Environmental fate, transport, and transformation of carbon nanoparticles

ACS Symposium Series

Volumn 1079, Issue , 2011, Pages 69-101

  Zhang, Liwen ^a   Huang, Qingguo ^a  

^a UNIVERSITY OF GEORGIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; HEALTH RISKS; NANOPARTICLES; POROUS MATERIALS;

ABIOTIC TRANSFORMATION; CARBON NANO-PARTICLES; ENVIRONMENTAL BEHAVIOR; ENVIRONMENTAL FATE; MASS PRODUCTION; NATURAL AQUATIC SYSTEMS; TRANSPORT AND TRANSFORMATION; TRANSPORT IN POROUS MEDIA;

RISK ASSESSMENT;

EID: 84905510639     PISSN: 00976156     EISSN: 19475918     Source Type: Book Series    
DOI: 10.1021/bk-2011-1079.ch004     Document Type: Conference Paper

References (145)

1. Schreiner, K. M.; Filley, T. R.; Blanchette, R. A.; Bowen, B. B.; Bolskar, R. D.; Hockaday, W. C.; Masiello, C. A.; Raebiger, J. W. White-Rot Basidiomycete-Mediated Decomposition of C-60 Fullerol. Environ. Sci. Technol. 2009, 43 (9), 3162-3168.
2. Allen, B. L.; Kotchey, G. P.; Chen, Y. N.; Yanamala, N. V. K.; Klein-Seetharaman, J.; Kagan, V. E.; Star, A. Mechanistic investigations of horseradish peroxidase-catalyzed degradation of single-walled carbon nanotubes. J. Am. Chem. Soc. 2009, 131 (47), 17194-17205.
3. Christian, P.; Von der Kammer, F.; Baalousha, M.; Hofmann, T. Nanoparticles: structure, properties, preparation and behaviour in environmental media. Ecotoxicology 2008, 17 (5), 326-343.
4. Chamot, J. A. The longest carbon nanotubes you've ever seen; National Science Foundation Press Release: Washington, DC, 2007.
5. Chen, K. L.; Elimelech, M. Aggregation and deposition kinetics of fullerene (C60) nanoparticles. Langmuir 2006, 22, 10994-11001.
6. Handy, R. D.; von der Kammer, F.; Lead, J. R.; Hassellov, M.; Owen, R.; Crane, M. The ecotoxicology and chemistry of manufactured nanoparticles. Ecotoxicology 2008, 17 (4), 287-314.
7. Niyogi, S.; Hamon, M. A.; Hu, H.; Zhao, B.; Bhowmik, P.; Sen, R.; Itkis, M. E.; Haddon, R. C. Chemistry of single-walled carbon nanotubes. Accounts Chem. Res. 2002, 35 (12), 1105-1113.
8. Banerjee, S.; Hemraj-Benny, T.; Wong, S. S. Covalent surface chemistry of single-walled carbon nanotubes. Adv. Mater. 2005, 17 (1), 17-29.
9. Sano, M.; Okamura, J.; Shinkai, S. Colloidal nature of single-walled carbon nanotubes in electrolyte solution: The Schulze-Hardy rule. Langmuir 2001, 17 (22), 7172-7173.
10. (a) Iijima, S. Helical microtubules of graphitic carbon. Nature 1991, 354, 56-58.
11. (b) Kroto, H. W.; Heath, J. R.; Obrien, S. C.; Curl, R. F.; Smalley, R. E. C-60 - The 3rd man - A citation classic commentary on C-60 buckminsterfullerene. CC/Eng. Tech. Appl. Sci. 1993, 36, 8-9.
12. (c) Cassell, A. M.; Raymakers, J. A.; Kong, J.; Dai, H. J. Large scale CVD synthesis of single-walled carbon nanotubes. J. Phys. Chem. B 1999, 103, 6484.
13. Chung, H.; Son, Y.; Yoon, T. K.; Kim, S.; Kim, W. The effect of multi-walled carbon nanotubes on soil microbial activity. Ecotoxicol. Environ. Saf. 2011, 74 (4), 569-575.
14. (a) Mueller, N. C.; Nowack, B. Exposure modeling of engineered nanoparticles in the environment. Environ. Sci. Technol. 2008, 42 (12), 4447-4453.
15. (b) Panessa-Warren, B. J.; Maye, M. M.; Warren, J. B.; Crosson, K. M. Single walled carbon nanotube reactivity and cytotoxicity following extended aqueous exposure. Environ. Pollut. 2009, 157 (4), 1140-1151.
16. (c) Smith, B.; Wepasnick, K.; Schrote, K. E.; Cho, H. H.; Ball, W. P.; Fairbrother, D. H. Influence of Surface Oxides on the Colloidal Stability of Multi-Walled Carbon Nanotubes: A Structure-Property Relationship. Langmuir 2009, 25 (17), 9767-9776.
