Ethyl 4-dimethylaminobenzoate Research Articles

Resin viscosity determines the condition for a valid exposure reciprocity law in dental composites

ObjectiveTo provide conditions for the validity of the exposure reciprocity law as it pertains to the photopolymerization of dimethacrylate-based dental composites. MethodsComposites made from different mass ratios of resin blends (Bis-GMA/TEGDMA and UDMA/TEGDMA) and silanized micro-sized glass fillers were used. All the composites used camphorquinone and ethyl 4-dimethylaminobenzoate as the photo initiator system. A cantilever beam-based instrument (NIST SRI 6005) coupled with NIR spectroscopy and a microprobe thermocouple was used to simultaneously measure the degree of conversion (DC), the polymerization stress (PS) due to the shrinkage, and the temperature change (TC) in real time during the photocuring process. The instrument has an integrated LED light curing unit providing irradiances ranging from 0.01W/cm2 to 4W/cm2 at a peak wavelength of 460nm (blue light). Vickers hardness of the composites was also measured. ResultsFor every dental composite there exists a minimum radiant exposure required for an adequate polymerization (i.e., insignificant increase in polymerization with any further increase in the radiant exposure). This minimum predominantly depends on the resin viscosity of composite and can be predicted using an empirical equation established based on the test results. If the radiant exposure is above this minimum, the exposure reciprocity law is valid with respect to DC for high-fill composites (filler contents >50% by mass) while invalid for low-fill composites (that are clinically irrelevant). SignificanceThe study promotes better understanding on the applicability of the exposure reciprocity law for dental composites. It also provides a guidance for altering the radiant exposure, with the clinically available curing light unit, needed to adequately cure the dental composite in question.

Photo-curing kinetics of hydroxyethyl acrylate (HEA): synergetic effect of dye/amine photoinitiator systems

The aim of this study is to examine and evaluate several dye/amine systems as photoinitiators for photopolymerization of 2-hydroxyethyl acrylate (HEA) monomer under visible light conditions. For this purpose, a series of dye/amine photoinitiators were formed using methylene blue (MB) or acridine orange (AO) as photosensitizers, and triethanolamine (TEOA), ethyl 4-(dimethylamino) benzoate (EDMAB), trioctylamine (TOA), and N,N-diméthylallylamine (DMAA) as co-initiators. The photopolymerization kinetic of the HEA monomer in the presence of proposed dye/amine systems was performed using Fourier-transform infrared spectroscopy (FTIR) analysis and the synergetic effect of the dye/amine photoinitiators systems on the photopolymerization efficiency was examined. Interestingly, (MB/EDMAB) system shows the better reactivity with a total conversion of HEA monomer.

Evaluation of alternative photoinitiator systems in two-step self-etch adhesive systems

ObjectiveThe aim of this study was to evaluate the effect of different photoinitiator systems on the cell viability and physico-chemical properties of an experimental adhesive resin of a two-step self-etch adhesive system. MethodsEight photoinitiators and coinitiators were evaluated, camphorquinone (CQ); ethyl-dimethylamino benzoate (EDAB); diphenyliodonium hexafluorophosphate (DPIHFP); 1,3-benzodioxole (BDO); piperonyl alcohol (AP); 1,3-diethyl-2-thiobarbituric acid (TBA); bisphenyl phosphinic oxide (BAPO); and diphenyl phosphinic oxide (TPO). Seven experimental adhesive resins (Bis-GMA:TEGDMA – 1:1 by wt%) were formulated by varying the initiation systems: RCQ+EDAB (control), RCQ+EDAB+DPHFP, RCQ+BDO, RCQ+AP, RCQ+TBA, RBAPO and RTPO. The cell viability of the different photoinitiators in their isolated form and after being incorporated into the adhesive resins was evaluated using the MTT assay. The degree of conversion within the hybrid layer (DC in situ) was evaluated by micro-Raman spectroscopy; the polymerization kinetics, by FTIR spectroscopy. The water sorption (Wsp) and solubility (Wsl) were calculated by using percentage of gain and loss of mass. Data were analyzed using One-way ANOVA and Kruskal-Wallis tests (α=0.05). ResultsWhen evaluated in their isolated form, the DPIHFP was considered cytotoxic in all concentrations evaluated. When incorporated into and adhesive resin, RCQ+TBA presented higher cell viability values than control and the highest values of DC in situ (p<0.05). Additionally, the use of CQ+TBA showed a higher cell viability when compared with the conventional CQ+EDAB system. SignificanceThe pair CQ+TBA could be potentially useful in the development of materials with improved biocompatibility.

