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. 2005 May 11;127(18):6514-5.
doi: 10.1021/ja050296e.

Fluorescent sensing and selective Pb(II) extraction by a dansylamide ion-exchanger

Konstantinos Kavallieratos  1 , Jay M Rosenberg, Wei-Zhong Chen, Tong Ren
Affiliations

Fluorescent sensing and selective Pb(II) extraction by a dansylamide ion-exchanger

Konstantinos Kavallieratos et al. J Am Chem Soc. .

Abstract

The (bis)dansylated sulfonamide 1,2-C6H4(NHSO2C10H6-5-N(CH3)2)2 (1) extracted Pb(II) selectively from water into 1,2-dichloroethane via an ion-exchange mechanism and showed fluorescence quenching upon Pb(II) extraction. The distribution ratios for metal extraction (determined by ICP-MS) for Pb(II) were 133-1410 times higher than those for other metal cations [Co(II), Ni(II), Cu(II), Zn(II), and Cd(II)] under identical conditions. Fluorescence quenching was observed upon Pb(II) extraction, which was dependent on Pb(II) concentration. The monodansylated control, C6H5NHSO2C10H6-5-N(CH3)2 (2), showed neither extraction nor quenching, indicating that the fluorescence effects are a direct result of Pb coordination to 1. The observed selectivity for Pb(II) is ascribed to the formation of a low-coordinate binary Pb(II)-Sulfonamido complex in the organic phase.

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Figures

Figure 1
Figure 1
Plot of log [M(II)]t versus [1]t: [Pb]t = 2.72 mM, [Ni]t = 2.72 mM, [Co]t = 2.67 mM, [Cu]t =2.80 mM, [Zn]t = 2.53 mM, [Cd]t = 2.59 mM.
Figure 2
Figure 2
Fluorescence emission at 516 nm upon Pb coordination and extraction by 1: [1]t = 7.40 mM, [NH(i-Pr)2] = 16.30 mM; λexc = 340 nm.
Figure 3
Figure 3
Fluorescence intensity difference at 516 nm for 1/diisopropylamine (■) and 2/diisopropylamine (●) after contact with Pb(NO3)2(aq) (I), compared to contact with blank (Ic) versus [L]t. [Pb]t = 5.5 mM; λexc = 340 nm.
See this image and copyright information in PMC

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