Ethoxylated Bisphenol A Dimethacrylate Research Articles

Short-term and long-term release of monomers from newly developed resin-modified ceramics and composite resin CAD-CAM blocks

Statement of problemMonomer leaching from restorations may affect the oral mucosa and general health; however, information on monomer leaching from chairside computer-aided design and computer-aided manufacturing (CAD-CAM) restorative materials is lacking. PurposeThe purpose of this in vitro study was to investigate the leaching of monomers from newly introduced resin-modified ceramics and composite resin CAD-CAM blocks that were immersed in water and ethanol for short-term and long-term incubation periods. Material and methodsTen square-shaped specimens of 5 newly introduced CAD-CAM blocks were suspended by means of a silk thread in distilled water and in 75% ethanol. After 1 day, 7 days, 30 days, and 60 days, the eluates bisphenol A (BPA), urethane dimethacrylate (UDMA), triethylene glycol dimethacrylate (TEGDMA), N, N-dimethylacrylamide (DMA), bisphenol A-glycidyl dimethacrylate (Bis-GMA), and bisphenol A ethoxylate dimethacrylate (Bis-EMA) were analyzed by means of high-performance liquid chromatography (HPLC). Additional specimens of each material, before and after immersion in the solutions, were investigated by scanning electron microscopy, and elemental analysis was performed by energy-dispersive X-ray spectrometry. ResultsTEGDMA and UDMA were the main monomers eluted from all the materials tested. A pattern of declining release was detected for all the monomers. Bisphenol-A was not released by any of the investigated ceramic-composite or composite resin blocks either in water or ethanol. ConclusionsCAD-CAM blocks release less monomer when they are immersed in aqueous solutions in the short-term and long-term periods than conventional resin composite materials. The amount of monomer release declined until no monomer could be detected.

Modification of filler surface treatment of composite resins using alternative silanes and functional nanogels

ObjectivesThis study probes how modifiedapproaches for filler surface treatment in dental composites based on alternative silanes and functional nanogel additives affects physicochemical properties of these materials with a focus on polymerization stress development. MethodsNanogels were synthesized from isobornyl methacrylate, ethoxylated bisphenol-A dimethacrylate and isocyanatoethyl methacrylate followed by partial further reaction with 2-hydroxyethyl methacrylate to provide both isocyanate and methacrylate functionalization. A barium glass filler (˜1 μm particle size) was treated with either γ-methacryloxypropyltrimethoxysilane (MPS), N-methylaminopropyltrimethoxy (MAP) or N-allylaminopropyltrimethoxy (AAP) silanes. The reactive nanogels were then covalently attached to the aminosilane-treated fillers. Surface treatment was characterized by thermogravimetric analysis (TGA) and diffuse reflectance infrared spectroscopy (DR-IR). Composites were formulated with 60 wt% of the various functionalized fillers and the materials were evaluated for polymerization kinetics, polymerization stress (PS), volumetric shrinkage, mechanical properties and photorheology. Data were evaluated by one-way ANOVA and Tukey’s test at 5% significance level. ResultsFiller surface treatments were confirmed by TGA and DR-IR analyses. Nanogel-functionalized fillers significantly reduced PS up to 20%, while the degree of conversion and elastic modulus were not compromised. Similar storage modulus development during polymerization was observed among materials by photorheology although the rate of polymerization was significantly increased for nanogel-based treatments. A significant decrease in flexural strength was observed for amino functional silane groups; however, there was no statistical difference in strength for the MPS control group compared with the nanogel-modified composites. SignificanceFiller surface treatment modified with a reactive nanogel enables significant PS reduction, without compromise to degree of conversion or mechanical properties of dental composites.

Novel multifunctional nanocomposite for root caries restorations to inhibit periodontitis-related pathogens

ObjectivesThe objectives of this study were to: (1) develop a novel multifunctional composite with nanoparticles of silver (NAg), 2-methacryloyloxyethyl phosphorylcholine (MPC), dimethylaminohexadecyl methacrylate (DMAHDM) and nanoparticles of amorphous calcium phosphate (NACP); and (2) investigate biofilm-inhibition via the multifunctional nanocomposite against three species of periodontal pathogens for the first time. MethodsThe multifunctional nanocomposite was fabricated by incorporating NAg, MPC, DMAHDM and NACP into the resin consisting of pyromellitic glycerol dimethacrylate (PMDGDM) and ethoxylated bisphenol A dimethacrylate (EBPADMA). Three species (Porphyromonas gingivalis, Aggregatibacter actinomycetemcomitans and Fusobacterium nucleatum) were tested for metabolic activity (MTT), live/dead staining, polysaccharide production and colony-forming units (CFU) of biofilms grown on resins. ResultsIncorporation of 0.08% to 0.12% NAg, 3% MPC, 3% DMAHDM and 30% NACP did not compromise the mechanical properties of the composite (p > 0.1). The multifunctional nanocomposite reduced protein adsorption to nearly 1/10 of that of a commercial control (p < 0.05). For all three species, the biofilm CFU was reduced by about 5 and 1 orders of magnitude via the nanocomposite containing NAg + MPC + DMAHDM, compared to commercial control and the composite with MPC + DMAHDM, respectively. ConclusionsThe novel multifunctional nanocomposite achieved the greatest reduction in metabolic activity, polysaccharide and biofilm growth of three periodontal pathogens. Clinical significanceThe strongly-antibacterial, multifunctional composite is promising for treating root lesions, alleviating periodontitis and protecting the periodontal tissues.

