalkowsky,S.H.;S.C.Valvani https://doi.org/10.1021/je60081a021
  5. Hazardous Waste Management LaGrega,M.D.;P.L.Buckingham;J.C.Evans;Environmental Resources Management
  6. Environ. Toxicol. Chem. v.18 Historical impacts of environmental regulation of silver Purcell,T.W.;J.J.Peters https://doi.org/10.1897/1551-5028(1999)018<0003:HIOERO>2.3.CO;2
  7. Environ. Sci. Tech. v.19 Relationship between octanol-water partition coefficient and aqueous solubility Miller,M.M.;S.P.Wasik;G.L.Huang;W.Y.Shiu;D.Mackay https://doi.org/10.1021/es00136a007
  8. J. Am. Chem. Soc. v.76 Coordination of polycyclic aromatic hydrocarbons with silver ion: correlation of equilibrium constants with relative carcinogenic potencies Kofahl,R.E.;H.J.Lucas https://doi.org/10.1021/ja01644a020
  9. J. Am. Chem. Soc. v.120 Supramolecular silver(Ⅰ) complexes with highly stringed polycyclic aromatic compounds Munakata,M.;L.P.Wu;T.Kuroda Sowa;M.Maekawa;Y.Suenaga;G.L.Ning https://doi.org/10.1021/ja981483y
  10. J. Am. Chem. Soc. v.96 Metal in-aromatic complexes. XX. The preparation and molecular structure of anthracenetetrakis (silver perchlorate) monohydrate Hall Griffth,E.A.;E.L.Amma https://doi.org/10.1021/ja00824a015
  11. U.S. DOE Report No DOE/ER-05471 Chemical contaminants on DOE lands and selection of contaminant mixtures for subsurface science research Riley,R.G.;J.M.Zachara;F.J.Wobber
  12. Practical handbook of estuarine and marine pollution Kennish,M.J.
  13. Environ. Sci. Tech. v.13 Priority pollutants Ⅰ-a perspective view Keith,L.H.;W.A.Telliard https://doi.org/10.1021/es60152a601
  14. Rapid Commun. Mass Sp. v.12 Cation-aromatic p interaction in the gas phase: an experimental study on relative silver(Ⅰ) ion affinities of polyaromatic hydrocarbons Ng,K.M.;N.L.Ma;C.W.Tsan https://doi.org/10.1002/(SICI)1097-0231(19981130)12:22<1679::AID-RCM388>3.0.CO;2-K
  15. J. Am. Chem. Soc. v.71 Cation complexes of compounds containing carbon-carbon double bonds. IV. The argentation of hydrocarbons Andrew,L.J.;R.M.Keefer https://doi.org/10.1021/ja01179a018
  16. Environ. Toxicol. Chem. v.16 Phototoxicity of individual polycyclic aromatic hydrocarbons and petroleum to marine invertebrate larvae and juveniles Pelletier,M.C.;R.M.Burgess;K.T.Ho;A.Kuhn;R.A.Mckiney;S.A.Ryba https://doi.org/10.1897/1551-5028(1997)016<2190:POIPAH>2.3.CO;2
  17. Fuel v.8 Density and refractive index of multi-ring aromatic compounds in the liquid state Davis,H.G.;S.Gottlieb
  18. Intermolecular and surface forces Israelachvili,J.N.
  19. Science v.250 Acetylcholine binding by a synthetic receptro: implications for biological recognition Dougherty,D.A.;D.A.Stauffer https://doi.org/10.1126/science.2274786
  20. J. Am. Chem. Soc. v.96 Metal ion-aromatic complexes. XVILL. The preparation and molecular structure of naphthalene-tetrakis(silver perchlorate) tetrahydrate Hall Griffith,E.A.;E.L.Amma https://doi.org/10.1021/ja00810a018
  21. Environmental organic chemistry Schwarzenbach,R.P.;P.M.Gschwend;D.M.Imboden
  22. Environ. Sci. Tech. v.14 Sorption of polynuclear aromatic hydrocarbons by sediments and soils Means,J.C.;S.G.Wood;J.J.Hassett https://doi.org/10.1021/es60172a005
  23. Inorg. Chem. v.36 Construction and conductivity of Wtype sandwich silver(Ⅰ) polymers with pyrene and perylene Munakata,M.;L.P.Wu;T.Kuroda Sowa;M.Maekawa;Y.Suenaga;K.Sugimoto https://doi.org/10.1021/ic9706360