Chemical Interaction of Phosphoric Acid Ester with Hydroxyapatite
D. Fukegawa1,
S. Hayakawa3,
Y. Yoshida1,2,*,
K. Suzuki1,2,
A. Osaka2,3, and
B. Van Meerbeek4
1 Department of Biomaterials, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 2-5-1 Shikata-cho, Okayama, 700-8525, Japan;
2 Research Center for Biomedical Engineering, Okayama University, 3-1-1, Tsushima, Okayama, 700-8530, Japan;
3 Biomaterials Laboratory, Graduate School of Natural Science and Technology, Okayama University, 3-1-1, Tsushima, Okayama, 700-8530, Japan; and
4 Leuven BIOMAT Research Cluster, Department of Conservative Dentistry, School of Dentistry, Oral Pathology and Maxillo-Facial Surgery, Catholic University of Leuven, Kapucijnenvoer 7, B-3000 Leuven, Belgium

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Figure 1. Powder XRD patterns of MDP-HAp samples, CaMHP2, and HAp. For comparison, the XRD pattern of CaHPO4·2H2O is also shown. (a) Wide angle; (b) low angle.
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Figure 2. Solid-state 31P CP-MAS NMR spectra of MDP-HAp and reference samples. (a,b) Solid-state 31P CP-MAS NMR spectra of MDP-HAp samples, CaMHP2, and HAp, together with a liquid NMR spectrum of MDP. For comparison, the 31P CP-MAS NMR spectrum of CaHPO4·2H2O is also shown. (c) 31P CP-MAS NMR spectra of MDP- HAp in ethanol and of HAp.
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Figure 3. Chemical interaction models of 10-methacryloyloxydecyl dihydrogen phosphate (MDP) with hydroxyapatite (HAp). (I,II) The ionic binding models of MDP interacting electrostatically with the Ca2+ ions of HAp, where either one of the P-OH groups of MDP dissociated H+ to form one P-O group, or two of the P-OH groups of MDP dissociated H+ to form two P-O groups during chemical interaction with HAp, respectively. (III) The covalent binding model of MDP condensation with the PO43 ions of HAp to form pyrophosphate groups.
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Figure 4. Proposed mechanism of MDP adsorption onto HAp and precipitation of CaMHP2 and CaHPO4·2H2O (modified from Tanaka et al., 1997).
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