Synthesis and characterization of a new dimethacrylate monomer  based on 5,50-bis(4-hydroxylphenyl)-hexahydro-4,7-methanoindan  for root canal sealer application.
In this study, a new dimethacrylate monomer 5,5'-bis[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)-phenyl]-hexahydro-4,7-methan-oindan (5,5'-BHMPHM) with molecular weight of 640 and large molecular volume was designed and synthesized. The structure of monomer 5,5'-BHMPHM was confirmed by FT-IR, 1H-NMR and elemental analysis. Degree of double bond conversion, volume shrinkage, contact angle, water sorption and solubility, diffusion coefficient value, flexure strength and modulus of 5,5'-BHMPHM/tri(ethylene glycol) dimethacrylate (TEGDMA) based resin were measured. 2,2-bis[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)-phenyl]-propane(Bis-GMA)/TEGDMA based resin was used as reference. The result illustrated that the double bond conversion, polymerization shrinkage, and diffusion coefficient value of 5,5'-BHMPHM/TEGDMA based resin were significantly lower than that of Bis-GMA/TEGDMA based resin (P<0.05). Water sorption, solubility, flexure strength and modulus of 5,5'-BHMPHM/TEGDMA based resin were higher than that of Bis-GMA/TEGDMA based resin (P<0.05). There was no statistical difference between 5,5'-BHMPHM/TEGDMA based resin and Bis-GMA/TEGDMA based resin in contact angle (P>0.05).
He
Jingwei
J
College of Materials Science and Engineering, South China University of Technology, Guangzhou, China.
Liao
Lingling
L
Liu
Fang
F
Luo
Yuanfang
Y
Jia
Demin
D
D000327:Adsorption; D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics; D003188:Composite Resins / Q000138:chemical synthesis / Q000737:chemistry; D003793:Dental Restoration, Permanent / Q000295:instrumentation / Q000379:methods; D003799:Dental Stress Analysis; D055119:Elastic Modulus; D006244:Hardness; D007189:Indans / Q000737:chemistry*; D008422:Materials Testing; D008689:Methacrylates / Q000138:chemical synthesis* / Q000737:chemistry*; D008768:Methylmethacrylates / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry; D011109:Polymethacrylic Acids / Q000737:chemistry; D012387:Root Canal Filling Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D013718:Tensile Strength; D014867:Water / Q000378:metabolism
C551443:5,5'-bis(4-(2'-hydroxy-3'-methacryloyloxypropoxy)phenyl)hexahydro-4,7-methanoindan; D001672:Biocompatible Materials; D003188:Composite Resins; D007189:Indans; D008689:Methacrylates; D008768:Methylmethacrylates; D011109:Polymethacrylic Acids; D012387:Root Canal Filling Materials; D014867:Water; C020946:triethylene glycol dimethacrylate; D011092:Polyethylene Glycols