Competitive sorption used to probe strong hydrogen bonding sites for weak organic acids on carbon nanotubes

Environmental Science and Technology

Volumn 49, Issue 3, 2015, Pages 1409-1417

  Li, Xiaoyun ^a,b   Gámiz, Beatriz ^c,d   Wang, Yiquan ^a   Pignatello, Joseph J ^d   Xing, Baoshan ^b  

^a NORTHWEST A F UNIVERSITY   (China)

^b UNIVERSITY OF MASSACHUSETTS   (United States)

^c INSTITUTO DE RECURSOS NATURALES Y AGROBIOLOGÍA DE SEVILLA   (Spain)

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

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; AROMATIC COMPOUNDS; CARBON; CARBON NANOTUBES; COMPLEXATION; ORGANIC CARBON; SORPTION; YARN;

ADSORPTION MECHANISM; CARBONACEOUS MATERIALS; COMPETITIVE SORPTION; ELECTRON DONOR ACCEPTORS; HYDROGEN BONDING SITES; IONIZABLE COMPOUNDS; SINGLE-SOLUTE ADSORPTION; WEAK ORGANIC ACIDS;

HYDROGEN BONDS;

BENZOIC ACID DERIVATIVE; CARBON NANOTUBE; CARBOXYL GROUP; CARBOXYLIC ACID; CHLORINE DERIVATIVE; HYDROXIDE; HYDROXYL GROUP; NATURAL ORGANIC MATTER; NITROBENZENE; PHENOL DERIVATIVE; PHTHALIC ACID DERIVATIVE; ORGANIC COMPOUND;

CHEMICAL BONDING; COMPETITION (ECOLOGY); NANOTECHNOLOGY; ORGANIC ACID; SATURATION; SORPTION; STOICHIOMETRY;

ADSORPTION; AQUEOUS SOLUTION; ARTICLE; BINDING SITE; HYDROGEN BOND; HYDROPHOBICITY; PH; POLLUTANT; STEREOSPECIFICITY; STOICHIOMETRY; ZETA POTENTIAL; CHEMISTRY; OXIDATION REDUCTION REACTION;

ADSORPTION; HYDROGEN BONDING; NANOTUBES, CARBON; ORGANIC CHEMICALS; OXIDATION-REDUCTION;

EID: 84949324808     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es504019u     Document Type: Article

References (31)