Protein-repellent nanocomposite with rechargeable calcium and phosphate for long-term ion release

ObjectiveThere has been no report on the effect of incorporating protein repellent 2-methacryloyloxyethyl phosphorylcholine (MPC) into a composite containing nanoparticles of amorphous calcium phosphate (NACP) on calcium (Ca) and phosphate (P) ion rechargeability. The objectives of this study were to develop a Ca and P ion-rechargeable and protein-repellent composite for the first time, and investigate the effects of MPC and NACP on mechanical properties, protein-repellency, anti-biofilm effects, and Ca and P ion recharge and re-release. MethodsNACP were synthesized using a spray-drying technique. The resin contained ethoxylated bisphenol A dimethacrylate (EBPADMA) and pyromellitic glycerol dimethacrylate (PMGDM). Three NACP composites were made with 0 (control), 1.5%, and 3% of MPC. NACP (20%) and glass particles (50%) were also added into the resin. Protein adsorption was measured using a micro-bicinchoninic acid (BCA) method. A human saliva microcosm biofilm model was used to determine biofilm metabolic activity, lactic acid, and colony-forming units (CFU). Ca and P ion recharge and re-release were measured using a spectrophotometric method. ResultsFlexural strengths and moduli of CaP-rechargeable composites matched those of a commercial composite without CaP rechargeability (p>0.1). Adding 1.5% and 3% MPC reduced protein adsorption to 1/3 and 1/5, respectively, that of commercial composite (p<0.05). Adding 3% MPC suppressed biofilm metabolic activity and lactic acid production, and reduced biofilm CFU by nearly 2 logs. All three NACP composites had excellent ion rechargeability and higher levels of ion re-releases. One recharge yielded continuous ion release for 21 days. The release was maintained at the same level with increasing number of recharge cycles, indicating long-term ion release. Incorporation of MPC did not compromise the CaP ion rechargeability. SignificanceIncorporating 3% MPC into NACP nanocomposite greatly reduced protein adsorption, biofilm growth and lactic acid, decreasing biofilm CFU by nearly 2 logs, without compromising Ca and P recharge. This protein-repellent NACP-MPC rechargeable composite with long-term remineralization is promising for tooth restorations to inhibit secondary caries.

Protein-repelling adhesive resin containing calcium phosphate nanoparticles with repeated ion-recharge and re-releases

ObjectivesThe objectives were to develop a calcium (Ca) and phosphate (P) ion-rechargeable and protein-repellent adhesive containing nanoparticles of amorphous calcium phosphate (NACP) and 2-methacryloyloxyethyl phosphorylcholine (MPC), and investigate the MPC effects on ion recharge and re-releases for the first time. MethodsPyromellitic glycerol dimethacrylate and ethoxylated bisphenol-A dimethacrylate were used to fabricate adhesive PEHB. Six adhesives were tested: (1) Scotchbond (SBMP); (2) PEHB, (3) PEHB + 20%NACP; (4) PEHB + 30%NACP; (5) PEHB + 20%NACP+3%MPC; (6) PEHB + 30%NACP+3%MPC. Dentin shear bond strength, Ca/P ion release, recharge and re-release, and protein adsorption were measured. A microcosm biofilm model was tested for lactic-acid production and colony-forming units (CFU). ResultsAdding NACP + MPC did not negatively affect dentin bond strength (p > 0.1). With increasing the number of recharge/re-release cycles, the Ca/P ion re-release reached similarly higher levels (p > 0.1), indicating long-term remineralization capability. One recharge enabled the adhesives to have continued re-releases for 21 days. Incorporation of 3% MPC yielded 10-fold decrease in protein adsorption, and 1–2 log decrease in biofilm CFU. ConclusionsThe new rechargeable adhesive with MPC + 30%NACP greatly reduced protein adsorption, biofilm growth and lactic acid. Incorporation of MPC did not compromise the excellent Ca/P ion release, rechargeability, and dentin bond strength. Clinical significanceNovel bioactive adhesive containing MPC + NACP is promising to repel proteins and bacteria, and inhibit secondary caries at the restoration margins. The method of NACP + MPC to combine CaP-recharge and protein-repellency is applicable to the development of a new generation of materials including composites and cements to suppress oral biofilms and plaque formation and protect tooth structures.

