RUI: Electrophilic vs Free Radical Reactions of Halogen Systems with Terminal Perfluoroalkenes and Their Derivatives

通过本科院校研究（RUI）奖，有机动力学项目支持洛马拿撒勒学院化学系Dale F. Shellhamer博士的研究。Shellhamer教授探讨了引起卤素、卤素间素和其他卤素系统与各种未反应的末端全氟烯烃离子反应所需的反应条件。全面了解全氟烯烃和全氟烃烯烃的加成反应对于开发新的聚合工艺和合成新的单体是必要的。这项研究的目的是提供数据，将提供一个全面的了解从各种取代末端全氟烯烃衍生的卤离子。将一系列取代的全氟烯烃中卤代离子的相对对称性与类似碳氢化合物中卤代离子的相关数据进行比较。含氟聚合物的应用涵盖了广泛的领域，如：拒水、拒燃料和拒油、拒热稳定性、耐化学品、抗紫外线辐射和耐风化，以及具有低摩擦系数、保持高热稳定性的润滑剂。这些材料的优点抵消了单位成本高的缺点。本研究旨在增进对基础氟化学反应的了解，这些反应应在许多商业过程中得到应用。这个项目很适合本科生。他们将进行合成，并使用现代仪器来表征从这项研究中产生的大量化合物。鼓励学生提出实验数据的机理解释，并提出控制实验，以确认离子途径，并确保动力学产物被报告。Point Loma拿撒勒学院的本科生研究项目也为对各种科学分支感兴趣的优秀高中生提供了招聘工具。

With this Research in Undergraduate Institutions (RUI) award, the Organic Dynamics Program supports the research of Dr. Dale F. Shellhamer of the Department of Chemistry at Point Loma Nazarene College. Professor Shellhamer explores the reaction conditions required to cause an ionic reaction of halogens, interhalogens and other halogen systems with various unreactive terminal perfluoroalkenes. A thorough understanding of addition reactions to perfluoroalkenes and perfluorohydrocarbons alkenes is necessary for the development of new polymerization processes and synthesis of new monomers.This study is designed to supply data that will provide a thorough understanding of halonium ions derived from a variety of substituted terminal perfluoroalkenes. The relative symmetry of the halonium ions in a series of substituted perfluoroalkenes will be compared to related data reported for halonium ions of analogous hydrocarbons.The applications of fluoropolymers cover broad areas such as: water, fuel and oil repellency, thermal stability, resistance to chemicals, UV radiation and weathering, and lubricants with a low coeffficient of friction retaining high thermal stability. The advantages of those materials offset the disadvantage of high unit cost. The research is designed to enhance the understanding of the reactions of fundamental fluorine chemistry which should have applications in many commercial processes. This project is well suited for undergraduates. They will carry out syntheses and use modern instruments to characterize a large number of compounds generated from this study. Students are encouraged to suggest mechanistic interpretations of the experimental data and to propose control experiments to confirm an ionic pathway and ensure that kinetic products are being reported. The undergraduate research program at Point Loma Nazarene College also serves as a recruitment tool for outstanding high school students interested in various branches of science.