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Keywords = Triethylene glycol dimethacrylate

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21 pages, 18533 KiB  
Article
Calcium Phosphate Honeycomb Scaffolds with Tailored Microporous Walls Using Phase Separation-Assisted Digital Light Processing
by Gyu-Nam Kim, Jae-Hyung Park, Jae-Uk Song, Young-Hag Koh and Jongee Park
Materials 2025, 18(11), 2587; https://doi.org/10.3390/ma18112587 - 1 Jun 2025
Viewed by 601
Abstract
The present study reports on the manufacturing of biphasic calcium phosphate (BCP) honeycomb scaffolds with tailored microporous walls using phase separation-assisted digital light processing (PS-DLP). To create micropores in BCP walls, camphene was used as the pore-forming agent for preparing BCP suspensions, since [...] Read more.
The present study reports on the manufacturing of biphasic calcium phosphate (BCP) honeycomb scaffolds with tailored microporous walls using phase separation-assisted digital light processing (PS-DLP). To create micropores in BCP walls, camphene was used as the pore-forming agent for preparing BCP suspensions, since it could be completely dissolved in photopolymerizable monomers composed of triethylene glycol dimethacrylate (TEGDMA) and polyethylene glycol diacrylate (PEGDA) and then undergo phase separation when placed at 5 °C. Therefore, solid camphene crystals could be formed in phase-separated BCP layers and then readily removed via sublimation after the photopolymerization of monomer networks embedding BCP particles by DLP. This approach allowed for tight control over the microporosity of BCP walls by adjusting the camphene content. As the camphene content increased from 40 to 60 vol%, the microporosity increased from ~38 to ~59 vol%. Consequently, the overall porosity of dual-scale porosity scaffolds increased from ~51 to ~67 vol%, while their compressive strength decreased from ~70.4 to ~13.7 MPa. The mass transport ability increased remarkably with an increase in microporosity. Full article
(This article belongs to the Section Porous Materials)
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18 pages, 5589 KiB  
Article
Novel Bioactive Resin Coating with Calcium Phosphate Nanoparticles for Antibacterial and Remineralization Abilities to Combat Tooth Root Caries
by Nader Almutairi, Abdullah Alhussein, Mohammad Alenizy, Ibrahim Ba-Armah, Heba Alqarni, Thomas W. Oates, Radi Masri, Gary D. Hack, Jirun Sun, Michael D. Weir and Hockin H. K. Xu
Int. J. Mol. Sci. 2025, 26(6), 2490; https://doi.org/10.3390/ijms26062490 - 11 Mar 2025
Viewed by 978
Abstract
Tooth root caries account for 10.1% of all dental caries in the USA. This study developed a multifunctional resin coating with calcium (Ca) and phosphate (P) ion release and antibacterial properties to combat root caries. The effects of nano-sized amorphous calcium phosphate (NACP) [...] Read more.
Tooth root caries account for 10.1% of all dental caries in the USA. This study developed a multifunctional resin coating with calcium (Ca) and phosphate (P) ion release and antibacterial properties to combat root caries. The effects of nano-sized amorphous calcium phosphate (NACP) and dimethylaminohexadecyl methacrylate (DMAHDM) on mechanical, physical, and antibacterial properties against Streptococcus mutans, and cytotoxicity on dental pulp stem cells and gingival fibroblasts were evaluated. A coating resin combining urethane dimethacrylate (UDMA), triethylene glycol divinylbenzyl ether (TEGDVBE), DMAHDM, and NACP was synthesized and compared with Seal&Protect and Vanish XT. Experimental groups (UV + 5% DMAHDM + 10%, 15%, and 20% NACP) showed flexural strength (70.9 ± 8.0 to 81.1 ± 6.0) MPa, significantly higher than Seal&Protect (48.2 ± 7.2) MPa (p < 0.05) and comparable to Vanish XT (70.2 ± 13.6) MPa, (p > 0.05). Elastic modulus (2.2 to 3.3) GPa was lower than Vanish XT (9.4 ± 1.1) GPa (p < 0.05). Experimental groups showed an 8 log CFU reduction, 96% reduction in metabolic activity and 87% in lactic acid production, and increased Ca (1.25 ± 0.03) mmol/L and P (0.8 ± 0.001) mmol/L release over 35 days. Cytotoxicity for experimental groups against dental pulp stem cells and human gingival fibroblast was low and matched those of commercial controls already used in clinic. The resin demonstrated potent antibacterial properties, high ion release, low cytotoxicity, and maintained physical and mechanical integrity, offering potential to prevent root caries formation and progression. Full article
(This article belongs to the Special Issue Molecular Advances in Anti-bacterial Polymers)
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25 pages, 3048 KiB  
Article
Novel Quaternary Ammonium Urethane-Dimethacrylates for Copolymers with Low Water Sorption and Solubility
by Patryk Drejka, Patrycja Kula and Izabela Barszczewska-Rybarek
Molecules 2025, 30(4), 769; https://doi.org/10.3390/molecules30040769 - 7 Feb 2025
Viewed by 923
Abstract
Six novel urethane-dimethacrylates with quaternary ammonium groups (QAUDMAs) were successfully synthesized from 2-(methacryloyloxy)ethyl-2-hydroxyethylmethylalkylammonium bromide (QAHAMA-n, where n was 8 and 10) and diisocyanate (isophorone diisocyanate (IPDI), 4,4′-methylenedicyclohexyl diisocyanate (CHMDI), and 4,4′-diphenylmethane diisocyanate (MDI)). Their chemical structures were confirmed through nuclear magnetic resonance spectroscopy [...] Read more.
Six novel urethane-dimethacrylates with quaternary ammonium groups (QAUDMAs) were successfully synthesized from 2-(methacryloyloxy)ethyl-2-hydroxyethylmethylalkylammonium bromide (QAHAMA-n, where n was 8 and 10) and diisocyanate (isophorone diisocyanate (IPDI), 4,4′-methylenedicyclohexyl diisocyanate (CHMDI), and 4,4′-diphenylmethane diisocyanate (MDI)). Their chemical structures were confirmed through nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FTIR). The refractive index (RI) and density (dm) were also determined. The novel QAUDMAs were compounded with common dental dimethacrylates and subsequently photopolymerized. The resulting copolymers, comprising QAUDMA 40 wt.%, bisphenol A glycerolate dimethacrylate (Bis-GMA) 40 wt.%, and triethylene glycol dimethacrylate (TEGDMA) 20 wt.%, were tested for water sorption (WS) and solubility (SL). The WS and SL values decreased following these orderings based on the diisocyanate: IPDI > CHMDI > MDI for WS, and MDI > CHMDI > IPDI for SL. The WS values ranged from 11.50 to 13.82 µg/mm3, and were significantly lower than the recommended maximum for dental materials, 40 µg/mm3. The SL values that met the recommended maximum, 7.5 µg/mm3, ranged from 2.67 to 6.75 µg/mm3. Only the copolymer having the QAHAMA-8- and MDI-derived QAUDMA had the SL slightly exceeding 7.5 µg/mm3, at 7.89 µg/mm3. Full article
(This article belongs to the Special Issue Exclusive Feature Papers in Macromolecular Chemistry)
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17 pages, 7619 KiB  
Article
The Impact of an MDP-Containing Primer on the Properties of Zinc Oxide Networks Infiltrated with BisGMA-TEGDMA and UDMA-TEGDMA Polymers
by Benjamin Wellhäußer, Lena Marie Saure, Fabian Schütt, Franziska Scherer, Sebastian Wille and Matthias Kern
Materials 2025, 18(1), 137; https://doi.org/10.3390/ma18010137 - 31 Dec 2024
Cited by 1 | Viewed by 764
Abstract
This study was conducted to evaluate the material properties of polymer-infiltrated zinc oxide networks (PICN) and the effect of using a phosphate monomer-containing primer applied before polymer infiltration. A total of 148 ZnO-network (zinc oxide) specimens were produced: n = 74 were treated [...] Read more.
