Alan G. MacDiarmid Institute, College of Chemistry, Jilin University, Changchun 130012, PR China.
State Key Lab of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China.
J Mech Behav Biomed Mater. 2018 Jan;77:446-454. doi: 10.1016/j.jmbbm.2017.09.026. Epub 2017 Sep 21.
A fluorinated acrylate monomer (4-TF-PQEA) without BPA (bisphenol-A) structure was synthesized and mixed with triethylene glycol dimethacrylate (TEGDMA) to used as dental resin system in order to achieve lower water sorption and reduce human exposure to BPA derivatives. Double bond conversion (DC) was measured using Fourier transform infrared spectroscopy (FTIR). Water sorption (WS), water solution (WL) and depth of cure (DOC) were evaluated according to ISO 4049:2009. Water contact angle (CA) was measured using contact angle analyzer. Polymerization shrinkage (PS) was evaluated according to the Archimedes' principle and ISO 17304:2013. Flexural strength (FS) and flexural modulus (FM) were measured by three-point bending test with a universal testing machine according to ISO 4049:2009. Comprehensive strength (CS) and vickers microhardness (VM) were also investigated. Thermal stability test was measure by Thermogravimetric analyzer. Cytotoxicity of three resin systems was tested through MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromid) cytotoxicity method according to the ISO 10993-5:2009. Bisphenol-A glycidyl dimethacrylate (Bis-GMA)/ TEGDMA resin system was used as a control. The results show that 4-TF-PQEA/TEGDMA resin system had lower PS, lower WS and higher DC values than those of Bis-GMA/TEGDMA resin system except some mechanical properties, such as FS, FM and CS. Moreover, properties of other 4-TF-PQEA-containing resin systems were also comparable with those of Bis-GMA/TEGDMA resin system. In particular, the overall performance of resin system consisted of 4-TF-PQEA/Bis-GMA/TEGDMA is optimized when the mixture ratio is 30/40/30(wt/wt/wt). Therefore, the 4-TF-PQEA has potential to be used as resin monomer for dental resin composites to achieve lower water sorption.
合成了一种不含双酚 A（Bisphenol-A）结构的含氟丙烯酸酯单体（4-TF-PQEA），并将其与三甘醇二甲基丙烯酸酯（TEGDMA）混合，用作牙科树脂体系，以实现较低的吸水率并减少人类接触 BPA 衍生物。使用傅里叶变换红外光谱（FTIR）测量双键转化率（DC）。根据 ISO 4049:2009 评估吸水率（WS）、水溶解度（WL）和固化深度（DOC）。使用接触角分析仪测量水接触角（CA）。根据阿基米德原理和 ISO 17304:2013 评估聚合收缩率（PS）。根据 ISO 4049:2009 用三点弯曲试验机测量弯曲强度（FS）和弯曲弹性模量（FM）。还研究了综合强度（CS）和维氏硬度（VM）。使用热重分析仪进行热稳定性测试。根据 ISO 10993-5:2009，通过 MTT（3-(4,5-二甲基噻唑-2-基)-2,5-二苯基四唑溴化物）细胞毒性法测试三种树脂体系的细胞毒性。将双酚 A 缩水甘油二甲基丙烯酸酯（Bis-GMA）/TEGDMA 树脂体系用作对照。结果表明，与 Bis-GMA/TEGDMA 树脂体系相比，4-TF-PQEA/TEGDMA 树脂体系的 PS、WS 和 DC 值较低，除了 FS、FM 和 CS 等一些机械性能外。此外，其他含有 4-TF-PQEA 的树脂体系的性能也与 Bis-GMA/TEGDMA 树脂体系相当。特别是当混合比为 30/40/30（wt/wt/wt）时，由 4-TF-PQEA/Bis-GMA/TEGDMA 组成的树脂体系的整体性能得到了优化。因此，4-TF-PQEA 有可能用作牙科树脂复合材料的树脂单体，以实现较低的吸水率。