Novel rechargeable calcium phosphate nanocomposite with antibacterial activity to suppress biofilm acids and dental caries

ObjectiveRechargeable calcium phosphate (CaP) composites were developed recently. However, none of the rechargeable CaP composites was antibacterial. The objectives of this study were to develop the first rechargeable CaP composite that was antibacterial, and to investigate the effects of adding dimethylaminohexadecyl methacrylate (DMAHDM) into rechargeable CaP composite on ion rechargeability and re-release as well as biofilm properties. MethodsDMAHDM was synthesized via a Menschutkin reaction. Nanoparticles of amorphous calcium phosphate (NACP) were synthesized using a spray-drying technique. The resin contained ethoxylated bisphenol A dimethacrylate (EBPADMA) and pyromellitic glycerol dimethacrylate (PMGDM). Two composites were fabricated: rechargeable NACP composite, and rechargeable NACP-DMAHDM composite. Mechanical properties and ion release and recharge were measured. A dental plaque microcosm biofilm model using saliva was tested. ResultsFlexural strength and elastic modulus of rechargeable NACP and NACP-DMAHDM composites matched commercial control composite (p > 0.1). NACP-DMAHDM inhibited biofilm metabolic activity and lactic acid, and reduced biofilm colony-forming units (CFU) by 3–4 log. NACP and NACP-DMAHDM showed similar Ca and P ion recharge and re-release (p > 0.1). Therefore, adding DMAHDM did not compromise the ion rechargeability. One recharge yielded continuous release for 42 d. The release was maintained at the same level with increasing number of recharge cycles, indicating long-term ion release and remineralization capability. ConclusionsThe first CaP rechargeable and antibacterial composite was developed. Adding DMAHDM into the rechargeable NACP composite did not adversely affect the Ca and P ion release and recharge, and the composite had much less biofilm growth and lactic acid production, with CFU reduction by 3–4 log. Clinical significanceThis novel CaP rechargeable composite with long-term remineralization and antibacterial properties is promising for tooth restorations to inhibit caries.

Effect of calcium phosphate nanocomposite on in vitro remineralization of human dentin lesions

ObjectiveSecondary caries is a primary reason for dental restoration failures. The objective of this study was to investigate the remineralization of human dentin lesions in vitro via restorations using nanocomposites containing nanoparticles of amorphous calcium phosphate (NACP) or NACP and tetracalcium phosphate (TTCP) for the first time. MethodsNACP was synthesized by a spray-drying technique and incorporated into a resin consisting of ethoxylated bisphenol A dimethacrylate (EBPADMA) and pyromellitic glycerol dimethacrylate (PMGDM). After restoring the dentin lesions with nanocomposites as well as a non-releasing commercial composite control, the specimens were treated with cyclic demineralization (pH 4, 1h per day) and remineralization (pH 7, 23h per day) for 4 or 8 weeks. Calcium (Ca) and phosphate (P) ion releases from composites were measured. Dentin lesion remineralization was measured at 4 and 8 weeks by transverse microradiography (TMR). ResultsLowering the pH increased ion release of NACP and NACP-TTCP composites. At 56 days, the released Ca concentration in mmol/L (mean±SD; n=3) was (13.39±0.72) at pH 4, much higher than (1.19±0.06) at pH 7 (p<0.05). At 56 days, P ion concentration was (5.59±0.28) at pH 4, much higher than (0.26±0.01) at pH 7 (p<0.05). Quantitative microradiography showed typical subsurface dentin lesions prior to the cyclic demineralization/remineralization treatment, and dentin remineralization via NACP and NACP-TTCP composites after 4 and 8 weeks of treatment. At 8 weeks, NACP nanocomposite achieved dentin lesion remineralization (mean±SD; n=15) of (48.2±11.0)%, much higher than (5.0±7.2)% for dentin in commercial composite group after the same cyclic demineralization/remineralization regimen (p<0.05). SignificanceNovel NACP-based nanocomposites were demonstrated to achieve dentin lesion remineralization for the first time. These results, coupled with acid-neutralization and good mechanical properties shown previously, indicate that the NACP-based nanocomposites are promising for restorations to inhibit caries and protect tooth structures.

