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Articles

Synthesis and homopolymerization kinetics of 7-(methacroyloxy)-2-oxo-heptylphosphonic acid and its copolymerization with methyl methacrylate

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Pages 79-90 | Received 09 Oct 2018, Accepted 07 Feb 2019, Published online: 08 Mar 2019

References

  • Cramer NB, Stansbury JW, Bowman CN. Recent advances and developments in composite dental restorative materials. J Dent Res. 2011;90:402–416.
  • Moszner N, Hirt T. New polymer‐chemical developments in clinical dental polymer materials: enamel–dentin adhesives and restorative composites. J Pol Sci, Part A Polym Chem. 2012;50:4369–4402.
  • Shalaby WS, Salz U. Polymers for dental and orthopaedic applications. Boca Raton: CRC Press, Taylor & Francis Group; 2007. p. 13–168.
  • Mou LY, Singh G, Nicholson JW. Synthesis of a hydrophilic phosphonic acid monomer for dental materials. Chem Commun. 2000;5:345–346.
  • Avci D, Mathias LJ. Synthesis and photopolymerizations of phosphate-containing acrylate/(di)methacrylate monomers from 3-(acryloyloxy)-2-hydroxypropyl methacrylate. Polym Bull. 2005;54(1–2):11–19.
  • Bayle MA, Gregoire G, Sharrock P. The role of acrylophosphonic acid monomers in the formation of hybrid layers based on self-etch adhesives. J Dent. 2007;35(4):302–308.
  • Nishiyama N, Aida M, Fujita K, et al. NMR study on the adhesion efficacy of experimental phosphonic acid monomers. Dent Mater J. 2007;26(3):382–387.
  • Van Landuyt KL, Yoshida Y, Hirata I, et al. Influence of the chemical structure of functional monomers on their adhesive performance. J Dent Res. 2008;87(8):757–761.
  • Jaacks V. A novel method of determination of reactivity ratios in binary and ternary copolymerizations. Makromol Chem. 1972;161(1):161–172.
  • Fineman M, Ross SD. Linear method for determining monomer reactivity ratios in copolymerization. J Pol Sci. 1950;V(2):259–262.
  • Tidwell PV, Mortimer GA. An improved method of calculating copolymerization reactivity ratios. J Pol Sci Part A Gen Pap. 1965;3:369–387.
  • Chmela Š, Pavlinec J, Fiedlerová A, et al. Determination of homopolymerization kinetics of 10-(N-methylacrylamido)-decylphosphonic acid, its diethyl ester, and 10-(methacryloyloxy)-decylphosphonic acid, and their copolymerization with methyl methacrylate. Macromol Chem Phys. 2015;216(24):2386–2397.
  • Chmela Š, Fiedlerová A, Liptaj T, et al. Determination of homopolymerization kinetics and copolymerization with methyl methacrylate of diethyl 9-(methacryloyloxy)-2-oxo-nonylphosphonate, 9-(methacryloyloxy)-2-oxo-nonylphosphonic acid and diethyl 9-(methacryloyloxy)-nonylphosphonate. e-Polymers. 2018;18(3):205–216.
  • Greenlay RZ. Polymer Handbook. In: Brandrup J, Immergut EH, Grulke EA, editors. 4th ed. New York (NY): Wiley; 1999. p. II/232.
  • Greenlay RZ. Polymer Handbook. In: Brandrup J, Immergut EH, Grulke EA, editors. 4th ed. New York (NY): Wiley; 1999. p. II/415.
  • Bumett GM, Dailey WS, Pearson JM. Radical polymerization in halogenated solvents. part 1. methyl methacrylate polymerization initiated by azoisobutyronitrile. Trans Faraday Soc. 1965;61:1216–1225.
  • Kamachi M. Influence of solvent on free radical polymerization of vinyl compounds. Ad Polym Sci. 1981;38:55–87.
  • Bamford CH, Brumby S. The effect of aromatic solvents on the absolute rate coefficients in the polymerization of methyl methacrylate at 25°C. Makromol Chem. 1967;105:122–131.
  • Kamachi M, Satoh J, Liaw DJ, et al. Solvent effects on radical polymerization of vinyl benzoate and phenyl methacrylate. Macromolecules. 1977;10(2):501–502.
  • Burnett GM, Cameron GG, Joiner SN. Solvent effects on the free radical polymerization of styrene. J Chem Soc Faraday Trans 1. 1973;69:322–327.
  • Kamachi M, Liaw DJ, Nozakura S. Solvent effect on radical polymerization of phenyl methacrylate. Polym J. 1977;9(3):307–316.
  • Olaj OF, Bitai I, Hinkelmann F. The laser-flash-initiated polymerization as a tool of evaluating kinetic constants of free radical polymerization. 2. The direct determination of the rate constant of chain propagation. Makromol Chem. 1987;188:1689–1702.
  • Olaj OF, Bitai I. The laser flash‐initiated polymerization as a tool of evaluating (individual) kinetic constants of free radical polymerization, 3. Information from degrees of polymerization. Angew Makromol Chem. 1987;155(1):177–190.
  • Olaj OF, Bitai I. Solvent effects on the rate constant of chain propagation in free radical polymerization. Monats Chem. 1999;130(6):731–740.