This study was conducted to evaluate the material properties of polymer-infiltrated zinc oxide networks (PICN) and the effect of using a phosphate monomer-containing primer applied before polymer infiltration. A total of 148 ZnO-network (zinc oxide) specimens were produced: n = 74 were treated with a primer before polymer infiltration and light curing, while the remaining specimens were untreated. Each group was divided into two subgroups (n = 37) based on the infiltrating polymer: UDMA (aliphatic urethane-dimethacrylates)-TEGDMA (triethylene glycol-dimethacrylate) or BisGMA (bisphenol A-glycidyl-methacrylate)-TEGDMA. Additionally, n = 7 specimens of each polymer type were prepared for comparison. Then, biaxial flexural strength was measured before and after 150 days of water storage at 37 °C, including 37,500 thermal cycles (5 °C to 55 °C). The Vickers hardness, surface roughness, and water absorption at 37 °C were also tested. The initial biaxial flexural strength was reduced in the ZnO network specimens compared to in the pure polymers. Primer application improved the flexural strength, though the strength of BisGMA-TEGDMA significantly decreased after water storage. The ZnO network increased hardness, and the polymer-infiltrated networks showed higher roughness post-grinding and absorbed less water than the pure polymer groups. The ZnO networks did not improve the flexural strength over that of the pure polymers. However, the primer’s positive impact and the network’s long-term stability suggest potential if the network structure can be modified to contain thicker, more stable branches. Full article
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14 pages, 2614 KiB  
Article
Synthesis and Characterization of Microcapsules as Fillers for Self-Healing Dental Composites
by Maria Amalia Tăut, Marioara Moldovan, Miuţa Filip, Ioan Petean, Codruţa Saroşi, Stanca Cuc, Adrian Catalin Taut, Ioan Ardelean, Viorica Lazăr and Sorin Claudiu Man
Nanomaterials 2024, 14(22), 1853; https://doi.org/10.3390/nano14221853 - 20 Nov 2024
Viewed by 1279
Abstract
This article proposes the synthesis and characterization of (triethylene glycol dimethacrylate–N,N-dihydroxyethyl-p-toluidine) TEGDMA-DHEPT self-healing microcapsules for their inclusion in dental composite formulations. The obtaining method is the in situ emulsion polymerization of the (poly urea-formaldehyde) (PUF) coatings. The microcapsules were characterized by Fourier transform [...] Read more.
This article proposes the synthesis and characterization of (triethylene glycol dimethacrylate–N,N-dihydroxyethyl-p-toluidine) TEGDMA-DHEPT self-healing microcapsules for their inclusion in dental composite formulations. The obtaining method is the in situ emulsion polymerization of the (poly urea-formaldehyde) (PUF) coatings. The microcapsules were characterized by Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), atomic force microscopy (AFM), high-performance liquid chromatography (HPLC), and low-field nuclear magnetic resonance (NMR) techniques. The optimal formation of uniform microcapsules is achieved at a stirring speed of 800 rpm and centrifugation is no longer necessary. HPLC demonstrates that the microcapsules formed at 800 rpm show a better control of liquid release than the heterogeneous ones obtained at a lower stirring speed. The centrifuged samples have rounded shapes, with dimensions between 80 and 800 nm, while the non-centrifuged samples are more uniform, with a spherical shape and dimensions of approximately 800 nm. Full article
(This article belongs to the Section Biology and Medicines)
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8 pages, 1212 KiB  
Proceeding Paper
Antibacterial Properties of Dental Copolymer Modified with Monomers Possessing Quaternary Ammonium Groups
by Patryk Drejka, Marta Chrószcz-Porębksa, Alicja Kazek-Kęsik and Izabela Barszczewska-Rybarek
Biol. Life Sci. Forum 2024, 35(1), 10; https://doi.org/10.3390/blsf2024035010 - 13 Nov 2024
Cited by 1 | Viewed by 666
Abstract
Dental caries are treated using dental composite restorative materials (DCRM). However, commercial DCRMs lack antibacterial activity. This research aimed to analyze the in vitro antibacterial activity of a series of copolymers consisting of a urethane–dimethacrylate monomer (UDMA), bisphenol A glycerolate dimethacrylate (Bis-GMA), triethylene [...] Read more.
