Light-Cured Self-Etch Adhesives Undergo Hydroxyapatite-Triggered Self-Cure

Liu, Yifei; Bai, Xueshi; Liu, Y.W.; Wang, Yong

doi:10.1177/0022034515618959

Cited by 12 publications

(7 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, the phosphate peak intensity was lower, and carbonyl stretching (1,720 cm −1 ) peaks were also observed at a greater depth with both BMEP15 and BMEP40 at the resin-dentine interface compared to CFSE, indicating greater demineralization and deeper ingress. Similar observations have been reported on model systems of BMEP and EDAB with HA ( Zhang and Wang 2012a , 2012b ; Liu et al 2016 ).…”

Section: Discussionsupporting

confidence: 88%

“…3C ). Earlier studies by Liu et al (2016) also reported a secondary cure of BMEP via chemical initiation, which enhanced degree of cure within similar systems using FTIR and Raman line mapping. Time-resolved FTIR spectra of 10-MDP–HA interaction reported similar findings, the process being dependent on concentration of HA and acidity of the monomer ( Liu and Wang 2019 ).…”

Section: Discussionmentioning

confidence: 79%

“…Bis[2-(methacryloyloxy) ethyl] phosphate (BMEP) is a monomer with a centrally located phosphate group flanked by 2 polymerizable methacrylate groups that is able to undergo spontaneous polymerization with a high degree of conversion in the presence of HA ( Zhang and Wang 2012a , 2012b ; Zhang et al 2013 ; Liu et al 2016 ). Furthermore, the hydrophilicity and short carbon chains in BMEP may enhance wetting, while its small size and dimethacrylate groups could enable cross-linking and improve copolymerization with comonomers in the adhesive system ( Feitosa et al 2014 ; Wang et al 2017 ).…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Bis[2-(Methacryloyloxy) Ethyl] Phosphate as a Primer for Enamel and Dentine

et al. 2021

View full text Add to dashboard Cite

Dental resin composites are commonly used in the restorative management of teeth via adhesive bonding, which has evolved significantly over the past few decades. Although current self-etch bonding systems decrease the number of clinical steps, the acidic functional monomers employed exhibit a limited extent of demineralization of enamel in comparison to phosphoric acid etchants, and the resultant superficial ionic interactions are prone to hydrolysis. This study evaluates the etching of primers constituted with bis[2-(methacryloyloxy) ethyl] phosphate (BMEP) of dental hard tissue, interfacial characteristics, and inhibition of endogenous enzymes. We examine the incorporation of 2 concentrations of BMEP in the formulation of experimental primers used with a hydrophobic adhesive to constitute a 2-step self-etching bonding system and compare to a commercial 10–methacryloyloxydecyl dihydrogen phosphate (10-MDP)–containing system. The interaction of the primer with enamel and dentine was characterized using scanning electron, confocal laser scanning, and Raman microscopy while the polymerization reaction between the BMEP primers and hydroxyapatite was evaluated by Fourier-transform infrared spectroscopy. The inhibitory effect against matrix metalloproteinase (MMP) enzymes of these primers was studied and percentage of inhibition analyzed using 1-way analysis of variance and Tukey’s post hoc test ( P < 0.05). Results of the scanning electron microscopy micrographs demonstrated potent etching of both enamel and dentine with the formation of longer resin tags with BMEP primers compared to the 10-MDP–based system. The BMEP polymerized on interaction with pure hydroxyapatite in the dark, while the 10-MDP primer exhibited the formation of salts. Furthermore, BMEP primers were able to inhibit MMP activity in a dose-dependent manner. BMEP could be used as a self-etching primer on enamel and dentine, and the high degree of polymerization in the presence of hydroxyapatite can contribute to an increased quality of the resin polymer network, prompting resistance to gelatinolytic and collagenolytic degradation.

show abstract

Section: Discussionsupporting

confidence: 88%

Section: Discussionmentioning

confidence: 79%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Bis[2-(Methacryloyloxy) Ethyl] Phosphate as a Primer for Enamel and Dentine

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Previously we reported a very unique spontaneous polymerization phenomenon of bis [2-(methacryloyloxy)ethyl] phosphate (2MP) mediated by ethyl 4-(dimethylamino)benzoate (4E) and hydroxyapatite (HAp) [21,22]. This new initiation system induced self-cure of 2MP monomer at low pH and could be a good solution to dual-cure of acidic self-etch adhesives [23]. However, although the two phosphate groups of 2MP could offer strong capability of etching, there have been few studies reporting the application of 2MP as a selfetching monomer.…”

Section: Introductionmentioning

confidence: 99%

Tertiary amine and tooth mineral hydroxyapatite facilely trigger self-cure of 10-MDP based adhesives

