C60 oxide as a key component of aqueous C60 colloidal suspensions

Environmental Science and Technology

Volumn 46, Issue 14, 2012, Pages 7446-7453

  Murdianti, Befrika S ^a   Damron, Joshua T ^a   Hilburn, Martha E ^a   Maples, Randall D ^a   Hikkaduwa Koralege, Rangika S ^a   Kuriyavar, Satish I ^a,b   Ausman, Kevin D ^a  

^a OKLAHOMA STATE UNIVERSITY   (United States)

^b CLAFLIN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMBIENT ATMOSPHERE; COLLOIDAL PARTICLE; COLLOIDAL SUSPENSIONS; HPLC ANALYSIS; LIGHT SCATTERING MEASUREMENT; LOW-YIELD; STABLE SUSPENSIONS; SYNTHESIS METHOD; TRACE LEVEL; UV-VISIBLE ABSORPTION SPECTROSCOPY;

FULLERENES; ORGANIC SOLVENTS; OZONE; SYNTHESIS (CHEMICAL);

SUSPENSIONS (FLUIDS);

EPOXIDE; FULLERENE; SOLVENT; WATER; FULLERENE DERIVATIVE; OZONE; TOLUENE;

AQUEOUS SOLUTION; COLLOID; EXTRACTION METHOD; FULLERENE; LIGHT SCATTERING; NUMERICAL MODEL; ORGANIC COMPOUND; OXIDE; OZONE; SOLVENT;

ABSORPTION SPECTROSCOPY; AQUEOUS SOLUTION; ARTICLE; ATMOSPHERE; COLLOID; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SUSPENSION; ULTRAVIOLET SPECTROSCOPY; AIR; CHEMISTRY; KINETICS; LIGHT; PARTICLE SIZE; RADIATION SCATTERING; SPECTROSCOPY; ULTRASOUND;

AIR; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COLLOIDS; FULLERENES; KINETICS; LIGHT; OZONE; PARTICLE SIZE; SCATTERING, RADIATION; SONICATION; SPECTRUM ANALYSIS; SUSPENSIONS; TOLUENE; ULTRASONICS; WATER;

EID: 84863895898     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es2036652     Document Type: Article

References (58)

