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Article

Tuning BMI.NTf2 Ionic Liquid Concentration in Dental Adhesives Towards a Rational Design of Antibacterial Materials

by
Isadora Martini Garcia
1,
Andressa Simionato
2,
Virgínia Serra Souza
3,
Jackson Damiani Scholten
3,*,
Mary Anne Sampaio Melo
1,* and
Fabrício Mezzomo Collares
2,*
1
Division of Cariology and Operative Dentistry, Department of Comprehensive Dentistry, University of Maryland School of Dentistry, 650 W Baltimore Street, Baltimore, MD 21201, USA
2
Department of Dental Materials, School of Dentistry, Federal University of Rio Grande do Sul, Ramiro Barcelos Street, 2492, Rio Branco, Porto Alegre 90035-004, RS, Brazil
3
Laboratory of Molecular Catalysis, Institute of Chemistry, Federal University of Rio Grande do Sul, Bento Gonçalves Avenue, 9500, Agronomia, Porto Alegre 91501-970, RS, Brazil
*
Authors to whom correspondence should be addressed.
Appl. Sci. 2025, 15(7), 3810; https://doi.org/10.3390/app15073810
Submission received: 12 January 2025 / Revised: 24 February 2025 / Accepted: 21 March 2025 / Published: 31 March 2025

Abstract

:
1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMI.NTf2) is a hydrophobic ionic liquid with potential antibacterial properties for dental materials. This study aimed to (1) incorporate different mass fractions of BMI.NTf2 into a dental adhesive and (2) assess its impact on physical and chemical properties. Adhesive resins were prepared with 1 (G1%), 2.5 (G2.5%), and 5 wt.% (G5%) BMI.NTf2, with a control group (GCTRL) lacking the ionic liquid. Evaluations included polymerization kinetics, degree of conversion (DC), softening in solvent (ΔKHN%), and ultimate tensile strength (UTS). Groups with BMI.NTf2 showed accelerated polymerization kinetics, with G5% achieving a higher DC and ΔKHN% compared to GCTRL (p < 0.05). Lower concentrations (1% and 2.5%) did not affect ΔKHN%, and no significant differences were found in UTS across groups (p > 0.05). Notably, 2.5 wt.% of BMI.NTf2 increased the DC without affecting other properties, indicating optimal polymerization rates and handling characteristics. These results support the development of BMI.NTf2-based antibacterial adhesives that may assist in preventing secondary caries in restorative dentistry.