Multicomponent photoinitiating systems containing arylamino oxime ester for visible light photopolymerization

To broaden the application of oxime ester and obtain a photoinitiating system with high performance in visible light photopolymerization, we prepared the two arylaminocarbazole oxime ester (CZ–OXE), OXE1 and OXE2, with visible absorption. The multicomponent initiation systems of OXE as one of the components were evaluated in visible photopolymerization. Synergism between OXEs and diaryliodonium salt (ION), N-vinylcarbazole (NVK), ethyl 4-dimethylamino benzoate (EDB), and triphenylphosphine (TPP) were experimentally studied via steady state photolysis and fluorescence quenching. The thermodynamic feasibility for electron transfer reaction in photoinitiating systems was confirmed by cyclic voltammetry experiments. Electron spin resonance techniques proved the production of active species in the systems. Polymerization experiments under a 405 nm light source showed that the two-component initiation system OXEs/ION was more efficient than the one-component initiator OXEs. Similarly, three-component OXEs/ION/co-initiator photoinitiating systems are more efficient than OXEs/ION systems.

Effect of diphenyliodonium hexafluorophosphate salt on experimental infiltrants containing different diluents.

Non-invasive treatments for caries lesions are increasingly required for oral health; resin infiltration is one possible conservative option. In this study, we evaluated the effects of diphenyliodonium hexafluorophosphate salt (DPI) on experimental resin infiltrants with either (hydroxyethyl)methacrylate (HEMA) or ethanol as the diluent. A monomeric base with diglycidyl methacrylate ethoxylated (BisEMA, 25wt%) and triethylene glycol dimethacrylate (TEGDMA, 75wt%), 0.5mol% of camphorquinone, and 1mol% of ethyl-4-(dimethylamino)benzoate (EDAB) was prepared. The mixtures were divided into 12 groups according to DPI concentration (0; 0.25; 0.5; 1mol%) and diluents (10wt% HEMA, 10wt% ethanol, or none). Degree of conversion (DC), water sorption (Ws), solubility (Sol), contact angle (CA), and cohesive strength (CS) tests were performed and compared to a commercial infiltrant control group (Icon). Only ethanol negatively affected DC and Sol, but both diluents negatively affected Ws and CS. Nevertheless, the presence of DPI, mainly at the 0.5mol% concentration, compensated for the negative effects of the diluents. The commercial control group was less effective only for CS. In conclusion, 0.5% DPI seems to be the most suitable concentration to compensate for the negative effects of diluents.

Effect of adhesive-monomers and photoinitiator on C=C conversion and color stability of model self-adhesive flowable composites

The aim of this study was to determine the influence of the monomer type and photoinitiator systems on the degree of C=C conversion and color stability of model self-adhesive flowable composites (SAFCs). Three sets of flowable composites were formulated varying the monomer type: set 1 (control), with bisphenol-A glycidyl methacrylate and triethylene glycol dimethacrylate (BisGMA/TEGDMA) at 50/50 wt%; set 2, with BisGMA/TEGDMA/bis[2(methacryloyloxy)ethyl]phosphate (2MP) at 30/30/40 wt%; and set 3, with BisGMA/TEGDMA/4-ethyl-methacryloxy-trimetilato anhydride (4-META) at 30/30/40 wt%. For each set, different initiator systems were added: camphorquinone (CQ) + ethyl-4-dimethylamino benzoate (EDMAB); diphenyl(2,4,6-trimethylbenzoyl)-phosphine oxide (TPO); phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO); and the combinations CQ + EDMAB + TPO and CQ + EDMAB + BAPO. Degree of C=C conversion was determined by Fourier-transformed infrared spectroscopy with an attenuated total reflectance device (ATR-FTIR). The color stability was determined by CIE00 color difference formula (∆E*00), after water (T1) and coffee (T2) storages for 30 days. Data was submitted to two-way analysis of variance (ANOVA) followed by Student-Newman-Keuls test (α = 0.05). Degree of conversion and color stability were dependent on the resin matrix composition and the photoinitiator system. The 2MP-based set showed the highest DC, but also the poorest color stability. For the 4-META-base set, TPO and BAPO produced the highest degree of C=C conversion. The use of BAPO produced the best color stability for the acidic-monomer-based sets.

