title: Synthesis of a liquid-crystalline resin monomer with the property of low shrinkage polymerization.
abstract: To reduce the polymerization shrinkage of the dental resin composites, a new liquid-crystalline resin monomer was developed. The acrylate liquid crystalline resin monomer (ALCRM), (4-3-(acryloyloxy)-2-hydroxypropoxy) phenyl 4-(3-(acryloyloxy)-2-hydroxypropoxy) benzoate, was synthesized by a three-step method. Using the ALCRM as the main monomer, the degree of conversion (DC) and the volume shrinkage of the resin matrix were compared with the traditional composite resin monomer (Bis-GMA), 2,2-bis[4-(2-hydroxy-3-methacryloyloxy-propoxy)-phenyl] propane. The new monomer showed liquid crystalline characteristics with a mesomorphic phasetransition temperature between 18ºC and 42ºC. When copolymerized with triethylene glycol dimethacrylate (TEGDMA) at a weight ratio of 7:3, the DC of ALCRM was higher and the volume shrinkage was 3.62±0.26%, which was less than that of the Bis-GMA. The ALCRM exhibits promising potential for the development of superior dental resins with low volume shrinkage.
authors.affiliation: Department of Prosthodontics, School of Stomatolgy, Capital Medical University, Beijing, China
authors.forename: Wenwen
authors.initials: W
authors.lastname: Liu
authors.forename: Su
authors.initials: S
authors.lastname: Chen
authors.forename: Yiran
authors.initials: Y
authors.lastname: Liu
authors.forename: Yuanping
authors.initials: Y
authors.lastname: Ma
authors.forename: Na
authors.initials: N
authors.lastname: Wang
authors.forename: Zhenting
authors.initials: Z
authors.lastname: Zhang
authors.forename: Yuzhe
authors.initials: Y
authors.lastname: Yang
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis* / Q000737:chemistry; D001559:Benzhydryl Compounds / Q000737:chemistry; D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D017438:Bisphenol A-Glycidyl Methacrylate / Q000737:chemistry; D003188:Composite Resins / Q000138:chemical synthesis* / Q000737:chemistry; D003460:Crystallization; D003764:Dental Materials / Q000138:chemical synthesis* / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry; D006801:Humans; D050866:Liquid Crystals / Q000737:chemistry*; D008422:Materials Testing; D008689:Methacrylates / Q000737:chemistry; D008859:Microscopy, Polarization; D044367:Phase Transition; D011092:Polyethylene Glycols / Q000737:chemistry; D058105:Polymerization; D011109:Polymethacrylic Acids / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013499:Surface Properties; D044366:Transition Temperature
chemical_list: C534778:2,2-bis(4-(2-hydroxy-3-acryloxypropoxy)phenyl)propane; C508281:2,2-bis(4-(2-methoxy-3-methacryloyloxypropoxy)phenyl)propane; C000595729:4-(3-(acryloyloxy)-2-hydroxypropoxy)phenyl 4-(3-(acryloyloxy)-2-hydroxypropoxy)benzoate; D000179:Acrylates; D001559:Benzhydryl Compounds; D001565:Benzoates; D003188:Composite Resins; D003764:Dental Materials; D004852:Epoxy Compounds; D008689:Methacrylates; D011109:Polymethacrylic Acids; C062287:2,2-bis(4-(2-methacryloyloxypropoxy)phenyl)propane; C020946:triethylene glycol dimethacrylate; D011092:Polyethylene Glycols; D017438:Bisphenol A-Glycidyl Methacrylate; C049840:2-(dimethylamino)ethyl methacrylate