Simple and efficient synthesis and functionalization of well-defined, linear telechelic polycarbonates by reversible polycondensation through alkoxide exchange reaction

IF 5.8 2区 化学 Q1 POLYMER SCIENCE
Takayoshi Katoh, Nao Kobayashi, Yoshihiro Ohta, Tsutomu Yokozawa
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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.

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来源期刊
European Polymer Journal
European Polymer Journal 化学-高分子科学
CiteScore
9.90
自引率
10.00%
发文量
691
审稿时长
23 days
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: Polymer synthesis and functionalization • Novel synthetic routes for polymerization, functional modification, controlled/living polymerization and precision polymers. Stimuli-responsive polymers • Including shape memory and self-healing polymers. Supramolecular polymers and self-assembly • Molecular recognition and higher order polymer structures. Renewable and sustainable polymers • Bio-based, biodegradable and anti-microbial polymers and polymeric bio-nanocomposites. Polymers at interfaces and surfaces • Chemistry and engineering of surfaces with biological relevance, including patterning, antifouling polymers and polymers for membrane applications. Biomedical applications and nanomedicine • Polymers for regenerative medicine, drug delivery molecular release and gene therapy The scope of European Polymer Journal no longer includes Polymer Physics.
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