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Evaluation of monomers derived from resorcinol as eluents of bisphenol A glycidyl dimethacrylate for the formulation of dental composite resins
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2019-10-09 , DOI: 10.1002/app.48576 Alma Antonia Pérez‐Mondragón 1 , Carlos Enrique Cuevas‐Suárez 2 , Nayely Trejo‐Carbajal 3 , Evandro Piva 4 , Adriana Fernandes da Silva 5 , Ana María Herrera‐González 3
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2019-10-09 , DOI: 10.1002/app.48576 Alma Antonia Pérez‐Mondragón 1 , Carlos Enrique Cuevas‐Suárez 2 , Nayely Trejo‐Carbajal 3 , Evandro Piva 4 , Adriana Fernandes da Silva 5 , Ana María Herrera‐González 3
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The objective of this work was to synthesize two bio‐based monomers, using the resorcinol as raw material, and its effect as bisphenol A glycidyl dimethacrylate (Bis‐GMA) eluents on different chemical–physical and biological properties of experimental photopolymerizable composite resins. The acrylic 1,3‐phenylen diacrylic (1,3‐FDA) and methacrylic 1,3‐phenylen dimethacrylic (1,3‐FDMA) monomers were synthesized and fully characterized through FTIR and 1H‐NMR spectroscopies. Experimental photopolimerizable composites were formulated using Bis‐GMA/1,3‐FDA or Bis‐GMA/1,3‐FDMA as organic matrix. The materials were compared with a Bis‐GMA/TEGDMA resin‐based composite used as control. Polymerization kinetics was evaluated by means of FTIR spectroscopy. Polymerization stress was directly measured through a polymerization stress tester. The cell viability of the composites was evaluated using the MTT assay. One‐way analysis of variance and Tukey's test were used for statistical analysis. The materials formulated with the 1,3‐FDA monomer showed higher Rpmax values and lower polymerization stress values (p < 0.05), while the flexural strength, water sorption, and solubility remained similar to the TEGDMA composite. Conversely, the materials formulated with the 1,3‐FDMA monomer showed a lower degree of conversion and statistically lower flexural strength (p < 0.05). All materials exhibited a cellular viability close to 100%. Concerning the study conditions, the acrylic 1,3‐FDA monomer could be considered an alternative to TEGDMA in the formulation of photopolymerizable dental composite resins. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020, 137, 48576.
中文翻译：
评价间苯二酚作为双酚A缩水甘油基二甲基丙烯酸酯洗脱剂的单体，用于牙科复合树脂的配制
这项工作的目的是使用间苯二酚为原料合成两种生物基单体，以及其作为双酚A缩水甘油二甲基丙烯酸酯（Bis-GMA）洗脱液对实验光聚合复合树脂不同化学-物理和生物学特性的影响。合成了丙烯酸1,3-亚苯基二丙烯酸（1,3-FDA）和甲基丙烯酸1,3-亚苯基二甲基丙烯酸（1,3-FDMA）单体，并通过FTIR和1对其进行了全面表征H-NMR光谱学。使用Bis-GMA / 1,3-FDA或Bis-GMA / 1,3-FDMA作为有机基质配制可光致聚合的实验复合材料。将这些材料与用作对照的Bis-GMA / TEGDMA树脂基复合材料进行了比较。通过FTIR光谱法评价聚合动力学。聚合应力通过聚合应力测试仪直接测量。使用MTT测定法评估复合材料的细胞生存力。方差的单向分析和Tukey检验用于统计分析。用1,3-FDA单体配制的材料显示出更高的Rp最大值和更低的聚合应力值（p <0.05），而挠曲强度，吸水率和溶解度仍与TEGDMA复合材料相似。相反，用1,3-FDMA单体配制的材料显示出较低的转化率和统计学上较低的抗弯强度（p <0.05）。所有材料均显示出接近100％的细胞生存力。关于研究条件，在可光聚合的牙科复合树脂配方中，丙烯酸1,3-FDA单体可被认为是TEGDMA的替代品。分级为4 +©2019 Wiley Periodicals，Inc.J.Appl。Polym。科学 2020，137，48576。
更新日期：2020-01-21
中文翻译：
评价间苯二酚作为双酚A缩水甘油基二甲基丙烯酸酯洗脱剂的单体，用于牙科复合树脂的配制
这项工作的目的是使用间苯二酚为原料合成两种生物基单体，以及其作为双酚A缩水甘油二甲基丙烯酸酯（Bis-GMA）洗脱液对实验光聚合复合树脂不同化学-物理和生物学特性的影响。合成了丙烯酸1,3-亚苯基二丙烯酸（1,3-FDA）和甲基丙烯酸1,3-亚苯基二甲基丙烯酸（1,3-FDMA）单体，并通过FTIR和1对其进行了全面表征H-NMR光谱学。使用Bis-GMA / 1,3-FDA或Bis-GMA / 1,3-FDMA作为有机基质配制可光致聚合的实验复合材料。将这些材料与用作对照的Bis-GMA / TEGDMA树脂基复合材料进行了比较。通过FTIR光谱法评价聚合动力学。聚合应力通过聚合应力测试仪直接测量。使用MTT测定法评估复合材料的细胞生存力。方差的单向分析和Tukey检验用于统计分析。用1,3-FDA单体配制的材料显示出更高的Rp最大值和更低的聚合应力值（p <0.05），而挠曲强度，吸水率和溶解度仍与TEGDMA复合材料相似。相反，用1,3-FDMA单体配制的材料显示出较低的转化率和统计学上较低的抗弯强度（p <0.05）。所有材料均显示出接近100％的细胞生存力。关于研究条件，在可光聚合的牙科复合树脂配方中，丙烯酸1,3-FDA单体可被认为是TEGDMA的替代品。分级为4 +©2019 Wiley Periodicals，Inc.J.Appl。Polym。科学 2020，137，48576。
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