Laboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Carretera Pachuca-Tulancingo Km. 4.5, Col. Carboneras, Mineral de la Reforma, Hgo, C.P. 42184, Mexico.
Doctorado en Ciencias de los Materiales, Área Académica de Ciencias de la Tierra y Materiales, Universidad Autónoma del Estado de Hidalgo, Carretera Pachuca-Tulancingo Km. 4.5, Col. Carboneras, Mineral de la Reforma, Hgo, C.P. 42184, Mexico.
J Mech Behav Biomed Mater. 2019 Dec;100:103371. doi: 10.1016/j.jmbbm.2019.103371. Epub 2019 Jul 24.
The objective of this study was to synthesize two bio-based monomers from isosorbide, the bis(allylcarbonate) isosorbide (IBAC) and the bis(methacrylate) isosorbide (IBM), and to evaluate its effect as Bis-GMA diluents in the formulation of photopolymerizable dental composite resins. The chemical structure of both bio-based monomers was determinate by means H NMR, C NMR and FTIR spectroscopies. Experimental composites comprising Bis-GMA/IBAC or Bis-GMA/IBM were formulated using 65 %wt of silanized inorganic filler. Experimental materials were compared with a control composite formulated with Bis-GMA/TEGDMA. Double bond conversion, polymerization kinetics, volumetric shrinkage, water sorption, solubility, and flexural properties were investigated. The data were analyzed by one-way ANOVA and Tukey test (α = 0.05). Flexural strength of the experimental materials was similar to the control (p = 0.733). Bis-GMA/IBM achieved the highest values of elastic modulus (p = 0.135). Bis-GMA/IBAC composite achieved the highest values of degree of conversion, while the values of Bis-GMA/IBM composite were similar to the control (p > 0.05). There were no differences in the polymerization shrinkage of the composites, however, the polymerization stress of the experimental materials was lower (p < 0.05). Finally, the cell viability test showed that the experimental resins formulated with the bio-based monomers were not cytotoxic. Due to its characteristics, IBAC and IBM monomers are potentially useful for the formulation of composite materials with applications in dentistry.
本研究的目的是从异山梨醇合成两种生物基单体，即双（烯丙基碳酸酯）异山梨醇（IBAC）和双（甲基丙烯酸酯）异山梨醇（IBM），并评估其作为 Bis-GMA 稀释剂在光固化牙科复合树脂配方中的效果。通过 H NMR、C NMR 和 FTIR 光谱确定了两种生物基单体的化学结构。实验性复合材料由 Bis-GMA/IBAC 或 Bis-GMA/IBM 组成，采用 65wt%的硅烷化无机填料。实验材料与用 Bis-GMA/TEGDMA 配方的对照复合材料进行了比较。研究了双键转化率、聚合动力学、体积收缩、吸水率、溶解度和弯曲性能。数据采用单向方差分析和 Tukey 检验（α=0.05）进行分析。实验材料的弯曲强度与对照材料相似（p=0.733）。Bis-GMA/IBM 复合材料的弹性模量值最高（p=0.135）。Bis-GMA/IBAC 复合材料的转化率最高，而 Bis-GMA/IBM 复合材料的转化率与对照材料相似（p>0.05）。各复合材料的聚合收缩率没有差异，但实验材料的聚合应力较低（p<0.05）。最后，细胞活力测试表明，用生物基单体配方的实验性树脂无细胞毒性。由于其特性，IBAC 和 IBM 单体可能对牙科应用的复合材料的配方有用。