Qualitative analysis of dental material ingredients, composite resins and sealants using liquid chromatography coupled to quadrupole time of flight mass spectrometry

Since 2011, the World Health Organization has encouraged a global phase-down of the use of dental amalgam and actively supported the use of alternative, resin-based dental materials. The resins consist of (meth)acrylate monomers derived from Bisphenol A (BPA), such as Bisphenol A glycidyl methacrylate (BisGMA) and Bisphenol A ethoxylate methacrylate (BisEMA) or triethylene glycol dimethacrylate (TEGDMA) and urethane dimethacrylate (UDMA) which lack the BPA backbone. Besides monomers, other compounds such as photoinitiators and stabilizing agents can be present in the dental resin matrices. The current study consists in the development of an analytical method for the separation and identification of dental material components using LC-QTOF-MS. The developed method was applied on several dental material ingredients, unpolymerized composite resins, and a common dental sealant. The acquired high resolution accurate-mass data was analyzed using suspect screening with an in-house developed library. Next to the main components, various isomers and impurities related to the production of the main component have been detected and identified in the dental material ingredients. In total, 39 chemicals have been identified in the analyzed dental materials. On average 15 chemicals have been identified. Major components, such as BisEMA, BisGMA and TEGDMA were identified although they were not always stated in the material safety data sheets. Minor components included photoinitiators, such as ethyl 4-dimethyl aminobenzoate (EDMAB) and (meth)acrylates impurities originating from production of main ingredients.

Optimization and evaluation of a blue light photoinitiating system for textile inkjet printing

A blue light curing process was developed to solve the nozzle clogging challenge commonly encountered in conventional textile pigment printing, by using camphorquinone (CQ) and ethyl-4-dimethylaminobenzoate (EDMAB) as a photoinitiator combination and substituting oligomers and monomers for a polymeric binder. High light absorption efficiency was insured by closely matching the spectrum of the photoinitiator with a custom-made blue light light-emitting diode set-up. Kinetic analyses of such a CQ/EDMAB system indicated that the maximum polymerization rate of the monomer was proportional to [PI]0.5 and [I0]0.5, while excessive high photoinitiator concentration (&gt;1 wt%) will decrease the polymerization rate because of the “filter effect.” With optimized blue light curable pigment ink formula and irradiation conditions, the photocurable pigment printed fabrics exhibited uniform and vibrant colors, clear outlines, and excellent wet and dry rubbing fastness of grades 4 and 4–5, respectively.

Experimental and theoretical study to explain the morphology of CaMoO4 crystals

CaMoO4 crystals were prepared by a controlled co-precipitation method and processed in a domestic microwave-assisted hydrothermal system with two different surfactants (ethyl 4-dimethylaminobenzoate and 1,2,4,5-benzenetetracarboxylic dianhydride). The corresponding structures were characterized by X-ray diffraction and Rietveld refinement techniques, Fourier transform infrared spectroscopy, ultraviolet–visible absorption spectroscopy, and photoluminescence measurements. Field emission scanning electron microscopy was used to investigate the morphology of the as-synthesized aggregates. The structure, the surface stability of the (001), (112), (100), (110), (101), and (111) surfaces of CaMoO4, and their morphological transformations were investigated through systematic first-principles calculations within the density functional theory method at the B3LYP level. Analysis of the surface structures showed that the electronic properties were associated with the presence of undercoordinated [CaOx] (x = 5 and 6) and [MoOy] (y = 4 and 3) clusters. The relative surfaces energies were tuned to predict a complete map of the morphologies available through a Wulff construction approach. The results reveal that the experimental and theoretical morphologies obtained coincide when the surface energies of the (001) and (101) surfaces increase, while the surface energy of the (100) facet decreases simultaneously. The results provide a comprehensive catalog of the morphologies most likely to be present under realistic conditions, and will serve as a starting point for future studies on the surface chemistry of CaMoO4 crystals.

