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Effect of ethyl-α-hydroxymethylacrylate on selected properties of copolymers and ACP resin composites

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Abstract

There is an increased interest in the development of bioactive polymeric dental composites and related materials that have potential for mineralized tissue regeneration and preservation. This study explores how the substitution of ethyl α-hydroxymethylacryate (EHMA) for 2-hydroxyethyl methacrylate (HEMA) in photo-activated 2,2-bis[p-(2′-hydroxy-3′-methacryloxypropoxy)phenyl]propane (Bis-GMA) and Bis-GMA/tri(ethylene glycol) dimethacrylate (TEGDMA) resins affected selected physicochemical properties of the polymers and their amorphous calcium phosphate (ACP) composites. Rate of polymerization and the degree of conversion (DC) of polymers {EHMA (E), HEMA (H), Bis-GMA/EHMA (BE), Bis-GMA/HEMA (BH), Bis-GMA/TEGDMA/EHMA (BTE) and Bis-GMA/TEGDMA/HEMA (BTH)} were assessed by photo-differential scanning calorimetry and Fourier-Transform Infrared (FTIR) spectroscopy. ACP/BTE and ACP/BTH composites were evaluated for DC, biaxial flexure strength (BFS), water sorption (WS) and mineral ion release. Mid-FTIR and near-IR measurements revealed the following order of decreasing DC: [E, H polymers (97.0%)] > [BE copolymer (89.9%)] > [BH copolymer (86.2%)] > [BTE, BTH copolymers (85.5%)] > [ACP/BTH composite (82.6%)] > [ACP/BTE composite (79.3%)]. Compared to HEMA, EHMA did not adversely affect the BFS of its copolymers and/or ACP composites. Lower WS of BTE copolymers and composites (28% and 14%, respectively, compared to the BTH copolymers and composites) only marginal reduced the ion release from ACP/BTE composites compared to ACP/BTH composites. More hydrophobic ACP composites with acceptable ion-releasing properties were developed by substituting the less hydrophilic EHMA for HEMA.

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Acknowledgments

Reported work was supported by the National Institute of Dental and Craniofacial Research (NIDCR: Grant DE 13169 to the American Dental Association Foundation (ADAF) and the National Institute of Standards and Technology (NIST)/NIDCR Interagency Agreement XI-DE-7006). It is a part of the dental material research program conducted by NIST in cooperation with ADAF and was also supported by both NIST and ADAF. Generous contribution of Bis-GMA, TEGDMA and HEMA monomers from Esstech, Essington, PA, USA, and CGI 1700 from Ciba Specialty Chemicals Corporation, Tarrytown, NY, USA is gratefully acknowledged. Authors also acknowledge technical assistance of Mr. J.N.R. O’Donnell.

Disclaimer

Certain commercial materials and equipment are identified in this article to specify the experimental procedure. In no instance does such identification imply recommendation or endorsement by NIST or ADAF or that the material and equipment identified is necessarily the best available for the purpose.

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Authors and Affiliations

  1. Polymers Division, National Institute of Standards and Technology, Gaithersburg, MD, USA

    Joseph M. Antonucci & Bruce O. Fowler

  2. Paffenbarger Research Center, American Dental Association Foundation, National Institute of Standards and Technology, 100 Bureau Drive Stop 8546, Gaithersburg, MD, 20899-8546, USA

    Michael D. Weir & Drago Skrtic

  3. Deparment of Chemical and Biological Engineering, University of Colorado, Boulder, CO, USA

    Jeffrey W. Stansbury

  4. Deparment of Craniofacial Biology, University of Colorado School of Dental Medicine, Aurora, CO, USA

    Jeffrey W. Stansbury

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  1. Joseph M. Antonucci
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  2. Bruce O. Fowler
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  3. Michael D. Weir
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  4. Drago Skrtic
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  5. Jeffrey W. Stansbury
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Correspondence to Drago Skrtic.

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“Official contribution of the National Institute of Standards and Technology; not subject to copyright in the United States”.

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Antonucci, J.M., Fowler, B.O., Weir, M.D. et al. Effect of ethyl-α-hydroxymethylacrylate on selected properties of copolymers and ACP resin composites. J Mater Sci: Mater Med 19, 3263–3271 (2008). https://doi.org/10.1007/s10856-008-3463-9

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  • DOI: https://doi.org/10.1007/s10856-008-3463-9

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