Dental caries are treated using dental composite restorative materials (DCRM). However, commercial DCRMs lack antibacterial activity. This research aimed to analyze the in vitro antibacterial activity of a series of copolymers consisting of a urethane–dimethacrylate monomer (UDMA), bisphenol A glycerolate dimethacrylate (Bis-GMA), triethylene glycol dimethacrylate (TEGDMA) and urethane–dimethacrylate monomer with two quaternary ammonium groups and a 1,3-bis(1-isocyanate-1-methylethyl)benzene core (QAn+TMXDI, where n = 8, 10, or 12 is the number of carbon atoms in the N-alkyl substituent). QAn+TMXDI contents in copolymers were 20 and 40 wt.%. The results of the Staphylococcus aureus and Escherichia coli adhesion test demonstrated that the logCFU/mL decreased as the length of the N-alkyl chain decreased and QAn+TMXDI content increased. The copolymers of QA8+TMXDI 40 wt.%, Bis-GMA 40 wt.%, and TEGDMA 20 wt.% showed the highest antibacterial activity, with a logCFU/mL of 2.39 for S. aureus and no viable E. coli cells. Full article
(This article belongs to the Proceedings of The 3rd International Electronic Conference on Biomolecules)
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22 pages, 6396 KiB  
Article
Innovative Poly(lactic Acid) Blends: Exploring the Impact of the Diverse Chemical Architectures from Itaconic Acid
by Miriam Carrasco-Fernández, Erika Ivonne López-Martínez, Sergio Gabriel Flores-Gallardo, Iván Alziri Estrada-Moreno, Mónica Elvira Mendoza-Duarte and Alejandro Vega-Rios
Polymers 2024, 16(19), 2780; https://doi.org/10.3390/polym16192780 - 30 Sep 2024
Cited by 1 | Viewed by 1848
Abstract
Environment-friendly polymer blends of poly(lactic acid) (PLA) and itaconic acid (IA), poly(itaconic acid) (PIA), poly(itaconic acid)-co-poly(methyl itaconate) (Cop-IA), and net-poly(itaconic acid)-ν-triethylene glycol dimethacrylate (Net-IA) were performed via melt blending. The compositions studied were 0.1, 1, 3, and 10 [...] Read more.
Environment-friendly polymer blends of poly(lactic acid) (PLA) and itaconic acid (IA), poly(itaconic acid) (PIA), poly(itaconic acid)-co-poly(methyl itaconate) (Cop-IA), and net-poly(itaconic acid)-ν-triethylene glycol dimethacrylate (Net-IA) were performed via melt blending. The compositions studied were 0.1, 1, 3, and 10 wt% of the diverse chemical architectures. The research aims to study and understand the effect of IA and its different architectures on the mechanical, rheological, and thermal properties of PLA. The PLA/IA, PLA/PIA, PLA/Cop-IA, and PLA/Net-IA blends were characterized by dynamic mechanical thermal analysis, rotational rheometer (RR), thermogravimetric analysis, differential scanning calorimetry, X-ray diffraction, and scanning electron microscopy. The complex viscosity, storage module, and loss module for the RR properties were observed in the following order: PLA/Cop-IA, PLA/Net-IA, and PLA/PIA > PLA > PLA/IA. Thermal stability improved with increasing concentrations of Cop-IA and Net-IA. In the same way, the mechanical properties were enhanced. In addition, the micrographs illustrated the formation of fibrillar structures for all blends. The crystallinity degree displayed higher values for the blends that contain Net-IA > Cop-IA than IA > PIA. Therefore, IA and its architectures can influence these studied properties, which have potential applications in disposable food packing. Full article
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21 pages, 6002 KiB  
Article
Evaluation of Biocomposite Cements for Bone Defect Repair in Rat Models
by Alina Ioana Ardelean, Sorin Marian Mârza, Raluca Marica, Mădălina Florina Dragomir, Alina Oana Rusu-Moldovan, Mărioara Moldovan, Paula Maria Pașca and Liviu Oana
Life 2024, 14(9), 1097; https://doi.org/10.3390/life14091097 - 30 Aug 2024
Cited by 2 | Viewed by 1215
Abstract
Repairing or reconstructing significant bone defects is typically challenging. In the present study, two composite cements were used as scaffolds in a sub-critical femoral defect in rats. A control group and two experimental batches were used to compare the outcomes. This research aimed [...] Read more.
