Ester-free thiol-ene dental restoratives--Part A: Resin development.
Ester-free thiol-ene dental restoratives--Part A: Resin development.
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DOI：
10.1016/j.dental.2015.08.148
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发表时间：
2015-11
期刊：
影响因子：
5
通讯作者：
Bowman, Christopher N.
中科院分区：
文献类型：
--
作者：
Podgorski, Maciej;Becka, Eftalda;Claudino, Mauro;Flores, Alexander;Shah, Parag K.;Stansbury, Jeffrey W.;Bowman, Christopher N.
详细介绍无酯硫醇烯牙科树脂的开发，该树脂具有增强的机械性能、有限的吸水/可降解/降解潜力和低聚合收缩应力。通过硫醇-迈克尔反应制备了硫醇封端的低聚物，并合成了含有氨基甲酸酯键的大体积四烯丙基单体。使用可见光活化使实验低聚物和/或单体光聚合。研究了几种硫醇-烯制剂，并通过与包含常规BisGMA/TEGDMA牙科树脂的对照相比的热机械性能、聚合收缩应力、吸水性/溶解性和反应性来对它们的性能进行排名。不含酯的硫醇-烯制剂具有比BisGMA/TEGDMA对照显著更低的粘度、吸水性和溶解度。取决于树脂，极限官能转化率等于或大于BisGMA/TEGDMA。在相当的转化率，较低的收缩应力值，实现了硫醇-烯系统。当四烯丙基单体用作无酯硫醇-烯混合物中的烯时，聚合收缩应力显著降低。尽管表现出较低的杨氏模量、弯曲强度和玻璃化转变温度，但与硫醇-烯树脂相关的韧性值大于BisGMA/TEGDMA对照。此外，硫醇-烯聚合产生高度均匀的聚合物网络，如窄的tan δ峰宽度所示。在牙科复合材料中使用所开发的硫醇-烯树脂将降低收缩应力和吸湿性，形成更坚韧的材料。此外，预期它们的低粘度能够实现与实际牙科系统相关的官能化微米/纳米级填料颗粒的更高负载。
To detail the development of ester-free thiol-ene dental resins with enhanced mechanical performance, limited potential for water uptake/leachables/degradation and low polymerization shrinkage stress. Thiol-terminated oligomers were prepared via a thiol-Michael reaction and a bulky tetra-allyl monomer containing urethane linkages was synthesized. The experimental oligomers and/or monomers were photopolymerized using visible light activation. Several thiol-ene formulations were investigated and their performance ranked by comparisons of the thermo-mechanical properties, polymerization shrinkage stress, water sorption/solubility, and reactivity with respect to a control comprising a conventional BisGMA/TEGDMA dental resin. The ester-free thiol-ene formulations had significantly lower viscosities, water sorption and solubility than the BisGMA/TEGDMA control. Depending on the resin, the limiting functional conversions were equivalent to or greater than that of BisGMA/TEGDMA. At comparable conversions, lower shrinkage stress values were achieved by the thiol-ene systems. The polymerization shrinkage stress was dramatically reduced when the tetra-allyl monomer was used as the ene in ester-free thiol-ene mixtures. Although exhibiting lower Young’s modulus, flexural strength, and glass transition temperatures, the toughness values associated with thiol-ene resins were greater than that of the BisGMA/TEGDMA control. In addition, the thiol-ene polymerization resulted in highly uniform polymer networks as indicated by the narrow tan delta peak widths. Employing the developed thiol-ene resins in dental composites will reduce shrinkage stress and moisture absorption and form tougher materials. Furthermore, their low viscosities are expected to enable higher loadings of functionalized micro/nano-scale filler particles relevant for practical dental systems.
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