Facile fabrication and characterization of polyimide nanofiber reinforced photocured hybrid electrolyte for Li‐ion batteries

In this study, a novel ion conductive polyimide (PI) nanofiber reinforced photocured hybrid electrolyte has been fabricated. Polyimide fibers were fabricated with the reaction between 4,4′‐oxydianiline (ODA) and 3,3′,4,4′‐benzophenonetetracarboxylic dianhydride (BTDA) followed by electrospinning and thermal imidization methods. Then, PI electrospun fibers were dipped into hybrid resin formulation containing bisphenol A ethoxylate dimethacrylate (BEMA), poly (ethylene glycol) methyl ether methacrylate (PEGMA) and 3‐(methacryloyloxy) propyltrimethoxysilane (MEMO) and then photocured to prepare PI nanofiber reinforced electrolyte membrane. Photocured membranes were soaked into lithium hexafluorophosphate (LiPF6) before measuring electrochemical stability and ionic conductivity of hybrid polyelectrolyte. The chemical structure and electrochemical performance of the electrolytes were examined by Fourier transform infrared (FTIR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), electrochemical impedance spectroscopy (EIS), linear sweep voltammetry (LSV) and scanning electron microscopy (SEM) analysis. The incorporation of MEMO into organic matrix effectively increased the modulus from 2.83 to 5.91 MPa. The obtained results showed that a suitable electrolyte for Li‐ion batteries with high lithium uptake ratio, high conductivity (7.2 × 10−3 S cm−1) at ambient temperature and wide stability window above 5.5 V had been prepared. Copyright © 2017 John Wiley &amp; Sons, Ltd.

Novel dental adhesive with triple benefits of calcium phosphate recharge, protein-repellent and antibacterial functions

ObjectiveA new adhesive containing nanoparticles of amorphous calcium phosphate (NACP) with calcium (Ca) and phosphate (P) ion rechargeability was recently developed; however, it was not antibacterial. The objectives of this study were to: (1) develop a novel adhesive with triple benefits of Ca and P ion recharge, protein-repellent and antibacterial functions via dimethylaminohexadecyl methacrylate (DMAHDM) and 2-methacryloyloxyethyl phosphorylcholine (MPC); and (2) investigate dentin bond strength, protein adsorption, Ca and P ion concentration, microcosm biofilm response and pH properties. MethodsMPC, DMAHDM and NACP were mixed into a resin consisting of ethoxylated bisphenol A dimethacrylate (EBPADMA), pyromellitic glycerol dimethacrylate (PMGDM), 2-hydroxyethyl methacrylate (HEMA) and bisphenol A glycidyl dimethacrylate (BisGMA). Protein adsorption was measured using a micro bicinchoninic acid method. A human saliva microcosm biofilm model was tested on resins. Colony-forming units (CFU), live/dead assay, metabolic activity, Ca and P ion concentration and biofilm culture medium pH were determined. ResultsThe adhesive with 5% MPC+5% DMAHDM+30% NACP inhibited biofilm growth, reducing biofilm CFU by 4 log, compared to control (p<0.05). Dentin shear bond strengths were similar (p>0.1). Biofilm medium became a Ca and P ion reservoir having ion concentration increasing with NACP filler level. The adhesive with 5% MPC+5% DMAHDM+30% NACP maintained a safe pH>6, while commercial adhesive had a cariogenic pH of 4. SignificanceThe new adhesive with triple benefits of Ca and P ion recharge, protein-repellent and antibacterial functions substantially reduced biofilm growth, reducing biofilm CFU by 4 orders of magnitude, and yielding a much higher pH than commercial adhesive. This novel adhesive is promising to protect tooth structures from biofilm acids. The method of using NACP, MPC and DMAHDM is promising for application to other dental materials to combat caries.

Synthesis of Al2O3-0.5B2O3-SiO2 fillers by sol-gel method for dental resin composites

