Premium
High‐ T g Thiol‐Click Thermoset Networks via the Thiol‐Maleimide Michael Addition
Author(s) -
Parker Shelbi,
Reit Radu,
Abitz Haley,
Ellson Gregory,
Yang Kejia,
Lund Benjamin,
Voit Walter E.
Publication year - 2016
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201600033
Subject(s) - maleimide , click chemistry , thermosetting polymer , thiol , materials science , thioether , polymer chemistry , glass transition , polymer , chemistry , organic chemistry , composite material
Thiol‐click reactions lead to polymeric materials with a wide range of interesting mechanical, electrical, and optical properties. However, this reaction mechanism typically results in bulk materials with a low glass transition temperature ( T g ) due to rotational flexibility around the thioether linkages found in networks such as thiol‐ene, thiol‐epoxy, and thiol‐acrylate systems. This report explores the thiol‐maleimide reaction utilized for the first time as a solvent‐free reaction system to synthesize high‐ T g thermosetting networks. Through thermomechanical characterization via dynamic mechanical analysis, the homogeneity and T g s of thiol‐maleimide networks are compared to similarly structured thiol‐ene and thiol‐epoxy networks. While preliminary data show more heterogeneous networks for thiol‐maleimide systems, bulk materials exhibit T g s 80 °C higher than other thiol‐click systems explored herein. Finally, hollow tubes are synthesized using each thiol‐click reaction mechanism and employed in low‐ and high‐temperature environments, demonstrating the ability to withstand a compressive radial 100 N deformation at 100 °C wherein other thiol‐click systems fail mechanically.