Simple and efficient synthesis and functionalization of well-defined, linear telechelic polycarbonates by reversible polycondensation through alkoxide exchange reaction
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引用次数: 0
Abstract
We investigated the synthesis of telechelic polycarbonates free from cyclic polymers by means of reversible polycondensation of diol formate 1 and dipropyl carbonate (2) under reduced pressure, using an excess of either reagent in the presence of 5 mol% potassium tert-butoxide (tBuOK) as an alkoxide exchange catalyst. In the polycondensation of dodecane-1,12-diol diformate (1a) with excess 2 in diglyme, linear polycarbonates with a propyl carbonate moiety at both ends were obtained free from cyclic polymer. The Mn value of the obtained polymer was increased to 6510 when the amount of 2 was decreased to 1.10 equivalents, while the propyl carbonate ends remained. However, the polycondensation using 1.05 equivalents of 2 afforded polycarbonate with a hydroxyl end and cyclic polymer, although the molecular weight was higher than 13000. This result can be explained in terms of the evaporation of 2, which has a low boiling point, during the polymerization under reduced pressure. On the other hand, the polycondensation of excess 1a with 2 in bulk yielded linear polycarbonates with a hydroxyl group at both ends. The Mn value increased to 10,100 as the amount of 1a was decreased to 1.04 equivalents, while the hydroxyl ends remained. Furthermore, the polycondensation of equimolar 1a with 2 in the presence of functional carbonate 3 or functional diol ester 4 afforded telechelic polycarbonates with functional groups derived from 3 or 4 at both ends.
期刊介绍:
European Polymer Journal is dedicated to publishing work on fundamental and applied polymer chemistry and macromolecular materials. The journal covers all aspects of polymer synthesis, including polymerization mechanisms and chemical functional transformations, with a focus on novel polymers and the relationships between molecular structure and polymer properties. In addition, we welcome submissions on bio-based or renewable polymers, stimuli-responsive systems and polymer bio-hybrids. European Polymer Journal also publishes research on the biomedical application of polymers, including drug delivery and regenerative medicine. The main scope is covered but not limited to the following core research areas:
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