The purpose of this study was to evaluate the formation of aluminoborosilicate obtained by the sol-gel method, characterize the microstructure, morphology and texture of the synthesized glass powder, and use them as filler in dental resin composites. The sol-gel method was employed for the synthesis of glass particles with composition Al2O3-0.5B2O3-SiO2, using the solutions of aluminum acetate, boric acid, nitric acid and TEOS alcoholic solution. Glass particles were obtained by calcination of xerogel at 400°C, 500°C, 600°C and 700°C, and were characterized by Differential Thermal Analysis (DTA), Thermogravimetric analysis (TGA), X-ray diffraction (XRD) and Brunauer-Emmett-Teller (BET) Surface Area Analysis, field emission gun scanning electron microscope (FEG-SEM), particle sizing analyzer by laser diffraction, Fourier transform infrared spectroscopy analysis (FTIR-AT). The glass particles calcinated at 500 and 600°C were silanated using a concentration of 10% (wt%) of 3-methacryloxypropyl-trimethoxysilane (MPTS) in acetone medium. The dental resin composite comprises of a mixture of bis-phenol-A bis-(2-hydroxypropyl)-methacrylate (Bis-GMA), tri(ethylene-glycol)-dimethacrylate (TEGDMA), bis-phenol-A ethoxylate-dimethacrylate (BisEMA), urethane-dimethacrylate (UDMA), 2-(Dimethylamino)-ethyl-methacrylate (DMAEMA) and camphorquinone with the silanated glass particles. DTA analysis reveals a glass transition temperature (Tg) ranging from 735 to 820°C. BET analysis showed the surface area of the glass powders between 6.4 and 20.6m2/g, and no porosity was detected by BET measurements. XRD analyses reveal the formation of amorphous glass systems for powders calcined at 400°C, 500°C, 600°C and 700°C. SEM-FEG observation revealed irregular morphology of the agglomerates, no surface porosity and particle size ranging between 56 to 740nm. Particle size increases slightly with increase of the calcination temperature. XRD and DTA analyses reveal that the synthesized powders are amorphous independently of the calcination temperature. The position and intensity of the bands in the FTIR spectra were influenced by the temperature of calcination, showing structural changes of the glass with the heating, mainly the hydroxyl groups that are removed from the calcination at 600°C. The silanization with MPTS reduces the surface area indicating that the silane promotes the formation of strong agglomerates, since even using a high-energy planetary ball mill after silanization, the powders were not properly desaglomerated, increasing the surface area of the powders after silanization. The flexural strength (FS) and compressive strength (CS) for the dental composite employing the synthesized Al2O3-0.5B2O3-SiO2 silanated glass particles are compatible with commercial dental composites (Charisma, Heraeus Kulzer, Germany; and Llis, FGM, Brazil).

Novel rechargeable calcium phosphate nanoparticle-containing orthodontic cement

White spot lesions (WSLs), due to enamel demineralization, occur frequently in orthodontic treatment. We recently developed a novel rechargeable dental composite containing nanoparticles of amorphous calcium phosphate (NACP) with long-term calcium (Ca) and phosphate (P) ion release and caries-inhibiting capability. The objectives of this study were to develop the first NACP-rechargeable orthodontic cement and investigate the effects of recharge duration and frequency on the efficacy of ion re-release. The rechargeable cement consisted of pyromellitic glycerol dimethacrylate (PMGDM) and ethoxylated bisphenol A dimethacrylate (EBPADMA). NACP was mixed into the resin at 40% by mass. Specimens were tested for orthodontic bracket shear bond strength (SBS) to enamel, Ca and P ion initial release, recharge and re-release. The new orthodontic cement exhibited an SBS similar to commercial orthodontic cement without CaP release (P>0.1). Specimens after one recharge treatment (e.g., 1 min immersion in recharge solution repeating three times in one day, referred to as “1 min 3 times”) exhibited a substantial and continuous re-release of Ca and P ions for 14 days without further recharge. The ion re-release did not decrease with increasing the number of recharge/re-release cycles (P>0.1). The ion re-release concentrations at 14 days versus various recharge treatments were as follows: 1 min 3 times>3 min 2 times>1 min 2 times>6 min 1 time>3 min 1 time>1 min 1 time. In conclusion, although previous studies have shown that NACP nanocomposite remineralized tooth lesions and inhibited caries, the present study developed the first orthodontic cement with Ca and P ion recharge and long-term release capability. This NACP-rechargeable orthodontic cement is a promising therapy to inhibit enamel demineralization and WSLs around orthodontic brackets.

Rechargeable calcium phosphate orthodontic cement with sustained ion release and re-release.

White spot lesions (WSL) due to enamel demineralization are major complications for orthodontic treatments. Calcium phosphate (CaP) dental resins with Ca and P ion releases are promising for remineralization. However, previous Ca and P releases lasted for only weeks. Experimental orthodontic cements were developed using pyromellitic glycerol dimethacrylate (PMGDM) and ethoxylated bisphenol A dimethacrylate (EBPADMA) at mass ratio of 1:1 (PE); and PE plus 10% of 2-hydroxyethyl methacrylate (HEMA) and 5% of bisphenol A glycidyl dimethacrylate (BisGMA) (PEHB). Particles of amorphous calcium phosphate (ACP) were incorporated into PE and PEHB at 40% filler level. Specimens were tested for bracket-enamel shear bond strength, water sorption, CaP release, and ion recharge and re-release. PEHB+40ACP had higher bracket-enamel bond strength and ion release and rechargeability than PE+40ACP. ACP incorporation into the novel orthodontic cement did not adversely affect the bracket-enamel bond strength. Ion release and re-release from the novel ACP orthodontic cement indicated favorable release and re-release patterns. The recharged orthodontic cement could release CaP ions continuously for four weeks without further recharge. Novel rechargeable orthodontic cement containing ACP was developed with a high bracket-enamel bond strength and the ability to be repeatedly recharged to maintain long-term high levels of CaP ion releases.

