Joint influence of surfactants and humic matter on PAH solubility. Are mixed micelles formed?

Chemosphere

Volumn 70, Issue 11, 2008, Pages 1979-1986

  Lippold, Holger ^a   Gottschalch, Uta ^a   Kupsch, Hermann ^a  

^a Institut fur Interdisziplinare Isotopenforschung   (Germany)

Author keywords

Humic Acid; Micelles; NOM; Partitioning; Pyrene; Solubilization

Indexed keywords

MICELLES; PRECIPITATION (CHEMICAL); PYRENE; SOLUBILITY;

HUMIC ACID; PARTITIONING; SOLUBILIZATION;

SURFACE ACTIVE AGENTS;

ANIONIC SURFACTANT; CARBON 14; CATIONIC SURFACTANT; HUMIC ACID; OCTANOL; POLYCYCLIC AROMATIC HYDROCARBON; PYRENE; WATER;

MICELLES; PRECIPITATION (CHEMICAL); PYRENE; SOLUBILITY; SURFACE ACTIVE AGENTS;

ANION; CHROMATOGRAPHY; HUMIC ACID; HUMIC SUBSTANCE; PAH; PYRENE; SOLUBILIZATION; SURFACTANT;

ARTICLE; GEL PERMEATION CHROMATOGRAPHY; MICELLIZATION; SOLUBILITY;

1-OCTANOL; CHROMATOGRAPHY, GEL; HUMIC SUBSTANCES; MICELLES; PYRENES; SOIL POLLUTANTS; SOLUBILITY; SURFACE-ACTIVE AGENTS; WATER;

EID: 38849097173     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2007.09.040     Document Type: Article

References (75)

