Development of Secondary and Tertiary Thiol Monomers for Thiol-ene Dental Restorative Materials

硫醇烯牙科修复材料用二级和三级硫醇单体的开发

• 批准号: 9813506
• 负责人: Katelyn Long
• 金额: $ 3.8万
• 依托单位: UNIVERSITY OF COLORADO
• 依托单位国家: 美国
• 财政年份: 2018
• 资助国家: 美国
• 起止时间: 2018-09-25 至 2021-09-24
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/9813506
• 关键词: Address; Adhesions; Adult; Affect; Alkenes; Area; Behavior; Centers for Disease Control and Prevention (U.S.); Characteristics; Chemistry; Clinical; Composite Resins; Dental; Dental Materials; Dental caries; Development; Disadvantaged; Environment; Esters; Exhibits; Face; Failure; Filler; Gel; Glass; Growth; Hour; Kinetics; Knowledge; Lead; Libraries; Life; Literature; Mechanics; Medical Device; Methacrylates; Microbial Biofilms; Modeling; Modernization; Molecular Weight; National Health and Nutrition Examination Survey; Nature; Odors; Oral health; Oxygen; Performance; Plant Resins; Polymers; Predisposition; Procedures; Property; Reaction; Research; Services; Stress; Sulfhydryl Compounds; System; Testing; Time; Toxic effect; Transition Temperature; Viscosity; Water; Work; absorption; base; biomaterial compatibility; clinical application; crosslink; experimental study; functional group; fundamental research; improved; materials science; mechanical properties; monomer; network architecture; novel; polymerization; prevent; reaction rate; restorative composite; restorative material; stability testing; uptake

Project Summary Dental materials are among the most ubiquitous medical devices, with almost all adults in the modern world benefiting from their use. Yet, despite their commonality the most employed composite, a methacrylate based polymer resin, faces many issues such as high shrinkage and shrinkage stress, water sorption, hydrolytic and enzymatic degradation, and is prone to leaching of unreacted monomer. While the composite does cure rapidly as is ideal for clinical settings, meticulous procedures and environments are required. The composite must be cured in increments of 2-3 mm at a time to assure adequate cure and prevent stress development. Further, adhesion of the composite depends on keeping the area completely dry and even if all these conditions are met, the composite is not a permanent solution with secondary caries often recurring. Thus, while composite materials have been used in dental fillings for almost 40 years, there remains a critical need for a significantly improved restorative material. Thiol-ene materials represent an ideal candidate for dental restorative materials in many ways. Not only is the polymerization not susceptible to water or oxygen inhibition, but it also proceeds just as rapidly and more efficiently than a methacrylate homopolymerization. The mechanism of this reaction is significantly different, resulting in a material that has reduced shrinkage and stress and esters have recently been removed from several thiol-ene monomers to reduce their degradation. There are a wide variety of available starting materials for a thiol-ene polymerization, and the reaction proceeds without interacting with other functional groups. Thus, monomers can be chosen to reduce water sorption or hydrolytic/enzymatic degradation and toxicity. Even with all these advantages, more work needs to be done to improve the practicality of using this system in a dental composite. Thiol and alkene monomers can spontaneously react without any intended initiation action – reducing the shelf-life of monomer mixtures. It is also well known that some thiol molecules are accompanied by an unpleasant odor. For a variety of reasons secondary thiol monomers are less likely to spontaneously react and also have a reduced odor. Although, there is still little information regarding how the substitution of the thiol will affect the thiol-ene reaction. Therefore, this project proposes to make an improved dental restorative material by incorporating secondary and tertiary thiol monomers into a thiol-ene composite. In order to do so, thorough kinetic and polymer studies must be completed so the effect from the more highly substituted thiols can be assessed. New primary, secondary, and tertiary thiol monomers will be synthesized and a library of thiol and alkene monomers will be evaluated for the best incorporation into dental restorative composites. These composites will be evaluated for improved mechanical and clinical properties against a commonly used dental composite.

项目概要 牙科材料是最普遍的医疗器械之一，现代社会几乎所有成年人都使用牙科材料。 世界从它们的使用中受益。然而，尽管它们具有共同性，但最常用的复合材料是甲基丙烯酸酯 基于聚合物树脂，面临着高收缩率和收缩应力、吸水性、 水解和酶促降解，并且容易发生未反应单体的浸出。虽然复合 确实可以快速治愈，这是临床环境的理想选择，需要细致的程序和环境。这 复合材料必须每次以 2-3 毫米的增量进行固化，以确保充分固化并防止应力 发展。此外，复合材料的粘附力取决于保持该区域完全干燥，即使所有 如果满足这些条件，复合材料并不是永久性的解决方案，继发龋经常会复发。 因此，虽然复合材料在牙科填充物中的应用已近 40 年，但仍然存在一个关键问题 需要显着改进的修复材料。 硫醇烯材料在很多方面都是牙科修复材料的理想候选者。不仅是 聚合反应不易受到水或氧的抑制，但其进行速度也同样快，而且速度更快 比甲基丙烯酸酯均聚更有效。该反应的机理显着不同， 产生了一种减少收缩和应力的材料，并且最近已从其中去除了酯 几种硫醇-烯单体以减少其降解。有多种可用的起始材料 对于硫醇-烯聚合，反应在不与其他官能团相互作用的情况下进行。因此， 可以选择单体来减少水吸附或水解/酶降解和毒性。 即使有所有这些优点，还需要做更多的工作来提高使用它的实用性 牙科复合材料中的系统。硫醇和烯烃单体可以自发反应，无需任何预期 引发作用——缩短单体混合物的保质期。众所周知，一些硫醇分子 并伴有难闻的气味。由于多种原因，仲硫醇单体不太可能 自发反应并且气味也减少。尽管如此，关于如何实现这一目标的信息仍然很少。 硫醇的取代会影响硫醇-烯反应。 因此，该项目建议通过结合来制造一种改进的牙科修复材料 仲硫醇和叔硫醇单体形成硫醇-烯复合物。为了做到这一点，彻底的动力学和 必须完成聚合物研究，以便评估更高取代度硫醇的影响。新的 将合成伯、仲和叔硫醇单体以及硫醇和烯烃单体库 将评估其是否最好地融入牙科修复复合材料中。这些复合材料将 与常用的牙科复合材料相比，评估其机械和临床性能的改善。