Graphical Abstract

1. Introduction

The prevention of secondary caries around bonded restorations triggered by bacterial growth and infiltration into the bonding interface is a challenge. A method is urgently required to help preserve the bonding quality and performance over time [1,2]. Therefore, developing antibacterial, biocompatible, and strong dental adhesives with mechanical and physical properties that match the rate of bacterial growth inhibition is a valuable pursuit [1,2]. Researchers are exploring various additives to improve dental adhesives, focusing on strength and antimicrobial protection. Silver nanoparticles can prevent bacterial growth [3], while quaternary ammonium compounds help break down bacterial cell membranes, reducing plaque buildup [4]. To enhance mechanical properties, nano-fillers like silica are added, making polymers more resistant [5]. By reinforcing the seal against the oral environment, these enhanced adhesives could help prevent secondary caries and extend the life of dental restorations [6,7].
Ionic liquids are organic salts formed by aliphatic chains connected to a high-molecular-weight cation associated with a low-molecular-weight anion [8]. Organic molecules, such as pyridine and imidazole, are commonly used to synthesize pyridinium and imidazolium-based ionic liquids, respectively [9,10]. Among these, imidazole is well known for its biocompatibility and antifungal effect. Ionic liquids can present a broad-spectrum antimicrobial property, affecting gram-positive and gram-negative bacteria, mycobacteria, and fungi [10]. In the pharmaceutical industry, these salts are associated with polymers for drug delivery systems to participate in antibacterial polymer coating synthesis and other processes [9].
In dentistry, imidazolium ionic liquids have already been used to coat titanium implants, testing their adherence to the implant and antimicrobial and anti-corrosion properties [11]. In another study, an imidazolium ionic liquid was used with silver nanoparticles to disinfect root canals against Enterococcus faecalis. This material demonstrated greater fibroblast viability than 2.5% sodium hypochlorite and 0.2% chlorhexidine solutions [12].
More recently, the ionic liquid 1-n-butyl-3-methylimidazolium tetrafluoroborate (BMI.BF4) was used to functionalize titanium dioxide quantum dots embedded in an experimental adhesive resin. Its incorporation associated with titanium dioxide quantum dots resulted in immediate and long-term antibacterial activity without showing cytotoxic effects on pulp cells [12]. Another ionic liquid, 1-n-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide (BMI.NTf2) [13], shows the same cation but an anion (bis(trifluoromethanesulfonyl)imide, NTf2) with higher hydrophobicity compared to the previously used tetrafluoroborate (BF4), which could bring advantages to dental polymeric materials.
The increased hydrophobicity can enhance the durability of dental polymers by reducing their susceptibility to water absorption. Materials that absorb less water are less likely to undergo hydrolytic degradation, which can weaken their structural integrity and shorten their useful life [14]—consequently, BMI.NTf2 may help extend the longevity of dental restorations. The hydrophobic nature of NTf2 may reduce the adhesion of bacteria and the absorption of staining agents, which are common issues in dental applications [15]. This property not only helps maintain the aesthetic appearance of dental restorations but also promotes better oral hygiene by reducing the potential for bacterial growth on the surface of the materials.
To initiate studies with BMI.NTf2, this ionic liquid was tested in an experimental orthodontic resin, demonstrating an antimicrobial effect against Streptococcus mutans and no cytotoxicity against human keratinocytes when tested up to 5 wt.% [13]. In the present study, BMI.NTf2 was incorporated into an experimental adhesive resin and tested at 1, 2.5, and 5 wt.%. This study aimed to analyze the physical and chemical properties of the adhesives with BMI.NTf2. In this study, we designed BMI.NTf2 containing adhesives with different concentrations (control = no addition of BMI.NTf2, 1%, 2.5%, 5%), and we investigated the concentration-dependent changes in their physico-chemical and mechanical properties in vitro. The null hypothesis of this study is that the addition of the ionic liquid does not change the evaluated properties.

2. Materials and Methods

This is an in vitro and controlled study. The analyzed factor was the different concentrations (control group = no addition of BMI.NTf2, 1 wt.%, 2 wt.%, or 5 wt.%) of ionic liquid added to the adhesive.

2.1. Formulation of Adhesive Resin Samples

The samples used in this study were composed of polymerized or unpolymerized adhesive resins formulated by blending 66.66 wt.% bisphenol A glycerolate dimethacrylate (BisGMA) (Sigma-Aldrich, St. Louis, MO, USA) and 33.33 wt.% 2-hydroxyethyl methacrylate (HEMA) (Sigma-Aldrich, St. Louis, MO, USA). Camphorquinone (Sigma-Aldrich, St. Louis, MO, USA) and ethyl 4-dimethylamino benzoate (Sigma-Aldrich, St. Louis, MO, USA) were added as a photoinitiator system in 1 mol%. Butylhydroxy toluene (Sigma-Aldrich, St. Louis, MO, USA) was added as a polymerization inhibitor at 0.01 wt.%. The ionic liquid 1-n-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide (BMI.NTf2) was formulated according to a previous study [13] and incorporated at 1 (G1%), 2.5 (G2.5%), and 5 (G5%) wt.% in the adhesive resin. A control group (GCTRL) was formulated without BMI.NTf2. The adhesives were hand-mixed for 5 min, sonicated for 180 s, and hand-mixed again for 5 min [12]. The adhesives were stored in tubes covered with aluminum foil.
An illustration of the ionic liquid BMI.NTf2 incorporated into the adhesive is shown schematically in Figure 1. All specimens were light-cured using a light-emitting diode (LED, Radii Cal, SDI, Bayswater, Victoria, Australia) at 1200 mW/cm2 and kept in distilled water for 24 h at 37 °C before testing, except for specimens of polymerization kinetics and degree of conversion (DC), which were prepared during the tests.

