Cyclodextrin-enhanced solubilization of pentachlorophenol in water

被引:37
作者
Hanna, K [1 ]
de Brauer, C [1 ]
Germain, P [1 ]
机构
[1] Inst Natl Sci Appl, CNRS, Lab Anal Environm Procedes & Syst Ind, FRE 2544, F-69621 Villeurbanne, France
关键词
solubilization; pentachlorophenol; cyclodextrins; complexation; equilibrium constant;
D O I
10.1016/j.jenvman.2004.01.001
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The solubilization of pentachlorophenol (PCP) by beta-cyclodextrin (beta-CD) and three of its most used derivatives, methyl-beta-cyclodextrin (MCD), hydroxypropyl-beta-cyclodextrin (HPCD) and carboxymethyl-beta-cyclodextrin (CMCD), has been investigated. The formation of soluble inclusion complexes between PCP and cyclodextrin (CDs) increases the aqueous solubility of PCP. Due to the ionizable nature of PCP, the effects of pH and ionic strength on the equilibrium complexation were evaluated. All CDs were found to form 1:1 inclusion complexes. Equilibrium constants calculated from solubility enhancement experiments revealed that the stability of the complexes was dependent on the polarity of the compound, on the ionic strength and on the cyclodextrin type. In general, weaker equilibrium constants were observed for PCP with beta-CD than with MCD or CMCD. For all CDs, the complexation or the solubilization efficiency of PCP (weak acid) depended on pH and ionic strength. Moreover, we observed that the solubility of the beta-CD/PCP complex was lower than that of the beta-CD molecule and dependent on the ionic strength of the solution. Although the equilibrium constant of PCP/CD complex was found to be higher at pH 3 than at pH 7 in water, extraction of PCP from porous media by a CD solution at neutral pH would be achievable due to the higher PCP aqueous solubility in neutral/basic media. (C) 2004 Elsevier Ltd. All rights reserved.
引用
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页码:1 / 8
页数:8
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