Repairing or reconstructing significant bone defects is typically challenging. In the present study, two composite cements were used as scaffolds in a sub-critical femoral defect in rats. A control group and two experimental batches were used to compare the outcomes. This research aimed to investigate the osteogenic potential and toxicological tolerance of the bioproducts through histopathology and computed tomography imaging analysis at 14, 28, 56, and 90 days post-implantation. The biomaterials used in the investigation consisted of a 65% bioactive salinized inorganic filler and a 25% weight organic matrix. The organic part of the biomaterial was composed of Bis-GMA (bisphenol A-glycidyl methacrylate), UDMA (urethane dimethacrylate), HEMA (2-Hydroxyethyl methacrylate), and TEGDMA (triethylene glycol dimethacrylate), while the inorganic filler was composed of silica, barium glass, hydroxyapatite, and fluor aluminosilicate glass. The first findings of this research are encouraging, revealing that there is a slight difference between the groups treated with biomaterials, but it might be an effective approach for managing bone abnormalities. Material C1 exhibited a faster bone defect healing time compared to material C2, where bone fractures occurred in some individuals. It is unclear if the fractures were caused by the presence of the biomaterial C2 or whether additional variables were to blame. By the end of the research, the mice appeared to tolerate the biomaterials without exhibiting any inflammatory or rejection responses. Full article
(This article belongs to the Special Issue Veterinary Pathology and Veterinary Anatomy: 2nd Edition)
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13 pages, 1647 KiB  
Article
Effect of Stearyl Methacrylate Comonomer on the Mechanical and Physical Properties of Dimethacrylate-Based Dental Resins
by Mecit Karadag, Emrah Dolekcekic, Murat Erdem and Mutlu Özcan
Materials 2024, 17(16), 4136; https://doi.org/10.3390/ma17164136 - 21 Aug 2024
Viewed by 1154
Abstract
This study evaluated the effect of stearyl methacrylate addition on the physical and mechanical properties of bisphenol A glycidyl methacrylate- and triethylene glycol dimethacrylate-based polymers, which are traditionally used in dental applications. Methacrylate-based monomer compositions are polymerized under the visible blue light spectrum. [...] Read more.
This study evaluated the effect of stearyl methacrylate addition on the physical and mechanical properties of bisphenol A glycidyl methacrylate- and triethylene glycol dimethacrylate-based polymers, which are traditionally used in dental applications. Methacrylate-based monomer compositions are polymerized under the visible blue light spectrum. An analysis of double bond conversion, surface microhardness test, three-point bending test and water sorption and water solubility were tested to determine the physical and mechanical properties of the dental polymers. The results indicated that stearyl methacrylate addition up to 25 wt% reduced the water sorption of the polymers. At amounts of stearyl methacrylate higher than 25 wt%, the solubility of the polymer in water increases due to the monofunctional structure. Mechanical properties are negatively affected by the increasing stearyl methacrylate ratio. Further, the addition of stearyl methacrylate slightly increased thermal stability. As such, the amount of stearyl methacrylate in a polymer composition is critical for the optimization of its mechanical and physical properties. According to the results, the amount of stearyl methacrylate has to be between 12.5–25 wt%. Full article
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29 pages, 14737 KiB  
Article
New Amphiphilic Terpolymers of N-Vinylpyrrolidone with Acrylic Acid and Triethylene Glycol Dimethacrylate as Promising Drug Delivery: Design, Synthesis and Biological Properties In Vitro
by Svetlana V. Kurmaz, Roman I. Komendant, Evgenia O. Perepelitsina, Vladimir A. Kurmaz, Igor I. Khodos, Nina S. Emelyanova, Natalia V. Filatova, Vera I. Amozova, Anastasia A. Balakina and Alexey A. Terentyev
Int. J. Mol. Sci. 2024, 25(15), 8422; https://doi.org/10.3390/ijms25158422 - 1 Aug 2024
Cited by 3 | Viewed by 1342
Abstract
The terpolymers of N-vinylpyrrolidone (VP) with acrylic acid and triethylene glycol methacrylate were synthesized with more than 90% yield by radical copolymerization in ethanol from monomeric mixtures of different molar composition (98:2:2, 95:5: 2 and 98:2:5) and their monomer composition, absolute molecular masses [...] Read more.
