URV's Author/s: | De la Flor Lopez, Silvia / Fernández Francos, Xavier / Roig De Arespacochaga, Anna / Roig Gibert, Adrià / Serra Albet, Maria Angels / Vilanova Pérez, Anna |
Author, as appears in the article.: | Vilanova-Perez, Anna; De la Flor, Silvia; Fernandez-Francos, Xavier; Serra, Angels; Roig, Adria |
Author's mail: | silvia.delaflor@urv.cat adria.roig@urv.cat adria.roig@urv.cat anna.vilanova@urv.cat xavier.fernandez@urv.cat angels.serra@urv.cat |
Author identifier: | 0000-0002-6851-1371 0000-0002-3492-2922 0000-0003-1387-0358 |
Journal publication year: | 2024 |
Publication Type: | Journal Publications |
APA: | Vilanova-Perez, Anna; De la Flor, Silvia; Fernandez-Francos, Xavier; Serra, Angels; Roig, Adria (2024). Biobased Imine Vitrimers Obtained by Photo and Thermal Curing Procedures Promising Materials for 3D Printing. Acs Applied Polymer Materials, 6(6), 3364-3372. DOI: 10.1021/acsapm.3c03234 |
Papper original source: | Acs Applied Polymer Materials. 6 (6): 3364-3372 |
Abstract: | Imine-based vitrimers were prepared from synthesized diimine-dimethacrylate monomer derived from biobased vanillin. First, a methacrylate derivative starting from vanillin was synthesized. The diimine derivative was synthesized by condensation of the aldehyde groups from two vanillin methacrylate units with the amine groups of hexamethylenediamine (HMDA). The synthesized product was used in formulations containing ethylene glycol phenyl ether methacrylate (EGPMA) as a reactive diluent for the customization of final material properties and cured by exposure to ultraviolet (UV)-light using suitable radical photoinitiators or else with temperature using a radical thermal initiator. Materials with glass transition temperatures (T(g)s) ranging from 70 to 90 degrees C were prepared, showing good thermal stability and mechanical and thermomechanical properties. The evaluation of their vitrimeric characteristics revealed that all materials achieved a stress-relaxation factor (sigma = 0.37 sigma(0)) in less than 130 s at 160 degrees C, with photocured materials exhibiting faster relaxation rates. The catalytic effect of phosphine oxide groups in imine metathesis has also been evidenced. All prepared materials could be mechanically recycled and completely solubilized in a two-step degradation process, putting evidence of their potential use for carbon fiber-reinforced composites (CFRCs). In addition, they demonstrated promising self-repairing abilities. Finally, as a proof of concept, it was established that these formulations could be effectively processed using a Digital Light Processing three-dimensional (3D) Printer (DLP), resulting in the fabrication of complex shapes with high resolution. |
Article's DOI: | 10.1021/acsapm.3c03234 |
Link to the original source: | https://pubs.acs.org/doi/10.1021/acsapm.3c03234 |
Papper version: | info:eu-repo/semantics/publishedVersion |
licence for use: | https://creativecommons.org/licenses/by/3.0/es/ |
Department: | Química Analítica i Química Orgànica |
Licence document URL: | https://repositori.urv.cat/ca/proteccio-de-dades/ |
Thematic Areas: | Materials science, multidisciplinary Organic chemistry Polymer science Polymers and plastics Process chemistry and technology |
Keywords: | 3d printing Imine metathesis Methacrylat Methacrylate Vanillin Vitrimer |
Entity: | Universitat Rovira i Virgili |
Record's date: | 2024-11-02 |
Description: | Imine-based vitrimers were prepared from synthesized diimine-dimethacrylate monomer derived from biobased vanillin. First, a methacrylate derivative starting from vanillin was synthesized. The diimine derivative was synthesized by condensation of the aldehyde groups from two vanillin methacrylate units with the amine groups of hexamethylenediamine (HMDA). The synthesized product was used in formulations containing ethylene glycol phenyl ether methacrylate (EGPMA) as a reactive diluent for the customization of final material properties and cured by exposure to ultraviolet (UV)-light using suitable radical photoinitiators or else with temperature using a radical thermal initiator. Materials with glass transition temperatures (T(g)s) ranging from 70 to 90 degrees C were prepared, showing good thermal stability and mechanical and thermomechanical properties. The evaluation of their vitrimeric characteristics revealed that all materials achieved a stress-relaxation factor (sigma = 0.37 sigma(0)) in less than 130 s at 160 degrees C, with photocured materials exhibiting faster relaxation rates. The catalytic effect of phosphine oxide groups in imine metathesis has also been evidenced. All prepared materials could be mechanically recycled and completely solubilized in a two-step degradation process, putting evidence of their potential use for carbon fiber-reinforced composites (CFRCs). In addition, they demonstrated promising self-repairing abilities. Finally, as a proof of concept, it was established that these formulations could be effectively processed using a Digital Light Processing three-dimensional (3D) Printer (DLP), resulting in the fabrication of complex shapes with high resolution. |
Type: | Journal Publications info:eu-repo/semantics/publishedVersion |
Contributor: | Química Analítica i Química Orgànica Universitat Rovira i Virgili |
Títol: | Biobased Imine Vitrimers Obtained by Photo and Thermal Curing Procedures Promising Materials for 3D Printing |
Subject: | Materials Science, Multidisciplinary,Organic Chemistry,Polymer Science,Polymers and Plastics,Process Chemistry and Technology 3d printing Imine metathesis Methacrylat Methacrylate Vanillin Vitrimer Materials science, multidisciplinary Organic chemistry Polymer science Polymers and plastics Process chemistry and technology |
Date: | 2024 |
Creator: | Vilanova-Perez, Anna De la Flor, Silvia Fernandez-Francos, Xavier Serra, Angels Roig, Adria |
Rights: | info:eu-repo/semantics/openAccess |
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