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Ion-selective electrodes based on p-tert-butyl-homooxacalixarene di(ethyl)amides
Authors:Maria Bocheńska  Peter J Cragg  Marcin Guziński  Artur Jasiński  Joanna Kulesza  Paula M Marcos
Institution:1. Department of Chemical Technology , Gda?sk University of Technology , ul. Narutowicza 11/12, Gda?sk, 80-952, Poland marboch@chem.pg.gda.pl;3. School of Pharmacy and Biomolecular Sciences, University of Brighton , Brighton, UK;4. Department of Chemical Technology , Gda?sk University of Technology , ul. Narutowicza 11/12, Gda?sk, 80-952, Poland;5. Centro de Ciências Moleculares e Materiais , Faculdade de Ciências da Universidade de Lisboa, Edificio C8, 1749-016 , Lisboa, Portugal;6. Faculdade de Farmácia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003 , Lisboa, Portugal
Abstract:The diethyl amides of p-tert-butyldihomooxacalix4]arene (1), p-tert-butylhexahomotrioxacalix3]arene (2) and p-tert-butylcalix4]arene (3) were used as active materials in ion-selective membrane electrodes to check the detection of different kinds of cations (Na+, K+, Cs+, Mg2 + , Ca2 + , Mn2 + , Cu2 + , Zn2 + , Cd2 + , Pb2 +  and tetramethylammonium cation). The electrode characteristics and selectivity coefficients were determined and compared. Optimisation of the PVC membrane composition was achieved using three different plasticisers (bis(2-ethylhexyl) adipate, o-nitrophenyl octyl ether and bis(2-butylpentyl) adipate). Amide 3 shows selectivity for Na+, whereas compounds 1 and 2 exhibit the highest selectivity for Pb2 +  among all the studied cations. The X-ray crystal structure of dihomooxacalix4]arene tetra(diethyl)amide (1) was determined, revealing it to be in the cone conformation.
Keywords:calix[4]arene  homooxacalixarenes  amide derivatives  ion-selective electrodes  Pb(II) ionophores  X-ray crystallographic structure
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