Abstract
Potentiometric selectivities for alkali-metal cations of dibenzo-16-crown-5 compounds with amide-containing side arms attached to the central carbon atom of the three-carbon bridge have been determined in solvent polymeric membrane electrodes. The lariat ethers include N-alkyl- and N,N-dialkyl-sym-(R)-dibenzo-16-crown-5-oxyacetamides with R = hydrogen or an alkyl group. The presence of an alkyl group on the ring carbon which bears the amide-containing side arm markedly increases the Na[sup +]/K[sup +] selectivity of poly(vinyl chloride) matrix membrane electrodes with o-nitrophenyl octyl ether as the membrane solvent. Lariat ethers with a N,N-dipentyloxyacetamide group as the side arm and a geminal alkyl group of two or more carbon atoms exhibit high Na[sup +]K[sup +] selectivities (log K[sub Na,K][sup Pot] = [minus]2.1) with good selectivities for Na[sup +] over the other alkali-metal cations, H[sup +], NH[sub 4][sup +], and alkaline-earth-metal cations. 25 refs., 6 figs., 1 tab.
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