1. Kroto, H. W.; Heath, J. R.; Obrien, S. C.; Curl, R. F.; Smalley, R. E. C60: buckminsterfullerene Nature 1985, 318 (6042) 162-163
2. Haddon, R. C.; Hebard, A. F.; Rosseinsky, M. J.; Murphy, D. W.; Duclos, S. J.; Lyons, K. B.; Miller, B.; Rosamilia, J. M.; Fleming, R. M.; Kortan, A. R.; Glarum, S. H.; Makhija, A. V.; Muller, A. J.; Eick, R. H.; Zahurak, S. M.; Tycko, R.; Dabbagh, G.; Thiel, F. A. Conducting films of C60 and C70 by alkali-metal doping Nature 1991, 350 (6316) 320-322
3. Innocenzi, P.; Brusatin, G. Fullerene-based organic-inorganic nanocomposites and their applications Chem. Mater. 2001, 13 (10) 3126-3139
4. Kelty, S. P.; Chen, C. C.; Lieber, C. M. Superconductivity at 30 K in caesium-doped C60 Nature 1991, 352 (6332) 223-225
5. Ruoff, R. S.; Ruoff, A. L. Is C60 stiffer than diamond Nature 1991, 350 (6320) 663-664
6. Sariciftci, N. S.; Smilowitz, L.; Heeger, A. J.; Wudl, F. Photoinduced electron-transfer from a conducting polymer to buckminsterfullerene Science 1992, 258 (5087) 1474-1476
7. Tsao, N.; Kanakamma, P. P.; Luh, T. Y.; Chou, C. K.; Lei, H. Y. Inhibition of Escherichia coli -induced meningitis by carboxyfullerence Antimicrob. Agents Chemother. 1999, 43 (9) 2273-2277
8. Ungurenasu, C.; Airinei, A. Highly stable C60/poly(vinylpyrrolidone) charge-transfer complexes afford new predictions for biological applications of underivatized fullerenes J. Med. Chem. 2000, 43, 3186-3199
9. Murayama, H.; Tomonoh, S.; Alford, J. M.; Karpuk, M. E. Fullerene production in tons and more: from science to industry Fullerenes, Nanotubes, Carbon Nanostruct. 2004, 12 (1-2) 1-9
10. Korobov, M. V.; Smith, A. L. Solubility of the Fullerenes. In Fullerenes: Chemistry, Physics, and Technology; Kadish, K. M.; Ruoff, R. S., Eds. John Wiley and Sons, Inc.: New York, 2000; p 60.
11. 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
12. Deguchi, S.; Alargova, R. G.; Tsujii, K. Stable dispersions of fullerenes, C60 and C70, in water. Preparation and characterization Langmuir 2001, 17 (19) 6013-6017
13. 60, its suspension in water, and its uptake by human keratinocytes J. Am. Chem. Soc. 1994, 116 (10) 4517-4518
14. Cheng, X.; Kan, A. T.; Tomson, M. B. Naphthalene adsorption and desorption from aqueous C60 fullerene J. Chem. Eng. Data 2004, 49, 675-683
15. 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
16. Labille, J.; Brant, J.; Villieras, F.; Pelletier, M.; Thill, A.; Masion, A.; Wiesner, M.; Rose, J.; Bottero, J. Y. Affinity of C60 fullerenes with water Fullerenes, Nanotubes, Carbon Nanostruct. 2006, 14 (2-3) 307-314
17. Oberdorster, E. Manufactured nanomaterials (Fullerenes, C60) induce oxidative stress in the brain of juvenile largemouth bass Environ. Health Perspect. 2004, 112 (10) 1058-1062
18. Sayes, C. M.; Fortner, J. D.; Guo, W.; Lyon, D.; Boyd, A. M.; Ausman, K. D.; Tao, Y. J.; Sitharaman, B.; Wilson, L. J.; Hughes, J. B.; West, J. L.; Colvin, V. L. The differential cytotoxicity of water-soluble fullerenes Nano Lett. 2004, 4 (10) 1881-1887
19. Dhawan, A.; Taurozzi, J. S.; Pandey, A. K.; Shan, W.; Miller, S. M.; Hashsham, S. A.; Tarabara, V. V. Stable colloidal dispersions of C60 fullerenes in water: evidence for genotoxicity Environ. Sci. Technol. 2006, 40 (23) 7394-401
20. Lyon, D. Y.; Alvarez, P. J. Fullerene water suspension (n C60) exerts antibacterial effects via ROS-independent protein oxidation Environ. Sci. Technol. 2008, 42 (21) 8127-32
21. Sayes, C. M.; Gobin, A. M.; Ausman, K. D.; Mendez, J.; West, J. L.; Colvin, V. L. Nano-C60 cytotoxicity is due to lipid peroxidation Biomaterials 2005, 26 (36) 7587-7595