The terpolymers of N-vinylpyrrolidone (VP) with acrylic acid and triethylene glycol methacrylate were synthesized with more than 90% yield by radical copolymerization in ethanol from monomeric mixtures of different molar composition (98:2:2, 95:5: 2 and 98:2:5) and their monomer composition, absolute molecular masses and hydrodynamic radii in aqueous media were determined. Using the MTT test, these terpolymers were established to be low toxic for non-tumor Vero cells and HeLa tumor cells. Polymer compositions of hydrophobic dye methyl pheophorbide a (MPP) based on studied terpolymers and linear polyvinylpyrrolidone (PVP) were obtained and characterized in water solution. Quantum-chemical modeling of the MPP-copolymer structures was conducted, and the possibility of hydrogen bond formation between terpolymer units and the MPP molecule was shown. Using fluorescence microscopy, the accumulation and distribution of polymer particles in non-tumor (FetMSC) and tumor (HeLa) cells was studied, and an increase in the accumulation of MPP with both types of particles was found. Full article
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18 pages, 1566 KiB  
Review
Unwanted Skin Reactions to Acrylates: An Update
by Liborija Lugović-Mihić, Eva Filija, Vanja Varga, Lana Premuž, Ena Parać, Renata Tomašević, Ema Barac and Bruno Špiljak
Cosmetics 2024, 11(4), 127; https://doi.org/10.3390/cosmetics11040127 - 25 Jul 2024
Cited by 3 | Viewed by 7489
Abstract
Acrylates and methacrylates, though common in a wide variety of products, especially in the dental industry, can cause adverse skin reactions. These compounds, including 2-hydroxyethyl methacrylate, triethylene glycol dimethacrylate, and bisphenol A-glycidyl methacrylate, are strong contact irritants or allergens. Found in dental prostheses, [...] Read more.
Acrylates and methacrylates, though common in a wide variety of products, especially in the dental industry, can cause adverse skin reactions. These compounds, including 2-hydroxyethyl methacrylate, triethylene glycol dimethacrylate, and bisphenol A-glycidyl methacrylate, are strong contact irritants or allergens. Found in dental prostheses, composite resins, dentin bonding materials, and glass ionomers, they pose a higher risk of exposure for dental personnel. Clinically, acrylate allergies manifest as facial rashes, eczema with cracked skin on fingers (pulpitis), nail dystrophy, and periungual dermatitis. Recently, however, the highest frequency of allergic reactions to acrylates has been observed in the beauty industry due to increased use in artificial nails, eyelashes, and hair extensions. This has led to greater sensitization. Acrylates are also used in medical applications such as bone cement for orthopedic endoprostheses, soft contact lenses, hearing aids, histological preparations, and wound dressings, which can also cause allergic reactions. For example, acrylates in surgical glue can cause severe dermatitis, and diabetic medical devices are also potential sources of allergic contact dermatitis. Given the extensive use and prolonged skin contact of products containing acrylates and methacrylates, this review aims to present current knowledge from the literature on reactions to these compounds across different industries. Full article
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18 pages, 5858 KiB  
Article
A 4D-Printable Photocurable Resin Derived from Waste Cooking Oil with Enhanced Tensile Strength
by Yan Liu, Meng-Yu Liu, Xin-Gang Fan, Peng-Yu Wang and Shuo-Ping Chen
Molecules 2024, 29(9), 2162; https://doi.org/10.3390/molecules29092162 - 6 May 2024
Cited by 3 | Viewed by 1880
Abstract
In pursuit of enhancing the mechanical properties, especially the tensile strength, of 4D-printable consumables derived from waste cooking oil (WCO), we initiated the production of acrylate-modified WCO, which encompasses epoxy waste oil methacrylate (EWOMA) and epoxy waste oil acrylate (EWOA). Subsequently, a series [...] Read more.
