Polymerization kinetics of phosphonic acids and esters using an iodonium initiator |
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Authors: | Vincent Besse Loïc Le Pluart Wayne D. Cook Thi‐Nhàn Pham Pierre‐Jean Madec |
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Affiliation: | 1. Laboratoire de Chimie Moléculaire et Thioorganique, UMR CNRS 6507, INC3M, FR 3038, ENSICAEN & Université de Caen, , 14050 Caen, France;2. Department of Materials Engineering, Monash University, , Clayton, Victoria, 3800 Australia |
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Abstract: | Phosphonic acids are known to be useful monomers in dental restorative materials because of their good potential to provide enhanced adhesion to hydroxyapatite and their high hydrolytic stability. In this study, the photopolymerization of phosphonic acid‐based monomer via the camphorquinone (CQ)/ethyl‐4‐(dimethylaminobenzoate) (EDAB) photoredox system is compared with a ternary system composed of iodonium hexafluorophosphate and CQ/EDAB. Photocalorimetry shows that the ternary system does not provide a significant acceleration of the polymerization with either acrylamide or methacrylate phosphonic acids. The complexation of the iodonium by the phosphonic moiety of the acidic monomers leads to a lowered iodonium reactivity and reduced polarizability of the medium and as a consequence limits the rate enhancement effect normally observed by phosphonic acids on the polymerization rate. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013 , 51, 5046–5055 |
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Keywords: | acrylamide adhesives camphorquinone dental materials DSC methacrylate phosphonic acids phosphonic acids and phosphonates photo‐DSC photopolymerization kinetics photosensitizer polarity iodonium |
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