2.2. Polymerization Kinetics and Degree of Conversion (DC)

The polymerization kinetics and degree of conversion (DC) were evaluated by Fourier Transform Infrared (FTIR) spectroscopy (Bruker Optics, Ettinger, Germany) with a spectrometer equipped with an attenuated total reflectance (ATR) device consisting of a horizontal diamond crystal. Three samples per adhesive group (n = 3) were dispensed onto the ATR using an auxiliary polyvinylsiloxane matrix with a 4 mm diameter and 1 mm thickness to standardize the samples’ thickness. The LED unit tip was standardized and positioned as close as possible to the top of each sample. The absorbance spectra were obtained during 40 s of adhesive photoactivation. Data were evaluated using the Opus 6.5 software (Bruker Optics), in the range of 4000–800 cm−1 with 2 scans per second, at a speed of 160 kHz and resolution of 4 cm−1. The DC was calculated based on the height of the following absorption peaks: 1640 cm−1 (aliphatic C=C bond) and 1610 cm−1 (aromatic C=C bond), which was used as an internal standard (Equation (1)). The DC result was expressed as percentages. The DC calculated the polymerization rate (Rp) as a function of the light-activation time [12].
D C ( % ) = 1 × 1640 / 1610   ( p o l y m e r ) 1640 / 1610   ( m o n o m e r ) × 100

2.3. Softening in Solvent

Five adhesive samples from each group (n = 5) were prepared with 5 mm diameter and 1 mm thickness after light-curing for 20 s on each side. After the polymerization, the samples were stored in distilled water for 24 h at 37 °C. Then, the adhesive samples were bonded with double-face tape on a glass table and soaked in self-cure acrylic resin (Clássico Produtos Odontológicos, São Paulo, Brazil). Each acrylic resin set contained five samples per group, which were polished using sandpapers (600, 1200, 2000-grit, 1 min each paper) and distilled water, followed by felt disks with 0.5 μm alumina suspension (3 min) (Fortel, São Paulo, SP, Brazil). After 24 h, the samples were subjected to a microhardness test in which five indentations (10 g for 5 s) were performed per sample at 40× magnification (HMV 2, Shimadzu, Tokyo, Japan) to obtain the initial Knoop hardness number (KHN1). The samples were immersed in a solvent solution (70% ethanol and 30% water) for two hours, washed with distilled water, and tested again to obtain the final Knoop hardness number (KHN2). The Knoop hardness values were recorded as the five indentations per sample average. Softening in solvent (ΔKHN) was calculated by the percentage difference between KHN1 and KHN2 for each group [16].

2.4. Ultimate Tensile Strength

An hourglass-shaped metal mold (8.0 mm long × 2.0 mm wide × 1.0 mm thick and 1 mm2 in constriction area) was used to prepare five samples per group (n = 5). The samples were light-cured for 20 s on each side. After 24 h, the samples were kept in distilled water at 37 °C, and the samples were measured in the constriction area using a digital caliper. Then, the samples were fixed with cyanoacrylate resin into jigs. The samples were submitted to tensile strength in a universal testing machine (Series EZ-SX, Shimadzu, Kyoto, Japan) at 1 mm/min until the fracture of the samples. The force values (N) were divided by the constriction area of each sample and reported as MPa [17].

2.5. Statistical Analysis

The physical and chemical properties of the adhesives were statistically analyzed using SigmaPlot software (version 12.0, Systat Software, San Jose, CA, USA). The Shapiro–Wilk test was used to analyze the data distribution. DC, UTS, KHN1, and ΔKHN were analyzed via one-way ANOVA and Tukey’s post-hoc test. Differences between KHN1 and KHN2 within each group were assessed using paired t tests. All tests were analyzed with a significance level of 0.05.

