Synthesis and comparison of extraction properties of p-tert-butylcalix[n]arene nitrile derivatives for selected metals and dichromate anions

被引:3
作者
Kocak, Ahmet [1 ]
Ceran, Saadet [1 ]
Memon, Shahabuddin [2 ]
Yilmaz, Mustafa [1 ]
机构
[1] Selcuk Univ, Dept Chem, Fac Arts & Sci, TR-42075 Konya, Turkey
[2] Univ Sindh, Natl Ctr Excellence Anal Chem, Jamshoro, Pakistan
来源
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY | 2008年 / 45卷 / 06期
关键词
calixarenes; toxicity; transition metal ions; dichromate anion; selectivity; liquid-liquid extraction;
D O I
10.1080/10601320801977657
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The article describes the syntheses and extraction properties of two p-tert-butylcalix[6]arene nitrile derivatives (3 and 4). The trinitrile derivative 3 has been synthesized from 5,11,17,23,29,35-hexa-tert-butyl-37,38,39,40,41,42-hexahydroxy-calix[6]arene 1. The compound 1 was directly converted to its hexanitrile derivative (4). In these syntheses, it was considered to explore the role of nitrile sites in the extraction of various metal cations and HCr2O7-/Cr2O72- anions. The liquid-liquid extraction properties of 3 and 4 towards selected alkali/transition metal cations and HCr2O7-/Cr2O72- anions are reported. It has been observed that receptor 3 does not extract alkali/transition metal cations effectively, but shows affinity towards HCr2O7-/Cr2O72- anions at low pH. The compound 4 is an effective form for transferring Ni2+ selectively, while it shows poor transferring ability for HCr2O7-/Cr2O72- anions from an aqueous into a dichloromethane layer. It was observed that the cavity size of the calix[n]arenes and the cooperativity of the functionalities play important roles in two phase extraction systems.
引用
收藏
页码:440 / 444
页数:5
相关论文
共 33 条
[1]   Solvent extraction of selenate and chromate using a diaminocalix[4]arene [J].
Aeungmaitrepirom, W ;
Hagege, A ;
Asfari, Z ;
Vicens, J ;
Leroy, M .
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2001, 40 (03) :225-229
[2]   Liquid membrane transport of Hg(II) by an azocalix[4]arene derivative [J].
Alpoguz, HK ;
Kaya, A ;
Deligöz, H .
SEPARATION SCIENCE AND TECHNOLOGY, 2006, 41 (06) :1155-1167
[3]  
Burrows D., 1983, CHROMIUM METABOLISM
[4]  
Casnati A, 2001, CALIXARENES 2001, P365
[5]   CONFORMATIONAL FREEZING OF PARA-TERT-BUTYLCALIX[6]ARENE IN THE CONE STRUCTURE BY SELECTIVE FUNCTIONALIZATION AT THE LOWER RIM - SYNTHESIS OF NEW PREORGANIZED LIGANDS [J].
CASNATI, A ;
MINARI, P ;
POCHINI, A ;
UNGARO, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (19) :1413-1414
[6]   NEW METAL CATION-SELECTIVE IONOPHORES DERIVED FROM CALIXARENES [J].
CHANG, SK ;
CHO, I .
CHEMISTRY LETTERS, 1984, (04) :477-478
[7]  
CHANG SK, 1986, J CHEM SOC P1, V1, P211
[8]  
DEFLORA S, 1989, LIFE CHEM REPORTS, V7, P169
[9]   Transport of mercury through liquid membranes containing calixarene carriers [J].
Ersoz, Mustafa .
ADVANCES IN COLLOID AND INTERFACE SCIENCE, 2007, 134-35 (96-104) :96-104
[10]   Synthesis and extraction studies of 1,2- and 1,3-disubstituted butylcalix[4]arene amides with oxyions; geometric and conformational effects [J].
Falana, OM ;
Koch, HF ;
Roundhill, DM ;
Lumetta, GJ ;
Hay, BP .
CHEMICAL COMMUNICATIONS, 1998, (04) :503-504