1. Abdul A.S., Gibson T.L., and Rai D.N. Use of humic acid solution to remove organic contaminants from hydrogeologic systems. Environ. Sci. Technol. 24 (1990) 328-333
2. Boyd S.A., Lee J.F., and Mortland M.M. Attenuating organic contaminant mobility by soil modification. Nature 333 (1988) 345-347
3. Brusseau M.L., Jessup R.E., and Rao P.S.C. Nonequilibrium sorption of organic chemicals: elucidation of rate-limiting processes. Environ. Sci. Technol. 25 (1991) 134-142
4. Burris D.R., and Antworth C.P. In situ modification of an aquifer material by a cationic surfactant to enhance retardation of organic contaminants. J. Contam. Hydrol. 10 (1992) 325-337
5. Cameron R.S., Thornton B.K., Swift R.S., and Posner A.M. Molecular weight and shape of humic acid from sedimentation and diffusion measurements on fractionated extracts. J. Soil Sci. 23 (1972) 394-408
6. Chen Y., and Schnitzer M. Viscosity measurements on soil humic substances. Soil Sci. Soc. Am. J. 40 (1976) 866-872
7. Chin Y.P., Aiken G.R., and Danielsen K.M. Binding of pyrene to aquatic and commercial humic substances: The role of molecular weight and aromaticity. Environ. Sci. Technol. 31 (1997) 1630-1635
8. Chiou C.T., Porter P.E., and Schmedding D.W. Partition equilibriums of nonionic organic compounds between soil organic matter and water. Environ. Sci. Technol. 17 (1983) 227-231
9. Cho H.H., Choi J., Goltz M.N., and Park J.W. Combined effect of natural organic matter and surfactants on the apparent solubility of polycyclic aromatic hydrocarbons. J. Environ. Qual. 31 (2002) 275-280
10. Chun C.L., Lee J.J., and Park J.W. Solubilization of PAH mixtures by three different anionic surfactants. Environ. Poll. 118 (2002) 307-313
11. Conte P., Agretto A., Spaccini R., and Piccolo A. Soil remediation: humic acids as natural surfactants in the washings of highly contaminated soils. Environ. Poll. 135 (2005) 515-522
12. Deshpande S., Shiau B.J., Wade D., Sabatini D.A., and Harwell J.H. Surfactant selection for enhancing ex situ soil washing. Water Res. 33 (1999) 351-360
13. Edwards D.A., Luthy R.G., and Liu Z. Solubilization of polycyclic aromatic hydrocarbons in micellar nonionic surfactant solutions. Environ. Sci. Technol. 25 (1991) 127-133
14. Engebretson R.R., and von Wandruszka R. Micro-organization in dissolved humic acids. Environ. Sci. Technol. 28 (1994) 1934-1941
15. Fraker P.J., and Speck J.C. Protein and cell membrane iodinations with a sparingly soluble chloramide, 1,3,4,6-tetrachloro-3a,6a-diphenylglycouril. Biochem. Biophys. Res. Commun. 80 (1978) 849-857
16. Gamboa C., and Olea A.F. Association of cationic surfactants to humic acid. Colloids Surf. A 278 (2006) 241-245
17. Garon D., Krivobok S., Wouessidjewe D., and Seigle-Murandi F. Influence of surfactants on solubilization and fungal degradation of fluorene. Chemosphere 47 (2002) 303-309
18. oc values. Environ. Sci. Technol. 21 (1987) 243-248
19. Ghosh K., and Schnitzer M. Macromolecular structures of humic substances. Soil Sci. 129 (1980) 266-276
20. Guerin W.F., and Jones G.E. Mineralization of phenanthrene by Mycobacterium sp. Appl. Environ. Microbiol. 54 (1988) 937-944
21. Guetzloff T.F., and Rice J.A. Does humic acid form a micelle?. Sci Total Environ. 152 (1994) 31-35
22. Hayase K., and Tsubota H. Sedimentary humic acid and fulvic acid as surface active substances. Geochim. Cosmochim. Acta 47 (1983) 947-952
23. Janzen R.A., Xing B., Gomez C.C., Salloum M.J., Drijber R.A., and McGill W.B. Compost extract enhances desorption of naphthol and naphthalene from pristine and contaminated soils. Soil Biol. Biochem. 28 (1996) 1089-1098
24. Johnson W.P., and Amy G.L. Facilitated transport and enhanced desorption of polycyclic aromatic hydrocarbons by natural organic matter in aquifer sediments. Environ. Sci. Technol. 29 (1995) 807-817
25. Johnson W.P., and John W.W. PCE solubilization and mobilization by commercial humic acid. J. Contam. Hydrol. 35 (1999) 343-362
