|
Sign In to gain access to subscriptions and/or personal tools.
|
Amine-induced Polymerization of Aqueous HEMA/Aldehyde During Action as a Dentin Bonding Agent
E.C. Munksgaard
Department of Dental Materials & Technology, Royal Dental College, Nörre Allé 20, DK-2200 Copenhagen N, Denmark
Aqueous mixtures of HEMA with glutaraldehyde or propionaldehyde polymerize by addition of catalytic amounts of amines or amino acids. The maximal reaction velocity of the transformation of HEMA/glutaraldehyde with glycine was obtained at pH 0.8. Kinetic data suggested a second-order reaction between glutaraldehyde and glycine, and solubility data suggested formation of a cross-linked polymer. A relatively high bond strength between dentin and resin composite was obtained by pre-treatment of dentin with Gluma (35% HEMA, 5% glutaraldehyde in water) adjusted to pH 1.0 with hydrochloric acid. It is proposed that on application of Gluma, amino-group-containing substances in dentin react with glutaraldehyde and start the formation of a HEMA polymer. This product may be cross-linked by an ,β-unsaturated glutaraldehyde aldol condensation product and may bond to dentin by aldehyde fixation to dentin proteins. Resin composite will bond to this product by copolymerization.
REFERENCES
- Asmussen, E. and Bowen, R.L. (1987): Effect of Acidic Pretreatment on Adhesion to Dentin Mediated by Gluma, J Dent Res 66:1386-1388.[Abstract/Free Full Text]
- Asmussen, E. and Munksgaard, E.C. (1985): Bonding of Restorative Resins to Dentin Promoted by Aqueous Mixtures of Aldehydes and Reactive Monomers, Int Dent J 35:160-165.[Medline]
[Order article via Infotrieve]
- Eliades, G.C.; Caputo, A.A.; and Vougiouklakis, G.J. (1985): Composition, Wetting Properties and Bond Strength with Dentin of 6 New Dentin Adhesives, Dent Mater 1:170-176.[CrossRef][Medline]
[Order article via Infotrieve]
- Hansen, E.K. and Asmussen, E. (1989): Marginal Adaptation of Posterior Resins: Effect of Dentin-Bonding Agent and Hygroscopic Expansion, Dent Mater 5:122-126.[CrossRef][Medline]
[Order article via Infotrieve]
- Hardy, P.M.; Hughes, G.J.; and Rydon, H.N. (1976): Formation of Quaternary Pyridinium Compounds by the Action of Glutaraldehyde on Proteins, J Chem Soc Chem Comm 5:157-158.
- Johnson, T.J.A. (1985a): Glutaraldehyde Fixation Chemistry. Scheme for Rapid Crosslinking and Evidence for Rapid Oxygen Consumption. In: Science of Biological Specimen Preparation, M. Mueller, R.P. Becker, A. Boyde, and J.J. Volosewich, Eds., Chicago: SEM Inc., AMF O'Hare, USA, pp. 51-62.
- Johnson, T.J.A. (1985b): Aldehyde Fixatives: Quantification of Acid-producing Reactions, J Electron Microsc Tech 2:129-138.[CrossRef]
- Komatsu, M. and Finger, W. (1986): Dentin Bonding Agents: Correlation of Early Bond Strength with Margin Gaps, Dent Mater 2:257-262.[CrossRef][Medline]
[Order article via Infotrieve]
- Korn, A.H.; Fairheller, S.H.; and Filachione, E.M. (1972): Glutaraldehyde: Nature of the Reagent, J Mol Biol 65:525-529.[CrossRef][Medline]
[Order article via Infotrieve]
- Lubig, R.; Kusch, P.; Roper, K.; and Zahn, H. (1981): Zum Reaktionsmechanismus von Glutaraldehyd mit Proteinen, Monatshefte für Chemie 112:1313-1323.[CrossRef]
- Munksgaard, E.C. and Asmussen, E. (1984): Bond Strength Between Dentin and Restorative Resins Mediated by Mixtures of HEMA and Glutaraldehyde, J Dent Res 63:1087-1089.[Abstract/Free Full Text]
- Munksgaard, E.C. and Asmussen, E. (1985): Dentin-Polymer Bond Mediated by Glutaraldehyde/HEMA, Scand J Dent Res 93:463-466.[Medline]
[Order article via Infotrieve]
- Munksgaard, E.C. and Asmussen, E. (1987): Methacrylate-Bonding to Dentin. In: Dentine and Dentine Reactions in the Oral Cavity, A. Thylstrup, S.A. Leach, and V. Qvist, Eds., Oxford: IRL Press Ltd., pp. 209-218.
- Munksgaard, E.C. and Irie, M. (1988): Effect of Load-Cycling on Bond Between Composite Fillings and Dentin Established by Gluma and Various Resins, Scand J Dent Res 96:579-583.[Medline]
[Order article via Infotrieve]
- Nimni, M.E.; Cheung, D.; Strates, B.; Kodama, M.; and Sheikh, K. (1987): Chemically Modified Collagen: A Natural Biomaterial for Tissue Replacement, J Biomed Mater Res 21:741-771.[CrossRef][Medline]
[Order article via Infotrieve]
- Retief, D.H.; O'Brien, J.A.; Smith, L.A.; and Marchman, J.L. (1988): In vitro Investigation and Evaluation of Dentin Bonding Agents, Am J Dent 1:176-183.[Medline]
[Order article via Infotrieve]
Journal of Dental Research, Vol. 69, No. 6,
1236-1239 (1990)
DOI: 10.1177/00220345900690060201

CiteULike Complore Connotea Del.icio.us Digg Reddit Technorati Twitter What's this?
This article has been cited by other articles:

|
 |

|
 |
 
S. Imazato, Y. Kinomoto, H. Tarumi, M. Torii, R.R.B. Russell, and J.F. McCabe
Incorporation of Antibacterial Monomer MDPB into Dentin Primer
Journal of Dental Research,
March 1, 1997;
76(3):
768 - 772.
[Abstract]
[PDF]
|
 |
|

|
 |

|
 |
 
A. Manabe, K. Katsuno, K. Itoh, S. Wakumoto, and T. Miyasaka
Bonding Efficacy of Erythritol Methacrylate Solutions as Dentin Primers
Journal of Dental Research,
September 1, 1991;
70(9):
1294 - 1298.
[Abstract]
[PDF]
|
 |
|
|
|