Developing ipso-arylative coupling routes to conjugated molecules and macromolecules

开发共轭分子和大分子的异芳基化偶联路线

• 批准号: 1506822
• 负责人: Robert Grubbs
• 金额: $ 35.93万
• 依托单位: SUNY at Stony Brook
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2015
• 资助国家: 美国
• 起止时间: 2015-09-01 至 2018-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1506822&HistoricalAwards=false
• 关键词: Developing; ipso; arylative; coupling; routes

With this award, the Macromolecular, Supramolecular and Nanochemistry Program of the Division of Chemistry is supporting Professor Robert B. Grubbs of Stony Brook University to investigate the development of methods for the preparation of semiconducting polymers for new organic electronic materials and devices. Organic electronic materials are of growing industrial importance due to their potential as low-cost, flexible, and lightweight materials with potential uses in a number of applications, notably those where they function as sensors, light-emitting materials, and materials for converting solar energy to electrical energy. These methods allow the use of stable monomers that can be polymerized with less toxic by-products than other methods, and have the potential to allow the preparation of a range of new polymer structures. This work provides training for graduate students, including students from traditionally underrepresented groups, in organic electronic materials research, and involves regular interactions with scientists at Brookhaven National Laboratory. As part of this project, participants plan to present their work at local, regional, national, and international meetings, as well as at a workshop on environmental science and sustainability for local high school teachers. Professor Grubbs and co-workers are investigating the use of palladium-catalyzed ipso-arylative coupling methods for the preparation of conjugated polymers. The key objectives of the project are to expand and optimize ipso-arylative polymerization methods to allow polymerization of a broader range of monomers and apply these conditions to the preparation of new polymer structures, including those with controlled sequences of different monomers. Developing an understanding of the effects of monomer structure and polymerization conditions on the preparation of model poly(3-hexylthiophene) systems is a key goal. The design of ipso-arylative ring-opening polymerization systems, which allows polymerization to proceed without the formation of by-products, is also a key goal. The newly developed methods are being used in the preparation of new conjugated polymers, including side-chain-functionalized polymers (by ring-opening polymerization), poly(2,6-pyridyl) derivatives, and designed sequences of conjugated oligomers. In each case, the use of ipso-arylative coupling conditions is critical to the construction of the new polymers. As new polymers are prepared and characterized, their electronic properties are to be measured in collaboration with co-workers at the Center for Functional Nanomaterials at Brookhaven National Laboratory.

凭借该奖项，化学系的高分子、超分子和纳米化学项目正在支持石溪大学的Robert B. Grubbs教授研究用于新型有机电子材料和器件的半导体聚合物的制备方法的开发。有机电子材料因其作为低成本、柔性和轻质材料的潜力而在工业上的重要性日益增长，并在许多应用中具有潜在用途，特别是用作传感器、发光材料和太阳能转换材料的应用到电能。这些方法允许使用稳定的单体，与其他方法相比，这些单体的毒性副产物较少，并且有可能制备一系列新的聚合物结构。这项工作为研究生（包括来自传统上代表性不足群体的学生）提供有机电子材料研究方面的培训，并涉及与布鲁克海文国家实验室的科学家的定期互动。作为该项目的一部分，参与者计划在地方、区域、国家和国际会议以及为当地高中教师举办的环境科学和可持续发展研讨会上展示他们的工作。 Grubbs 教授和同事正在研究使用钯催化的芳基化偶联方法来制备共轭聚合物。该项目的主要目标是扩展和优化本身芳基化聚合方法，以允许聚合更广泛的单体，并将这些条件应用于新聚合物结构的制备，包括具有不同单体受控序列的聚合物结构。了解单体结构和聚合条件对模型聚（3-己基噻吩）系统制备的影响是一个关键目标。异芳基化开环聚合体系的设计也是一个关键目标，该体系允许聚合在不形成副产物的情况下进行。新开发的方法用于制备新型共轭聚合物，包括侧链官能化聚合物（通过开环聚合）、聚（2,6-吡啶基）衍生物和设计的共轭低聚物序列。在每种情况下，内芳基化偶联条件的使用对于新聚合物的构建至关重要。随着新聚合物的制备和表征，它们的电子特性将与布鲁克海文国家实验室功能纳米材料中心的同事合作测量。