Liu

Wang

2019

International Journal of Adhesion and Adhesives

View full text Add to dashboard Cite

The present work aims to investigate if a novel self-cure system, mediated by tertiary amine ethyl 4-(dimethylamino)-benzoate (4E) and tooth mineral hydroxyapatite (HAp), would trigger polymerization of model adhesives based on a popular self-etch monomer, 10methacryloyloxydecyl dihydrogen phosphate (10-MDP). The effect of 4E and HAp contents on degree of conversion (DC), polymerization rate (Rp), and induction period (IP) was investigated. The occurrence of such self-cure phenomenon in adhesives that underwent prior inadequate light cure was also evaluated. Model self-etch adhesives were prepared by using a monomer mixture of 10-MDP with 2-hydroxyethyl methacrylate at1:1 wt. ratio. 4E (0.3-1.3 wt%), and HAp (0.5-2 wt %) were added to the mixture. Benzoylperoxide and N,N-dihydroxyethyl-p-toluidine were used as conventional chemical-cure system, and trimethylbenzoyl-diphenylphosphine oxide as light-curing photoinitiator. The polymerization processes and mechanical properties of model adhesives were evaluated by real time ATR/FT-IR and nanoindentation, respectively. The 4E-HAp system successfully triggered self-cure of 10-MDP based model adhesives. DC, Rp and IP were apparently affected by both 4E and HAp contents. DC of self-cure of the model adhesives was much higher than that of the conventional chemical-cure system. 4E-HAp initiated self-cure further boosted DC to ~100% regardless of prior light exposure, and significantly improved elastic modulus and hardness, thus provided a novel polymerization method to effectively salvage curing of the adhesives after inadequate light-cure.

show abstract

“…As biocompatible filler, hydroxyapatite (HAP) is attractive due to its similarity to human bone and teeth; however, HAP is characterized by a hydrophilic surface which prevents dispersion and adhesion with hydrophobic polymeric matrices, thus affecting the overall performance of composites. Coupling agents capable to promote the adhesion of HA with a polymer matrix can slow the HA degradation process, protect the filler against fracture, increase the resistance to hydrolytic degradation of composite, and improve the stress distribution at the interface between the flexible organic matrix to the stiffer inorganic filler particles . Along with the incorporation of ceramic fillers for improved mechanical properties, the incorporation of antimicrobial agents in dental restoration materials is of clinical importance.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial modified hydroxyapatite composite dental bite by stereolithography

Makvandi

Corcione

Paladini

et al. 2017

Polymers for Advanced Techs

View full text Add to dashboard Cite

This study is aimed at the synthesis of antimicrobial hydroxyapatite (HAP)-based composites for dental application by stereolithography (SLA). A micron-sized commercial HAP was modified by methacrylate and quaternary ammonium salt, and, then, it was used in different amounts (namely 2.5, 5, and 10 wt%) as filler for a photocurable custom made resin for SLA.Thermal stability, microstructure, and particles size of the pristine (HAP) and modified HAP (mHAP) were evaluated by thermogravimetric analysis (TGA), X-ray diffraction (XRD), and particle size analyser (CILAS). The suitability of each formulation for stereolithography process was assessed by measuring viscosity, degree of conversion (DC%) by Fourier transform infrared spectroscopy (FTIR), glass transition temperature, and thermal stability. Photo-cured specimens for physical, mechanical, and antimicrobial testing were built by SLA. The flexural strength of the samples was measured using a 3-point bending test method, and the fractured surface was analysed by scanning electron microscopy (SEM). The antimicrobial activity of samples was investigated against some standard microorganisms (Staphylococcus aureus, Escherichia coli, and Candida albicans), as representative Gram positive and Gram negative bacteria and fungus, respectively. The flexural strength increased with a filler content up to 5% and slightly decreased for higher content. SEM analysis confirmed the presence of uniformly distributed HAP. The incorporation of mHAP reduced the bacterial and fungal growth in dose-dependent manner in comparison with the neat samples. Finally, a prototype of dental bite was built by SLA. KEYWORDSantibacterial, dental bite, quaternary ammonium, stereolithography

show abstract

Light-Cured Self-Etch Adhesives Undergo Hydroxyapatite-Triggered Self-Cure

Cited by 12 publications

References 34 publications

Bis[2-(Methacryloyloxy) Ethyl] Phosphate as a Primer for Enamel and Dentine

Bis[2-(Methacryloyloxy) Ethyl] Phosphate as a Primer for Enamel and Dentine

Tertiary amine and tooth mineral hydroxyapatite facilely trigger self-cure of 10-MDP based adhesives

Antimicrobial modified hydroxyapatite composite dental bite by stereolithography

Contact Info

Product

Resources

About