Abstract
Isopropyl and tert-butyl propargyl carbonates (1b and 1c) were investigated as monomers for Pd(0)-catalyzed polycondensation with bisphenols. These carbonates afforded high-molecular-weight polyethers compared with methyl propargyl carbonate (1a). The number-average molecular weight (Mn) values of the obtained polyethers increased in the order of methyl carbonate 1a<isopropyl carbonate 1b<tert-butyl carbonate 1c. Pd(0)-catalyzed condensation reaction of 1a–c with p-methoxyphenol was carried out as a model reaction. The yield of the desired model product increased with increasing bulkiness of the ester group of 1 (1a<1b<1c). tert-Butyl propargyl carbonate 1c was the most effective for Pd(0)-catalyzed polycondensation with bisphenols. The use of slightly excess 1c yielded higher-molecular-weight polyethers.
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Nishino, H., Nishioka, N. & Koizumi, T. Polycondensation behavior between propargyl carbonates having a bulky ester group and bisphenols in the presence of Pd(0) catalyst: synthesis of exomethylene-containing polyethers. Polym J 44, 321–326 (2012). https://doi.org/10.1038/pj.2011.135
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DOI: https://doi.org/10.1038/pj.2011.135