26. Jones K.D., and Tiller C.L. Effect of solution chemistry on the extent of binding of phenanthrene by a soil humic acid: A comparison of dissolved and clay bound humic. Environ. Sci. Technol. 33 (1999) 580-587
27. Karickhoff S.W. Semi-empirical estimation of sorption of hydrophobic pollutants on natural sediments and soils. Chemosphere 10 (1981) 833-846
28. Kawahigashi M., and Fujitake N. Surface-active properties of particle size fractions in two humic acids. Soil Sci. Plant Nutr. 44 (1998) 497-505
29. Kile D.E., and Chiou C.T. Water solubility enhancements of DDT and trichlorobenzene by some surfactants below and above the critical micelle concentration. Environ. Sci. Technol. 23 (1989) 832-838
30. Klopper-Sams P., Torfs F., Fejtel T., and Gooch J. Effects assessment for surfactants in sludge-amended soils: A literature review and perspectives for terrestrial risk assessment. Sci. Total Environ. 185 (1996) 171-185
31. Koopal L.K., Goloub T.P., and Davis T.A. Binding of ionic surfactants to purified humic acid. J. Colloid Interf. Sci. 275 (2004) 360-367
32. Kopinke F.D., Poerschmann J., and Stottmeister U. Sorption of organic pollutants on anthropogenic humic matter. Environ. Sci. Technol. 29 (1995) 941-950
33. Kopinke F.D., Georgi A., and Mackenzie K. Sorption and chemical reactions of PAHs with dissolved humic substances and related model polymers. Acta Hydrochim. Hydrobiol. 28 (2000) 385-399
34. Krauss M., and Wilcke W. Persistent organic pollutants in soil density fractions: distribution and sorption strength. Chemosphere 59 (2005) 1507-1515
35. Landrum P.F., Nihart S.R., Eadie B.J., and Gardner W.S. Reverse-phase separation method for determining pollutant binding to Aldrich humic acid and dissolved organic carbon of natural waters. Environ. Sci. Technol. 18 (1984) 187-192
36. Lee J.F., Crum J.R., and Boyd S.A. Enhanced retention of organic contaminants by soils exchanged with organic cations. Environ. Sci. Technol. 23 (1989) 1365-1372
37. Leo A., Hansch C., and Elkins D. Partition coefficients and their uses. Chem. Rev. 71 (1971) 525-616
38. Liu H., and Amy G. Modeling partitioning and transport interactions between natural organic matter and polynuclear aromatic hydrocarbons in groundwater. Environ. Sci. Technol. 27 (1993) 1553-1562
39. MacKay A.A., and Gschwend P.M. Enhanced concentrations of PAHs in groundwater at a coal tar site. Environ. Sci. Technol. 35 (2001) 1320-1328
40. McAvoy D.C., Eckhoff W.S., and Rapaport R.A. Fate of linear alkylbenzenesulfonate in the environment. Environ. Toxicol. Chem. 12 (1993) 977-987
41. McCarthy J.F., and Jimenez B.D. Interactions between polycyclic aromatic hydrocarbons and dissolved humic material: binding and dissociation. Environ. Sci. Technol. 19 (1985) 1072-1076
42. dom from structural and chemical properties of the organic matter. Chemosphere 19 (1989) 1911-1920
43. Morelis S., van den Heuvel H., and van Noort P.C.M. Competition between phenanthrene, chrysene, and 2,5-dichlorobiphenyl for high-energy adsorption sites in a sediment. Chemosphere 68 (2007) 2028-2032
44. Murphy E.M., Zachara J.M., and Smith S.C. Influence of mineral-bound humic substances on the sorption of hydrophobic organic compounds. Environ. Sci. Technol. 24 (1990) 1507-1516
45. Orlov D.S., Amosova I.A., and Glebova G.I. Molecular parameters of humic acids. Geoderma 13 (1975) 211-229
46. Otto W.H., Britten D.J., and Larive C.K. NMR diffusion analysis of surfactant-humic substance interactions. J. Colloid Interf. Sci. 261 (2003) 508-513
47. Park J.W., and Jaffé P.R. Partitioning of three nonionic organic compounds between adsorbed surfactants, micelles, and water. Environ. Sci. Technol. 27 (1993) 2559-2565
48. Piccolo A., and Mbagwu J.S.C. Effects of humic substances and surfactants on the stability of soil aggregates. Soil Sci. 147 (1989) 47-54
49. Piccolo A., Nardi S., and Concheri G. Micelle-like conformation of humic substances as revealed by size exclusion chromatography. Chemosphere 33 (1996) 595-602
50. Piccolo A., Conte P., Spaccini R., and Chiarella M. Effects of some dicarboxylic acids on the association of dissolved humic substances. Biol. Fertil. Soils 37 (2003) 255-259
