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Thiol-Yne Photocurable Isosorbide-Derived Networks: Formulation and 3D Printing.

Dumitru Moraru1, Giacomo Trapasso2, Davide Dalla Torre2

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Summary
This summary is machine-generated.

Novel biobased thiol-yne photoresins were created from isosorbide derivatives. These materials demonstrate efficient photopolymerization, tunable properties, and successful 3D printing applications.

Keywords:
3D printingUV-curingbiobased alkyne monomersisosorbidethiol−yne photopolymerization

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Area of Science:

  • Polymer Science
  • Organic Chemistry
  • Materials Science

Background:

  • Isosorbide, a biobased monomer, offers a rigid V-shaped structure for polymer applications.
  • Growing industrial interest in isosorbide and its derivatives for sustainable materials.

Purpose of the Study:

  • To synthesize novel thiol-yne photoresins from isosorbide and its epimers.
  • To investigate the photopolymerization behavior and network properties.
  • To explore surface modification and 3D printing capabilities.

Main Methods:

  • Preparation of dipropargyl derivatives of isosorbide, isomannide, and isoidide using dialkyl carbonate chemistry and 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD) catalysis.
  • Photopolymerization using trimethylolpropane tris-(3-mercaptopropionate) as a trifunctional thiol.
  • Characterization via real-time Fourier-transform infrared spectroscopy, differential scanning calorimetry (DSC), and dynamic mechanical thermal analysis.
  • Surface modification with poly-(ethylene glycol) methacrylate (PEGMA) and contact angle measurements.
  • 3D printing using digital light processing (DLP).

Main Results:

  • Successful synthesis of novel biobased dialkyne monomers from isosorbide derivatives.
  • Efficient photopolymerization kinetics and network formation were observed.
  • Tunable material properties and enhanced hydrophilicity achieved through surface modification.
  • Accurate 3D-printed structures demonstrated the viability of the optimized formulation.

Conclusions:

  • Novel biobased thiol-yne photoresins were successfully prepared from isosorbide derivatives.
  • The materials exhibit promising photopolymerization characteristics and tunable properties.
  • The developed photoresins are suitable for advanced applications such as 3D printing.