Synthesis of Activated Ester Functional Polyesters through Light-Induced [4+4] Cycloaddition Polymerization

Elif Baysak, Hakan Durmaz, Umit Tunca*, Gurkan Hizal

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

A combination of light-induced [4+4] cycloaddition polymerization and activated ester substitution reaction is demonstrated as a new method to obtain novel polymeric structures. Bis-anthracene functionalized compound involving perfluorophenyl ester moiety namely, bisanthracenyl-PFPE, is prepared by an esterification reaction, then polymerized under UV light irradiated at 365 nm. The resulting polymer is reacted with a variety of amine compounds namely allylamine, benzylamine, furfurylamine, and propargylamine, under mild conditions. Quantitative conversions of perfluorophenyl ester groups into the respective amide groups as well as the thermal behaviors of all polymers are revealed by using various spectroscopic measurements such as Fourier transform infrared spectroscopy (FT-IR), gel permeation chromatography, NMR, and differential scanning calorimetry. (Figure presented.).

Original languageEnglish
Article number1600572
JournalMacromolecular Chemistry and Physics
Volume218
Issue number18
DOIs
Publication statusPublished - Sept 2017

Bibliographical note

Publisher Copyright:
© 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • activated ester substitution
  • anthracene dimerization
  • light-induced [4+4] cycloaddition polymerization
  • perfluorophenyl ester
  • postpolymerization functionalization

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