scholarly journals Hydrophobically Modified Isosorbide Dimethacrylates as a Bisphenol-A (BPA)-Free Dental Filling Material

Materials ◽  
2021 ◽  
Vol 14 (9) ◽  
pp. 2139
Author(s):  
Bilal Marie ◽  
Raymond Clark ◽  
Tim Gillece ◽  
Seher Ozkan ◽  
Michael Jaffe ◽  
...  

A series of bio-based hydrophobically modified isosorbide dimethacrylates, with para-, meta-, and ortho- benzoate aromatic spacers (ISBGBMA), are synthesized, characterized, and evaluated as potential dental restorative resins. The new monomers, isosorbide 2,5-bis(4-glyceryloxybenzoate) dimethacrylate (ISB4GBMA), isosorbide 2,5-bis(3-glyceryloxybenzoate) dimethacrylate (ISB3GBMA), and isosorbide 2,5-bis(2-glyceryloxybenzoate) dimethacrylate (ISB2GBMA), are mixed with triethylene glycol dimethacrylate (TEGDMA) and photopolymerized. The resulting polymers are evaluated for the degree of monomeric conversion, polymerization shrinkage, water sorption, glass transition temperature, and flexural strength. Isosorbide glycerolate dimethacrylate (ISDGMA) is synthesized, and Bisphenol A glycerolate dimethacrylate (BisGMA) is prepared, and both are evaluated as a reference. Poly(ISBGBMA/TEGDMA) series shows lower water sorption (39–44 µg/mm3) over Poly(ISDGMA/TEGDMA) (73 µg/mm3) but higher than Poly(BisGMA/TEGDMA) (26 µg/mm3). Flexural strength is higher for Poly(ISBGBMA/TEGDMA) series (37–45 MPa) over Poly(ISDGMA/TEGDMA) (10 MPa) and less than Poly(BisGMA/TEGDMA) (53 MPa) after immersion in phosphate-buffered saline (DPBS) for 24 h. Poly(ISB2GBMA/TEGDMA) has the highest glass transition temperature at 85 °C, and its monomeric mixture has the lowest viscosity at 0.62 Pa·s, among the (ISBGBMA/TEGDMA) polymers and monomer mixtures. Collectively, this data suggests that the ortho ISBGBMA monomer is a potential bio-based, BPA-free replacement for BisGMA, and could be the focus for future study.

2012 ◽  
Vol 252 ◽  
pp. 224-227
Author(s):  
Bi Wu Huang ◽  
Kuan Zhou ◽  
Chong Deng ◽  
Wei Qing Chen

RPSL-02 type photosensitive resin for stereolithography material was prepared with 3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexanecarboxylate (UVR 6110), bisphenol A type epoxy diacrylate (EA-612), trimethyolpropane triacrylate (TMPTA), polycaprolactone polyol (polyol-0301), triethylene glycol divinyl ether (DVE-3), benzil dimethyl ketal (Irgacure651) and a mixture of triarylsulfonium hexafluoroantimonate salts (UVI-6976) as raw materials. Some properties of the photosensitive resin were investigated. The viscosity of the photosensitive resin at 30°C was 395mPa.S, The glass transition temperature (Tg ) of the UV-cured specimen was 52°C, and the weight loss of the UV-cured specimen at 200°C was less than 5%. The photosensitive resin and its UV-cured specimen were also characterized by infrared (IR).


2011 ◽  
Vol 287-290 ◽  
pp. 386-389 ◽  
Author(s):  
Bi Wu Huang ◽  
Zi Xiang Weng ◽  
Shi Min Liu ◽  
Wei Qing Chen

RPSL-01 type photosensitive resin for Stereolithography was prepared with 3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexanecarboxylate (UVR 6110), bisphenol A type epoxy diacrylate (EA-612), tripropylene glycol diacrylate (TPGDA), pentaerythritol triacrylate(PETA), triethylene glycol divinyl ether (DVE-3), benzil dimethyl ketal (Irgacure651) and a mixture of triarylsulfonium hexafluoroantimonate salts (UVI-6976) as raw materials. Some properties of the photosensitive resin were investigated. The viscosity of the photosensitive resin at 30°C was 425mPa.S, The glass transition temperature (Tg ) of the UV-cured specimen was 47°C, and the weight loss of the UV-cured specimen at 200°C was less than 5%. The photosensitive resin and its UV-cured specimen were also characterized by infrared (IR).


