Sorption selectivity in natural organic matter probed with fully deuterium-exchanged and carbonyl-13C-labeled benzophenone and 1H-13C NMR spectroscopy

Environmental Science and Technology

Volumn 48, Issue 15, 2014, Pages 8645-8652

  Cao, Xiaoyan ^b   Lattao, Charisma ^c   Pignatello, Joseph J ^c   Mao, Jingdong ^a,b   Schmidt Rohr, Klaus ^d,e  

^a NANJING AGRICULTURAL UNIVERSITY   (China)

^b OLD DOMINION UNIVERSITY   (United States)

^c Northeast Regional Center for Excellence in Vector Borne Diseases   (United States)

^d IOWA STATE UNIVERSITY   (United States)

^e BRANDEIS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIZATION; BIOLOGICAL MATERIALS; DEUTERIUM; KEROGEN; LIGNITE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; O RINGS; OIL SHALE; ORGANIC ACIDS; ORGANIC POLYMERS; PEAT;

AROMATIC RINGS; DOMAIN INTERACTIONS; ELECTRON DONOR ACCEPTORS; HETERO-NUCLEAR CORRELATION NMR SPECTROSCOPY; NATURAL ORGANIC MATTERS; POLYMETHYLENE; SORPTION SELECTIVITY; SPECIFIC INTERACTION;

AROMATIC COMPOUNDS;

BENZOPHENONE DERIVATIVE; DEUTERIUM; HUMIC ACID; KEROGEN; LIGNITE; NATURAL ORGANIC MATTER; BENZOPHENONE; CARBON; COAL; HUMIC SUBSTANCE; POLYSTYRENE DERIVATIVE; SOIL; SOIL POLLUTANT;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL INTERACTION; ELECTRON; PROTON NUCLEAR MAGNETIC RESONANCE; ADSORPTION; ANALYSIS; CHEMISTRY; HUMIC SUBSTANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOIL; SOIL POLLUTANT; SPECTROSCOPY;

ADSORPTION; BENZOPHENONES; CARBON ISOTOPES; CARBON-13 MAGNETIC RESONANCE SPECTROSCOPY; COAL; DEUTERIUM; HUMIC SUBSTANCES; MAGNETIC RESONANCE SPECTROSCOPY; POLYSTYRENES; SOIL; SOIL POLLUTANTS; SPECTRUM ANALYSIS;

EID: 84905643824     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es501129f     Document Type: Article

References (35)

