三棱柱形芴基三维笼：设计、合成及其光电性质研究

发布时间：2018-03-03 06:25

本文选题：三维分子　切入点：傅克反应　出处：《南京邮电大学》2017年硕士论文　论文类型：学位论文

【摘要】：自上世纪60年代立方烷首次合成以来,三维笼形化合物(以下简称“3D Cages”)由于具有单分散性较好、分子量固定,分子结构全封闭等特点,从而可以有效地减弱分子间的相互作用力,并且可以有效的避免链间聚集,因此得到了较快的发展。迄今为止,已经实现了合成方法的多样化,并且可以通过使用不同的构建单元来实现功能的多样化,已经广泛应用于气体的分离与存储、爆炸物检测、以及催化等领域。但是,3D Cages材料在有机光电子学的报道极其稀少,造成这一现象的原因为目前已经报道的3D Cages大多存在溶解度较差、共轭长度过短等问题,限制了3D Cages在有机光电子领域的应用。二芳基芴由于具有独特的光物理性能以及多位点修饰性,被广泛应用于有机电致发光器、有机场效应晶体管、有机存储器、有机激光等领域。我们将二芳基芴基元引入3D Cages,并在该体系中引入辛氧基取代基,从而有效的提高了3D Cages的溶解度,实现了溶液加工法制备OLED器件。本文以9-苯基芴醇为起点,以富电子的三苯胺为电子给体,在室温下,使用路易斯酸催化的傅克反应通过五种不同路径成功合成了两种三棱柱形芴基材料,通过对合成实验结果进行分析,比较出了制备此类材料的相对最优路径,为以后同类材料的合成提供了指导思路。各项基本光物理测试结果表明:相比于开环与半开环的对比材料,此类全封闭的三维材料具有更好的光谱稳定性、电化学稳定性和热稳定性。将芴基三维材料及其衍生物作为OLED的发光层制备了简单的发光器件,测试了相关性能。该类三维笼形材料在电化学稳定性、光谱稳定性上有着良好的表现,具有较高的发光量子效率,还可以作为基本单元进一步修饰为更加复杂的结构。因此,该类笼形材料的成功合成为以后三维发光材料的制备提供了新的思路与方法。
[Abstract]:Since the first synthesis of cubic alkanes in -40s, three-dimensional cage compounds (hereinafter referred to as "3D Cages") have the characteristics of good monodispersity, fixed molecular weight, completely closed molecular structure, etc. Thus it can effectively reduce the interaction between molecules, and can effectively avoid interchain aggregation, so it has developed rapidly. So far, the synthesis methods have been diversified. And they can diversify their functions by using different building units, and have been widely used in gas separation and storage, explosive detection, catalysis, etc. But 3D Cages materials are rarely reported in organic optoelectronics. The reason for this phenomenon is that most of the reported 3D Cages have poor solubility, too short conjugate length and other problems. Because of its unique photophysical properties and multi-site modification, diarylfluorene has been widely used in organic electroluminescent devices, field effect transistors, organic memory. In the field of organic laser, we introduced the diarylfluorene unit into 3D Cagesand the octanoxy substituent in the system, which effectively improved the solubility of 3D Cages and realized the preparation of OLED device by solution processing. Using electron rich trianiline as electron donor, two triangular-shaped fluorene based materials were successfully synthesized by using Lewis acid catalyzed Fourier reaction in five different paths at room temperature, and the experimental results were analyzed. The relative optimal path for the preparation of this kind of material is compared, which provides a guiding idea for the synthesis of similar materials in the future. The results of the basic photophysical tests show that compared with the open ring and semi open ring contrast materials, This kind of fully enclosed three-dimensional material has better spectral stability, electrochemical stability and thermal stability. A simple luminescent device was prepared by using fluorenyl three-dimensional material and its derivatives as the luminescent layer of OLED. The properties of this kind of three dimensional cage materials are tested. They have good electrochemical and spectral stability, high luminescent quantum efficiency, and can be further modified as basic units to form more complex structures. The successful synthesis of this kind of cage materials provides a new way of thinking and method for the preparation of three dimensional luminescent materials in the future.
【学位授予单位】：南京邮电大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O625.153

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