DLP 3D Printing of Levoglucosenone-Based Monomers: Exploiting Thiol-ene Chemistry for Bio-Based Polymeric Resins.

Autor: Pezzana L; Dipartimento Scienza e Tecnologia dei Materiali (DISAT), Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129, Torino, Italy., Fadlallah S; URD Agro-Biotechnologies Industrielles (ABI), AgroParisTech, 3 rue des Rouges Terres, 51110, Pomacle, France., Giri G; URD Agro-Biotechnologies Industrielles (ABI), AgroParisTech, 3 rue des Rouges Terres, 51110, Pomacle, France., Archimbaud C; URD Agro-Biotechnologies Industrielles (ABI), AgroParisTech, 3 rue des Rouges Terres, 51110, Pomacle, France., Roppolo I; Dipartimento Scienza e Tecnologia dei Materiali (DISAT), Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129, Torino, Italy., Allais F; URD Agro-Biotechnologies Industrielles (ABI), AgroParisTech, 3 rue des Rouges Terres, 51110, Pomacle, France., Sangermano M; Dipartimento Scienza e Tecnologia dei Materiali (DISAT), Politecnico di Torino, Corso Duca degli Abruzzi 24, 10129, Torino, Italy.
Jazyk: angličtina
Zdroj: ChemSusChem [ChemSusChem] 2024 Nov 25; Vol. 17 (22), pp. e202301828. Date of Electronic Publication: 2024 Aug 02.
DOI: 10.1002/cssc.202301828
Abstrakt: Additive manufacturing (AM) is a well-established technique that allows for the development of complex geometries and structures with multiple applications. While considered a more environmentally-friendly method than traditional manufacturing, a significant challenge lies in the availability and ease of synthesis of bio-based alternative resins. In our endeavor to valorize biomass, this work proposes the synthesis of new α,ω-dienes derived from cellulose-derived levoglucosenone (LGO). These dienes are not only straightforward to synthesize but also offer a tunable synthesis approach. Specifically, LGO is first converted into diol precursor, which is subsequently esterified using various carboxylic acids (in this case, 3-butenoic, and 4-pentenoic acids) through a straightforward chemical pathway. The resulting monomers were then employed in UV-activated thiol-ene chemistry for digital light process (DLP). A comprehensive study of the UV-curing process was carried out by Design of Experiment (DoE) to evaluate the influence of light intensity and photoinitiator to find the optimal curing conditions. Subsequently, a thorough thermo-mechanical characterization highlighted the influence of the chemical structure on material properties. 3D printing was performed, enabling the fabrication of complex and self-stain structures with remarkable accuracy and precision. Lastly, a chemical degradation study revealed the potential for end-of-use recycling of the bio-based thermosets.
(© 2024 The Authors. ChemSusChem published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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