Protein-repellent and antibacterial functions of a calcium phosphate rechargeable nanocomposite

ObjectivesWe recently developed a new rechargeable composite with nanoparticles of amorphous calcium phosphate (NACP) having long-term calcium (Ca) and phosphate (P) ion release; however, this composite was not antibacterial. The objectives of this study were to: (1) incorporate dimethylaminohexadecyl methacrylate (DMAHDM) and 2-methacryloyloxyethyl phosphorylcholine (MPC) into rechargeable NACP composite, and (2) investigate mechanical properties, protein adsorption and biofilm response of composite, and the pH of biofilm medium. MethodsMPC, DMAHDM and NACP were mixed into a resin of ethoxylated bisphenol A dimethacrylate (EBPADMA) and pyromellitic glycerol dimethacrylate (PMGDM). Protein adsorption was measured using a micro bicinchoninic acid method. A human saliva microcosm biofilm model was used to grow biofilms on composites. Colony-forming units (CFU), live/dead assay, metabolic activity, and biofilm culture medium pH were determined. The tests used n=6. ResultsThe composite with 3% MPC had protein adsorption an order of magnitude less than that of a commercial composite (p<0.05). Control composites were fully covered by live bacteria. Live bacteria were reduced via MPC; 3% MPC+3% DMAHDM had the least live bacteria (p<0.05). The composite with 3% MPC+3% DMAHDM inhibited biofilm growth and viability, reducing biofilm CFU by 3 log compared to commercial control composite (p<0.05), while having a flexural strength similar to that of the commercial composite (p>0.1). The composite containing 3% MPC+3% DMAHDM with biofilm culture maintained a pH above 6.5, while the commercial composite had a cariogenic pH of 4.2 in biofilm culture medium. ConclusionsThe new protein-repellent and antibacterial NACP rechargeable composite substantially reduced biofilm growth, yielding a much higher pH than a commercial composite. Clinical significanceThis novel bioactive nanocomposite is promising to protect tooth structures from biofilm acids and caries. The method of using NACP, MPC and DMAHDM may be applicable to other dental materials to reduce plaque buildup and secondary caries.

A protein-repellent and antibacterial nanocomposite for Class-V restorations to inhibit periodontitis-related pathogens

The objectives of this study were to develop a bioactive dental composite and investigate the effects of 2-methacryloyloxyethyl phosphorylcholine (MPC) and dimethylaminohexadecyl methacrylate (DMAHDM) in Class V composite on mechanical properties, water sorption, protein adsorption, and inhibition of four species of periodontitis-related biofilms for the first time. The resin consisted of ethoxylated bisphenol A dimethacrylate (EBPADMA) and pyromellitic glycerol dimethacrylate (PMGDM). DMAHDM, MPC and nanoparticles of amorphous calcium phosphate (NACP) were incorporated into the resin. Four species (Porphyromonas gingivalis, Prevotella intermedia, Aggregatibacter actinomycetemcomitans and Fusobacterium nucleatum) were tested for biofilm colony-forming units (CFU), live/dead, metabolic activity, and polysaccharide production. The results showed that adding DMAHDM and MPC to the composite did not compromise the mechanical properties (p>0.1), with acceptable water sorption values. Composite with 3% MPC reduced protein adsorption to 1/9 that of a commercial composite (p<0.05). For all four species, the composite with 3% DMAHDM+3% MPC had much greater reduction in biofilms than using DMAHDM or MPC alone (p<0.05). Biofilm CFU was reduced by about 4 orders of magnitude via 3% DMAHDM+3% MPC, compared to control. The inhibition efficacy for the four species was: P. gingivalis>P intermedia=A. actinomycetemcomitans>F. nucleatum. In conclusion, a novel bioactive composite with 3% DMAHDM and 3% MPC achieved the greatest reduction in biofilm growth, metabolic activity and polysaccharide of four periodontal pathogens. The new composite is promising for Class V restorations especially with subgingival margins to inhibit periodontal pathogens, combat periodontitis and protect the periodontium.

