Atomic level observation and structural analysis of phosphoric-acid ester interaction at dentin

[Display omitted] The functional monomer 10-methacryloyloxydecyl dihydrogen phosphate (10-MDP), used in many dental adhesives, self-assembles in nano-layers at adhesive-tooth interfaces. Recently, several states of the POH groups of 10-MDP_Ca salts were suggested, while their actual status has not b...

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Bibliographic Details
Published in:Acta biomaterialia 2019-10, Vol.97, p.544-556
Main Authors: Yoshihara, Kumiko, Nagaoka, Noriyuki, Yoshida, Yasuhiro, Van Meerbeek, Bart, Hayakawa, Satoshi
Format: Article
Language:English
Subjects:
Adhesives
Dentin
Energy transmission
Functional monomer
Hydroxyapatite
Interfaces
Layering
NMR
Nuclear magnetic resonance
Salts
Scanning transmission electron microscopy
Solid state NMR
Spectrometry
Structural analysis
Teeth
TEM
Transmission electron microscopy
X-ray diffraction
XRD
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Summary:[Display omitted] The functional monomer 10-methacryloyloxydecyl dihydrogen phosphate (10-MDP), used in many dental adhesives, self-assembles in nano-layers at adhesive-tooth interfaces. Recently, several states of the POH groups of 10-MDP_Ca salts were suggested, while their actual status has not been elucidated yet. We mechanistically investigated 10-MDP_Ca-salt nano-layering at adhesive-dentin interfaces, correlatively using scanning transmission electron microscopy with energy-dispersive X-ray spectrometry (STEM-EDS), X-ray diffraction (XRD) and solid state nuclear magnetic resonance (NMR). STEM-EDS confirmed the presence of Ca and P in each nano-layer. Both XRD and NMR revealed that the two terminal POH groups of 10-MDP reacted with Ca. This twofold POH interaction of 10-MDP with Ca was stable in water and is therefore expected to contribute to durable nano-layering of 10-MDP_Ca salts in the hybrid and adhesive layer. The functional monomer 10-methacryloyloxydecyl dihydrogen phosphate (10-MDP), commonly used in dental adhesives with favorable long-term clinical outcome, has been documented to self-assemble into nano-layers at adhesive-tooth interfaces. Characterizing ultra-morphologically (STEM) and chemically (STEM-EDS, XRD, NMR) the mechanisms of interaction of 10-MDP with bulk dentin in a similar manner as what occurs clinically, it was found that the water stable 10-MDP_Ca salts consist of CaRPO4, meaning that the two OH groups of the phosphate group of 10-MDP ionically reacted with Ca. This stable structure is expected to contribute to durable nano-layering of 10-MDP_Ca salts in the hybrid and adhesive layer and hence to clinical longevity of the adhesively bonded tooth restoration.
ISSN:1742-7061
1878-7568
DOI:10.1016/j.actbio.2019.08.029