以氮原子为中心的苝衍生物—Per-DFN 的合成与表征
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湖南科技大学材料科学与工程学院

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国家自然科学基金面上项目; 湖南省重点研发项目;湖南百人计划海外优秀人才专项;湖南省杰出青年基金;湖南科技大学海外优秀人才引进项目;新型有机光电磁性碳材料;湖湘高层次人才聚集工程-创新人才.


Perylene derivative—Per-DFN, which is centered on nitrogen atomssynthesis and characterization
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School of Materials Science and Engineering, Hunan University of Science and Technology

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    摘要:

    萘嵌苯是一种稠环的萘低聚物,具有独特的电子结构,这使其成为有机染料和半导体材料。自1910年以来,化学家们一直在努力获得尽可能长的低聚萘嵌苯和聚萘嵌苯,而长萘嵌苯和聚萘嵌苯的合成一直是一项非常具有挑战性的任务。为了解决关键分子容易聚集和稳定的问题,我们设计了拥有良好性质并稳定性强的分子。这篇文章主要是讲述我们通过苝单体先后进行甲酰化、氧化酯化、亲核加成、然后通过傅-克反应烷基化来完成五元环嵌苝并引入支链,后进行掺杂氮原子后进行氧化环化来增强其性能的过程与数据分析。课题设计的分子拥有光学、电学、磁学性质的同时,因CP环sp3碳上的大位阻取代基可以有效抑制分子间的聚集,故还拥有良好的稳定性。

    Abstract:

    Rylenes are peri‐fused naphthalene oligomers and possess a unique electronic structure, which makes them attractive materials as organic dyes andsemiconductors. Recent studies have demonstrated an unusual open‐shell diradical character for long rylene molecules and potential half- metallic properties of polyrylene ribbon.Since 1910, chemists have been trying to get the longest possible oligonitrile and polyonitrile, and the synthesis of long onitrile and polyonitrile has been a very challenging task. In order to solve the problem of easy aggregation and stability of key molecules, we designed molecules with good properties and strong stability. This article mainly described the process and data analysis of perylene endocyloperylene through formylation, oxidative esterification and nucleophilic addition of a monomer, then alkylation through Friedel-Crafts reaction to complete naphthalene endocyloperylene, and then oxidative cyclization with hetero atoms to enhance its performance. The designed molecule has optical, electrical and magnetic properties. At the same time, due to the large steric substituents on the sp3 carbon of CP ring can effectively inhibit the aggregation between molecules, so it also has good stability.

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  • 收稿日期:2024-03-06
  • 最后修改日期:2024-05-08
  • 录用日期:2024-05-13
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