Digital Light Processing‐3D Printing of Thermoset Materials with High Biodegradability from Amino Acid‐Derived Acrylamide Monomers

Author:

Isarn Isaac1ORCID,Hodásová Ľudmila234ORCID,Pérez‐Madrigal Maria M.24ORCID,Estrany Francesc24,Armelin Elaine24ORCID,Bravo Fernando1ORCID

Affiliation:

1. ICIQ‐CERCA–Institute of Chemical Research of Catalonia The Barcelona Institute of Science and Technology Avinguda dels Països Catalans 16 Tarragona 43007 Spain

2. IMEM‐BRT Group, Departament d'Enginyeria Química, EEBE Universitat Politècnica de Catalunya C/Eduard Maristany, 10–14, Ed. I, 2nd floor Barcelona 08019 Spain

3. CIEFMA Group, Departament de Ciència i Enginyeria de Materials, EEBE Universitat Politècnica de Catalunya C/Eduard Maristany, 10–14, Building I, 1st floor Barcelona 08019 Spain

4. BRCMSE–Barcelona Research Center in Multiscale Science and Engineering Universitat Politècnica de Catalunya C/Eduard Maristany, 10–14, basement S‐1 Barcelona 08019 Spain

Abstract

AbstractSix acrylamide resins, derived from l‐phenylalanine and l‐leucine, are designed for application in digital light processing (DLP) printers to obtain biodegradable thermoset polymers. The acrylamide copolymers are prepared under light irradiation at 405 nm and thermal post‐curing processes. Low molecular weight poly(ethylene glycol)diacrylate (PEGDA) and N,N‐dimethylacrylamide (DMAM), both liquid resins, are used as co‐monomers and diluents for the amino acid‐derived acrylamide solubilization. The presence of two phenylalanine units and two ester groups in the acrylamide monomer accuses a fast degradation rate in hydrolytic medium in 90 days. The residual products leached in the aqueous media prove to be non‐cytotoxic, when 3D‐printed samples are cultured with osteoblast cells (MG63), which represents an advantage for the safe disposal of printer waste materials. The scaled‐up pieces derived from l‐phenylalanine and diethylene glycol, as amino acid‐derived acrylamide (named compound C), PEGDA and DMAM, present high dimensional stability after DLP printing of complex structures used as testing samples. Layers of 50 µm of thickness are well cohesive having isotropic behavior, as demonstrated with tensile‐strain measurements performed in XYZ (plane) directions. The compound C, which contains phenylalanine amino acid, reveals a promising potential to replace non‐biodegradable acrylate polymers used in prototyping systems.

Publisher

Wiley

Subject

Materials Chemistry,Polymers and Plastics,Organic Chemistry

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