51. Pignatello J.J., and Xing B. Mechanisms of slow sorption of organic chemicals to natural particles. Environ. Sci. Technol. 30 (1996) 1-11
52. Quagliotto P., Montoneri E., Tambone F., Adani F., Gobetto R., and Viscardi G. Chemicals from wastes: Compost-derived humic acid-like matter as surfactant. Environ. Sci. Technol. 40 (2006) 1686-1692
53. Rochus W., and Sipos S. Micelle formation by humic substances. Agrochimica 22 (1978) 446-454
54. Rouse J.D., Sabatini D.A., and Harwell J.H. Minimizing surfactant losses using twin-head anionic surfactants in subsurface remediation. Environ. Sci. Technol. 27 (1993) 2072-2078
55. OW correlations. Chemosphere 31 (1995) 4489-4514
56. Schlautman M.A., and Morgan J.J. Effects of aqueous chemistry on the binding of polycyclic aromatic hydrocarbons by dissolved humic materials. Environ. Sci. Technol. 27 (1993) 961-969
57. Shang C., and Rice J.A. Investigation of humate-cetyltrimethylammonium complexes by small-angle X-ray scattering. J. Colloid Interf. Sci. 305 (2006) 57-61
58. Shinozuka N., and Lee C. Aggregation of humic acids from marine sediments. Mar. Chem. 33 (1991) 229-241
59. Smith J.A., Jaffé P.R., and Chiou C.T. Effect of ten quaternary ammonium cations on tetrachloromethane sorption to clay from water. Environ. Sci. Technol. 24 (1990) 1167-1172
60. Spurlock F.C., and Biggar J.W. Thermodynamics of organic chemical partition in soils. 1. Development of a general partition model and application to linear isotherms. Environ. Sci. Technol. 28 (1994) 989-995
61. Stevenson F.J. Humus Chemistry (1982), John Wiley & Sons, New York
62. Swindell A.L., and Reid B.J. Comparison of selected non-exhaustive extraction techniques to assess PAH availability in dissimilar soils. Chemosphere 62 (2006) 1126-1134
63. Tanaka S., Oba K., Fukushima M., Nakayasu K., and Hasebe K. Water solubility enhancement of pyrene in the presence of humic substances. Anal. Chim. Acta 337 (1997) 351-357
64. Terashima M., Fukushima M., and Tanaka S. Influence of pH on the surface activity of humic acid: micelle-like aggregate formation and interfacial adsorption. Colloids Surf. A 247 (2004) 77-83
65. Traina S.J., Spontak D.A., and Logan T.J. Effects of cations on complexation of naphthalene by water-soluble organic carbon. J. Environ. Qual. 18 (1989) 221-227
66. Traina S.J., McAvoy D.C., and Versteeg D.J. Association of linear alkylbenzenesulfonates with dissolved humic substances and its effect on bioavailability. Environ. Sci. Technol. 30 (1996) 1300-1309
67. Vignon B.W., and Rubin A.J. Practical considerations in surfactant-aided mobilization of contaminants in aquifers. J. Water Pollut. Control Fed. 61 (1989) 1233-1240
68. Visser S.A. Physicochemical study of the properties of humic acids and their changes during humidification. J. Soil Sci. 15 (1964) 202-219
69. von Wandruszka R. The micellar model of humic acid: evidence from pyrene fluorescence measurements. Soil Sci. 163 (1998) 921-930
70. Wagner J., Chen H., Brownawell B.J., and Westall J.C. Use of cationic surfactants to modify soil surfaces to promote sorption and retard migration of hydrophobic organic compounds. Environ. Sci. Technol. 28 (1994) 231-237
71. Wang J.M., Maier R.M., and Brusseau M.L. Influence of hydroxypropyl-β-cyclodextrin (HPCD) on the bioavailability and biodegradation of pyrene. Chemosphere 60 (2005) 725-728
72. Wershaw R.L. A new model for humic materials and their interactions with hydrophobic chemicals in soil-water or sediment-water systems. J. Contam. Hydrol. 1 (1986) 29-45
73. West C.C., and Harwell J.H. Surfactants and subsurface remediation. Environ. Sci. Technol. 26 (1992) 2324-2330
74. Yee M.M., Miyajima T., and Takisawa N. Evaluation of amphiphilic properties of fulvic acid and humic acid by alkylpyridinium binding study. Colloids Surf. A 272 (2006) 182-188
75. Zhao B.W., Zhu L.H., Li W., and Chen B.L. Solubilization and biodegradation of phenanthrene in mixed anionic-nonionic surfactant solutions. Chemosphere 58 (2005) 33-40