Denis Aline B, Diagone Cristina A, Plepis Ana M G, Viana Rommel B
Instituto de Química de São Carlos, Universidade de São Paulo, São Carlos, SP, Brazil.
Instituto de Química de São Carlos, Universidade de São Paulo, São Carlos, SP, Brazil.
Spectrochim Acta A Mol Biomol Spectrosc. 2015 Dec 5;151:908-15. doi: 10.1016/j.saa.2015.07.040. Epub 2015 Jul 8.
A method for the extraction and quantification of two residual monomers, bisphenol glycidyl dimethacrylate (Bis-GMA) and triethylene glycol dimethacrylate (TEGDMA), that were evaluated using high efficiency liquid chromatography with UV detection was developed and validated in this study. Three types of solvents were applied in the extraction of the monomers (methanol, ethanol and acetonitrile), where the highest extraction efficiency was obtained using acetonitrile. The different resins were prepared by photoactivation of Bis-GMA and TEGDMA monomers. Additionally, the effects of the addition of two photoinitiators (camphorquinone (CQ) and phenyl propanodione (PPD) and that of a co-initiator (N,N-dimethyl-p-toluidine) were also analyzed. When only the CQ photoinitiator was used, a smaller amount of residual monomers was obtained, whereas a larger amount was obtained with PPD. When the two photoinitiators were used in the same matrix, however, no significant changes were observed in relation to the amount of residual TEGDMA monomers. For the addition of the co-initiator, there were no large changes in the extraction of residual monomers. The effect of the two photoactivation sources (halogen lamp and LED) led to small differences in the elution of the two monomers, although all of the resins differed significantly when photoactivated with a LED. Quantum chemical calculations using Density Functional Theory were carried out to characterize several molecular properties of each monomer.
本研究开发并验证了一种使用高效液相色谱-紫外检测法提取和定量两种残留单体双酚二甲基丙烯酸缩水甘油酯(Bis-GMA)和三乙二醇二甲基丙烯酸酯(TEGDMA)的方法。在单体提取过程中使用了三种类型的溶剂(甲醇、乙醇和乙腈),其中使用乙腈时获得了最高的提取效率。通过Bis-GMA和TEGDMA单体的光活化制备了不同的树脂。此外,还分析了添加两种光引发剂(樟脑醌(CQ)和苯基丙二酮(PPD))以及一种共引发剂(N,N-二甲基对甲苯胺)的影响。当仅使用CQ光引发剂时,获得的残留单体量较少,而使用PPD时获得的量较多。然而,当在同一基质中使用两种光引发剂时,残留TEGDMA单体的量没有观察到显著变化。对于共引发剂的添加,残留单体的提取没有大的变化。两种光活化源(卤素灯和发光二极管)的影响导致两种单体的洗脱存在微小差异,尽管所有树脂在使用发光二极管光活化时都有显著差异。使用密度泛函理论进行了量子化学计算,以表征每种单体的几种分子性质。