17. Oliver, J. Carbon nanotubes: Technologies and commercial prospects; NAN024C; BCC Research: March, 2007.
18. (a) Scrivens, W. A.; Tour, J. M.; Creek, K. E.; Pirisi, L. Synthesis of C-14-labeled C-60, its suspension in water, and its uptake by human keratinocytes. J. Am. Chem. Soc. 1994, 116 (10), 4517-4518.
19. (b) Ruoff, R. S.; Tse, D. S.; Malhotra, R.; Lorents, D. C. Solubility of C-60 in a variety of solvents. J. Phys. Chem. 1993, 97 (13), 3379-3383.
20. (a) Shieh, Y. T.; Liu, G. L.; Wu, H. H.; Lee, C. C. Effects of polarity and pH on the solubility of acid-treated carbon nanotubes in different media. Carbon 2007, 45 (9), 1880-1890.
21. (b) Chen, J.; Hamon, M. A.; Hu, H.; Chen, Y. S.; Rao, A. M.; Eklund, P. C.; Haddon, R. C. Solution properties of single-walled carbon nanotubes. Science 1998, 282 (5386), 95-98.
22. Hassellov, M.; Readman, J. W.; Ranville, J. F.; Tiede, K. Nanoparticle analysis and characterization methodologies in environmental risk assessment of engineered nanoparticles. Ecotoxicology 2008, 17 (5), 344-361.
23. Elimelech, M.; Gregory, J.; Jia, X.; Williams, R. Particle deposition and aggregation: measurement, modelling and simulation. In Colloid and Surface Engineering Series; Butterworth-Heinemann: Oxford, 1995.
24. Phelan, F. R.; Bauer, B. J. Comparison of steric effects in the modeling of spheres and rodlike particles in field-flow fractionation. Chem. Eng. Sci. 2009, 64 (8), 1747-1758.
25. Kennedy, A. J.; Hull, M. S.; Steevens, J. A.; Dontsova, K. M.; Chappell, M. A.; Gunter, J. C.; Weiss, C. A. Factors influencing the partitioning and toxicity of nanotubes in the aquatic environment. Environ. Toxicol. Chem. 2008, 27 (9), 1932-1941.
26. (a) Schierz, A.; Zanker, H. Aqueous suspensions of carbon nanotubes: Surface oxidation, colloidal stability and uranium sorption. Environ. Pollut. 2009, 157 (4), 1088-1094.
27. (b) Park, T. J.; Banerjee, S.; Hemraj-Benny, T.; Wong, S. S. Purification strategies and purity visualization techniques for single-walled carbon nanotubes. J. Mater. Chem. 2006, 16 (2), 141-154.
28. (c) Lin, Y.; Taylor, S.; Li, H. P.; Fernando, K. A. S.; Qu, L. W.; Wang, W.; Gu, L. R.; Zhou, B.; Sun, Y. P. Advances toward bioapplications of carbon nanotubes. J. Mater. Chem. 2004, 14 (4), 527-541.
29. (d) Park, H. J.; Park, M.; Chang, J. Y.; Lee, H. The effect of pre-treatment methods on morphology and size distribution of multi-walled carbon nanotubes. Nanotechnology 2008, 19 (33), Article #335702.
30. (e) Brant, J. A.; Labille, J.; Bottero, J. Y.; Wiesner, M. R. Characterizing the impact of preparation method on fullerene cluster structure and chemistry. Langmuir 2006, 22, 3878.
31. (a) Kuznetsova, A.; Popova, I.; Yates, J. T.; Bronikowski, M. J.; Huffman, C. B.; Liu, J.; Smalley, R. E.; Hwu, H. H.; Chen, J. G. G. Oxygen-containing functional groups on single-wall carbon nanotubes: NEXAFS and vibrational spectroscopic studies. J. Am. Chem. Soc. 2001, 123 (43), 10699-10704.
32. (b) Ying, Y. M.; Saini, R. K.; Liang, F.; Sadana, A. K.; Billups, W. E. Functionalization of carbon nanotubes by free radicals. Org. Lett. 2003, 5 (9), 1471-1473.
33. (c) Liu, J.; Rinzler, A. G.; Dai, H. J.; Hafner, J. H.; Bradley, R. K.; Boul, P. J.; Lu, A.; Iverson, T.; Shelimov, K.; Huffman, C. B.; Rodriguez-Macias, F.; Shon, Y. S.; Lee, T. R.; Colbert, D. T.; Smalley, R. E. Fullerene pipes. Science 1998, 280 (5367), 1253-1256.
34. (d) Monthioux, M.; Smith, B. W.; Burteaux, B.; Claye, A.; Fischer, J. E.; Luzzi, D. E. Sensitivity of single-wall carbon nanotubes to chemical processing: an electron microscopy investigation. Carbon 2001, 39 (8), 1251-1272.