In pursuit of enhancing the mechanical properties, especially the tensile strength, of 4D-printable consumables derived from waste cooking oil (WCO), we initiated the production of acrylate-modified WCO, which encompasses epoxy waste oil methacrylate (EWOMA) and epoxy waste oil acrylate (EWOA). Subsequently, a series of WCO-based 4D-printable photocurable resins were obtained by introducing a suitable diacrylate molecule as the second monomer, coupled with a composite photoinitiator system comprising Irgacure 819 and p-dimethylaminobenzaldehyde (DMAB). These materials were amenable to molding using an LCD light-curing 3D printer. Our findings underscored the pivotal role of triethylene glycol dimethacrylate (TEGDMA) among the array of diacrylate molecules in enhancing the mechanical properties of WCO-based 4D-printable resins. Notably, the 4D-printable material, composed of EWOA and TEGDMA in an equal mass ratio, exhibited nice mechanical strength comparable to that of mainstream petroleum-based 4D-printable materials, boasting a tensile strength of 9.17 MPa and an elongation at break of 15.39%. These figures significantly outperformed the mechanical characteristics of pure EWOA or TEGDMA resins. Furthermore, the EWOA-TEGDMA resin demonstrated impressive thermally induced shape memory performance, enabling deformation and recovery at room temperature and retaining its shape at −60 °C. This resin also demonstrated favorable biodegradability, with an 8.34% weight loss after 45 days of soil degradation. As a result, this 4D-printable photocurable resin derived from WCO holds immense potential for the creation of a wide spectrum of high-performance intelligent devices, brackets, mold, folding structures, and personalized products. Full article
(This article belongs to the Special Issue Advances of Oleochemistry and Its Application)
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25 pages, 10370 KiB  
Article
Tailoring Microemulsification Techniques for the Encapsulation of Diverse Cargo: A Systematic Analysis of Poly (Urea-Formaldehyde) Microcapsules
by Sivashankari P. Rajasekaran, Bao Huynh and Ana Paula P. Fugolin
J. Funct. Biomater. 2024, 15(5), 117; https://doi.org/10.3390/jfb15050117 - 27 Apr 2024
Cited by 3 | Viewed by 1824
Abstract
Cargo encapsulation through emulsion-based methods has been pondered over the years. Although several microemulsification techniques have been employed for the microcapsule’s synthesis, there are still no clear guidelines regarding the suitability of one technique over the others or the impacts on the morphological [...] Read more.
Cargo encapsulation through emulsion-based methods has been pondered over the years. Although several microemulsification techniques have been employed for the microcapsule’s synthesis, there are still no clear guidelines regarding the suitability of one technique over the others or the impacts on the morphological and physicochemical stability of the final particles. Therefore, in this systematic study, we investigated the influence of synthesis parameters on the fabrication of emulsion-based microcapsules concerning morphological and physicochemical properties. Using poly(urea-formaldehyde) (PUF) microcapsules as a model system, and after determining the optimal core/shell ratio, we tested three different microemulsification techniques (magnetic stirring, ultrasonication, and mechanical stirring) and two different cargo types (100% TEGDMA (Triethylene glycol dimethacrylate) and 80% TEGDMA + 20% DMAM (N,N-Dimethylacrylamide)). The resulting microcapsules were characterized via optical and scanning electron microscopies, followed by size distribution analysis. The encapsulation efficiency was obtained through the extraction method, and the percentage reaction yield was calculated. Physicochemical properties were assessed by incubating the microcapsules under different osmotic pressures for 1 day and 1, 2, or 4 weeks. The data were analyzed statistically with one-way ANOVA and Tukey’s tests (α = 0.05). Overall, the mechanical stirring resulted in the most homogeneous and stable microcapsules, with an increased reaction yield from 100% to 50% in comparison with ultrasonication and magnetic methods, respectively. The average microcapsule diameter ranged from 5 to 450 µm, with the smallest ones in the ultrasonication and the largest ones in the magnetic stirring groups. The water affinities of the encapsulated cargo influenced the microcapsule formation and stability, with the incorporation of DMAM leading to more homogeneous and stable microcapsules. Environmental osmotic pressure led to cargo loss or the selective swelling of the shells. In summary, this systematic investigation provides insights and highlights commonly overlooked factors that can influence microcapsule fabrication and guide the choice based on a diligent analysis of therapeutic niche requirements. Full article
(This article belongs to the Special Issue State of the Art in Biomaterials for Drug Delivery)
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11 pages, 2244 KiB  
Article
Effect of Silicon Carbide Fiber Length on the Flexural Strength and Flexural Modulus of Short Silicon Carbide Fiber-Reinforced Resin
by Norimasa Taka, Yujin Aoyagi, Keito Miida, Mitsugu Kanatani and Hiroshi Ogawa
J. Funct. Biomater. 2024, 15(2), 30; https://doi.org/10.3390/jfb15020030 - 26 Jan 2024
Cited by 2 | Viewed by 2203
Abstract
Silicon carbide fibers have superior flexural properties and chemical stability compared to glass fibers. We investigated the flexural strength and modulus of an experimental, short silicon carbide fiber-reinforced resin. Short silicon carbide fibers with lengths of ~0.5, 1, 2, and 3 mm were [...] Read more.