A mild route to entrap papain into cross-linked PEG microparticles via visible light-induced inverse emulsion polymerization

Entrapment of enzymes into a cross-linked network is an effective way to enable their recycling. In order to obtain a satisfied recovery of enzyme activity, a mild encapsulating condition is highly required due to the delicate nature of enzymes. Herein, a facile and mild visible light-induced inverse emulsion polymerization technique was developed for in situ entrapment of enzyme. In this method, poly (ethylene glycol) diacrylate (PEGDA) was dissolved in phosphate buffer saline and used as disperse phase, while continuous phase was composed of liquid paraffin, photoinitiators (isopropylthioxanthone and ethyl 4-dimethylaminobenzoate) and emulsifier (Span 80 and Tween 80). Under the irradiation of visible light, PEGDA could be cross-linkedly polymerized and formed microparticles with diameter ranged from 0.75 to 6.5 μm. When the glutaraldehyde cross-linked papain was added into disperse phase, it could be in situ entrapped into the microparticles after the visible light-induced inverse emulsion polymerization. The immobilized papain exhibited higher activity in a wide range of temperature and pH than free papain. Moreover, the immobilized papain could maintain 60% of its initial activity even after ten cycles of usage. This simple and mild strategy to in situ entrapment of enzymes has potential application in fields such as biocatalyst, biosensor and drug delivery.

Radiopaque dental adhesive with addition of niobium pentoxide nanoparticles

Radiopacity is an important property of dental adhesives, because it allows the adhesive resin to be in contrast with the tooth structure and other restorative materials. This study aimed to develop a radiopaque experimental adhesive resin through the addition of niobium pentoxide (Nb2O5) particles. The effects of adding different concentrations of Nb2O5 nanoparticles synthesized by microwave-assisted hydrothermal synthesis (MHS) were compared to the commercial Nb2O5 microparticles. The experimental adhesive resin was formulated by mixing bisphenol A glycidyl methacrylate (Bis-GMA), 2-hydroxyethyl methacrylate (HEMA), camphorquinone (CQ) and ethyl 4-(dimethylamino)benzoate (EDAB). Experimental adhesive resins were evaluated by the radiopacity, degree of conversion, Knoop microhardness, translucency parameter, depth of cure, viscosity, and sedimentation rate. Synthesized Nb2O5 showed hexagonal structure and nanoneedles aggregates in form of nanoflowers. The incorporation of Nb2O5 nanoparticles into the dental adhesive resin showed high dispersion stability and improved the radiopaque properties.

Comparative studies on molecular structure, vibrational spectra and hyperpolarizabilies of NLO chromophore Ethyl 4-Dimethylaminobenzoate

The molecular structure, vibrational spectra and polarizabilities of Ethyl 4-Dimethylaminobenzoate (EDAB) was investigated by density functional theory employing Becke's three parameter hybrid exchange functional with Lee–Yang–Parr (B3LYP) co-relational functional involving 6-311++G(d,p) basis set and compared with some other levels. A detailed interpretation of the IR and Raman spectra of EDBA have been reported and analyzed. Complete vibrational assignments of the vibrational modes have been done on the basis of the potential energy distribution (TED) using VEDA software. The molecular electrostatic potential mapped onto total density surface has been obtained. A study on the electronic properties, such as absorption wavelength, and frontier molecular orbitals energy, was performed using DFT approach. The stability of the molecule arising from hyper conjugative interactions and accompanying charge delocalization has been analyzed using natural bond orbital (NBO) analysis. The natural and Mulliken charge also calculated and compared with different level of calculation. The dipole moment, polarizability and first, second order hyperpolarizabilities of the title molecule were calculated and compared with the experimental values. The energy gap between frontier orbitals has been used along with electric moments and first order hyperpolarizability, to understand the non linear optical (NLO) activity of the molecule. The NLO activity of molecule was confirmed by SHG analysis.

Influence of Photoinitiator System on Physical-Chemical Properties of Experimental Self-Adhesive Composites.

The aim of this study was to determine the influence of photoinitiator systems on physical-chemical properties of flowable composites. Conventional (CFC), composed by bisphenol-glycidyl dimethacrylate (BisGMA)+triethyleneglycol dimethacrylate (TEGDMA), and self-adhesive (SAFC), composed by BisGMA+TEDGMA+bis{2-(methacryloyloxy) ethyl} phosphate (2MP), flowable composites were developed. Five photoinitiator systems were tested: camphorquinone (CQ), ethyl-4-dimethylaminobenzoate (EDMAB), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), phenylbis (2,4,6-trimethylbenzoyl)phosphine oxide (BAPO), CQ+EDMAB+TPO and CQ+EDMAB+BAPO. A two-peak LED was used; degree of conversion (DC) and the maximum polymerization rate (RPmax) were determined by near infrared spectroscopy. For the yellowing degree a spectrophotometer was used. Water sorption (Wsp) was obtained after 30 days of water storage (n=5). Data were submitted to two-way analysis of variance and Tukey's test (a=0.05). BAPO presented the highest DC and RPmax values for both series. SAFCs presented lower DC and RPmax for CQ+EDMAB-based materials. Greater yellowing was observed for SAFCs compared with CFCs, except for BAPO. Greater Wsp was observed for SAFCs compared with CFCs. The photoinitiator did not influence Wsp for CFCs, but TPO and BAPO presented the highest Wsp in SAFCs. The photoinitiator system affected differently the physical-chemical properties of CFCs and SAFCs.