35. (e) Wang, Z. W.; Shirley, M. D.; Meikle, S. T.; Whitby, R. L. D.; Mikhalovsky, S. V. The surface acidity of acid oxidised multi-walled carbon nanotubes and the influence of in-situ generated fulvic acids on their stability in aqueous dispersions. Carbon 2009, 47 (1), 73-79.
36. (f) Li, W.; Bai, Y.; Zhang, Y. K.; Sun, M. L.; Cheng, R. M.; Xu, X. C.; Chen, Y. W.; Mo, Y. J. Effect of hydroxyl radical on the structure of multi-walled carbon nanotubes. Synth. Met. 2005, 155 (3), 509-515.
37. (g) Hiura, H.; Ebbesen, T. W.; Tanigaki, K. Opening and purification of carbon nanotubes in high yields. Adv. Mater. 1995, 7 (3), 275-276.
38. (h) Escobar, M.; Goyanes, S.; Corcuera, M. A.; Eceiza, A.; Mondragon, I.; Rubiolo, G. H.; Candal, R. J. Purification and functionalization of carbon nanotubes by classical and advanced oxidation processes. J. Nanosci. Nanotechnol. 2009, 9 (10), 6228-6233.
39. (i) Labille, J.; Brant, J.; Villieras, F.; Pelletier, M.; Thill, A.; Masion, A.; Wiesner, M.; Rose, J.; Bottero, J. Y. Affinity of C-60 fullerenes with water. Fullerenes, Nanotubes, Carbon Nanostruct. 2006, 14, 307-314.
40. (j) Labille, J.; Masion, A.; Ziarelli, F.; Rose, J.; Brant, J.; Villieras, F.; Pelletier, M.; Borschneck, D.; Wiesner, M. R.; Bottero, J.-Y. Hydration and dispersion of C60 in aqueous systems: The nature of water-fullerene interactions. Langmuir 2009, 25 (19), 11232-11235.
41. Mauter, M. S.; Elimelech, M. Environmental applications of carbon-based nanomaterials. Environ. Sci. Technol. 2008, 42 (16), 5843-5859.
42. Isaacson, C. W.; Kleber, M.; Field, J. A. Quantitative analysis of fullerene nanomaterials in environmental systems: A critical review. Environ. Sci. Technol. 2009, 43 (17), 6463-6474.
43. (a) Wiesner, M. R.; Lowry, G. V.; Alvarez, P.; Dionysiou, D.; Biswas, P. Assessing the risks of manufactured nanomaterials. Environ. Sci. Technol. 2006, 40 (14), 4336-4345.
44. (b) Chen, K. L.; Elimelech, M. Influence of humic acid on the aggregation kinetics of fullerene (C60) nanoparticles in monovalent and divalent electrolyte solutions. J. Colloid Interface Sci. 2007, 309, 126-134.
45. (a) Brant, J.; Lecoanet, H.; Hotze, M.; Wiesner, M. Comparison of electrokinetic properties of colloidal fullerenes (n-C60) formed using two procedures. Environ. Sci. Technol. 2005, 39, 6343.
46. (b) Deguchi, S.; Alargova, R. G.; Tsujii, K. Stable dispersions of fullerenes, C-60 and C-70, in water. Preparation and characterization. Langmuir 2001, 17 (19), 6013-6017.
47. (c) McHedlov-Petrossyan, N. O.; Klochkov, V. K.; Andrievsky, G. V., Colloidal dispersions of fullerene C-60 in water: some properties and regularities of coagulation by electrolytes. J. Chem. Soc.-Faraday Trans. 1997, 93 (24), 4343-4346.
48. (d) Chen, K. L.; Elimelech, M. Relating colloidal stability of fullerene (C60) nanoparticles to nanoparticle charge and electrokinetic properties. Environ. Sci. Technol. 2009, 43 (19), 7270-7276.
49. Andrievsky, G. V.; Klochkov, V. K.; Bordyuh, A. B.; Dovbeshko, G. I. Comparative analysis of two aqueous-colloidal solutions of C-60 fullerene with help of FTIR reflectance and UV-Vis spectroscopy. Chem. Phys. Lett. 2002, 364 (1-2), 8-17.
50. (a) Smith, B.; Wepasnick, K.; Schrote, K. E.; Bertele, A. H.; Ball, W. P.; O'Melia, C.; Fairbrother, D. H. Colloidal properties of aqueous suspensions of acid-treated, multi-walled carbon nanotubes. Environ. Sci. Technol. 2009, 43 (3), 819-825.
51. (b) Saleh, N. B.; Pfefferle, L. D.; Elimelech, M. Aggregation kinetics of multiwalled carbon nanotubes in aquatic systems: Measurements and environmental implications. Environ. Sci. Technol. 2008, 42 (21), 7963-7969.
