title: Synthesis and characterization of a novel resin monomer with low viscosity.
abstract: OBJECTIVE
  In this study, we designed and synthesized a novel macromolecule (tetramethyl bisphenol F acrylate, TMBPF-Ac) with low viscosity, excellent mechanical properties, and good biocompatibility. It could be used as a monomer for dental resin composites, which could reduce the risk of human exposure to bisphenol A derivatives in the oral environment. In addition, the monomer could be used without diluent, thereby avoiding the negative effect of a diluent METHODS: TMBPF-Ac was synthesized by a multistep condensation reaction. Its structure was confirmed by1H NMR spectra. Different resin mixtures were prepared, and then a number of performance and cytotoxicity tests were performed on these specimens.
  
  
  RESULTS
  1H NMR spectra showed that the structure of TMBPF-Ac was in accordance with the design. The viscosity of TMBPF-Ac was obviously lower than that of bisphenol-A diglycidyl methacrylate. The three kinds of resins used in this study were in line with ISO 4049:2009 and ISO 10993-5:2009. TMBPF-Ac-based resin had better physical and biological properties.
authors.affiliation: Endodontics Department of Stomatological Hospital, Jilin University, Changchun 130021, PR China; Alan G. MacDiarmid Institute, College of Chemistry, Jilin University, Changchun 130012, PR China.
authors.forename: Lihua
authors.initials: L
authors.lastname: Hong
authors.affiliation: Endoscopy Center Pathological Room, First Clinical Hospital of Bethune Medical, Jilin University, Changchun 130021, PR China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Wang
authors.affiliation: VIP Department of Stomatological Hospital, Jilin University, Changchun 130021, PR China.
authors.forename: Lin
authors.initials: L
authors.lastname: Wang
authors.affiliation: Endodontics Department of Stomatological Hospital, Jilin University, Changchun 130021, PR China.
authors.forename: Hong
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Alan G. MacDiarmid Institute, College of Chemistry, Jilin University, Changchun 130012, PR China. Electronic address: huina@jlu.edu.cn.
authors.forename: Hui
authors.initials: H
authors.lastname: Na
authors.affiliation: Endodontics Department of Stomatological Hospital, Jilin University, Changchun 130021, PR China. Electronic address: zhangzm1964@sina.com.
authors.forename: Zhimin
authors.initials: Z
authors.lastname: Zhang
mesh_terms: D000179:Acrylates / Q000737:chemistry; D000180:Acrylic Resins / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D001559:Benzhydryl Compounds / Q000737:chemistry / Q000633:toxicity; D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry; D055598:Chemical Phenomena; D060326:Chemistry Techniques, Synthetic; D003188:Composite Resins / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D019245:Compressive Strength; D003764:Dental Materials / Q000138:chemical synthesis / Q000737:chemistry; D004853:Epoxy Resins / Q000737:chemistry; D006801:Humans; D019570:Inhalation Exposure; D009682:Magnetic Resonance Spectroscopy; D008422:Materials Testing; D008689:Methacrylates / Q000138:chemical synthesis / Q000737:chemistry; D010636:Phenols / Q000737:chemistry / Q000633:toxicity; D058105:Polymerization; D011140:Polyurethanes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D013314:Stress, Mechanical; D013718:Tensile Strength; D014783:Viscosity; D014867:Water / Q000737:chemistry; D000098833:Bisphenol F Compounds; D000098826:Bisphenol A Compounds
chemical_list: D000179:Acrylates; D000180:Acrylic Resins; D001559:Benzhydryl Compounds; D001672:Biocompatible Materials; D003188:Composite Resins; D003764:Dental Materials; D004853:Epoxy Resins; D008689:Methacrylates; D010636:Phenols; D011140:Polyurethanes; D014867:Water; C029012:Composite Dental Resin; C000611646:bisphenol F; D000098833:Bisphenol F Compounds; C036658:acrylic acid; C006780:bisphenol A; D000098826:Bisphenol A Compounds
keywords: Acrylate; BPA free; Dental resin composites; Low viscosity; Monomer