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Journal of Dental Research
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Analysis of the Degradation of a Model Dental Composite

P.J. Koin1, A. Kilislioglu2, M. Zhou3, J.L. Drummond4 and L. Hanley3,*

1 University of Illinois at Chicago, Departments of Bioengineering,
3 Chemistry, and
4 Restorative Dentistry, m/c 111, Chicago, IL 60607-7061, USA; and
2 Istanbul University, Department of Chemistry, Avcilar 34320, Istanbul, Turkey


Figure 1
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  		Figure 1. Structure and proposed reaction of BisGMA-methacryloyl overlayer in the presence of water. Hydrolysis of resin ester bonds caused degradation products of BisGMA to appear, indicated by the solid arrows. Dehydration of the BisGMA – 2MA also occurred, leading to the loss of one equivalent of water with each reaction. Potential hydrolysis reactions that did not lead to observed products are indicated by broken arrows.

 

Figure 2
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  		Figure 2. Total ion chromatograms (TIC) of extract from methacryloyl BisGMA monolayer on nanoporous silicon aged for 2 wks in de-ionized water. Unlabeled peaks were not reproducible.

 

Figure 3
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  		Figure 3. MS of Unknown Derivative 2 of 20.5-min peak from TIC, with a µm/z 44 between adjacent peaks.

 

Journal of Dental Research, Vol. 87, No. 7, 661-665 (2008)
DOI: 10.1177/154405910808700712
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