Photoinitiator system and water effects on C=C conversion and solubility of experimental etch-and-rinse dental adhesives

The purpose of this study was to determine the influence of the photoinitiator system and moisture condition on the degree of C=C conversion (DC), the water sorption (Wsp), and the solubility (Wsl) of experimental two-step etch-and-rinse dental adhesives. Different photoinitiator systems were added at 0.5mol% to an experimental adhesive blend (55:45wt% Bis-GMA:HEMA), defining the experimental groups: camphorquinone (CQ)+ethyl-4-dimethylaminobenzoate (EDMAB), 9,10-phenanthrenequinone (PQ), PQ+EDMAB, diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), and phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (BAPO). The adhesives were tested in two moisture conditions: neat and wet (with the addition of 10wt% D2O). The DC (n=6) was evaluated by Fourier-transformed infrared spectroscopy (FTIR). Wsp and Wsl were determined (n=10) after successive weighting procedures. Data were submitted to two-way ANOVA and Tukey׳s post hoc test (α=0.05). Pearson׳s correlation tests were used to analyze the correlation between DC and Wsp or Wsl. TPO and BAPO presented the highest DC in the neat condition while CQ+EDMAB presented the highest in the wet condition. Wsp and Wsl were both dependent on the photoinitiator system and moisture condition. PQ–based materials presented the highest Wsp and Wsl in both neat and wet conditions. Pearson׳s tests were not able to detect any significant correlation between DC and Wsp or DC and Wsl. Within the limitations of the present study, it can be concluded that the photoinitiator system and moisture condition influenced the DC, Wsp, and Wsl of experimental two-step etch-and-rinse adhesives.

Comparison of the Physical and Mechanical Properties of Resin Matrix with Two Photoinitiator Systems in Dental Adhesives.

This study evaluated the physical and mechanical properties of resin matrices in dental adhesives with two photoinitiator systems. Resin matrix specimens were made with five different kinds of photoinitiators. Neat resin consisted of 60% 2,2-bis[4-2(2-hydroxy-3-methacryloxypropoxy)phenyl]propane (Bis-GMA) and 40% hydroxyethyl methacrylate (HEMA) by weight, along with camphorquinone (CQ, 1 mol %) and additional components (1 mol % each) as follows: Group 1, 2-(dimethylamino)ethyl methacrylate (DMAEMA); Group 2, ethyl-4-(dimethylamino) benzoate (EDMAB); Group 3, diphenyliodonium hexafluorphosphate (DPIHFP); Group 4, DMAEMA+DPIHFP; Group 5, EDMAB+DPIHFP. The degree of conversion (DC), flexural strength, flexural modulus, microhardness, and ultimate tensile strength were tested. The contribution of each photoinitiator to the DC in a selected group was analyzed with contour plots. One-way ANOVA and Tukey tests (p < 0.05) were used for statistical analyses. The DC of Groups 2, 4, and 5 was similar. The flexural strength was similar in all groups, but flexural modulus was significantly different. Group 3 had the lowest values for all physical and mechanical properties. Among all methods, the microhardness test revealed the greatest degree of difference among the five specimens. CQ, EDMAB, and DPIHFP were the most effective photoinitiators and CQ was the most influential factor for the DC rate.