22. Zhu, S. Q.; Oberdorster, E.; Haasch, M. L. Toxicity of an engineered nanoparticle (fullerene, C60) in two aquatic species, Daphnia and fathead minnow Mar. Environ. Res. 2006, 62, S5-S9
23. Zhu, X.; Zhu, L.; Lang, Y.; Chen, Y. Oxidative stress and growth inhibition in the freshwater fish Carassius auratus induced by chronic exposure to sublethal fullerene aggregates Environ. Toxicol. Chem. 2008, 27 (9) 1979-85
24. Andrievsky, G.; Klochkov, V.; Derevyanchenko, L. Is the C60 fullerene molecule toxic?! Fullerenes, Nanotubes, Carbon Nanostruct. 2005, 13 (4), 363-376.
25. Gharbi, N.; Pressac, M.; Hadchouel, M.; Szwarc, H.; Wilson, S. R.; Moussa, F. [60]Fullerene is a powerful antioxidant in vivo with no acute or subacute toxicity Nano Lett. 2005, 5 (12) 2578-85
26. Levi, N.; Hantgan, R. R.; Lively, M. O.; Carroll, D. L.; Prasad, G. L. C60-fullerenes: detection of intracellular photoluminescence and lack of cytotoxic effects J. Nanobiotechnol. 2006, 4, 14
27. Shinohara, N.; Matsumoto, T.; Gamo, M.; Miyauchi, A.; Endo, S.; Yonezawa, Y.; Nakanishi, J. Is lipid peroxidation induced by the aqueous suspension of fullerene C60 nanoparticles in the brains of Cyprinus carpio ? Environ. Sci. Technol. 2009, 43 (3), 948-53
28. Henry, T. B.; Menn, F. M.; Fleming, J. T.; Wilgus, J.; Compton, R. N.; Sayler, G. S. Attributing effects of aqueous C60 nano-aggregates to tetrahydrofuran decomposition products in larval zebrafish by assessment of gene expression Environ. Health Perspect. 2007, 115 (7) 1059-65
29. Kovochich, M.; Espinasse, B.; Auffan, M.; Hotze, E. M.; Wessel, L.; Xia, T.; Nel, A. E.; Wiesner, M. R. Comparative toxicity of C60 aggregates toward mammalian cells: role of tetrahydrofuran (THF) decomposition Environ. Sci. Technol. 2009, 43 (16) 6378-84
30. Spohn, P.; Hirsch, C.; Hasler, F.; Bruinink, A.; Krug, H. F.; Wick, P. C60 fullerene: A powerful antioxidant or a damaging agent? The importance of an in-depth material characterization prior to toxicity assays Environ. Pollut. 2009, 157 (4) 1134-1139
31. Chibante, L. P. F.; Heymann, D. On the geochemistry of fullerenes: stability of C-60 in ambient air and the role of ozone Geochim. Cosmochim. Acta 1993, 57 (8) 1879-1881
32. Fortner, J. D.; Kim, D. I.; Boyd, A. M.; Falkner, J. C.; Moran, S.; Colvin, V. L.; Hughes, J. B.; Kim, J. H. Reaction of water-stable C60 aggregates with ozone Environ. Sci. Technol. 2007, 41 (21) 7497-502
33. Bachilo, S. M.; Benedetto, A. F.; Weisman, R. B. Triplet state dissociation of C120, the dimer of C60 J. Phys. Chem. B 2001, 105 (43) 21a-22a
34. Creegan, K. M.; Robbins, J. L.; Robbins, W. K.; Millar, J. M.; Sherwood, R. D.; Tindall, P. J.; Cox, D. M.; Smith, A. B.; Mccauley, J. P.; Jones, D. R.; Gallagher, R. T. Synthesis and characterization of (C60)O, the 1st fullerene epoxide J. Am. Chem. Soc. 1992, 114 (3) 1103-1105
35. Weisman, R. B.; Heymann, D.; Bachilo, S. M. Synthesis and characterization of the "missing" oxide of C(60): [5,6]-open C(60)O J. Am. Chem. Soc. 2001, 123 (39) 9720-1
36. Meier, M. S.; Kiegiel, J. Preparation and characterization of the fullerene diols 1,2-C-60(OH)(2), 1,2-C-70(OH)(2), and 5,6-C-70(OH)(2) Org. Lett. 2001, 3 (11) 1717-1719
37. Vileno, B.; Marcoux, P. R.; Lekka, M.; Sienkiewicz, A.; Feher, T.; Forro, L. Spectroscopic and photophysical properties of a highly derivatized C60 fullerol Adv. Funct. Mater. 2006, 16 (1) 120-128
38. Heymann, D.; Bachilo, S. M.; Weisman, R. B.; Cataldo, F.; Fokkens, R. H.; Nibbering, N. M. M.; Vis, R. D.; Chibante, L. P. F. C60O3, a fullerene ozonide: synthesis end dissociation to C60O and O2 J. Am. Chem. Soc. 2000, 122 (46) 11473-11479
