Catechol-Functionalized Synthetic Polymer as a Dental Adhesive to Contaminated Dentin Surface for a Composite Restoration

Abstract

This study reports a synthetic polymer functionalized with catechol groups as dental adhesives. We hypothesize that a catechol-functionalized polymer functions as a dental adhesive for wet dentin surfaces, potentially eliminating the complications associated with saliva contamination. We prepared a random copolymer containing catechol and methoxyethyl groups in the side chains. The mechanical and adhesive properties of the polymer to dentin surface in the presence of water and salivary components were determined. It was found that the new polymer combined with an Fe3+ additive improved bond strength of a commercial dental adhesive to artificial saliva contaminated dentin surface as compared to a control sample without the polymer. Histological analysis of the bonding structures showed no leakage pattern, probably due to the formation of Fe–catechol complexes, which reinforce the bonding structures. Cytotoxicity test showed that the polymers did not inhibit human gingival fibroblast cells proliferation. Results from this study suggest a potential to reduce failure of dental restorations due to saliva contamination using catechol-functionalized polymers as dental adhesives.

Core-shell cylinder (CSC) nanotemplates comprising mussel-inspired catechol-containing triblock copolymers for silver nanoparticle arrays and ion conductive channels

“…1 Based on this variety of interactions between catechol groups and material surfaces, the underwater adhesion properties of catechol-containing polymers have been well investigated over the past decade. [2][3][4][5][6][7][8] Furthermore, since the phenolic hydroxyl group has a reductive property that can reduce metal ions to solid metals, catechol groups can be used as reductants to form metal nanoparticles. [9][10][11][12] Various kinds of catechol-containing polymers possessing adhesion and reduction properties have been reported.…”

Effect of Decontamination Treatments on Micro-Shear Bond Strength between Blood–Saliva-Contaminated Post-Etched Dentin Substrate and Composite Resin

“…Park et al [11] proposed the blot drying of saliva from an etched dentin surface to regain the bond strength. Lee SB et al [12] recommended the utilization of catechol-functionalized synthetic polymer as a dental adhesive to the contaminated dentin surface.Modern dentin bonding strategies mainly comprise the total-etch and one-step self-etch adhesive techniques. The total-etch technique incorporates the superficial dissolution of dentin and enamel by phosphoric acid.…”

“…Park et al [11] proposed the blot drying of saliva from an etched dentin surface to regain the bond strength. Lee SB et al [12] recommended the utilization of catechol-functionalized synthetic polymer as a dental adhesive to the contaminated dentin surface.…”

Significant Performance Enhancement of Polymer Resins by Bioinspired Dynamic Bonding

“…Our strategy of using a priming layer to enhance bonding performance of conventional PMA resins [23,27] contrasts with the few prior approaches that used polydopamine or DOPA-containing polymethacrylate. Our proposed biomimetic coating operations use simple dip-coating of surfaces into dopamine-containing aqueous solutions at pH values of ≈8–8.5; the surfaces are then soaked for several hours to allow the auto-oxidative cross-linking reaction to come to completion.…”

“…Our proposed biomimetic coating operations use simple dip-coating of surfaces into dopamine-containing aqueous solutions at pH values of ≈8–8.5; the surfaces are then soaked for several hours to allow the auto-oxidative cross-linking reaction to come to completion. [13] Coating with polydopamine [23] or catechol-polymethacrylate [27] does improve adhesion performance due to improved wettability or cohesion with iron-catechol coordination within the priming polymer layer, respectively, but neither approach has been shown to achieve direct chemical bridging [8,28] between the substrate and PMA resin. Indeed, such coating efforts differ from the mussel’s native strategy, and perhaps not surprisingly, the mussel’s strong wet adhesion and high toughness have not yet been replicated with synthetic materials using this approach.…”