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Abstract: Ultrathin films of titanium oxide gel were imprinted with aromatic carboxylic acids, e.g. 4-(4-propyloxyphenylazo)-benzoic acid (C3AzoCO2H) and anthracenecarboxylic acids (2-AnCO2H and 9-AnCO2H), by repeatedly immersing a gold-coated quartz crystal microbalance (QCM) electrode or a quartz plate in a mixed solution of given carboxylic acids and titanium-n-butoxide (Ti(O-nBu)4) in toluene/ethanol. Regular film growth was confirmed by frequency shifts of QCM measurement and by appearance of the absorption for aromatic moieties in UV-visible spectroscopy. The template molecules were completely removed upon treatment with 1% ammonia solution. The resulting films showed sensitive mass increases for guest binding of various carboxylic acids, and the isomeric structure of the two anthracenecarboxylic acids (2- and 9-isomers) was discriminated by the imprinted films. Together with our previous results, major molecular selectivities--functional selectivity, structural selectivity, regioselectivity, and enantioselectivity--are all achieved by imprinted TiO2 gel films
Template and target information: 4-(4-propyloxyphenylazo)-benzoic acid, C3AzoCO2H, 2-anthracenecarboxylic acid, 2-AnCO2H, 9-anthracenecarboxylic acid, 9-AnCO2H
Author keywords: molecular imprinting, Regioselectivity, Anthracenecarboxylic acid, TiO2 gel thin film, surface sol-gel process