Evaluation of New Tri-methacrylates as a Reactive Diluent in Root Canal Sealant

In this work, a novel tri-methacrylate oligomer, GPTEMA, with three long-branched chain structures was synthesized through the reaction of glycerol propoxylate triglycidyl ether (GPTE) and methacrylic acid. The structure of GPTEMA was confirmed by FT-IR, 1H-NMR, gel-permeation chromatography (GPC) and element analysis. The GPTEMA was used to partially or completely replace TEGDMA as reactive diluent and applied in a root canal sealant system containing Bis-GMA. The effects of GPTEMA on the polymerization behavior of Bis-GMA/TEGDMA/GPTEMA co-polymer and properties of its polymerizing product were investigated. Polymerization shrinkage, double bond conversion, glass transition temperature, flexural strength, flexural modulus, water sorption and diffusion coefficient of the Bis-GMA/TEGDMA/GPTEMA co-polymer were measured. The results illustrated that the Bis-GMA/TEGDMA/GPTEMA co-polymer attained lower polymerization shrinkage and higher double bond conversion. However, its T g, flexural strength and flexural modulus decreased with increasing content of GPTEMA, water sorption and diffusion coefficient increased with increasing content of GPTEMA.

[1]  D. Jia,et al.  Synthesis, Characterization and Photopolymerization of a New Dimethacrylate Monomer Based on (α-Methyl-benzylidene)bisphenol Used as Root Canal Sealer , 2010, Journal of biomaterials science. Polymer edition.

[2]  I. Barszczewska-Rybarek Structure-property relationships in dimethacrylate networks based on Bis-GMA, UDMA and TEGDMA. , 2009, Dental materials : official publication of the Academy of Dental Materials.

[3]  D. Jia,et al.  Photopolymerization and properties of fluorene‐based dimethacrylate monomer used as a root canal sealer , 2009 .

[4]  F. Tay,et al.  Water sorption/solubility of dental adhesive resins. , 2006, Dental materials : official publication of the Academy of Dental Materials.

[5]  C. Bowman,et al.  Development of highly reactive mono-(meth)acrylates as reactive diluents for dimethacrylate-based dental resin systems. , 2005, Biomaterials.

[6]  H. Son,et al.  A new resin matrix for dental composite having low volumetric shrinkage. , 2004, Journal of biomedical materials research. Part B, Applied biomaterials.

[7]  D. Achilias,et al.  Water sorption characteristics of light-cured dental resins and composites based on Bis-EMA/PCDMA. , 2004, Biomaterials.

[8]  A. Akamine,et al.  Water absorption of poly(methyl methacrylate) containing 4-methacryloxyethyl trimellitic anhydride. , 2003, Biomaterials.

[9]  D. Vlassopoulos,et al.  Melt Rheology of Dendritically Branched Polystyrenes , 2003 .

[10]  C. Chung,et al.  Synthesis and photopolymerization of trifunctional methacrylates and their application as dental monomers. , 2002, Journal of biomedical materials research.

[11]  M. Braden,et al.  Water absorption characteristics of dental composites incorporating hydroxyapatite filler. , 2002, Biomaterials.

[12]  V. Tserki,et al.  Effect of chemical structure on degree of conversion in light-cured dimethacrylate-based dental resins. , 2002, Biomaterials.

[13]  L. Lindén,et al.  Three-dimensional (3D) photopolymerization in the stereolitography. Part III. Medical applications of laser-induced photopolymerization and 3D stereolithography , 2001 .

[14]  J. Santerre,et al.  Relation of dental composite formulations to their degradation and the release of hydrolyzed polymeric-resin-derived products. , 2001, Critical reviews in oral biology and medicine : an official publication of the American Association of Oral Biologists.

[15]  E. Stejskal,et al.  Analysis of a dimethacrylate copolymer (bis-GMA and TEGDMA) network by DSC and 13C solution and solid-state NMR spectroscopy. , 2000, Biomaterials.

[16]  C. Soles,et al.  A discussion of the molecular mechanisms of moisture transport in epoxy resins , 2000 .

[17]  P. Lambrechts,et al.  Monomethacrylate co-monomers for dental resins. , 1998, European journal of oral sciences.

[18]  J. Stansbury,et al.  New Families of Photocurable Oligomeric Fluoromonomers for Use in Dental Composites , 1996 .

[19]  A. Peutzfeldt,et al.  Effect of propanal and diacetyl on quantity of remaining double bonds of chemically cured BisGMA/TEGDMA resins. , 1996, European journal of oral sciences.

[20]  J. McCabe,et al.  The Effects of Cross-linking Agents on Some Properties of HEMA-based Resins , 1995, Journal of dental research.

[21]  T. Hayakawa,et al.  Development of high-toughness resin for dental applications. , 1994, Dental materials : official publication of the Academy of Dental Materials.

[22]  H. Shintani,et al.  Curing performances of four experimental bis-GMA based binary monomer mixtures for dental visible-light-cured composite resin inlays , 1994 .

[23]  C. Davidson,et al.  Polymerization contraction and conversion of light-curing BisGMA-based methacrylate resins. , 1993, Biomaterials.

[24]  G. Schuster,et al.  A comparison of monomer conversion and inorganic filler content in visible light-cured denture resins. , 1992, Dental materials : official publication of the Academy of Dental Materials.

[25]  J. Vaidyanathan,et al.  Interactive effects of resin composition and ambient temperature of light curing on the percentage conversion, molar heat of cure and hardness of dental composite resins , 1992 .

[26]  L. Karaagaclioglu,et al.  [Evaluation of the level of residual monomer in acrylic denture base materials having different polymerization properties]. , 1988, Ankara Universitesi Dis Hekimligi Fakultesi dergisi = The Journal of the Dental Faculty of Ankara University.