Silicon carbide fibers have superior flexural properties and chemical stability compared to glass fibers. We investigated the flexural strength and modulus of an experimental, short silicon carbide fiber-reinforced resin. Short silicon carbide fibers with lengths of ~0.5, 1, 2, and 3 mm were prepared and silanized. Urethane dimethacrylate and triethylene glycol dimethacrylate were mixed at a 70:30 wt% ratio and used as the matrix resins. Each length of short silicon carbide fibers and the matrix resin were combined using a mixing machine and then used for specimen preparation. The three-point bending test conditions were in accordance with ISO 4049:2009. The fracture surfaces of the specimens after the three-point bending test were observed using secondary electron images. The data were statistically analyzed with a one-way analysis of variance and Tukey’s HSD test (α = 0.05). The flexural strength and modulus of the specimens containing 2 mm or 3 mm silicon carbide fibers were significantly higher than the other specimens. The river pattern was observed more clearly in specimens containing shorter silicon carbide fibers, although this pattern was observed in all specimens. Full article
(This article belongs to the Section Dental Biomaterials)
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25 pages, 1812 KiB  
Article
Chemical Modification of Dental Dimethacrylate Copolymer with Tetramethylxylylene Diisocyanate-Based Quaternary Ammonium Urethane-Dimethacrylates—Physicochemical, Mechanical, and Antibacterial Properties
by Patryk Drejka, Marta Chrószcz-Porębska, Alicja Kazek-Kęsik, Grzegorz Chladek and Izabela Barszczewska-Rybarek
Materials 2024, 17(2), 298; https://doi.org/10.3390/ma17020298 - 7 Jan 2024
Cited by 4 | Viewed by 1693
Abstract
In this study, two novel quaternary ammonium urethane-dimethacrylates (QAUDMAs) were designed for potential use as comonomers in antibacterial dental composite restorative materials. QAUDMAs were synthesized via the reaction of 1,3-bis(1-isocyanato-1-methylethyl)benzene with 2-(methacryloyloxy)ethyl-2-decylhydroxyethylmethylammonium bromide (QA10+TMXDI) and 2-(methacryloyloxy)ethyl-2-dodecylhydroxyethylmethylammonium bromide (QA12+TMXDI). Their compositions with common dental [...] Read more.
In this study, two novel quaternary ammonium urethane-dimethacrylates (QAUDMAs) were designed for potential use as comonomers in antibacterial dental composite restorative materials. QAUDMAs were synthesized via the reaction of 1,3-bis(1-isocyanato-1-methylethyl)benzene with 2-(methacryloyloxy)ethyl-2-decylhydroxyethylmethylammonium bromide (QA10+TMXDI) and 2-(methacryloyloxy)ethyl-2-dodecylhydroxyethylmethylammonium bromide (QA12+TMXDI). Their compositions with common dental dimethacrylates comprising QAUDMA 20 wt.%, urethane-dimethacrylate monomer (UDMA) 20 wt.%, bisphenol A glycerolate dimethacrylate (Bis-GMA) 40 wt.%, and triethylene glycol dimethacrylate (TEGDMA) 20 wt.%, were photocured. The achieved copolymers were characterized for their physicochemical and mechanical properties, including their degree of conversion (DC), glass transition temperature (Tg), polymerization shrinkage (S), water contact angle (WCA), flexural modulus (E), flexural strength (FS), hardness (HB), water sorption (WS), and water leachability (WL). The antibacterial activity of the copolymers was characterized by the minimum bactericidal concentration (MBC) and minimum inhibitory concentration (MIC) against Staphylococcus aureus and Escherichia coli. The achieved results were compared to the properties of a typical dental copolymer comprising UDMA 40 wt.%, Bis-GMA 40 wt.%, and TEGDMA 20 wt.%. The introduction of QAUDMAs did not deteriorate physicochemical and mechanical properties. The WS and WL increased; however, they were still satisfactory. The copolymer comprising QA10+TMXDI showed a higher antibacterial effect than that comprising QA12+TMXDI and that of the reference copolymer. Full article
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