52. (a) Brant, J.; Lecoanet, H.; Wiesner, M. R. Aggregation and deposition characteristics of fullerene nanoparticles in aqueous systems. J. Nanopart. Res. 2005, 7 (4-5), 545-553.
53. (b) Chen, K. L.; Elimelech, M. Interaction of fullerene (C-60) nanoparticles with humic acid and alginate coated silica surfaces: Measurements, mechanisms, and environmental implications. Environ. Sci. Technol. 2008, 42 (20), 7607-7614.
54. (c) Bouchard, D.; Ma, X.; Isaacson, C. Colloidal properties of aqueous fullerenes: Isoelectric points and aggregation kinetics of C60 and C60 derivatives. Environ. Sci. Technol. 2009, 43 (17), 6597-6603.
55. (d) Chen, Q.; Saltiel, C.; Manickavasagam, S.; Schadler, L. S.; Siegel, R. W.; Yang, H. Aggregation behavior of single-walled carbon nanotubes in dilute aqueous suspension. J. Colloid Interface Sci. 2004, 280, 91-97.
56. (e) Duncan, L. K.; Jinschek, J. R.; Vikesland, P. J. C-60 colloid formation in aqueous systems: Effects of preparation method on size, structure, and surface charge. Environ. Sci. Technol. 2008, 42, 173.
57. (f) Chang, X.; Vikesland, P. J. Effects of carboxylic acids on nC60 aggregate formation. Environ. Pollut. 2009, 157 (4), 1072-1080.
58. (g) Gao, J.; Youn, S.; Hovsepyan, A.; Llaneza, V. L.; Wang, Y.; Bitton, G.; Bonzongo, J.-C. J. Dispersion and toxicity of selected manufactured nanomaterials in natural river water samples: Effects of water chemical composition. Environ. Sci. Technol. 2009, 43, 3322-3328.
59. Saleh, N. B.; Pfefferle, L. D.; Elimelech, M. Aggregation Kinetics of Multiwalled Carbon Nanotubes in Aquatic Systems: Measurements and Environmental Implications. Environ. Sci. Technol. 2008, 42 (21), 7963-7969.
60. Chen, K. L.; Elimelech, M. Relating Colloidal Stability of Fullerene (C60) Nanoparticles to Nanoparticle Charge and Electrokinetic Properties. Environ. Sci. Technol. 2009, 43 (19), 7270-7276.
61. (a) Hsu, J. P.; Kuo, Y. C. The critical coagulation concentration of counterions: Spherical particles in asymmetric electrolyte solutions. J. Colloid Interface Sci. 1997, 185 (2), 530-537.
62. (b) Grolimund, D.; Elimelech, M.; Borkovec, M. Aggregation and deposition kinetics of mobile colloidal particles in natural porous media. Colloids Surf. A 2001, 191, 179-188.
63. Hsu, J.-P.; Kuo, Y.-C. The Critical Coagulation Concentration of Counterions: Spherical Particles in Asymmetric Electrolyte Solutions. J. Colloid. Interface Sci. 1997, 185 (2), 530-537.
64. Saleh, N. B.; Pfefferle, L. D.; Elimelech, M. Influence of biomacromolecules and humic acid on the aggregation kinetics of single-walled carbon nanotubes. Environ. Sci. Technol. 2010, 44, 2412-2418.
65. Shieh, Y. T.; Liu, G. L.; Wu, H. H.; Lee, C. C. Effects of polarity and pH on the solubility of acid-treated carbon nanotubes in different media. Carbon 2007, 43, 1880.
66. Xie, B.; Xu, Z. H.; Guo, W. H.; Li, Q. L. Impact of natural organic matter on the physicochemical properties of aqueous C-60 nanoparticles. Environ. Sci. Technol. 2008, 42 (8), 2853-2859.
67. Andrievsky, G. V.; Kosevich, M. V.; Vovk, O. M.; Shelkovsky, V. S.; Vashchenko, L. A. On the production of an aqueous colloidal solution of fullerenes. J. Chem. Soc., Chem. Commun. 1995 (12), 1281-1282.
68. (a) Ma, X.; Bouchard, D. Formation of aqueous suspensions of fullerenes. Environ. Sci. Technol. 2009, 43 (2), 330-336.
69. (b) Duncan, L. K.; Jinschek, J. R.; Vikesland, P. J. C-60 colloid formation in aqueous systems: Effects of preparation method on size, structure, and surface charge. Environ. Sci. Technol. 2008, 42, 173-178.
70. Choudhury, N.; Pettitt, B. M. On the mechanism of hydrophobic association of nanoscopic solutes. J. Am. Chem. Soc. 2005, 127 (10), 3556-3567.
