| Title |
DLP 3D Printing of Levoglucosenone-Based Monomers: Exploiting Thiol-ene Chemistry for Bio-Based Polymeric Resins |
| ID_Doc |
14050 |
| Authors |
Pezzana, L; Fadlallah, S; Giri, G; Archimbaud, C; Roppolo, I; Allais, F; Sangermano, M |
| Title |
DLP 3D Printing of Levoglucosenone-Based Monomers: Exploiting Thiol-ene Chemistry for Bio-Based Polymeric Resins |
| Year |
2024 |
| Published |
|
| DOI |
10.1002/cssc.202301828 |
| Abstract |
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 alpha,omega-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. LGO was used as bio-based source to develop new bio-based allyl-functional monomers. The synthesized monomers were exploited in a UV-curing process through thiol-ene chemistry. DLP 3D printing was embraced to further increase the possible applications of these bio-based derivatives. Finally, the chemical degradability was assessed to meet the circular economy principles. image |
| Author Keywords |
UV-curing; thiol-ene; levoglucosenone; DLP 3D printing; bio-based |
| Index Keywords |
Index Keywords |
| Document Type |
Other |
| Open Access |
Open Access |
| Source |
Science Citation Index Expanded (SCI-EXPANDED) |
| EID |
WOS:001282402300001 |
| WoS Category |
Chemistry, Multidisciplinary; Green & Sustainable Science & Technology |
| Research Area |
Chemistry; Science & Technology - Other Topics |
| PDF |
https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/cssc.202301828
|