UV light copolymerization of dimethyl vinylphosphonate with bisphenol A ethoxylate dimethacrylate

Dimethyl vinylphosphonate (DMVP), a very promising monomer, was copolymerized with acrylic monomer bisphenol A ethoxylate dimethacrylate (BEMA), in different molar ratios, by radical photoinitiated polymerization in the presence of photoinitiator Darocur 4265 (3 wt%) and in the absence of solvent. The UV light polymerization was an efficient method to obtain polymers in a green procedure. The molar ratio between DMVP and acrylic monomer BEMA varied between 1:1 and 5:1. The copolymers were characterized by FTIR, thermal analysis, water uptake and conductivity. From the ATR-FTIR spectra of DMVP-BEMA copolymers at the molar ratios of 1:1–5:1, it was observed that the intensity of P-O-C aliphatic band increased with increases in DMVP content. The synthesized copolymers showed good thermal stability in the range of 335–390 °C. DMVP:BEMA copolymer at 1:1 molar ratio displayed the highest stability, with decomposition temperature above 390 °C, the highest temperature in the series. The water uptake decreased with increases in DMVP content and this behavior was correlated with the ionic conductivity. Based on the Bode diagrams, the ionic conductivity of DMVP:BEMA of 1:1 molar ratio was 6.15 × 10−8 S cm−1 and that of DMVP:BEMA of 2:1 molar ratio was 3.69 × 10−8 S cm−1 which were considered promising as valuable conducting materials.

Investigation of eluted monomers from resin-based root canal sealer by high-performance liquid chromatography analysis.

Objective:The purpose of the current study was to determine the amount of urethane dimethacrylate (UDMA), bisphenol A-glycidyl methacrylate (Bis-GMA), poly (ethylene glycol) dimethacrylate (PEGDMA), bisphenol A ethoxylated dimethacrylate (Bis-EMA), and 2-hydroxyethyl methacrylate (HEMA) eluted from resin-based root canal sealer, epiphany, using high-performance liquid chromatography (HPLC).Materials and Methods:Epiphany was placed into the plastic molds and light-cured with a light emitting diode. After the curing process, each specimen in the first group (n = 12) was immersed in Eppendorf tubes containing a phosphate-buffered saline solution (PBS) and incubated for 45 s. In the second group, each specimen (n = 12) was immersed in Eppendorf tubes containing PBS and incubated for 24 h. Of the specimen extracts, 100 μL were subjected to HPLC. Analysis of data was accomplished with one-way analysis of variance (P < 0.05).Results:All of the samples eluted HEMA, UDMA, Bis-GMA, PEGDMA, and Bis-EMA. A significant difference was determined between the time periods of HEMA, UDMA, PEGDMA, and Bis-EMA (P < 0.05).Conclusion:The results of the current study showed that Epiphany releases HEMA, UDMA, Bis-GMA, PEGDMA, and Bis-EMA in both time periods.

Novel rechargeable calcium phosphate dental nanocomposite

ObjectivesCalcium phosphate (CaP) composites with Ca and P ion release can remineralize tooth lesions and inhibit caries. But the ion release lasts only a few months. The objectives of this study were to develop rechargeable CaP dental composite for the first time, and investigate the Ca and P recharge and re-release of composites with nanoparticles of amorphous calcium phosphate (NACP) to achieve long-term inhibition of caries. MethodsThree NACP nanocomposites were fabricated with resin matrix of: (1) bisphenol A glycidyl dimethacrylate (BisGMA) and triethylene glycol dimethacrylate (TEGDMA) at 1:1 mass ratio (referred to as BT group); (2) pyromellitic glycerol dimethacrylate (PMGDM) and ethoxylated bisphenol A dimethacrylate (EBPADMA) at 1:1 ratio (PE group); (3) BisGMA, TEGDMA, and Bis[2-(methacryloyloxy)ethyl] phosphate (BisMEP) at 2:1:1 ratio (BTM group). Each resin was filled with 20% NACP and 50% glass particles, and the composite was photo-cured. Specimens were tested for flexural strength and elastic modulus, Ca and P ion release, and Ca and P ion recharge and re-release. ResultsNACP nanocomposites had strengths 3-fold of, and elastic moduli similar to, commercial resin-modified glass ionomer controls. CaP ion recharge capability was the greatest for PE group, followed by BTM group, with BT group being the lowest (p<0.05). For each recharge cycle, CaP re-release reached similarly high levels, showing that CaP re-release did not decrease with more recharge cycles. After six recharge/re-release cycles, NACP nanocomposites without further recharge had continuous CaP ion release for 42 d. SignificanceNovel rechargeable CaP composites achieved long-term and sustained Ca and P ion release. Rechargeable NACP nanocomposite is promising for caries-inhibiting restorations, and the Ca and P ion recharge and re-release method has wide applicability to dental composites, adhesives, cements and sealants to achieve long-term caries-inhibition.