71. (a) Li, Q. L.; Xie, B.; Hwang, Y. S.; Xu, Y. J. Kinetics of C-60 fullerene dispersion in water enhanced by natural organic matter and sunlight. Environ. Sci. Technol. 2009, 43 (10), 3574-3579.
72. (b) Chen, K. L.; Elimelech, M. Influence of humic acid on the aggregation kinetics of fullerene C60 nanoparticles in monovalent and divalent electrolyte solutions. J. Colloid Interface Sci. 2007, 309, 126.
73. (c) Hu, X. L.; Liu, J. F.; Mayer, P.; Jiang, G. Impacts of some environmentally relevant parameters on the sorption of polycyclic aromatic hydrocarbons to aqueous suspensions of fullerene. Environ. Toxicol. Chem. 2008, 27 (9), 1868-1874.
74. (d) Li, D.; Lyon, D. Y.; Li, Q.; Alvarez, P. J. J. Effect of soil sorption and aquatic natural organic matter on the antibacterial activity of a fullerene water suspension. Environ. Toxicol. Chem. 2008, 27 (9), 1888-1894.
75. (e) Chappell, M. A.; George, A. J.; Dontsova, K. M.; Porter, B. E.; Price, C. L.; Zhou, P. H.; Morikawa, E.; Kennedy, A. J.; Steevens, J. A. Surfactive stabilization of multi-walled carbon nanotube dispersions with dissolved humic substances. Environ. Pollut. 2009, 157 (4), 1081-1087.
76. (f) Hyung, H.; Fortner, J. D.; Hughes, J. B.; Kim, J. H. Natural organic matter stabilizes carbon nanotubes in the aqueous phase. Environ. Sci. Technol. 2007, 41 (1), 179-184.
77. (g) Hyung, H.; Kim, J. H. Natural organic matter (NOM) adsorption to multi-walled carbon nanotubes: Effect of NOM characteristics and water quality parameters. Environ. Sci. Technol. 2008, 42 (12), 4416-4421.
78. (h) Liu, Y. Q.; Gao, L.; Zheng, S.; Wang, Y.; Sun, J.; Kajiura, H.; Li, Y.; Noda, K. Debundling of single-walled carbon nanotubes by using natural polyelectrolytes. Nanotechnology 2007, 18 (36), Article #365702.
79. (i) Terashima, M.; Nagao, S. Solubilization of [60]fullerene in water by aquatic humic substances. Chem. Lett. 2007, 36 (2), 302-303.
80. Su, F. S.; Lu, C. S. Adsorption kinetics, thermodynamics and desorption of natural dissolved organic matter by multiwalled carbon nanotubes. J. Environ. Sci. Health, Part A: Toxic/Hazard. Subst. Environ. Eng. 2007, 42 (11), 1543-1552.
81. (a) Chen, K. L.; Smith, B. A.; Ball, W. P.; Fairbrother, D. H. Assessing the colloidal properties of engineered nanoparticles in water: case studies from fullerene C-60 nanoparticles and carbon nanotubes. Environ. Chem. 2009, 7 (1), 10-27.
82. (b) Lin, D. H.; Xing, B. S. Tannic acid adsorption and its role for stabilizing carbon nanotube suspensions. Environ. Sci. Technol. 2008, 42 (16), 5917-5923.
83. (a) Yang, K.; Xing, B. S. Adsorption of fulvic acid by carbon nanotubes from water. Environ. Pollut. 2009, 157 (4), 1095-1100.
84. (b) Pan, B.; Xing, B. S. Adsorption Mechanisms of Organic Chemicals on Carbon Nanotubes. Environ. Sci. Technol. 2008, 42 (24), 9005-9013.
85. O'Driscoll, N. J.; Messier, T.; Robertson, M. D.; Murimboh, J. Suspension of multi-walled carbon nanotubes (CNTs) in freshwaters: Examining the effect of CNT size. Water, Air, Soil Pollut. 2010, 208 (1-4), 235-241.
86. Chen, K. L.; Elimelech, M. Interaction of Fullerene (C(60)) Nanoparticles with Humic Acid and Alginate Coated Silica Surfaces: Measurements, Mechanisms, and Environmental Implications. Environ. Sci. Technol. 2008, 42 (20), 7607-7614.
87. Zhang, S.; Shao, T.; Bekaroglu, S. S. K.; Karanfil, T. The Impacts of Aggregation and Surface Chemistry of Carbon Nanotubes on the Adsorption of Synthetic Organic Compounds. Environ. Sci. Technol. 2009.
88. Ghosh, K.; Schnitzer, M. Macromolecular structures of humic substances. Soil Sci. 1980, 129 (5), 266-276.
89. (a) Petersen, E. J.; Huang, Q. G.; Weber, W. J., Jr. Bioaccumulation of radio-labeled carbon nanotubes by Eisenia foetida. Environ. Sci. Technol. 2008, 42 (8), 3090-3095.
