Related Experiment Video
Updated: Mar 3, 2026
11:09
Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
11.3K
Effects of Isohexide Stereochemistry on Vinylogous Urethane Covalent Adaptable Networks
Noé Fanjul-Mosteirín1, Karin Odelius1
1Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden.
Macromolecules
|March 2, 2026
Summary
Starch-derived isohexides were used to create reprocessable covalent adaptable networks (CANs) by tailoring their chemical structures. These sustainable materials offer tunable mechanical and thermal properties, paving the way for eco-friendly thermoset replacements.
Area of Science:
- Polymer Chemistry
- Materials Science
- Sustainable Chemistry
Background:
- Conventional oil-based thermosets pose environmental challenges.
- Developing sustainable alternatives with tunable properties is crucial.
- Starch-derived isohexides offer unique structural features for polymer design.
Purpose of the Study:
- To synthesize and characterize covalent adaptable networks (CANs) using starch-derived isohexides.
- To investigate the structure-property relationships of these CANs.
- To evaluate their potential as sustainable replacements for oil-based thermosets.
Main Methods:
- Utilized vinylogous urethane chemistry for network dynamicity.
- Employed starch-derived isomeric building blocks (isosorbide, isomannide, isoidide) for rigidity.
- Incorporated various amines to control flexibility and cross-link distance.
- Characterized mechanical properties (tensile strength, glass transition temperature) and thermal stability.
Main Results:
- Achieved tunable tensile strengths (1.57–19.1 MPa), glass transition temperatures (20–114 °C), and thermal stabilities (200–305 °C).
- Demonstrated mechanical reprocessability of the CANs without significant performance decay after two cycles.
- Observed stereochemical effects on mechanical performance with sufficient chain mobility.
Conclusions:
- Starch-derived isohexides enable the design of sustainable, reprocessable covalent adaptable networks.
- Material properties can be precisely tailored by selecting isohexide isomers and amine structures.
- These findings offer a promising route towards eco-friendly thermoset materials.
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