3. Results

The results from the polymerization kinetics analysis are indicated in Figure 2. Figure 2A shows the results of DC versus time, evidencing the differences in the conversion process among the experimental adhesives. The groups with the ionic liquid started converting carbon–carbon double bonds (C=C) into single carbon–carbon single bonds (C-C) before the GCTRL. In Figure 3A, it is possible to observe the mean and standard deviation values of DC for each group. The values ranged from 65.16 (±0.83)% for G1% to 69.75 (±0.09)% for G5% (p < 0.05). There was no statistical difference from the GCTRL to G2.5% (p > 0.05). However, the addition of 5 wt.% of ionic liquid increased the DC compared to GCTRL and G1% (p < 0.05), without statistical difference for G2.5% (p > 0.05).
Still, in Figure 2B, we observed that the ionic liquid groups reached higher maximum polymerization rates than GCTRL. In addition, Figure 2B,C evidence that groups with the ionic liquid started the self-acceleration process before GCTRL.
Figure 3 also shows the experimental adhesive resin’s initial and final Knoop hardness (Figure 3B) and Knoop hardness variation (ΔKHN%, Figure 3C). The groups showed different initial Knoop hardness (p < 0.05), but all of them decreased the hardness after immersion in the alcoholic solution (p < 0.05). The ΔKHN% ranged from 49.47 (±9.94)% for GCTRL to 68.04 (±3.08)% for G5% (p < 0.05). From GCTRL to G2.5%, there were no differences in the softening in solvent (p > 0.05), with higher softening in solvent values for G5% (p < 0.05). However, there were no statistical differences among the ionic liquid groups (p > 0.05).
Figure 3D shows the ultimate tensile strength (UTS) mean and standard deviation values. The values ranged from 28.71 (±12.37) MPa for GCTRL to 49.99 (±8.88) MPa for G2.5%. There was no statistically significant difference among groups for this mechanical test (p > 0.05).

