4.7 Article

Continuous flow protecting-group-free synthetic approach to thiol-terminated poly(ε-caprolactone)

Journal

EUROPEAN POLYMER JOURNAL
Volume 80, Issue -, Pages 234-239

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.eurpolymj.2016.04.010

Keywords

Sn(OTf)(2); Chemoselective ring-opening polymerization; Thiol-terminated poly(epsilon-caprolactone)

Funding

  1. National High Technology Research and Development Program of China [2014AA021201]
  2. National Key Basic Research Program of China [2012CB725204]
  3. National Natural Science Foundation of China [21504039, U1463201, 21522604]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions

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A novel continuous flow protecting-group-free synthetic approach was developed to thiol-terminated poly(epsilon-caprolactone). Sn(OTf)(2) catalyzed unprotected 6-mercapto-l-hexanol initiating chemoselective ring-opening polymerization of epsilon-caprolactone was conducted in PTFE tubular reactor. This continuous flow polymerization platform achieved quantitative chemoselectivity and fast polymerization that cannot be done in batch. By changing the [monomer]/[initiator] feed ratio, the molecular weights of products were well controlled with narrow molecular weight distributions. The structure of the resultant thiol-terminated poly(epsilon-caprolactone) was demonstrated by NMR, MALDI TOF MS and SEC. (C) 2016 Elsevier Ltd. All rights reserved.

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