Migration of photoinitiators from cardboard into dry food: evaluation of Tenax® as a food simulant

ABSTRACTPhotoinitiators are widely used to cure ink on packaging materials used in food applications such as cardboards for the packaging of dry foods. Conventional migration testing for long-term storage at ambient temperature with Tenax® was applied to paperboard for the following photoinitiators: benzophenone (BP), 4,4ʹ-bis(diethylamino)benzophenone (DEAB), 2-chloro-9H-thioxanthen-9-one (CTX), 1-chloro-4-propoxy-9H-thioxanthen-9-one (CPTX), 4-(dimethylamino)benzophenone (DMBP), 2-ethylanthraquinone (EA), 2-ethylhexyl-4-dimethylaminobenzoate (EDB), ethyl-4-dimethylaminobenzoate (EDMAB), 4-hydroxybenzophenone (4-HBP), 2-hydroxy-4-methoxybenzophenone (HMBP), 2-hydroxy-4ʹ-(2-hydroxyethoxy)-2-methylpropiophenone (HMMP), 2-isopropyl-9H-thioxanthen-9-one (ITX), 4-methylbenzophenone (MBP) and Michler’s ketone (MK). Test conditions (10 days at 60°C) were according to Regulation (EU) No. 10/2011 and showed different migration patterns for the different photoinitiators. The results were compared with the migration in cereals after a storage of 6 months at room temperature. The simulation with Tenax at 60°C overestimated actual migration in cereals up to a maximum of 92%. In addition, the effect of a lower contact temperature and the impact of the Tenax pore size were investigated. Analogous simulation performed with rice instead of Tenax resulted in insufficiently low migration rates, showing Tenax is a much stronger adsorbent than rice and cereals.

Effect of diphenyliodonium hexafluorphosphate on resin cements containing different concentrations of ethyl 4-(dimethylamino)benzoate and 2-(dimethylamino)ethyl methacrylate as co-initiators

ObjectiveThe present study evaluated the influence of diphenyliodonium hexafluorphosphate (DPI) combined with two different amines [ethyl 4-(dimethylamino)benzoate (EDAB) and 2-(dimethylamino)ethyl methacrylate (DMAEMA)] on the properties of model resin cements. MethodsA comonomer base containing a 1:1 mass ratio of 2.2-bis[4-(2-hydroxy-3-methacryloxypropoxy)phenyl]propane (bis-GMA) and triethyleneglycol dimethacrylate (TEGDMA) was obtained, after which 1mol% of camphorquinone and 0.1mol% of hydroxyl butyl toluene were added to the comonomer blend. Concentrations of co-initiators varied at 0, 0.5 or 1mol% for DPI and in 1 or 2mol% for amines (DMAEMA or EDAB). Silanated Ba-Al-Si glass (60wt%) was added as filler. The combination of each amine and DPI concentration resulted in 12 formulations, which had the following properties analyzed: degree of conversion (DC), water sorption (Wsp) and solubility (Wsl), flexural strength (FS) and flexural modulus (Ef). Data for DC, FS and Ef were analyzed by two-way ANOVA and Tukey's test (α=0.05) and Wsp and Wsl by Kruskal–Wallis and Dunn tests (α=0.05). ResultsEDAB promoted a higher DC than did DMAEMA; however, DPI increased DC for all materials with DMAEMA. The physical properties of resin formulations containing EDAB were significantly better than those of groups with DMAEMA; however, DPI had a positive influence on the chemical and physical properties of the model resin cement containing DMAEMA, especially with higher concentrations of amine. SignificanceEDAB proved to be more reactive than DMAEMA, being less influenced by DPI. Resins containing a 1:2 CQ/amine ratio had better properties than those with 1:1.

Optimum selection of nano- and microsized filler for the best combination of physical, mechanical, and wear properties of dental composites

This research work examined series of dental composite materials containing nano-fillers (nanoalumina, nanosilica, and nanozirconia) and micro-filler (gypsum) to determine their effect on the physical, mechanical, and wear properties. The proportions of the silanized fillers varied from 0 to 3 wt.% in an acrylate based (50 wt.% BisGMA, 49 wt.% TEGDMA, 0.2 wt.% Camphorquinone, and 0.8 wt.% ethyl 4-dimethylaminobenzoate by weight) matrix. The physical, chemical, and mechanical tests such as void content, polymerization shrinkage, water sorption, hardness, compressive strength, and flexural strength (FS) were performed. Three body abrasive wear tests were performed in a dental wear simulator machine under varying load, speed, and temperature conditions. The finding of research indicated that the dental composite filled with 3 wt.% silanized nanozirconia exhibited maximum hardness, maximum FS, and maximum wear resistance whereas, dental composite filled with 2 wt.% silanized nanoalumina filler indicated maximum compressive strength. Gray relational analysis method was applied to rank the dental composite using several performance defining attributes. These results indicated that the best combination of mechanical and wear properties were exhibited by dental composite filled with 3 wt.% silanized nanozirconia.

Effect of Partition of Photo-initiator Components and Addition of Iodonium Salt on the Photopolymerization of Phase-Separated Dental Adhesive.

