Photopolymerization experiments and properties of some urethane/urea methacrylates tested in dental composites

Author:

Buruiana Tinca1,Melinte Violeta1,Jitaru Florentina1,Aldea Horia2,Buruiana Emil C.1

Affiliation:

1. Petru Poni Institute of Macromolecular Chemistry, Iasi, Romania.

2. Gr. T. Popa University of Medicine and Pharmacy, Faculty of Dentistry, lasi, Romania.

Abstract

Hydrophobic silyl-urea/urethane methacrylates (UHM-1, UHM-2) and a modified BisGMA derivative (BisGMA-UMA) were synthesized and used as photopolymerizable co-monomers in the preparation of dental composites, besides other urethane dimethacrylates containing oligoethylene oxide segments and carboxylic groups. The homo- and copolymerization behaviour of the synthesized monomers were investigated by FTIR spectroscopy using camphorquinone (CQ) and 4-(dimethylamino)-phenylacetic acid (DMPheAA) as a photoinitiating system, as well as by photo-DSC. The first hybrid monomethacrylate, N-(methacryloyloxyethyl-N’-diethoxymethylsilylpropyl)-urea showed the highest value for the maximum polymerization rate (0.117 s−1) followed by BisGMA analogue (0.085 s−1) and N-methacryloyloxyethyl-N’-bis(triethoxysilylpropylcarbamoyloxyethyl)-urea (0.069 s−1), whereas the degree of conversion decreased from 75.1% (UHM-2) to 41.6% (BisGMA-UMA). Polymerization shrinkage (PS) measured by picnometry for the mixture BisGMA-UMA/TEGDMA (4.78 vol.%) was lower than that exhibited of the control organic matrix BisGMA/TEGDMA (6.85 vol.%) at the same dilution. The addition of one of the obtained monomers into a mixture based on urethane oligomers led to a polymerization shrinkage varying between 8.33 and 6.97 vol.%. A number of properties of the composites formulated with our urethane methacrylates, a urethane dimethacrylate, BisGMA, and glass filler (Zr/Sr glass, quartz, and diatomite) were also determined including the surface damage caused by the Vickers indentation to establish their utility in dentistry.

Publisher

SAGE Publications

Subject

Materials Chemistry,Mechanical Engineering,Mechanics of Materials,Ceramics and Composites

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