90. (b) Petersen, E. J.; Akkanen, J.; Kukkonen, J. V. K.; Weber, W. J. Biological uptake and depuration of carbon nanotubes by Daphnia magna. Environ. Sci. Technol. 2009, 43 (8), 2969-2975.
91. (c) Petersen, E. J.; Huang, Q. G.; Weber, W. J., Ecological uptake and depuration of carbon nanotubes by Lumbriculus variegatus. Environ. Health Perspect. 2008, 116 (4), 496-500.
92. Chen, C.-Y.; Jafvert, C. T. Sorption of buckminsterfullerene (C60) to saturated soils. Environ. Sci. Technol. 2009, 43, 7370-7375.
93. Karickhoff, S. W. Organic pollutant sorption in aquatic systems. J. Hydraul. Eng.-ASCE 1984, 110 (6), 707-735.
94. Zhang, L.; Petersen, E. J.; Huang, Q. Phase distribution of 14C-labeled multiwalled carbon nanotubes in aqueous systems containing model solids: Peat. Environ. Sci. Technol. 2011, 45 (4), 1356-1362.
95. Holbrook, R. D.; Kline, C. N.; Filliben, J. J. Impact of source water quality on multiwall carbon nanotube coagulation. Environ. Sci. Technol. 2010, 44 (4), 1386-1391.
96. Petersen, E. J. P. E. J.; Pinto, R. A.; Zhang, L. W.; Huang, Q. G.; Landrum, P. F.; Weber, W. J. Effects of polyethyleneimine-mediated functionalization of multi-walled carbon nanotubes on earthworm bioaccumulation and sorption by soils. Environ. Sci. Technol. 2011, 45 (8), 3718-3724.
97. Han, Z.; Zhang, F.; Lin, D.; Xing, B. Clay minerals affect the stability of surfactant-facilitated carbon nanotube suspensions. Environ. Sci. Technol. 2008, 42 (18), 6869-6875.
98. (a) Wang, Y. G.; Li, Y. S.; Pennell, K. D., Influence of electrolyte species and concentration on the aggregation and transport of fullerene nanoparticles in quartz sands. Environ. Toxicol. Chem. 2008, 27 (9), 1860-1867.
99. (b) Li, Y. S.; Wang, Y. G.; Pennell, K. D.; Abriola, L. M., Investigation of the transport and deposition of fullerene (C60) nanoparticles in quartz sands under varying flow conditions. Environ. Sci. Technol. 2008, 42 (19), 7174-7180.
100. (c) Lecoanet, H. F.; Bottero, J. Y.; Wiesner, M. R., Laboratory assessment of the mobility of nanomaterials in porous media. Environ. Sci. Technol. 2004, 38 (19), 5164-5169.
101. (d) Liu, X.; O'Carroll, D. M.; Petersen, E. J.; Huang, Q.; Anderson, C. L., Mobility of multiwalled carbon nanotubes in porous media. Environ. Sci. Technol. 2009, 43, 8153-8158.
102. (e) Jaisi, D. P.; Saleh, N. B.; Blake, R. E.; Elimelech, M., Transport and filtration of carbon nanotubes in porous media. Geochim. Cosmochim. Acta 2008, 72 (12), A422-A422.
103. (f) Espinasse, B.; Hotze, E. M.; Wiesner, M. R., Transport and retention of colloidal aggregates of C-60 in porous media: Effects of organic macromolecules, ionic composition, and preparation method. Environ. Sci. Technol. 2007, 41 (21), 7396-7402.
104. (g) Wang, Y. G.; Li, Y. S.; Fortner, J. D.; Hughes, J. B.; Abriola, L. M.; Pennell, K. D., Transport and retention of nanoscale C-60 aggregates in water-saturated porous media. Environ. Sci. Technol. 2008, 42 (10), 3588-3594.
105. (h) Jaisi, D. P.; Saleh, N. B.; Blake, R. E.; Elimelech, M., Transport of Single-Walled Carbon Nanotubes in Porous Media: Filtration Mechanisms and Reversibility. Environ. Sci. Technol. 2008, 42 (22), 8317-8323.
106. (i) Lecoanet, H. F.; Wiesner, M. R., Velocity effects on fullerene and oxide nanoparticle deposition in porous media. Environ. Sci. Technol. 2004, 38 (16), 4377-4382.
107. Jaisi, D. P.; Elimelech, M. Single-Walled Carbon Nanotubes Exhibit Limited Transport in Soil Columns. Environ. Sci. Technol. 2009, 43 (24), 9161-9166.
108. Sposito, G. The Chemistry of Soils; Oxford University Press: New York, 2008.
109. Sposito, G. The surface chemistry of natural particles; Oxford University Press: New York, 2004.
110. Tufenkji, N.; Elimelech, M. Correlation equation for predicting singlecollector efficiency in physicochemical filtration in saturated porous media. Environ. Sci. Technol. 2004, 38 (2), 529-536.
