title: Synthesis and characterization of acetyloxypropylene dimethacrylate as a new dental monomer.
abstract: 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.
  
  
  CONCLUSIONS
  New dimethacrylate is a promising photocurable dental diluent owing to its low viscosity, good mechanical and water uptake properties.
authors.affiliation: Department of Polymer Chemistry, MCS University, pl. Marii Curie-Skłodowskiej 5, 20-031 Lublin, Poland. m.podgorski@op.pl
authors.forename: Maciej
authors.initials: M
authors.lastname: Podgórski
mesh_terms: D000042:Absorption; D000089:Acetic Anhydrides / Q000737:chemistry; D000098:Acetophenones / Q000737:chemistry; D000327:Adsorption; D003764:Dental Materials / Q000138:chemical synthesis* / Q000737:chemistry; D055119:Elastic Modulus; D005990:Glycerol / Q000737:chemistry; D006244:Hardness; D006801:Humans; D008689:Methacrylates / Q000138:chemical synthesis* / Q000737:chemistry; D008970:Molecular Weight; D055668:Photochemical Processes; D018583:Pliability; D011092:Polyethylene Glycols / Q000737:chemistry; D058105:Polymerization; D011109:Polymethacrylic Acids / Q000737:chemistry; D012031:Refractometry; D012995:Solubility; D013464:Sulfuric Acids / Q000737:chemistry; D013499:Surface Properties; D044366:Transition Temperature; D014783:Viscosity; D014867:Water / Q000737:chemistry
chemical_list: D000089:Acetic Anhydrides; D000098:Acetophenones; D003764:Dental Materials; D008689:Methacrylates; D011109:Polymethacrylic Acids; D013464:Sulfuric Acids; C562218:acetyloxypropylene dimethacrylate; D014867:Water; C020946:triethylene glycol dimethacrylate; C452198:2,2-dimethoxy-2-phenylacetophenone; C031800:acetic anhydride; D011092:Polyethylene Glycols; C033158:sulfuric acid; D005990:Glycerol