High‐Performance Bio‐Based Benzoxazines from Enzymatic Synthesis of Diphenols. Issue 1 (22nd November 2018)

• Record Type: Journal Article
• Authors: Bonnaud, Leïla; Chollet, Benjamin; Dumas, Ludovic; Peru, Aurélien A. M.; Flourat, Amandine L.; Allais, Florent; Dubois, Philippe
• Other Names: Froimowicz Pablo guestEditor.; Zhang Kan guestEditor.; Ran Qichao guestEditor.
• Is Part Of: Macromolecular chemistry and physics. Volume 220:Issue 1(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2018-11-22
• Subjects: benzoxazine -- bio‐based -- enzymatic condensation; Polymers -- Periodicals; Polymerization -- Periodicals; Synthetic products -- Periodicals; Macromolecules -- Periodicals; 547.7
• DOI: 10.1002/macp.201800312
• Languages: English
• ISSNs: 1022-1352

Abstract

Abstract: This paper reports the preparation, characterization, and performance of three low viscosity fully bio‐based benzoxazine resins synthesized from bio‐based furfurylamine, paraformaldehyde, and three new enzymatic originated diphenols obtained through a sustainable and highly selective lipase‐catalyzed enzymatic process from p ‐coumaric acid, and three bio‐based diols (propanediol, butanediol, and isosorbide, respectively). The enzymatic method is used for the first time, to the authors' knowledge, to design specific diphenolic structures dedicated to the preparation of benzoxazine thermosetting resins whose precursors exhibit easy handling within a wide processing window (from room temperature up to 200 °C). The resulting cross‐linked materials present high glass transition temperature ( T g > 200 °C) and inherent charring ability upon pyrolysis (≈50 wt% at 1000 °C). These results open a valuable and new pathway to develop enhanced benzoxazines and bring them new properties. Abstract : Lipase‐catalyzed enzymatic process is used for the first time, to the authors' knowledge, to design specific diphenolic structures dedicated to the preparation of benzoxazine thermosets from fully bio‐based renewable resources. The resulting benzoxazine precursors exhibit low viscosity and easy handling within a wide processing window. After curing, the materials obtained present high glass transition temperature and inherent charring ability upon pyrolysis.