Conjugated Hybrids: Functionalization of Polyaromatic and Pi-Conjugated Systems with Group 13 Elements

在这个由NSF化学部化学合成计划资助的项目中，Frieder Jaekle教授开发了含有缺电子13族元素（硼，铝，镓和铟）的新型共轭混合材料。共轭有机材料在有机电子学、传感材料和超分子化学中有着广泛的应用。本研究旨在利用主族化学领域的最新进展，开发新型共轭杂化材料。有机硼烷基团提供电子受体效应，其在用于发光器件（LED）、场效应晶体管（FET）和光致发光器件（OPV）的新的溶液可加工材料中是有用的-其中受体材料仍然具有高需求的应用。此外，刘易斯酸性有机硼烷显示出作为阴离子和其他有毒小分子的传感器的前景。利用选择性硼-硅和硼-锡交换化学、刘易斯碱导向的亲电芳族取代和borenium阳离子形成策略来制备新类别的π共轭材料，这些材料预期表现出：（i）强电子受体特性，（ii）电荷转移和双光子吸收特性，以及（iii）在表面上组装或与其他碳纳米材料相互作用的倾向。该项目有助于在跨学科的研究环境中培训不同的学生群体。一个特别的重点是放在来自化学代表性不足的群体（如美国化学学会项目种子高中学生）的学生的培训。学生受益于与美国和德国的物理化学家的合作。此外，Jaekle教授还组织研讨会和会议，如年度“美洲硼”会议。

In this project funded by the Chemical Synthesis Program of the NSF Chemistry Division, Professor Frieder Jaekle develops new conjugated hybrid materials that contain electron-deficient Group 13 elements (boron, aluminum, gallium, and indium). Conjugated organic materials enjoy ubiquitous applications in organic electronics, sensory materials, and supramolecular chemistry. This research aims to take advantage of recent advances in the field of Main Group Chemistry for the development of new types of conjugated hybrid materials. Organoborane groups offer electron-acceptor effect that are useful in new solution-processible materials for light emitting devices (LEDs), field-effect transistors (FETs), and photovoltaics (OPVs) - applications where acceptor materials remain in high demand. In addition, Lewis acidic organoboranes show promise as sensors for anions and other toxic small molecules. Selective boron-silicon and boron-tin exchange chemistries, Lewis base-directed electrophilic aromatic substitutions, and strategies for borenium cation formation are exploited to prepare new classes of pi-conjugated materials that are expected to exhibit: (i) strong electron-acceptor character, (ii) charge transfer and two-photon absorption properties, and (iii) a propensity for assembly on surfaces or interaction with other carbon nanomaterials. The project contributes to the training of a diverse group of students in an interdisciplinary research environment. A special focus is placed on the training of students from groups underrepresented in chemistry (e.g. American Chemical Society Project SEED high school students). Students benefit from collaborations with physical chemists in the US and Germany. In addition, Professor Jaekle organizes symposia and conferences such as the annual "Boron in the Americas" meeting.