Study on Post-Polymerization Modification of Ring-Opening Metathesis Polymers Involving Pendant Thiolactone Units

Elif Baysak, Ozgun Daglar, Ufuk Saim Gunay, Gurkan Hizal, Umit Tunca, Hakan Durmaz*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Two different oxanorbornene monomers were prepared and copolymerized with butyl-functionalized oxanorbornene monomer through the ring-opening metathesis polymerization. The resulting polymers were then subjected to the aminolysis reactions with propylamine (PA) in the presence of methyl acrylate (MA) to capture, in situ, the latent thiol. It was found that the polymer, in which the thiolactone unit is close to the polymer backbone, did not undergo an efficient aminolysis reaction even an excess amount of PA was utilized, while the other polymer, in which the thiolactone unit away from the polymer backbone, did efficiently undergo aminolysis reaction even PA was used in low amounts. Besides, a variety of primary amine compounds along with MA were reacted with the polymer, in which the thiolactone group away from the polymer backbone, to test their reactivity toward the aminolysis reactions. All modified polymers were characterized by using conventional instruments such as gel permeation chromatography, nuclear magnetic resonance, and differential scanning calorimetry.

Original languageEnglish
Pages (from-to)2145-2153
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume56
Issue number19
DOIs
Publication statusPublished - 1 Oct 2018

Bibliographical note

Publisher Copyright:
© 2018 Wiley Periodicals, Inc.

Keywords

  • Thiolactone
  • aminolysis reaction
  • oxanorbornene
  • post-polymerization modification (PPM)
  • ring-opening metathesis polymerization (ROMP)

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