111. Schaefer, D.; Brown, J. M.; Anderson, D. P.; Zhao, J.; Chokalingam, K.; Tomlin, D.; Ilavsky, J. Structure and dispersion of carbon nanotubes. J. Appl. Crystallogr. 2003, 36, 553-557.
112. Haddon, R. C. Chemistry of the fullerenes - the manifestation of strain in a class of continuous aromatic molecules. Science 1993, 261 (5128), 1545-1550.
113. Taylor, R.; Walton, D. R. M. The chemistry of fullerenes. Nature 1993, 363 (6431), 685-693.
114. Hirsch, A. Functionalization of single-walled carbon nanotubes. Angew. Chem., Int. Ed. 2002, 41 (11), 1853-1859.
115. (a) Haddon, R. C. Measure of nonplanarity in conjugated organic molecules - which structurally characterized molecule displays the highest degree of pyramidalization? J. Am. Chem. Soc. 1990, 112 (9), 3385-3389.
116. (b) Srivastava, D.; Brenner, D. W.; Schall, J. D.; Ausman, K. D.; Yu, M. F.; Ruoff, R. S. Predictions of enhanced chemical reactivity at regions of local conformational strain on carbon nanotubes: Kinky chemistry. J. Phys. Chem. B 1999, 103 (21), 4330-4337.
117. Suslick, K. S. The chemical effects of ultrasound. Sci. Am. 1989, 260 (2), 80-86.
118. Chiang, I. W.; Brinson, B. E.; Huang, A. Y.; Willis, P. A.; Bronikowski, M. J.; Margrave, J. L.; Smalley, R. E.; Hauge, R. H. Purification and characterization of single-wall carbon nanotubes (SWNTs) obtained from the gas-phase decomposition of CO (HiPco process). J. Phys. Chem. B 2001, 105 (35), 8297-8301.
119. Yao, N.; Lordi, V.; Ma, S. X. C.; Dujardin, E.; Krishnan, A.; Treacy, M. M. J.; Ebbesen, T. W. Structure and oxidation patterns of carbon nanotubes. J. Mater. Res. 1998, 13 (9), 2432-2437.
120. Hu, H.; Yu, A. P.; Kim, E.; Zhao, B.; Itkis, M. E.; Bekyarova, E.; Haddon, R. C. Influence of the zeta potential on the dispersability and purification of single-walled carbon nanotubes. J. Phys. Chem. B 2005, 109 (23), 11520-11524.
121. Hwang, K. C. Efficient cleavage of carbon graphene layers by oxidants. J. Chem. Soc., Chem. Commun. 1995 (2), 173-174.
122. (a) Banerjee, S.; Hemraj-Benny, T.; Balasubramanian, M.; Fischer, D. A.; Misewich, J. A.; Wong, S. S. Ozonized single-walled carbon nanotubes investigated using NEXAFS spectroscopy. Chem. Commun. 2004, (7), 772-773.
123. (b) Hemraj-Benny, T.; Bandosz, T. J.; Wong, S. S. Effect of ozonolysis on the pore structure, surface chemistry, and bundling of single-walled carbon nanotubes. J. Colloid Interface Sci. 2008, 317 (2), 375-382.
124. Wang, Y. H.; Shan, H. W.; Hauge, R. H.; Pasquali, M.; Smalley, R. E. A highly selective, one-pot purification method for single-walled carbon nanotubes. J. Phys. Chem. B 2007, 111 (6), 1249-1252.
125. Fan, C. L.; Li, W.; Li, X.; Zhao, S. J.; Zhang, L.; Mo, Y. J.; Cheng, R. M. Efficient photo-assisted Fenton oxidation treatment of multi-walled carbon nanotubes. Chin. Sci. Bull. 2007, 52 (15), 2054-2062.
126. Chen, C. Y.; Jafvert, C. T. Photoreactivity of carboxylated single-walled carbon nanotubes in sunlight: Reactive oxygen species production in water. Environ. Sci. Technol. 2010, 44 (17), 6674-6679.
127. Brant, J. A.; Labille, J.; Bottero, J. Y.; Wiesner, M. R. Characterizing the impact of preparation method on fullerene cluster structure and chemistry. Langmuir 2006, 22 (8), 3878-3885.
128. Kong, L.; Tedrow, O.; Chan, Y. F.; Zepp, R. G. Light-initiated transformations of fullerenol in aqueous media. Environ. Sci. Technol. 2009, 43, 9155-9160.
129. Lee, J.; Cho, M.; Fortner, J. D.; Hughes, J. B.; Kim, J.-H. Transformation of aggregated C60 in the aqueous phase by UV irradiation. Environ. Sci. Technol. 2009, 43, 4878-4883.
