Journal
ENVIRONMENTAL SCIENCE & TECHNOLOGY
Volume 42, Issue 19, Pages 7254-7259Publisher
AMER CHEMICAL SOC
DOI: 10.1021/es801297u
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Funding
- Massachusetts Agricultural Experiment Station [MAS 860, 8532]
- Massachusetts Water Resources Research Center [2007MA7313]
- Zhejiang Provincial Natural Science Foundation of China [Z507093]
- National Natural Science Foundation of China [20507015, 20737002]
- National Kev Technology R&D Program of the Eleventh Five-year Plan of China [2006BAJ02A08]
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With increasing production and application of carbon nanotubes (CNTs), it becomes necessary to understand the interaction between CNTs and aromatic compounds, an important group of organic contaminants and structural components of large organic molecules in biological systems. However, so far few experimental studies have been conducted to systematically investigate the sorption mechanism of polar aromatics to CNTs. Therefore, cyclohexanol, phenol, catechol, pyrogallol, 2-phenylphenol, 1-naphthol, and naphthalene were selected to investigate the role of aromatic structure and -OH substitution in the polar aromatics-CNTs system. Sorption affinity of these compounds by CNTs increased with increasing number of aromatic rings, with an order of cyclohexanol < phenol < 2-phenylphenol < 1-naphthol, and was greatly enhanced by -OH substitution, with an order of phenol (I -OH) < catechol (2 -OH) < pyrogallol (3-OH). Four possible solute-sorbentinteractions, i.e., hydrophobic effect, electrostatic interaction, hydrogen bonding, and pi-pi bonds, were discussed to address the underlying mechanism of the enhanced sorption affinity by -OH substitution. It was evident that electron-donating substitution on the aromatic rings strengthened the pi-pi interaction between the aromatics and CNTs and thus the adsorption affinity. These results will advance the understanding of the sorption behavior of CNTs in the environmental systems.
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