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Journal of Dental Research
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Influence of the Chemical Structure of Functional Monomers on Their Adhesive Performance

K.L. Van Landuyt1, Y. Yoshida2, I. Hirata3, J. Snauwaert4, J. De Munck1, M. Okazaki3, K. Suzuki2, P. Lambrechts1 and B. Van Meerbeek1,*

1 Leuven BIOMAT Research Cluster, Department of Conservative Dentistry, School of Dentistry, Oral Pathology and Maxillo-Facial Surgery, Catholic University of Leuven, Kapucijnenvoer 7, BE-3000 Leuven, Belgium;
2 Department of Biomaterials, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 2-5-1 Shikata-cho, Okayama 700-8525, Japan;
3 Department of Biomaterial Science, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan; and
4 Department of Chemistry, Catholic University of Leuven, Celestijnenlaan 200G, BE-3001 Heverlee, Belgium


Figure 1
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  		Figure 1. Microtensile Bond Strength (µTBS) of the experimental cements to enamel and dentin. Bars denote mean µTBS, and whiskers define standard deviation. Inside the bars, the mean µTBS value, the standard deviation in brackets, and the number of pre-testing failures/total number of tested specimens are indicated. Means with the same superscript are not significantly different within their group.

 

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  		Figure 2. Transmission electron microscopy of the interfaces of EAEPA (a), MAEPA (b,c) and 10-MDP (d) with dentin. They all exhibited a similar partially demineralized 0.5- to 1-µm-thick hybrid layer, in which hydroxyapatite could be observed. Since the samples of HAEPA all failed during processing for TEM, the interface with dentin could not be investigated. Feg-SEM showed that the HAEPA cement often failed adhesively (e,f), indicating a poor adhesive interaction of the cement with dentin. The failure pattern of MAEPA (g,h) was mainly ‘mixed adhesive’, usually involving the composite cement.

 

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  		Figure 3. Dissolution rate of the calcium-monomer salts. Notice that MAEPA, EAEPA, and HAEPA have a similar chemical structure and that they differ in only one group. The carboxyl group in HEAPA is esterified in EAEPA and MAEPA, with an ethyl-group and a phenyl-group, respectively. Regarding the hydrolytic stability of the calcium-salts of the monomers, 10-MDP performed best, whereas the Ca-HAEPA salt was very hydrolytically sensitive.

 

Journal of Dental Research, Vol. 87, No. 8, 757-761 (2008)
DOI: 10.1177/154405910808700804
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