2021 ◽  
Vol 2 (2) ◽  
pp. 419-430
Author(s):  
Ankur Bajpai ◽  
James R. Davidson ◽  
Colin Robert

The tensile fracture mechanics and thermo-mechanical properties of mixtures composed of two kinds of epoxy resins of different chemical structures and functional groups were studied. The base resin was a bi-functional epoxy resin based on diglycidyl ether of bisphenol-A (DGEBA) and the other resins were (a) distilled triglycidylether of meta-amino phenol (b) 1, 6–naphthalene di epoxy and (c) fluorene di epoxy. This research shows that a small number of multifunctional epoxy systems, both di- and tri-functional, can significantly increase tensile strength (14%) over neat DGEBA while having no negative impact on other mechanical properties including glass transition temperature and elastic modulus. In fact, when compared to unmodified DGEBA, the tri-functional epoxy shows a slight increase (5%) in glass transition temperature at 10 wt.% concentration. The enhanced crosslinking of DGEBA (90 wt.%)/distilled triglycidylether of meta-amino phenol (10 wt.%) blends may be the possible reason for the improved glass transition. Finally, the influence of strain rate, temperature and moisture were investigated for both the neat DGEBA and the best performing modified system. The neat DGEBA was steadily outperformed by its modified counterpart in every condition.


2011 ◽  
Vol 43 (3) ◽  
pp. 305-312 ◽  
Author(s):  
X. Li ◽  
J. Lu ◽  
H. Wang

In order to evaluate the laminating and co-firing technique on the performance of anode-supported Ce0.8Sm0.2O1.9 (SDC) film electrolyte and its single cell, NiO-YSZ and NiOSDC anode-supported SDC film electrolytes were fabricated by laminating 24 sheets of anode plus one sheet of electrolyte and co-firing. La0.4Sr0.6Co0.2Fe0.8O3-? (LSCF)-SDC cathode was coated on the SDC electrolytes to form a single cell. The lamination was tried at different laminating temperatures and pressures and the co-firing was carried out at different temperatures. The results showed that the laminating temperature should above the glass transition temperature (Tg) of the binder. The laminating pressure of 70 MPa resulted in warp of the samples. The best co-firing temperature of the anode-supported SDC film electrolyte was 1400?C. The SDC film electrolyte formed well adherence to the anode. The NiO-YSZ anode had larger flexural strength than the NiO-SDC anode. The NiO-YSZ anode-supported SDC film electrolyte single cell had an open circuit voltage of 0.803 V and a maximum power density of 93.03 mW/cm2 with hydrogen as fuel at 800?C.


2008 ◽  
Vol 85 (1) ◽  
pp. 73-83 ◽  
Author(s):  
Athanasia M. Goula ◽  
Thodoris D. Karapantsios ◽  
Dimitris S. Achilias ◽  
Konstantinos G. Adamopoulos

Author(s):  
Levent Aktas ◽  
M. Cengiz Altan

In this study we are presenting a novel method for introducing nanoclay in epoxy matrix composites. The method involves vacuum-assisted deposition of fine clay particles directly onto the surface of commercially available prepregs. A deposition chamber is developed that is capable of breaking down nanoclay particles by subjecting them to shear and depositing them uniformly onto prepregs at room temperature. By using the deposition chamber, a thin layer of nanoclay is deposited on 101.6mm×101.6mm woven glass/epoxy prepregs. Twelve of these prepregs are stacked and cured by an autoclave at a temperature of 121°C under a constant pressure of 0.2MPa (30psi) for 1 hour. After the curing is complete, the laminates are cut into 10.8mm×31.7mm samples for three-point bending tests, glass transition temperature measurements and microstructural characterization. The improvements in mechanical properties such as flexural strength, flexural stiffness, and glass transition temperature by the addition of nanoclay are presented. Nanocomposite morphology is studied by light microscopy and scanning electron microscopy. Marginal improvements in mechanical properties are observed with only 0.6% nanoclay content. The flexural stiffness improved by 4% while maintaining the flexural strength constant at around 400Wa. Glass transition temperature is measured as 128°C for samples with and without nanoclay. However, significant differences in microstructure are observed. Although both samples contain micro-voids, these voids are observed to be more extensive in samples involving nanoclay.


2014 ◽  
Vol 120 (1) ◽  
pp. 519-524 ◽  
Author(s):  
Roneval Felix de Santana ◽  
Eliseu Ribeiro de Oliveira Neto ◽  
Alysson Vieira Santos ◽  
Cleide Mara Faria Soares ◽  
Álvaro Silva Lima ◽  
...  

2011 ◽  
Vol 239-242 ◽  
pp. 3253-3256 ◽  
Author(s):  
Li Huo ◽  
Jun Gang Gao ◽  
Yong Gang Du

The curing, thermal and mechanical properties of bi-component system for bisphenol A epoxy resin (BPAER) modified by liquid crystalline Sulfonyl bis(4,1-phenylene)bis[4-(2,3-epoxypro pyloxy)benzoate] (p-SBPEPB), with 4,4'-diaminodiphenyl ether (DDE) as a curing agent, were investigated. The effect of the different liquid crystalline contents and the heating rate on curing reaction was discussed. The results show that the curing peak temperature decreases, curing rate increases, the glass transition temperature (Tg)and impact strength all increase with adding of liquid crystalline p-SBPEPB when the content is not over 8wt%.


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