新型可聚合季铵盐单体抗菌、射线阻射牙科树脂的制备。
Preparation of antibacterial and radio-opaque dental resin with new polymerizable quaternary ammonium monomer.
机构信息
Department of Biomaterials Science, Institute of Dentistry and Biocity Turku Biomaterial Research Program, University of Turku, Lemminkäisenkatu 2, Turku 20520, Finland; Turku Clinical Biomaterials Centre-TCBC, University of Turku, Itäinen Pitkäkatu 4 B, Turku FI-20520, Finland; College of Materials Science and Engineering, South China University of Technology, Guangzhou 510641, China.
Institute of Dentistry, University of Turku, Turku 20520, Finland.
出版信息
Dent Mater. 2015 May;31(5):575-82. doi: 10.1016/j.dental.2015.02.007. Epub 2015 Mar 2.
OBJECTIVE
A new polymerizable quaternary ammonium monomer (IPhene) with iodine anion was synthesized and incorporated into Bis-GMA/TEGDMA (50/50, wt/wt) to prepare antibacterial and radio-opaque dental resin.
METHODS
IPhene was synthesized through a 2-steps reaction route, and its structure was confirmed by FT-IR and (1)H-NMR spectra. IPhene was incorporated into Bis-GMA/TEGDMA (50/50, wt/wt) with a series of mass fraction (from 10 wt.% to 40 wt.%). Degree of monomer conversion (DC) was determined by FT-IR analysis. Polymerization shrinkage was determined according to the variation of density before and after polymerization. The flexural strength, modulus of elasticity, and fracture energy were measured using a three-point bending set up. Radiograph was taken to evaluate the radio-opacity of the polymer. A single-species biofilm model with Streptococcus mutans (S. mutans) as the tests organism was used to evaluate the antibacterial activity of the polymer. Bis-GMA/TEGDMA resin system without IPhene was used as a control group.
RESULTS
FT-IR and (1)H-NMR spectra of IPhene revealed that IPhene was the same as the designed structure. ANOVA analysis showed that when mass fraction of IPhene was more than 10 wt.%, the obtained resin formulation had lower DC, polymerization shrinkage, FS, and FM than control resin (p<0.05). Polymers with 20 wt.% and 30 wt.% IPhene had higher fracture energies than control polymer (p<0.05). IPhene containing samples had higher radio-opacity than control group (p<0.05), and radio-opacity of IPhene containing sample increased with the increasing of IPhene mass fraction (p<0.05). Only polymers with 30 wt.% and 40 wt.% of IPhene showed antibacterial activity (p<0.05).
SIGNIFICANCE
IPhene could endow dental resin with both antibacterial and radio-opaque activity when IPhene reached 30 wt.% or more. Though sample with 30 wt.% of IPhene had lower FS and FM than control group, its lower volumetric shrinkage, higher fracture energy, higher radio-opacity, and antibacterial activity still made it having potential to be used in dentistry.
目的
合成了一种带碘阴离子的可聚合季铵盐单体（IPhene），并将其掺入 Bis-GMA/TEGDMA（50/50，重量/重量）中，制备具有抗菌和射线不透性的牙科树脂。
方法
通过两步反应路线合成 IPhene，并通过傅里叶变换红外光谱（FT-IR）和（1）H-NMR 光谱确认其结构。将 IPhene 以一系列质量分数（10wt.%至 40wt.%）掺入 Bis-GMA/TEGDMA（50/50，重量/重量）中。通过 FT-IR 分析测定单体转化率（DC）。根据聚合前后密度的变化测定聚合收缩率。使用三点弯曲装置测量弯曲强度、弹性模量和断裂能。拍摄射线照片以评估聚合物的射线不透性。使用含有变形链球菌（S. mutans）作为测试生物的单种生物膜模型评估聚合物的抗菌活性。不含 IPhene 的 Bis-GMA/TEGDMA 树脂体系用作对照组。
结果
IPhene 的 FT-IR 和（1）H-NMR 图谱表明，IPhene 与设计结构相同。方差分析表明，当 IPhene 的质量分数大于 10wt.%时，所得树脂配方的 DC、聚合收缩率、FS 和 FM 均低于对照树脂（p<0.05）。含有 20wt.%和 30wt.%IPhene 的聚合物的断裂能高于对照聚合物（p<0.05）。含 IPhene 的样品比对照组具有更高的射线不透性（p<0.05），且含 IPhene 的样品的射线不透性随 IPhene 质量分数的增加而增加（p<0.05）。只有含有 30wt.%和 40wt.%IPhene 的聚合物表现出抗菌活性（p<0.05）。
意义
当 IPhene 达到 30wt.%或更高时，IPhene 可赋予牙科树脂抗菌和射线不透性。尽管含有 30wt.%IPhene 的样品的 FS 和 FM 低于对照组，但较低的体积收缩率、较高的断裂能、较高的射线不透性和抗菌活性仍使其具有在牙科中的应用潜力。
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