RUI: Phenazine Chemistry as a Means of Assembling Multifunctional Pi-conjugated Organic Materials.

RUI：吩嗪化学作为组装多功能 Pi 共轭有机材料的一种手段。

• 批准号: 2108949
• 负责人: Brian Northrop
• 金额: $ 37.03万
• 依托单位: Wesleyan University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2021
• 资助国家: 美国
• 起止时间: 2021-06-01 至 2025-05-31
• 项目状态: 未结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=2108949&HistoricalAwards=false
• 关键词: RUI; Phenazine; Chemistry; Means; Assembling

With the support of the Macromolecular, Supramolecular and Nanochemistry program in the Division of Chemistry, Dr. Brian H. Northrop of Wesleyan University will develop new synthetic approaches into semiconducting organic materials using phenazines as building blocks. Phenazines are cyclic organic molecules consisting of carbon, hydrogen and nitrogen. The alternation of pi-bonds (double bonds) in these systems enables the molecules or polymers to conduct electrons. Just like traditional semiconductors such as silicon, these materials can become conductive when one applies a voltage--as in transistors--or irradiate them with light--as in photovoltaic cells. In this work, experimental and theoretical chemistry will be used to prepare a family of phenazines derivatives containing different functionalities and reactivities. Optimized derivatives will then be assembled into various 1D- and 2D-structures potentially creating materials with unique opto-electronic properties. Successful preparation of new phenazine based materials would have potential long term scientific impact for the design of optoelectronic materials, optics and sensing. Students associated with this project will ve exposed to interdisciplinary research and, as such, be well positioned for career paths in the academic, industrial or government sectors. An introduction to polymers program and summer bridge program will be created to reach middle school students and introduce them to research in STEM (Science, Technology, Engineering and Mathematics) fields.This research will focus on experimental and theoretical investigations of phenazines and the use of phenazine assembly in the design and synthesis of well-defined, pi-conjugated organic materials and macromolecules. In the first objective, experimental synthesis and analysis will be combined with first principles calculations to investigate the formation and aromaticity of simple phenazine derivatives, as well as the impact of functional groups on the favorability and reversibility of phenazine condensation reactions. The second objective will focus on the preparation of a library of ortho-phenylenediamine and ortho-quinone functionalized building blocks that will be used in the controlled assembly of one-dimensional multifunctional phenazine derivatives and oligomers. Finally, in the last objective, new knowledge from fundamental and one-dimensional phenazine studies will be applied to prepare monodisperse, two-dimensional phenazine polygons, ladders, and grids. Incorporation of phenazine units into conjugated framework is a synthetic strategy that has not been extensively explored in the field of conjugated materials. Consequently, new fundamental chemistry knowledge will be generated that could lead to design of interesting pi-conjugated materials and advancements in understanding of how phenazine affects their physical and optoelectronic properties.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

在化学系大分子、超分子和纳米化学项目的支持下，卫斯理大学的Brian H. Northrop博士将开发新的合成方法，以非那嗪为基础，合成半导体有机材料。苯那嗪是由碳、氢和氮组成的环状有机分子。在这些体系中，π键（双键）的交替使分子或聚合物能够传导电子。就像硅等传统半导体一样，当施加电压（如晶体管）或用光照射（如光伏电池）时，这些材料会变得导电。在这项工作中，实验和理论化学将用于制备具有不同官能团和反应性的非那嗪衍生物家族。然后将优化的衍生物组装成各种1D和2d结构，可能创造出具有独特光电特性的材料。成功制备新型非那嗪基材料将对光电材料、光学和传感的设计产生潜在的长期科学影响。与此项目相关的学生将接触跨学科研究，因此，为学术，工业或政府部门的职业道路做好准备。将开设聚合物入门课程和暑期桥梁课程，向中学生介绍STEM（科学、技术、工程和数学）领域的研究。本研究将集中于非那嗪的实验和理论研究，以及在设计和合成定义良好的、偶联的有机材料和大分子中使用非那嗪组装。在第一个目标中，实验合成和分析将结合第一性原理计算来研究简单的非那嗪衍生物的形成和芳香性，以及官能团对非那嗪缩合反应的有利性和可逆性的影响。第二个目标将集中在制备邻苯二胺和邻醌功能化构建块库，用于一维多功能吩嗪衍生物和低聚物的受控组装。最后，在最后一个目标中，来自基础和一维非那嗪研究的新知识将应用于制备单分散、二维非那嗪多边形、阶梯和网格。在共轭框架中加入非那嗪单元是一种在共轭材料领域尚未被广泛探索的合成策略。因此，新的基础化学知识将产生，这可能导致设计有趣的π共轭材料，并在了解非那嗪如何影响其物理和光电子性质方面取得进展。该奖项反映了美国国家科学基金会的法定使命，并通过使用基金会的知识价值和更广泛的影响审查标准进行评估，被认为值得支持。