Dental composite components induce DNA-damage and altered nuclear morphology in gingiva fibroblasts

ObjectiveReleased dental composite components can damage human gingival fibroblasts (HGFs) and their DNA. The cytotoxicity, chromatin condensation and the induction of DNA double strand breaks (DSBs) by different compounds of dental composites was investigated using an improved γ-H2AX focus assay. MethodsHGFs were incubated with the monomers: bisphenol-A-ethoxylate-dimethacrylate (Bis-DMA), bisphenol-A-glycerolate-dimethacrylate (BisGMA), ethyltriethylen glycol methacrylate (ETEGMA), glycidyl methacrylate (GMA), 1,6-hexandiol-dimethycrylate (HDDMA), trimethylolpropane ethoxylate triacrylate (TMPTA), and acrylamide (ACR). DSBs were determined by enumerating γ-H2AX and 53BP1 foci colocalized at DSBs. ResultsA concentration-dependent induction of DSBs was found in the order: GMA>BisGMA>ACR>Bis-DMA>HDDMA>TMPTA>ETEGMA. HGFs exposure to GMA (0.3mM) and to BisGMA (0.09mM) induced the highest rate of DSB foci, i.e. 12-fold and 8-fold, respectively, relative to control (0.33 DSB foci/cell). At the highest concentrations (EC50) prominent changes in the chromatin morphology of HGF cell nuclei, i.e. compaction of nuclear chromatin and reduction of the area covered by the ovoid fibroblast nuclei, were observed. Nuclear condensation was significantly induced by GMA (1.7-fold at 0.3mM) and BisGMA (1.6-fold at 0.09mM), which correlated with the highest numbers of induced DSB foci (GMA, BisGMA, 3.9 and 2.6 foci/cell, respectively). SignificanceThe improved γ-H2AX/53BP1 focus assay revealed a concentration-dependent increase in DSBs for all tested substances. Furthermore, concentration-dependent changes in HGF cell nucleus morphology was noted, demonstrating genotoxic effects of the substances tested.

THERMOANALYTICAL STUDY OF MONOMERS: BisGMA, BisEMA, TEGDMA, UDMA

Thermal behavior of BisGMA (bisphenylglycidyl dimethacrylate), TEGDMA (triethylene glycol dimethacrylate), BisEMA (ethoxylated bisphenol-A dimethacrylate), UDMA (Urethane dimethacrylate) monomers and one their mixtures was investigated by TG-DTA, DSC and coupled TG-FTIR. TG-DTA curves of monomers showed that the isolated compounds starts decomposition between 178-297oC and mixture of fotocured monomers starts decomposition at 250oC. The TG-FTIR was used to characterize volatiles released during the thermal cure before thermal decomposition. The DSC curves showed the glass transition, melting point and crystallization temperatures of the samples.

Rechargeable dental adhesive with calcium phosphate nanoparticles for long-term ion release

ObjectivesThe tooth-resin bond is the weak link of restoration, with secondary caries as a main reason for failure. Calcium phosphate-containing resins are promising for remineralization; however, calcium (Ca) and phosphate (P) ion releases last only a couple of months. The objectives of this study were to develop the first rechargeable CaP bonding agent and investigate the key factors that determine CaP ion recharge and re-release. MethodsNanoparticles of amorphous calcium phosphate (NACP) were synthesized. Pyromellitic glycerol dimethacrylate (PMGDM), ethoxylated bisphenol-A dimethacrylate (EBPADMA), 2-hydroxyethyl methacrylate (HEMA), and bisphenol-A glycidyl dimethacrylate (BisGMA) were used to synthesize three adhesives (denoted PE, PEH and PEHB). NACP were mixed into adhesive at 0–30% by mass. Dentin shear bond strengths were measured. Adhesive specimens were tested for Ca and P initial ion release. Then the ion-exhausted specimens were immersed in Ca and P solution to recharge the specimens, and the recharged specimens were then used to measure ion re-release for 7 days as one cycle. Then these specimens were again recharged and the re-release was measured for 7 days as the second cycle. Three recharge/re-release cycles were tested. ResultsPEHB had the highest dentin bond strength (p<0.05). Increasing NACP content from 0 to 30% did not affect dentin bond strength (p>0.1), but increased CaP release and re-release (p<0.05). PEHB-NACP had the greatest recharge/re-release, and PE-NACP had the least (p<0.05). Ion release remained high and did not decrease with increasing the number of recharge/re-release cycles (p>0.1). After the third cycle, specimens without further recharge had continuous CaP ion release for 2–3 weeks. SignificanceRechargeable CaP bonding agents were developed for the first time to provide long-term Ca and P ions to promote remineralization and reduce caries. Incorporation of NACP into adhesive had no negative effect on dentin bond strength. Increasing NACP filler level increased the ion recharge and re-release capability. The new CaP recharge method and PMGDM-EBPADMA-NACP composition may have wide application in adhesives, composites and cements, to combat caries and remineralize lesions.