4. Discussion

Incorporating antimicrobial agents into resins aims to reduce biofilm at the tooth–restorative material interface [1,2,7,18]. BMI.NTf2 was previously incorporated into an orthodontic resin and demonstrated an antibacterial effect against biofilms of S. mutans and planktonic S. mutans [13]. However, the physicochemical properties were impaired by 10 wt.% of BMI.NTf2 [13]. This ionic liquid was added to an experimental adhesive resin in the present study, and its physicochemical properties were analyzed. There was no statistical difference in the DC among GTRL, G1%, and G2.5%. The incorporation of 5 wt.% of BMI.NTf2 increased the DC compared to GCTRL and G1% (p < 0.05), while the softening in solvent was higher with 5 wt.% addition.
Ionic liquids are exploited as solvents [10], and their properties are responsible for increasing the stability of the drug formulation and strengthening the association between drugs and surfactants or polymers. Furthermore, they facilitate drug transport to the target site of action and increase the solubility of moderately water-soluble drugs [10]. The chemical structure of BMI.NTf2 gives it antimicrobial activity: the cationic structure is attracted by the negative charge at the bacterial wall and membrane compounds by electrostatic forces [9]. Moreover, its alkyl chain and anion, NTf2, present hydrophobicity, assisting in disorganizing the bacterial wall and membranes [9].
The increase in the concentration of BMI.NTf2 demonstrated a higher DC. Ionic liquids are characterized by molecular properties such as charge distribution, dipole moment, polarizability, hydrogen acceptance/donation, and electron pair acceptance/donation [10]. The carbon double bonds present in the monomers can interact with the presence of ionic liquids through hydrogen bonds or interaction of the electron pair of the double bond with the electronic cloud of ionic liquid [10]. This interaction can increase the conversion of carbon double bonds for groups with a higher concentration of BMI.NTf2. In addition to the DC being altered, the polymerization kinetics can change depending on the compound added by modifying the mobility of the polymer chains [13,17].
The polymerization kinetics of the dental adhesive resins incorporating the ionic liquid BMI.NTf2 provided insightful data that helped elucidate the underlying mechanisms of the observed results. Notably, the polymerization reaction in the samples containing BMI.NTf2 demonstrated a marked acceleration compared to the control group (GCTRL). The increased polymerization rate for the BMI.NTf2 groups may be attributed to a reduction in the viscosity of the adhesive resin [13]. The handling properties of the material changed according to ionic liquid concentration. Despite not being tested in the present study, the adhesive with 5 wt.% of ionic liquid seemed to have a lower viscosity than the control group. It is possible that the increased DC% observed for this group was due to a greater mobility of the polymer chains during the curing process [13]. The addition of BMI.NTf2 possibly interfered with the mobility of the chains and the density of crosslinks, leading to plasticizing effects [14,19,20]. Polymers with lower crosslink density are prone to soften more when in contact with alcoholic solutions [19]. Similar results were observed in a previous study with orthodontic adhesive resins with the addition of BMI.NTf2 [13]. This effect was also investigated by thermogravimetric analysis (TGA), and the higher the ionic liquid concentration, the higher the formation of novel derivative (DTG) of the TGA curve. This result was attributed to forming regions with different crosslink densities, with areas more linear than others, when the ionic liquid was incorporated in greater quantities [13].
The immersion of dental adhesive resins in solvent is a critical test to assess their durability and resistance to the oral environment, particularly to the effects of moisture. In the study under consideration, all experimental groups exhibited a reduction in hardness upon solvent immersion. Notably, the group with 5 wt.% of BMI.NTf2 (G5%) demonstrated a more significant decrease in hardness compared to the control group (GCTRL). This finding contrasts with previous research conducted on an orthodontic resin formulation, which showed different behavior under similar conditions [13].
The divergent results between the two studies [13] can largely be attributed to the differences in the base resin compositions used in each. The orthodontic resin did not contain hydroxyethyl methacrylate (HEMA), a commonly used monomer in dental adhesives that is known for its hydrophilic properties. Instead, the orthodontic resin included triethylene glycol dimethacrylate (TEGDMA), which is less hydrophilic than HEMA. This reduced hydrophilicity likely contributed to the orthodontic resin’s enhanced resistance to softening when exposed to solvents [13].
Additionally, the orthodontic resin incorporated silanized colloidal silica, a filler known to improve the physicochemical properties of polymers [5,14]. The presence of this filler helps to increase the resin’s mechanical strength and stability, making it less susceptible to softening and degradation upon solvent immersion. This enhancement is particularly important in orthodontic applications where the material must withstand prolonged exposure to a moist and mechanically challenging environment [21].
In contrast, the current study involving BMI.NTf2 in dental adhesives explored concentrations of 1% and 2.5% (G1% and G2.5%), which did not significantly influence the solvent’s softening behavior. This suggests that the crosslinking density within these groups, including the control (GCTRL), is likely similar. The addition of BMI.NTf2 at these concentrations does not alter the resin’s network structure significantly enough to affect its solvent resistance [22].
The comparison of these two distinct resin formulations highlights the importance of base resin composition and the selection of appropriate additives and fillers in the achieving desired material properties [23]. The difference in behavior underscores the need for tailored resin formulations depending on the specific requirements of the dental application, be it orthodontic or adhesive applications. For future formulations, understanding the interaction between the resin matrix, fillers, and any ionic liquids like BMI.NTf2 will be crucial in developing materials that combine optimal mechanical properties and resist environmental challenges.
Furthermore, an assessment of the cohesive strength of the polymers was conducted in addition to the evaluation of softening in solvent. In congruence with a prior study [13], no significant statistical disparities were observed among the various groups. Despite the adverse impact of incorporating 5 wt.% BMI.NTf2 on the adhesive’s softening behavior, this concentration exhibited no discernible alteration in the adhesive’s ultimate tensile strength (UTS). Nonetheless, given the outcomes of the softening in solvent tests and the understanding of the potential effects of high concentrations of ionic liquids on polymer structure formation, the utilization of 2.5 wt.% BMI.NTf2 emerged as the most suitable choice for the experimental adhesive resin.
As a limitation of this study, the mechanical property was not tested directly on dentin. Therefore, the next steps encompass a set of antimicrobial analyses and the microtensile bond strength to dentin. Regulatory considerations for ionic liquid-incorporated dental resins remain evolving due to their unique antibacterial properties and potential interactions with oral tissues. The classification of such materials depends on their mechanism of action and whether the antibacterial effect is purely contact based or involves pharmacological activity [24,25,26,27]. In addition, over time, other ionic liquids may be tested to develop increasingly cost-effective materials with a lower environmental impact—particularly regarding the solvents used in chemical processes—and exhibit enhanced biological properties.

5. Conclusions

This study examined the influence of varying percentages of the ionic liquid, BMI.NTf2, in a novel dental adhesive formulation. Considering clinically pertinent attributes for dental adhesives, the formulation featuring 2.5 wt.% BMI.NTf2 loading has been identified as the optimal composition. The physical and chemical properties of dental adhesives were analyzed when BMI.NTf2 was added from 1 to 5 wt.%. It was concluded that BMI.NTf2 at 2.5 wt.% increases adhesives’ degree of conversion without changing other properties. Consequently, this approach holds significant promise in developing a strong bonding interface tooth composite to promote bacterial inhibition and curtailing secondary caries development around bonded restorations.