1. Aylmore, L. A. G.; Muraly, V. Competitive adsorption during solute transport in soils: 3. A review of experimental evidence of competitive adsoption and an evaluation of simple competition dodels Soil Sci. 1983, 136 (5) 279-290
2. Chern, J. M.; Chien, Y. W. Competitive adsorption of benzoic acid and p-nitrophenol onto activated carbon: Isotherm and breakthrough curves Water Res. 2003, 37 (10) 2347-2356
3. McGlnley, P. M.; Katz, L. E.; Weber, W. J., Jr A distribued reactivity model for sorption by soils and sediments. 2. Multicomponent systems and competitive effects Environ. Sci. Technol. 1993, 27 (8) 1524-1531
4. Noroozi, B.; Sorial, G. A. Applicable models for multicomponent adsorption of dyes: A review J. Environ. Sci. 2013, 25 (3) 419-429
5. Pan, B.; Xing, B. S. Competitive and complementary adsorption of bisphenol A and 17 alpha-ethinyl estradiol on carbon nanomaterials J. Agric. Food Chem. 2010, 58 (14) 8338-8343
6. Xing, B. S.; Pignatello, J. J.; Gigliotti, B. Competitive sorption between atrazine and other organic compounds in soils and model sorbents Environ. Sci. Technol. 1996, 30 (8) 2432-2440
7. Zhang, D.; Pan, B.; Wu, M.; Zhang, H.; Peng, H. B.; Ning, P.; Xing, B. S. Cosorption of organic chemicals with different properties: Their shared and different sorption sites Environ. Pollut. 2012, 160, 178-184
8. Chen, G. C.; Shan, X. Q.; Wang, Y. S.; Pei, Z. G.; Shen, X. E.; Wen, B.; Owens, G. Effects of copper, lead, and cadmium on the sorption and desorption of atrazine onto and from carbon nanotubes Environ. Sci. Technol. 2008, 42 (22) 8297-8302
9. Chen, G. C.; Shan, X. Q.; Wang, Y. S.; Wen, B.; Pei, Z. G.; Xie, Y. N.; Liu, T.; Pignatello, J. J. Adsorption of 2,4,6-trichlorophenol by multiwalled carbon nanotubes as affected by Cu(II) Water Res. 2009, 43 (9) 2409-2418
10. Weber, W. J., Jr.; Digiano, F. A. Process Dynamics in Environmental Systems; John Wiley & Sons: New York, 1996; p 968.
11. Sheindorf, C.; Rebhum, M.; Sheintuch, M. A Freundlich-type multicomponent isotherm J. Colloid Interface Sci. 1981, 79 (1) 136-142
12. Radke, C. J.; Prausnitz, J. M. Thermodynamics of multisolute adsorption from dilute liquid solutions AIChE J. 1972, 18 (4) 761-768
13. Pignatello, J. J. Adsorption of organic compounds by black carbon from aqueuous solution Mol. Environ. Soil Sci. 2013, 359-385
14. Teixido, M.; Pignatello, J. J.; Beltran, J. L.; Granados, M.; Peccia, J. Speciation of the ionizable antibiotic sulfamethazine on black carbon (biochar) Environ. Sci. Technol. 2011, 45 (23) 10020-10027
15. Li, X. Y.; Pignatello, J. J.; Wang, Y. Q.; Xing, B. S. New insight into adsorption mechanism of ionizable compounds on carbon nanotubes Environ. Sci. Technol. 2013, 47 (15) 8334-8341
16. Ni, J. Z.; Pignatello, J. J.; Xing, B. S. Adsorption of aromatic carboxylate ions to black carbon (biochar) is accompanied by proton exchange with water Environ. Sci. Technol. 2011, 45 (21) 9240-9248
17. Gilli, G.; Gilli, P. Towards an unified hydrogen-bond theory J. Mol. Struct. 2000, 552, 1-15
18. Gilli, P.; Pretto, L.; Bertolasi, V.; Gilli, G. Predicting hydrogen-bond strengths from acid-base molecular properties. The pK(a) slide rule: Toward the solution of a long-lasting problem Acc. Chem. Res. 2009, 42 (1) 33-44
19. Gilli, G.; Gilli, P. The nature of the hydrogen bond. Outline of a Comprehensive Hydrogen-Bond Theory; Oxford University Press: Oxford, 2009.
20. Cleland, W. W.; Kreevoy, M. M. Low-barrier hydrogen-bonds and enzymatic catalysis Science 1994, 264 (5167) 1887-1890
21. Lin, D. H.; Xing, B. S. Adsorption of phenolic compounds by carbon nanotubes: Role of aromaticity and substitution of hydroxyl groups Environ. Sci. Technol. 2008, 42 (19) 7254-7259
22. Yang, K.; Wu, W. H.; Jing, Q. F.; Jiang, W.; Xing, B. S. Competitive adsorption of naphthalene with 2,4-dichlorophenol and 4-chloroaniline on multiwalled carbon nanotubes Environ. Sci. Technol. 2010, 44 (8) 3021-3027
23. Cho, H. H.; Smith, B. A.; Wnuk, J. D.; Fairbrother, D. H.; Ball, W. P. Influence of surface oxides on the adsorption of naphthalene onto multiwalled carbon nanotubes Environ. Sci. Technol. 2008, 42 (8) 2899-2905
24. Wu, W. H.; Chen, W.; Lin, D. H.; Yang, K. Influence of surface oxidation of multiwalled carbon nanotubes on the adsorption affinity and capacity of polar and nonpolar organic compounds in aqueous phase Environ. Sci. Technol. 2012, 46 (10) 5446-5454
25. Hallmark, N. W. M.; McKinnell, C.; Mahood, I. K.; Scott, H.; Bayne, R.; Coutts, S.; Anderson, R. A.; Greig, I.; Morris, K.; Sharpe, R. M. Effects of monobutyl and di(n-butyl) phthalate in vitro on steroidogenesis and leydig cell aggregation in fetal testis explants from the rat: Comparison with effects in vivo in the fetal rat and neonatal marmoset and in vitro in the human Environ. Health Perspect. 2007, 115 (3) 390-396
26. Desvergne, B.; Feige, J. N.; Casals-Casas, C. PPAR-mediated activity of phthalates: A link to the obesity epidemic? Mol. Cell. Endocrinol. 2009, 304 (1-2) 43-48
27. Lei, B. L.; Huang, S. B.; Qiao, M.; Li, T. Y.; Wang, Z. J. Prediction of the environmental fate and aquatic ecological impact of nitrobenzene in the Songhua River using the modified AQUATOX model J. Environ. Sci. 2008, 20 (7) 769-777
28. OPPT, U. S. E. Chemical Fact Sheets, Nitrobenzene (CAS No. 98-95-3); USEPA: Washington, DC, 1995.
29. Song, Y. Y.; Song, C. C. Adsorption and Desorption Behaviors of Nitrobenzene and Aniline by Wetland Soil., 2010 National Conference of Biological Materials, China, 2010.
30. Liang, J.; Horton, J. H. Interactions of benzoic acid and phosphates with iron oxide colloids using chemical force titration Langmuir 2005, 21 (23) 10608-10614
31. Smith, M. B.; March, J. March's Advanced Organic Chemistry, 5 th ed.; Wiley-Interscience: New York, 2001; p 2357.