Acrylophosphonic acid reactivity with calcium ions and biological apatite.

Dental materials : official publication of the Academy of Dental Materials

PubMedID: 17688933

Bayle MA, Nasr K, Grégoire G, Sharrock P. Acrylophosphonic acid reactivity with calcium ions and biological apatite. Dent Mater. 2008;24(3):386-91.
Acrylophosphonic acid (H(2)L) was reacted with biological apatite originating from dental enamel powder in order to identify and study the reaction products formed during the use of self-etch monomers. Nuclear magnetic resonance spectroscopy (NMR) showed the formation of brushite and a calcium salt of acrylophosphonic acid. This Ca salt was further synthesized and characterized by NMR, Fourier transform-infrared (FT-IR) and chromatography coupled with potentiometric analysis. The results reveal that calcium ions form a compound with two mono-deprotonated acrylophosphonate anions at physiological pH values. Thus, dissolution of the biological apatite by the acid-etch releases phosphate and calcium ions that combine to form brushite. The remaining dissolved Ca neutralize the acrylophosphonic acid to form an ionic salt of formula Ca(HL)(2).

The stoichiometry of this calcium salt allows us to conclude that, following a self-etch procedure, dissolved Ca ions participate in the formation of crosslinks in the complex photopolymerized copolymer composite network of the hybrid layer.