1. Chefetz, B.; Xing, B. Relative role of aliphatic and aromatic moieties as sorption domains for organic compounds: a review Environ. Sci. Technol. 2009, 43, 1680-1688
2. Johnson, M. D.; Huang, W.; Weber, W. J. A distributed reactivity model for sorption by soils and sediments. 13. Simulated diagenesis of natural sediment organic matter and its impact on sorption/desorption equilibria Environ. Sci. Technol. 2001, 35, 1680-1687
3. Pignatello, J. J. Interactions of anthropogenic organic chemicals with natural organic matter and black carbon in environmental particles. In Biophysico-Chemical Processes of Anthropogenic Organic Compounds in Environmental Systems; John Wiley & Sons, Inc.: Hoboken, NJ, USA, 2011; pp 1-50.
4. Pignatello, J. J. Dynamic interactions of natural organic matter and organic compounds J. Soils Sediments 2012, 12, 1241-1256
5. Weber, W. J.; Huang, W. A distributed reactivity model for sorption by soils and sediments. 4. Intraparticle heterogeneity and phase-distribution relationships under nonequilibrium conditions Environ. Sci. Technol. 1996, 30, 881-888
6. Weber, W. J.; McGinley, P. M.; Katz, L. E. A distributed reactivity model for sorption by soils and sediments. 1. Conceptual basis and equilibrium assessments Environ. Sci. Technol. 1992, 26, 1955-1962
7. Chilom, G.; Kohl, S. D.; Rice, J. A. The influence of lipids on the energetics of uptake of polycyclic aromatic hydrocarbons by natural organic matter J. Environ. Qual. 2005, 34, 1055-1062
8. Hu, W.-G.; Mao, J.; Xing, B.; Schmidt-Rohr, K. Poly (methylene) crystallites in humic substances detected by nuclear magnetic resonance Environ. Sci. Technol. 2000, 34, 530-534
9. Lattao, C.; Birdwell, J.; Wang, J. J.; Cook, R. L. Studying organic matter molecular assemblage within a whole organic soil by nuclear magnetic resonance J. Environ. Qual. 2008, 37, 1501-1509
10. Mao, J.-D.; Hundal, L.; Thompson, M.; Schmidt-Rohr, K. Correlation of poly (methylene)-rich amorphous aliphatic domains in humic substances with sorption of a nonpolar organic contaminant, phenanthrene Environ. Sci. Technol. 2002, 36, 929-936
11. Mao, J.-D.; Schmidt-Rohr, K. Absence of mobile carbohydrate domains in dry humic substances proven by NMR, and implications for organic-contaminant sorption models Environ. Sci. Technol. 2006, 40, 1751-1756
12. 13C NMR characterization of humic acids from soils of a development sequence J. Soil Sci. 1991, 42, 39-46
13. 13C CPMAS NMR Can. J. Soil Sci. 1992, 72, 13-19
14. Chefetz, B. Sorption of phenanthrene and atrazine by plant cuticular fractions Environ. Toxicol. Chem. 2003, 22, 2492-2498
15. Chefetz, B.; Deshmukh, A. P.; Hatcher, P. G.; Guthrie, E. A. Pyrene sorption by natural organic matter Environ. Sci. Technol. 2000, 34, 2925-2930
16. Chen, B.; Johnson, E. J.; Chefetz, B.; Zhu, L.; Xing, B. Sorption of polar and nonpolar aromatic organic contaminants by plant cuticular materials: Role of polarity and accessibility Environ. Sci. Technol. 2005, 39, 6138-6146
17. Salloum, M. J.; Chefetz, B.; Hatcher, P. G. Phenanthrene sorption by aliphatic-rich natural organic matter Environ. Sci. Technol. 2002, 36, 1953-1958
18. Smernik, R. J. A new way to use solid-state carbon-13 nuclear magnetic resonance spectroscopy to study the sorption of organic compounds to soil organic matter J. Environ. Qual. 2005, 34, 1194-1204
19. Smernik, R. J.; Skjemstad, J. O.; Oades, J. M. Virtual fractionation of charcoal from soil organic matter using solid state C-13 NMR spectral editing Aust. J. Soil Res. 2000, 38, 665-683
20. Ni, J.; Pignatello, J. J.; Xing, B. Adsorption of aromatic carboxylate ions to black carbon (biochar) is accompanied by proton exchange with water Environ. Sci. Technol. 2011, 45, 9240-9248
21. Teixidó, M.; Pignatello, J. J.; Beltrán, J. L.; Granados, M.; Peccia, J. Speciation of the ionizable antibiotic sulfamethazine on black carbon (biochar) Environ. Sci. Technol. 2011, 45, 10020-10027
22. Zhu, D.; Hyun, S.; Pignatello, J. J.; Lee, L. S. Evidence for π-π electron donor-acceptor interactions between π-donor aromatic compounds and π-acceptor sites in soil organic matter through pH effects on sorption Environ. Sci. Technol. 2004, 38, 4361-4368
23. Lattao, C.; Cao, X.; Li, Y.; Mao, J.; Schmidt-Rohr, K.; Chappell, M. A.; Miller, L. F.; dela Cruz, A. L.; Pignatello, J. J. Sorption selectivity in natural organic matter studied with nitroxyl paramagnetic relaxation probes Environ. Sci. Technol. 2012, 46, 12814-12822
24. Longstaffe, J. G.; Courtier-Murias, D.; Soong, R.; Simpson, M. J.; Maas, W. E.; Fey, M.; Hutchins, H.; Krishnamurthy, S.; Struppe, J.; Alaee, M. In-situ molecular-level elucidation of organofluorine binding sites in a whole peat soil Environ. Sci. Technol. 2012, 46, 10508-10513
25. 13C NMR with signal enhancement by multiple cross polarization J. Magn. Reson. 2014, 239, 44-49
26. Hou, S.; Beyer, F.; Schmidt-Rohr, K. High-sensitivity multinuclear NMR spectroscopy of a smectite clay and of clay-intercalated polymer Solid State Nucl. Magn. Reson. 2002, 22, 110-127
27. Trébosc, J.; Wiench, J. W.; Huh, S.; Lin, V. S.-Y.; Pruski, M. Solid-state NMR study of MCM-41-type mesoporous silica nanoparticles J. Am. Chem. Soc. 2005, 127, 3057-3068
28. 13C NMR spectroscopy Geochim. Cosmochim. Acta 2010, 74, 2110-2127
29. 13C correlation solid-state nuclear magnetic resonance Environ. Sci. Technol. 2001, 35, 1928-1934
30. DuBose, S. B.; Wertz, D. L. X-ray analysis of coals treated with organic liquids. Detailed study of the adduct formed between pyridine molecules and Beulah Zap lignite Energy Fuels 2002, 16, 669-675
31. Newman, R. H.; Condron, L. M. Separating subspectra from cross-polarization magic-angle spinning nuclear magnetic resonance spectra by proton spin relaxation editing Solid State Nucl. Magn. Reson. 1995, 4, 259-266
32. Abraham, M. H.; Chadha, H. S.; Whiting, G. S.; Mitchell, R. C. Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Δlog p parameter of seiler J. Pharm. Sci. 1994, 83, 1085-1100
33. Mao, J.; Chen, N.; Cao, X. Characterization of humic substances by advanced solid state NMR spectroscopy: Demonstration of a systematic approach Org. Geochem. 2011, 42, 891-902
34. Karapanagioti, H. K.; Childs, J.; Sabatini, D. A. Impacts of heterogeneous organic matter on phenanthrene sorption: Different soil and sediment samples Environ. Sci. Technol. 2001, 35, 4684-4690
35. Golding, C. J.; Smernik, R. J.; Birch, G. F. Investigation of the role of structural domains identified in sedimentary organic matter in the sorption of hydrophobic organic compounds Environ. Sci. Technol. 2005, 39, 3925-3932