Abstract: A novel molecularly imprinted polymer based on tert-butyl acrylate (MIP-BA) was fabricated with the assistance of a cobalt(III)-based catalyst bearing an N-salicylidene isopropylamine ligand [(SPA)2CoCl]. After initiation with methyl aluminoxane, the catalyst system was found to be active toward the polymerization of tert-butyl acrylate (t-BA) in the presence of a polar template (Cibacron reactive red dye) and divinylbenzene (DVB) as a crosslinker. Polymerization experiments, including those of t-BA, t-BA, and DVB and t-BA and dye, were also carried out. Isolated blank polymers and MIP-BA were analyzed with a variety of techniques, including differential scanning calorimetry, thermogravimetric analysis, gel permeation chromatography, infrared spectroscopy, nuclear magnetic resonance, and ultraviolet-visible spectroscopy. In general, the complex showed moderate polymerization activity and produced high-molar-mass poly(tert-butyl acrylate); however, a decrease in the monomer conversion was observed upon the addition of the dye and/or the crosslinker. The effect of imprinting was obvious when the adsorption capacity of MIP-BA measured at pH 6 for red dye (the imprinted molecule) was increased from 9.2 to 90.4 mg/g after imprinting. Competitive adsorption studies revealed that the dye-imprinted polymer enabled the efficient uptake of red dye, even in the presence of blue and yellow dyes that had similar chemical structures to the imprinted molecule. The selectivity coefficients were 43 and 36 with respect to the blue and yellow dyes, respectively. The proposed polymerization procedure could be extended to other anionic polar reactive dyes and polar reactive polymers. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010
Template and target information: Cibacron reactive red dye
Author keywords: catalysis, molecular imprinting, thermogravimetric analysis (TGA)