Molecular Design of Acyclic Polyether Dicarboxylic Acids Possessing Pseudo-18-crown-6 Frameworks for Selective Lead(II) Extraction
Molecular Design of Acyclic Polyether Dicarboxylic Acids Possessing Pseudo-18-crown-6 Frameworks for Selective Lead(II) Extraction
复制标题
用于选择性萃取铅（II）的具有伪 18-冠-6 骨架的无环聚醚二羧酸的分子设计
DOI：
10.1021/ac980627o
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发表时间：
1999
影响因子：
7.4
通讯作者：
R. Bartsch
中科院分区：
文献类型：
--
作者：
T. Hayashita;H. Sawano;T. Higuchi;Miki Indo;K. Hiratani;⊥. A. Z. Zhang;R. Bartsch
合成了具有假18-冠-6骨架的1，2-双[2-（2 '-羧基烷氧基）苯氧基]乙烷（3−6）、1，2-双[2-（2'-羧基庚氧基）苯氧基]苯（7）、1，2-双[2-（2 '-羧基庚氧基）乙氧基]苯（8）和1，2-双[2-（2'-羧基庚氧基）乙氧基]乙烷（9），用于选择性萃取Pb（II）。为了比较，还制备了2-苯氧基辛酸（1）和2-（2 '-甲氧基苯氧基）辛酸（2）的单羧酸类似物。从不同pH值的缓冲水溶液中萃取Pb（II）和Cu（II）到氯仿中，这些配体的研究与它们的分子结构有关。聚醚二羧酸3 - 9表现出比单羧酸1和2更高的Pb（II）/Cu（II）选择性。从己基到辛基到十二烷基到十六烷基的烷基链长度变化不影响Pb（II）/Cu（II）选择性。由于结合位点的空间应力，三苯并配体7显示出低的Pb（II）/Cu（II）选择性。对于3、8和9，Pb（II）/Cu（II）选择性没有显著差异。
1,2-Bis[2-(2‘-carboxyalkyloxy)phenoxy]ethanes (3−6), 1,2-bis[2-(2‘-carboxyheptyloxy)phenoxy]benzene (7), 1,2-bis[2-(2‘-carboxyheptyloxy)ethoxy]benzene (8), and 1,2-bis[2-(2‘-carboxyheptyloxy)ethoxy]ethane (9), which possess pseudo-18-crown-6 frameworks, are synthesized for use in selective Pb(II) extraction. For comparison, monocarboxylic acid analogues of 2-phenoxyoctanoic acid (1) and 2-(2‘-methoxyphenyloxy)octanoic acid (2) are also prepared. Extraction of Pb(II) and Cu(II) from buffered aqueous solutions of varying pH into chloroform by these ligands is examined in relation to their molecular structure. Polyether dicarboxylic acids 3−9 exhibit higher Pb(II)/Cu(II) selectivities than the monocarboxylic acids 1 and 2. The alkyl chain length variation from hexyl to octyl to dodecyl to hexadecyl does not affect the Pb(II)/Cu(II) selectivity. Due to steric stress of the binding site, tribenzo ligand 7 shows a low Pb(II)/Cu(II) selectivity. For 3, 8, and 9, no significant difference in Pb(II)/Cu(II) selecti...