Intramolecularly catalyzed dynamic polyester networks using neighboring carboxylic and sulfonic acid groups

Huiyi Zhang, Soumabrata Majumdar, Rolf A.T.M. van Benthem, Rint P. Sijbesma (Corresponding author), Johan P.A. Heuts (Corresponding author)

Research output: Contribution to journalArticleAcademicpeer-review

34 Citations (Scopus)
125 Downloads (Pure)

Abstract

Dynamic covalent bonds in a polymer network lead to plasticity, reshapability, and potential recyclability at elevated temperatures in combination with solvent-resistance and better dimensional stability at lower temperatures. Here we report a simple one-step procedure for the catalyst-free preparation and intramolecularly catalyzed stress-relaxation of dynamic polyester networks. The procedure is based on the coupling of branched OH-end functional polyesters (functionality ≥ 3) by pyromellitic dianhydride (PMDA) or 2,5-bis(methoxy-carbonyl) benzenesulfonic acid resulting in ester linkages with, respectively, a COOH or a SO3H group in a position ortho to the ester bond. This approach leads to an efficient external catalyst-free dynamic polyester network, in which the topology rearrangements occur via a dissociative mechanism involving anhydrides. The SO3H-containing network is particularly interesting, as it shows the fastest stress relaxation and does not suffer from unwanted additional transesterification reactions, as was observed in the COOH-containing network.

Original languageEnglish
Pages (from-to)272-277
Number of pages6
JournalACS Macro Letters
Volume9
Issue number2
DOIs
Publication statusPublished - 18 Feb 2020

Fingerprint

Dive into the research topics of 'Intramolecularly catalyzed dynamic polyester networks using neighboring carboxylic and sulfonic acid groups'. Together they form a unique fingerprint.

Cite this