Author Contributions

Conceptualization, I.M.G., V.S.S., J.D.S. and F.M.C.; formal analysis; I.M.G., A.S. and V.S.S.; project administration, J.D.S. and F.M.C.; resources, J.D.S. and F.M.C.; validation, J.D.S. and F.M.C.; visualization, I.M.G. and M.A.S.M.; writing—original draft, I.M.G., A.S. and V.S.S.; writing—review and editing, M.A.S.M., J.D.S. and F.M.C. All authors have read and agreed to the published version of the manuscript.

Funding

This study was supported by the National Institute of Science and Technology in 3D Printing and Advanced Materials Applied to Human and Veterinary Health—INCT _3D-Saúde, CNPq/Brazil (Grant #406436/2022-3) and CNPq/MCTI/FNDCT Nº 18/2021 (408075/2021-0). This study was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior—Brasil (CAPES)—Finance Code 001.

Institutional Review Board Statement

Not applicable.

Informed Consent Statement

Not applicable.

Data Availability Statement

The raw data supporting the conclusions of this article will be made available by the authors on request.

Conflicts of Interest

The authors declare no conflicts of interest.

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Figure 1. The scheme evidences the structure of the ionic liquid added into the experimental adhesive resin for dental restoration.
Figure 1. The scheme evidences the structure of the ionic liquid added into the experimental adhesive resin for dental restoration.
Applsci 15 03810 g001
Figure 2. Degree of conversion as a function of time (image (A)); polymerization rate as a function of time (image (B)); polymerization rate as a function of the degree of conversion (image (C)) of the experimental dental adhesives.
Figure 2. Degree of conversion as a function of time (image (A)); polymerization rate as a function of time (image (B)); polymerization rate as a function of the degree of conversion (image (C)) of the experimental dental adhesives.
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Figure 3. Graphs evidencing the results of degree of conversion (image (A)), Knoop hardness (image (B)), Knoop hardness variation (image (C)), and ultimate tensile strength (image (D)). The values are expressed as mean and standard deviation values. Different capital letters indicate statistically significant differences among groups in the same test (p < 0.05). Different lowercase letters indicate statistically significant differences within the same group before and after the alcoholic solution immersion (p < 0.05).
Figure 3. Graphs evidencing the results of degree of conversion (image (A)), Knoop hardness (image (B)), Knoop hardness variation (image (C)), and ultimate tensile strength (image (D)). The values are expressed as mean and standard deviation values. Different capital letters indicate statistically significant differences among groups in the same test (p < 0.05). Different lowercase letters indicate statistically significant differences within the same group before and after the alcoholic solution immersion (p < 0.05).
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MDPI and ACS Style

Garcia, I.M.; Simionato, A.; Souza, V.S.; Scholten, J.D.; Melo, M.A.S.; Collares, F.M. Tuning BMI.NTf2 Ionic Liquid Concentration in Dental Adhesives Towards a Rational Design of Antibacterial Materials. Appl. Sci. 2025, 15, 3810. https://doi.org/10.3390/app15073810

AMA Style

Garcia IM, Simionato A, Souza VS, Scholten JD, Melo MAS, Collares FM. Tuning BMI.NTf2 Ionic Liquid Concentration in Dental Adhesives Towards a Rational Design of Antibacterial Materials. Applied Sciences. 2025; 15(7):3810. https://doi.org/10.3390/app15073810

Chicago/Turabian Style

Garcia, Isadora Martini, Andressa Simionato, Virgínia Serra Souza, Jackson Damiani Scholten, Mary Anne Sampaio Melo, and Fabrício Mezzomo Collares. 2025. "Tuning BMI.NTf2 Ionic Liquid Concentration in Dental Adhesives Towards a Rational Design of Antibacterial Materials" Applied Sciences 15, no. 7: 3810. https://doi.org/10.3390/app15073810

APA Style

Garcia, I. M., Simionato, A., Souza, V. S., Scholten, J. D., Melo, M. A. S., & Collares, F. M. (2025). Tuning BMI.NTf2 Ionic Liquid Concentration in Dental Adhesives Towards a Rational Design of Antibacterial Materials. Applied Sciences, 15(7), 3810. https://doi.org/10.3390/app15073810

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