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Updated: Nov 24, 2025

Stereolithographic 3D Printing with Renewable Acrylates
Published on: September 12, 2018
High refractive index monofunctional monomers as promising diluents for dental composites
Yohann Catel1, Jörg Angermann1, Pascal Fässler1
1Ivoclar Vivadent AG, Bendererstrasse 2, FL-9494 Schaan, Liechtenstein.
Objectives:
To evaluate high refractive index methacrylates as diluents for the formulation of radiopaque esthetic bulk-fill composites.
Methods:
2-(4-Cumylphenoxy)ethyl methacrylate 1, 2-(2-phenylphenoxy)ethyl methacrylate 2 and 2-[2-(2-phenylphenoxy)ethoxy]ethyl methacrylate 3 were synthesized and characterized by 1H NMR spectroscopy. The reactivity of each monomer was studied using photo-DSC. Bulk-fill composites based on monomers 1-3 were formulated. Translucency (before and after light cure) was measured using a spectrophotometer. The depth of cure and the water sorption of these materials were determined according to ISO 4049. The flexural strength and modulus of elasticity were measured using a three-point bending setup, according to ISO 4049. The shrinkage force was assessed based on a method described by Watts et al. using a universal testing machine.
Results:
Monomers 1-3 were easily synthesized in two steps. They exhibit a low viscosity and a high refractive index (1.553-1.573). Monofunctional methacrylates 1-3 were found to be more reactive than triethylene glycol dimethacrylate (TEGDMA). Bulk-fill composites based on these monomers were successfully prepared. They exhibit a high depth of cure and excellent esthetic properties (low transparency). These composites provide higher flexural modulus as well as lower water sorption than a corresponding material based on TEGDMA. Methacrylates 1 and 3 are particularly interesting as they led to composites showing lower shrinkage force.
Significance:
Methacrylates 1-3 are promising diluents for the formulation of highly esthetic radiopaque bulk-fill composites.