39. Heiney, P. A.; Fischer, J. E.; Mcghie, A. R.; Romanow, W. J.; Denenstein, A. M.; Mccauley, J. P.; Smith, A. B.; Cox, D. E. Orientational ordering transition in solid C60 Phys. Rev. Lett. 1991, 66 (22) 2911-2914
40. Arbogast, J. W.; Darmanyan, A. P.; Foote, C. S.; Rubin, Y.; Diederich, F. N.; Alvarez, M. M.; Anz, S. J.; Whetten, R. L. Photophysical properties of C60 J. Phys. Chem. 1991, 95 (1) 11-12
41. Palit, D. K.; Sapre, A. V.; Mittal, J. P.; Rao, C. N. R. Photophysical properties of the fullerenes, C60 and C70 Chem. Phys. Lett. 1992, 195 (1) 1-6
42. Lee, J.; Cho, M.; Fortner, J. D.; Hughes, J. B.; Kim, J. H. Transformation of aggregate C60 in the aqueous phase by UV irradiation Environ. Sci. Technol. 2009, 43 (13) 4878-4883
43. Qu, X. L.; Hwang, Y. S.; Alvarez, P. J. J.; Bouchard, D.; Li, Q. L. UV irradiation and humic acid mediate aggregation of aqueous fullerene (n C(60)) nanoparticles Environ. Sci. Technol. 2010, 44 (20) 7821-7826
44. Hou, W. C.; Kong, L. J.; Wepasnick, K. A.; Zepp, R. G.; Fairbrother, D. H.; Jafvert, C. T. Photochemistry of aqueous C60 clusters: wavelength dependency and product characterization Environ. Sci. Technol. 2010, 44 (21) 8121-8127
45. Hou, W. C.; Jafvert, C. T. Photochemical transformation of aqueous C60 clusters in sunlight Environ. Sci. Technol. 2009, 43 (2) 362-367
46. Weschler, C. J. Ozone in indoor environments: concentration and chemistry Indoor Air 2000, 10 (4) 269-288
47. Calogirou, A.; Larsen, B. R.; Brussol, C.; Duane, M.; Kotzias, D. Decomposition of terpenes by ozone during sampling on Tenax Anal. Chem. 1996, 68 (9) 1499-1506
48. Fick, J.; Pommer, L.; Andersson, B.; Nilsson, C. Ozone removal in the sampling of parts per billion levels of terpenoid compounds: An evaluation of different scrubber materials Environ. Sci. Technol. 2001, 35 (7) 1458-1462
49. Grosjean, D.; Williams, E. L.; Seinfeld, J. H. Atmospheric oxidation of selected terpenes and related carbonyls: gas-phase carbonyl products Environ. Sci. Technol. 1992, 26 (8) 1526-1533
50. Yue, P. L. Modeling of kinetics and reactor for water-purification by photooxidation Chem. Eng. Sci. 1993, 48 (1) 1-11
51. Guldi, D. M.; Asmus, K. D. Activity of water-soluble fullerenes towards (OH)-O-center dot-radicals and molecular oxygen Radiat. Phys. Chem. 1999, 56 (4) 449-456
52. Deguchi, S.; Mukai, S.; Yamazaki, T.; Tsudome, M.; Horikoshi, K. Nanoparticles of fullerene C(60) from engineering of antiquity J. Phys. Chem. C 2010, 114 (2) 849-856
53. 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
54. Ince, N. H.; Tezcanli, G.; Belen, R. K.; Apikyan, I. G. Ultrasound as a catalyzer of aqueous reaction systems: the state of the art and environmental applications Appl. Catal., B 2001, 29 (3) 167-176
55. Hwang, Y. S.; Li, Q. L. Characterizing photochemical transformation of aqueous n C(60) under environmentally relevant conditions Environ. Sci. Technol. 2010, 44 (8) 3008-3013
56. Ausman, K. D.; Weisman, R. B. Relative energies and entropies of fullerene triplet states in solution J. Am. Chem. Soc. 1999, 121 (5) 1110-1111
57. Fraelich, M. R.; Weisman, R. B. Triplet states of C60 and C70 in solution: long intrinsic lifetimes and energy pooling J. Phys. Chem. 1993, 97 (43) 11145-11147
58. Hilburn, M. E.; Murdianti, B. S.; Maples, R. D.; Williams, J. S.; Damron, J. T.; Kuriyavar, S. I.; Ausman, K. D. Synthesizing aqueous fullerene colloidal suspensions by new solvent-exchange methods Colloids Surf., A 2012, 401, 48-53