The polymerization kinetics of physically separated hydrophobic- and hydrophilic-rich phases of a model dental adhesive have been investigated. The two phases were prepared from neat resin containing 2-hydroxyethyl methacrylate (HEMA) and bisphenol A glycerolate dimethacrylate (BisGMA) in the ratio of 45:55 (wt/wt). Neat resins containing various combinations of popular photo-initiating compounds, e.g., camphoquinone (CQ), ethyl 4-(dimethylamino)benzoate (EDMAB), 2-(dimethylamino)ethyl methacrylate (DMAEMA) and diphenyliodonium hexafluorophosphate (DPIHP) were prepared. To obtain the two phases 33 wt% of deuterium oxide (D2O) was added to the neat resins. This amount of D2O exceeded the miscibility limit for the resins. The concentration of each component of the photo-initiating system in the two phases was quantified by HPLC. When combined with CQ, DMAEMA is less efficient as a co-initiator compared to EDMAB. The addition of DPIHP as the third component into either CQ/EDMAB or CQ/DMAEMA photo-initiating systems leads to comparable performance in both the hydrophobic- and hydrophilic-rich phases. The addition of the iodonium salt significantly improved the photopolymerization of the hydrophilic-rich phase; the hydrophilic-rich phase exhibited extremely poor polymerization when the iodonium salt was not included in the formulation. The partition concentration of EDMAB in the hydrophilic-rich phase was significantly lower than that of DMAEMA or DPIHP. This study indicates the need for a combination of hydrophobic/hydrophilic photosensitizer and addition of iodonium salt to improve polymerization within the hydrophilic-rich phase of the dental adhesive.

Probing the dual function of a novel tertiary amine compound in dentin adhesive formulations

ObjectivesA novel tertiary amine compound containing three methacrylate-urethane groups was synthesized for application in dentin adhesives. The synthesis, photopolymerization kinetics, and leaching were examined in an earlier study using this novel compound as the co-initiator (0.5 and 1.75wt% based on the total resin mass). The objective of this work was to investigate the potential of TUMA (8-(2-(((2-(methacryloyloxy)ethyl)carbamoyl)oxy)propyl)-6,10-dimethyl-4,12-dioxo-5,11-dioxa-3,8,13-triazapentadecane-1,15-diyl bis(2-methylacrylate)) to serve simultaneously as a co-initiator and co-monomer (15–45wt% based on the total resin mass) in dentin adhesive formulations. The polymerization kinetics, water sorption and dynamic mechanical properties of these novel formulations were determined. Materials and methodThe monomer system contained Bisphenol A glycerolate dimethacrylate (BisGMA), 2-hydroxyethylmethacrylate (HEMA) and TUMA (synthesized in our lab) at the mass ratio of 45/(55-x)/x. Two photoinitiator (PI) systems were compared. One initiator system contains three components: camphorquinone (CQ), diphenyliodonium hexafluorophosphate (DPIHP) and ethyl-4-(dimethylamino) benzoate (EDMAB) and the second initiator system contains CQ and DPIHP. The control adhesive formulations are: C0-3: HEMA/BisGMA 45/55 (w/w) and 3-component PI and C0-2: HEMA/BisGMA 45/55 (w/w) and 2-component PI. These controls were used as a comparison to the experimental adhesive resins (Ex-3 or Ex-2), in which x represents the weight percentage of synthesized co-monomer (TUMA) to replace part of BisGMA. The control and experimental adhesive formulations were photo-polymerized and compared with regard to the degree of conversion (DC), polymerization rate (Rp), water sorption and dynamic mechanical analysis (DMA) under both dry and wet conditions. ResultsC0-3 and Ex-3 formulations had similar DC, while the DC of Ex-2 formulation was higher than C0-2. The DC was similar when comparing the two- component with the three-component photoinitiator system when TUMA was used at the same concentration. DMA under dry conditions shows higher rubbery storage modulus for all experimental formulations, while storage modulus at rubbery region under wet conditions was decreased as compared with control (C0-3). There was no statistically significant difference for the DMA results under both dry and wet conditions when comparing two- and three-component initiator systems with the same TUMA concentration. SignificanceThe newly synthesized TUMA could serve simultaneously as a co-monomer and co-initiator in the absence of commercial co-initiator. This study provides information for the future development of new co-monomer/co-initiator for dentin adhesives and dental composites.