Sugar-Based Methacrylate Resins for Use in High-Performance, Transparent, and Sustainable Thermoset Coatings

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

  • Nataliya Kiriy - , Leibniz Institute of Polymer Research Dresden (Author)
  • Pascal Gausmann - , Leibniz Institute of Polymer Research Dresden, TUD Dresden University of Technology (Author)
  • Pauline Shamraienko - , Leibniz Institute of Polymer Research Dresden (Author)
  • Stanislav Chekhovskyi - , Leibniz Institute of Polymer Research Dresden (Author)
  • Ronny Frank - , Leipzig University (Author)
  • Anton Kiriy - , beeOLED GmbH (Author)
  • Brigitte Voit - , Chair of Organic Chemistry of Polymers, Leibniz Institute of Polymer Research Dresden (Author)

Abstract

This paper reports methacrylate resins incorporating biobased building blocks, synthesized using commercially available galactarate (GalX) and xylofuranose (IPrXF), modified with methacrylate groups through efficient transesterification. The study revealed that these biobased resins, GalX Me DMA and IPrXF DMA, cure at significantly lower temperatures (100-110 °C) compared to the commercial UMA 121 derived from urethane methacrylate containing methylene bisphenyl isocyanate building blocks. Thermal analysis showed that these cured resins exhibit exceptional thermostability, with an initial decomposition temperature exceeding 230 °C and a 50% weight loss temperature above 380 °C, outperforming UMA 121 thermosets. Mechanical testing using quantitative nanomechanical mapping with atomic force microscopy revealed elastic modulus values ranging from 2.9 to 3.8 GPa, which significantly outperforms previously published biobased thermosets and was closely comparable to UMA 121, which demonstrated an elastic modulus of 4.7 GPa. Pressure testing further corroborated these findings, confirming the robust mechanical performance of the biobased resins. The biobased resins exhibited remarkable enzymatic stability against degradation by polyester hydrolase PHL7 and demonstrated excellent resistance to chemical exposure. Notably, the sugar-based resins developed in this work contain a relatively high weight percentage of biobased components, reaching up to 70%. The biobased thermosets are transparent, colorless, and exhibit excellent film-forming properties. Overall, these resins offer promising performance for sustainable, durable coatings, combining high thermal stability, mechanical strength, and favorable environmental properties.

Details

Original languageEnglish
Pages (from-to)3233-3244
Number of pages12
JournalACS applied polymer materials
Volume7
Issue number5
Early online date27 Feb 2025
Publication statusPublished - 14 Mar 2025
Peer-reviewedYes

External IDs

Scopus 86000789300
ORCID /0000-0002-4531-691X/work/194254537

Keywords

Keywords

  • Biobased methacrylate resins, Chemical stability, Galactarate and xylofuranosederivatives, Sustainable thermoset coatings, Transparentand durable materials