Abstract

Among several functional monomers, 10-methacryloxydecyl dihydrogen phosphate (10-MDP) bonded most effectively to hydroxyapatite (HAp). However, more hydrolysis-resistant functional monomers are needed to improve bond durability. Here, we investigated the adhesive potential of the novel fluoro-carbon functional monomer 6-methacryloxy-2,2,3,3,4,4,5,5-octafluorohexyl dihydrogen phosphate (MF8P; Kuraray Noritake Dental Inc., Tokyo, Japan) by studying its molecular interaction with powder HAp using solid-state nuclear magnetic resonance (1H MAS NMR) and with dentin using x-ray diffraction (XRD) and by characterizing its interface ultrastructure at dentin using transmission electron microscopy (TEM). We further determined the dissolution rate of the MF8P-Ca salt, the hydrophobicity of MF8P, and the bond strength of an experimental MF8P-based adhesive to dentin. NMR confirmed chemical adsorption of MF8P onto HAp. XRD and TEM revealed MF8P-Ca salt formation and nano-layering at dentin. The MF8P-Ca salt was as stable as that of 10-MDP; MF8P was as hydrophobic as 10-MDP; a significantly higher bond strength was recorded for MF8P than for 10-MDP. In conclusion, MF8P chemically bonded to HAp. Despite its shorter size, MF8P possesses characteristics similar to those of 10-MDP, most likely to be associated with the strong chemical bond between fluorine and carbon. Since favorable bond strength to dentin was recorded, MF8P can be considered a good candidate functional monomer for bonding.

Original languageEnglish
Pages (from-to)189-194
Number of pages6
JournalJournal of Dental Research
Volume93
Issue number2
DOIs
Publication statusPublished - Feb 2014

Fingerprint

Dental Bonding
Dentin
Durapatite
Carbon
Salts
Transmission Electron Microscopy
Adhesives
X-Rays
Fluorine
Tokyo
Hydrophobic and Hydrophilic Interactions
Powders
Adsorption
Tooth
Japan
Hydrolysis
Magnetic Resonance Spectroscopy
methacryloyloxydecyl dihydrogen phosphate

Keywords

  • 10-MDP
  • adhesion
  • adhesive
  • dentin
  • hydroxyapatite
  • MF8P

ASJC Scopus subject areas

  • Dentistry(all)

Cite this

Novel fluoro-carbon functional monomer for dental bonding. / Yoshihara, Kumiko; Yoshida, Y.; Hayakawa, Satoshi; Nagaoka, Noriyuki; Kamenoue, S.; Okihara, Takumi; Ogawa, Tatsuyuki; Nakamura, M.; Osaka, A.; Van Meerbeek, B.

In: Journal of Dental Research, Vol. 93, No. 2, 02.2014, p. 189-194.

Research output: Contribution to journalArticle

Yoshihara, Kumiko ; Yoshida, Y. ; Hayakawa, Satoshi ; Nagaoka, Noriyuki ; Kamenoue, S. ; Okihara, Takumi ; Ogawa, Tatsuyuki ; Nakamura, M. ; Osaka, A. ; Van Meerbeek, B. / Novel fluoro-carbon functional monomer for dental bonding. In: Journal of Dental Research. 2014 ; Vol. 93, No. 2. pp. 189-194.
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