Biodegradable resins for photochemical 3D printing via vinyl ester and vinyl carbonate functionalized amino acid-phosphoramidates

Stephan Haudum, Berfin Demirdögen, Laura Müller-Müchler, Sophie Carolin Döttl, Stefanie Monika Müller, Christoph Naderer, Oliver Brüggemann, Thomas Griesser, Jaroslaw Jacak, Eleni Priglinger, Ian Teasdale

Research output: Contribution to journalArticlepeer-review

Abstract

Photochemical 3D printing is a rapidly advancing technology for the fabrication of intricate structures with adjustable mechanical properties, and is also finding increasing interest in biomaterial scaffolds and personalized medicine. Currently, mostly polyester and polycarbonate-based photopolymers are used, but these are limited in their scope of degradation, for example, often being too slow for applications like tissue scaffolds. Herein, we design and develop novel amino acid phosphoramidite-based vinyl ester and carbonate resins. Model studies demonstrate hydrolysis to the corresponding amino acid and phosphate, the rate of which can be tuned by varying the amino acid components. We then transfer this to the design of photopolymer resins with tailored degradation rate profiles, ranging from days to several months, under simulated physiological conditions. 3D printing capabilities are demonstrated using a desktop digital light processing (DLP) printer and multiphotolithography (MPL). Cytocompatibility, cell viability and osteogenic differentiation studies indicate the potential of these newly developed biodegradable scaffolds for bone regeneration applications. Overall, this research presents a promising approach to overcome existing limitations in biodegradable photopolymer materials for 3D printing in biomedical applications.

Original languageEnglish
Article number113037
JournalEuropean Polymer Journal
Volume211
DOIs
Publication statusPublished - 15 May 2024

Keywords

  • 3D printing
  • Amino acid Phosphoramidates
  • Degradable polymers
  • Osteogenic differentiation
  • Tissue engineering scaffolds

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