130. Hou, W.-C.; Jafvert, C. T. Photochemistry of aqueous C60 clusters: Evidence of 1O2 formation and its role in mediating C60 phototransformation. Environ. Sci. Technol. 2009, 43, 5257-5262.
131. Chen, Y.; Haddon, R. C.; Fang, S.; Rao, A. M.; Lee, W. H.; Dickey, E. C.; Grulke, E. A.; Pendergrass, J. C.; Chavan, A.; Haley, B. E.; Smalley, R. E. Chemical attachment of organic functional groups to single-walled carbon nanotube material. J. Mater. Res. 1998, 13 (9), 2423-2431.
132. Holzinger, M.; Vostrowsky, O.; Hirsch, A.; Hennrich, F.; Kappes, M.; Weiss, R.; Jellen, F. Sidewall functionalization of carbon nanotubes. Angew. Chem.-Int. Edit. 2001, 40 (21), 4002.
133. Pekker, S.; Salvetat, J. P.; Jakab, E.; Bonard, J. M.; Forro, L. Hydrogenation of carbon nanotubes and graphite in liquid ammonia. J. Phys. Chem. B 2001, 105 (33), 7938-7943.
134. Mickelson, E. T.; Huffman, C. B.; Rinzler, A. G.; Smalley, R. E.; Hauge, R. H.; Margrave, J. L. Fluorination of single-wall carbon nanotubes. Chem. Phys. Lett. 1998, 296 (1-2), 188-194.
135. Mickelson, E. T.; Chiang, I. W.; Zimmerman, J. L.; Boul, P. J.; Lozano, J.; Liu, J.; Smalley, R. E.; Hauge, R. H.; Margrave, J. L. Solvation of fluorinated single-wall carbon nanotubes in alcohol solvents. J. Phys. Chem. B 1999, 103 (21), 4318-4322.
136. Boul, P. J.; Liu, J.; Mickelson, E. T.; Huffman, C. B.; Ericson, L. M.; Chiang, I. W.; Smith, K. A.; Colbert, D. T.; Hauge, R. H.; Margrave, J. L.; Smalley, R. E. Reversible sidewall functionalization of buckytubes. Chem. Phys. Lett. 1999, 310 (3-4), 367-372.
137. Bahr, J. L.; Tour, J. M. Highly functionalized carbon nanotubes using in situ generated diazonium compounds. Chem. Mat. 2001, 13 (11), 3823-3824.
138. Bahr, J. L.; Yang, J. P.; Kosynkin, D. V.; Bronikowski, M. J.; Smalley, R. E.; Tour, J. M., Functionalization of carbon nanotubes by electrochemical reduction of aryl diazonium salts: A bucky paper electrode. J. Am. Chem. Soc. 2001, 123 (27), 6536-6542.
139. Georgakilas, V.; Kordatos, K.; Prato, M.; Guldi, D. M.; Holzinger, M.; Hirsch, A. Organic functionalization of carbon nanotubes. J. Am. Chem. Soc. 2002, 124 (5), 760-761.
140. Diederich, F.; Thilgen, C. Covalent fullerene chemistry. Science 1996, 271 (5247), 317-323.
141. Allen, B. L.; Kichambare, P. D.; Gou, P.; Vlasova, I.; Kapralov, A. A.; Konduru, N.; Kagan, V. E.; Star, A. Biodegradation of single-walled carbon nanotubes through enzymatic catalysis. Nano Lett. 2008, 8 (11), 3899-3903.
142. Kagan, V. E.; Konduru, N. V.; Feng, W. H.; Allen, B. L.; Conroy, J.; Volkov, Y.; Vlasova, II; Belikova, N. A.; Yanamala, N.; Kapralov, A.; Tyurina, Y. Y.; Shi, J. W.; Kisin, E. R.; Murray, A. R.; Franks, J.; Stolz, D.; Gou, P. P.; Klein-Seetharaman, J.; Fadeel, B.; Star, A.; Shvedova, A. A. Carbon nanotubes degraded by neutrophil myeloperoxidase induce less pulmonary inflammation. Nat. Nanotechnol. 2010, 5 (5), 354-359.
143. Hyung, H.; Kim, J. H. Dispersion of C-60 in natural water and removal by conventional drinking water treatment processes. Water Res. 2009, 43 (9), 2463-2470.
144. Templeton, R. C.; Ferguson, P. L.; Washburn, K. M.; Scrivens, W. A.; Chandler, G. T. Life-cycle effects of single-walled carbon nanotubes (SWNTs) on an estuarine meiobenthic copepod. Environ. Sci. Technol. 2006, 40 (23), 7387-7393.
145. Lovern, S. B.; Klaper, R. Daphnia magna mortality when exposed to titanium dioxide and fullerene (C-60) nanoparticles. Environ. Toxicol. Chem. 2006, 25 (4), 1132-1137.