Related Experiment Video
Updated: Jun 2, 2026

Microwave-assisted Functionalization of Poly(ethylene glycol) and On-resin Peptides for Use in Chain Polymerizations and Hydrogel Formation
Published on: October 29, 2013
Synthesis and characterization of acetyloxypropylene dimethacrylate as a new dental monomer
1Department of Polymer Chemistry, MCS University, pl. Marii Curie-Skłodowskiej 5, 20-031 Lublin, Poland. m.podgorski@op.pl
Objective:
In this study acetyloxypropylene dimethacrylate was synthesized and proposed as an alternative monomer for triethyleneglycol dimethacrylate (TEGDMA) in dental mixtures.
Methods:
The monomer was prepared by the reaction of glycerol dimethacrylate with acetic anhydride. The exchange reaction was carried out in the presence of catalytic amounts of sulfuric acid. After purification the monomer was mixed with 2,2-dimethoxy-2-phenyloacetophenone and photo-irradiated. Unfilled homopolymer was evaluated for photopolymerization conversion and volumetric curing shrinkage. Water sorption, water solubility, flexural strength and hardness were measured. Also, dynamic mechanical studies were performed. For comparison TEGDMA was homopolymerized and its properties were evaluated.
Results:
The proposed dimethacrylate has viscosity comparable to TEGDMA, lower curing shrinkage and lower degree of double bond conversion. After homopolymerization, its water sorption is much lower than that of homopolymerized TEGDMA. Concerning the mechanical properties, the homopolymerized acetyloxypropylene dimethacrylate has higher modulus and hardness than analogically cured TEGDMA.
Significance:
New dimethacrylate is a promising photocurable dental diluent owing to its low viscosity, good mechanical and water uptake properties.
Related Concept Videos
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Anionic Chain-Growth Polymerization: Overview
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Characteristics and Nomenclature of Copolymers
Characteristics and Nomenclature of Homopolymers
Carboxylic Acids to Methylesters: Alkylation using Diazomethane

