Potentiometric properties of carbonate-selective membranes based on some trifluroacetophenone derivatives [e.g., trifluoroacetyl-p-decylbenzene (TFADB), 1,7-bis(4'-trifluoro-acetophenyl)-4-decyl-I ,7-dioxo-2,6-dioxy-heptane (compound I) and i,2-bis(4-trifluoroacetylbenzoyloxymethyl)-benzene (compound II)] with varying concentration of tridodecylmethyl ammonium chloride (TDMACl) have been examined. It was observed that both TFADB-and compound-11-based membranes with about 50 mol % TDMACI (relative to the carrier) exhibit the maximum selectivity for carbonate. On the other hand, the compound-I-based membranes with about 50 mol % TDMACI showed the greatest discrimination of lipophilic anions (C104-, salicylate, SCN3-) including NO,, but those with about 80mol % against C1-and CH,COO-. These results conform well to the theoretical model developed by Simon et al. if we assume trifluroacetophenone derivatives form 2:l and/or 3.1 complexes with the anions in the plasticized PVC-based membranes. Molecular mechanics calculations indicated that bis-trifluroacetophenones may not form 1 : I complex with the carbonate ion because of a large steric hindrance between the two bulky adjacent chains.
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