含硫官能团衍生化的杯芳烃作为重金属和贵金属离子的选择性萃取剂

Calixarenes Derivatized with Sulfur-Containing Functionalities as Selective Extractants for Heavy and Precious Metal Ions.

作者信息

Yordanov Alexander T., Whittlesey Bruce R., Roundhill D. Max

机构信息

Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061.

出版信息

Inorg Chem. 1998 Jul 13;37(14):3526-3531. doi: 10.1021/ic9709988.

DOI:10.1021/ic9709988

PMID:11670438

Abstract

The calix[4]arenes 5,11,17,23-tert-butyl-25,26,27,28-(2-methylthioethoxy)calix[4]arene, 25,26,27,28-(2-methylthioethoxy)calix[4]arene, and 5,11,17,23-tert-butyl-25,26,27,28-(2-(2-thiophenecarboxy)ethoxy)calix[4]arene have been prepared. The structure of 25,26,27,28-(2-methylthioethoxy)calix[4]arene has been verified by X-ray crystallography. The crystals with the empirical formula C(40)H(48)O(4)S(4) are monoclinic C2/c with a = 20.428(2) Å, b = 10.581(1) Å, c = 20.445(2) Å, beta = 118.461(5) degrees, Z = 4. These calix[4]arenes are effective extractants for transferring heavy metal ions from aqueous solution into chloroform. The extraction of Sn(II), Hg(II), Ag(I), Pd(II), Au(III), MeHg(II), Pb(II) and Cd(II) into chloroform with these calix[4]arenes is compared with that performed with 5,11,17,23-tert-butyl-25,26,27,28-(2-N,N-dimethyldithiocarbamoylethoxy)calix[4]arene, 25,26,27,28-(2,N,N-dimethyldithiocarbamoylethoxy)calix[4]arene, and 5,11,17,23-tert-butyl-25,26,27,28-(2-mercaptoethoxy)calix[4]arene.

摘要

已制备了杯[4]芳烃5,11,17,23-叔丁基-25,26,27,28-(2-甲硫基乙氧基)杯[4]芳烃、25,26,27,28-(2-甲硫基乙氧基)杯[4]芳烃和5,11,17,23-叔丁基-25,26,27,28-(2-(2-噻吩甲酰基)乙氧基)杯[4]芳烃。25,26,27,28-(2-甲硫基乙氧基)杯[4]芳烃的结构已通过X射线晶体学得到验证。具有经验式C(40)H(48)O(4)S(4)的晶体为单斜晶系C2/c，a = 20.428(2) Å，b = 10.581(1) Å，c = 20.445(2) Å，β = 118.461(5)°，Z = 4。这些杯[4]芳烃是将重金属离子从水溶液转移到氯仿中的有效萃取剂。将这些杯[4]芳烃对Sn(II)、Hg(II)、Ag(I)、Pd(II)、Au(III)、甲基汞(II)、Pb(II)和Cd(II)的萃取性能与5,11,17,23-叔丁基-25,26,27,28-(2-N,N-二甲基二硫代氨基甲酰基乙氧基)杯[4]芳烃、25,26,27,28-(2,N,N-二甲基二硫代氨基甲酰基乙氧基)杯[4]芳烃和5,11,17,23-叔丁基-25,26,27,28-(2-巯基乙氧基)杯[4]芳烃的萃取性能进行了比较。