以PDI为基础的Acceptor-Donor共轭芳香大环分子的合成及性能研究

发布时间：2018-01-06 20:28

本文关键词：以PDI为基础的Acceptor-Donor共轭芳香大环分子的合成及性能研究　出处：《上海师范大学》2016年硕士论文　论文类型：学位论文

【摘要】：近年来,有机光电材料在基础研究和应用方面取得了突飞猛进的发展,已经成为一个较为成熟的跨学科新兴领域。有机光电材料在光电器件方面得到了广泛应用,包括有机发光二极管、有机太阳能电池、有机场效应晶体管、有机生物化学传感器、以及有机非线性光学材料等。由于有机分子较无机材料具有密度小,价格低廉且结构的易修饰性强等优势,近年来在科研和工业界得到了广泛的注意,化学家及材料学家从设计合成特殊的有机π-共轭体系出发,探索其在光电功能领域内的应用,并以此为反馈指导分子设计。2008年,Jasti、Bertozzi利用顺式-1,4-二甲氧基-2,5-环己二烯分子为桥梁首次成功的合成了环对苯撑类(cycloparaphenylenes,CPPs)化合物。但是CCP在可见光范围内没有强烈的吸收,因此其在光电器件的应用上受到限制。但这种化合物的合成方法为我们提供了一种合成环状类化合物的策略。而这类完全共轭的两种不同的芳香分子结合成的环状化合物至今还没有那个课题组合成出来过,因此,针对这种情况,我们开展了以下两个方面的研究工作。利用合成CPP的方法,我们制备出了一种新型的环状的共轭有机分子,它由两个相同的电子}f体分子和另两个相同的电子受体分子组成,其中电子给体分子是联噻吩,受体分子是傒二酰胺衍生物。形成的大环分子具有一定尺寸的空腔,且噻吩上的硫原子朝向腔内。利用手性的高效液相色谱成功的分离出三种立体异构体,并研究了它们之间的互换现象。另外,这种独特的环是一种黑的固体,在可见光范围内由明显的光谱吸收。DFT计算展现出了在光诱导下电子从联噻吩转导到傒二酰胺上。基于前面的研究,我们可以看出这种全新的大环分子具有独特的光谱吸收特性,在可见光范围内具有较强的吸收,这使得这种分子在太阳能光伏器件上具有应用的可能性。由于这种全新的共轭芳香大环分子是首次合成出。虽然我们对其空间结构及光电特性有一定了解,但对于这类以PDI为受体,其他芳香物为}f体的共轭大环分子,我们并没有仔细研究过。为了弄清楚这类D-A型的环状分子的成环规律、空间特性及光谱特性,我们合成了几种共轭大环分子,并研究了它们的空间结构及光电特性。
[Abstract]:In recent years, organic optoelectronic materials have made rapid progress in basic research and application. Mechanical photovoltaic materials have been widely used in optoelectronic devices, including organic light-emitting diodes, organic solar cells, airfield effect transistors. Organic biochemical sensors and organic nonlinear optical materials. Because organic molecules have the advantages of low density, low cost and easy modification of structure. In recent years, scientific research and industry have received extensive attention, chemists and materials scientists from the design and synthesis of a special organic 蟺 -conjugate system, explore its application in the field of optoelectronic functions. In 2008, Jastig Bertozzi used cis-1, 4-dimethoxy-2 as a feedback guide for molecular design. Cycloparaphenylenes were successfully synthesized by using 5-cyclohexadiene as a bridge for the first time. CPPs) compounds. But CCP does not have strong absorption in the visible range. Therefore, its application in optoelectronic devices is limited. But the synthetic method of this kind of compound provides us with a strategy of synthesizing ring like compounds. And this kind of completely conjugated two different aromatic molecules combine to form rings. The compounds have not yet been synthesized by the research group. Therefore, in view of this situation, we have carried out the following two aspects of research. Using the method of synthesizing CPP, we have prepared a novel ring conjugated organic molecule. It consists of two identical electron} f molecules and two other identical electron acceptor molecules, in which the electron donor molecule is bithiophene. The receptor molecule is a derivative of diamide. The macrocyclic molecule has a certain size cavity and the sulfur atoms on the thiophene are oriented to the cavity. Three stereoisomers have been successfully separated by chiral high performance liquid chromatography. In addition, this unique ring is a black solid. In the visible range, the apparent spectral absorption. DFT calculations show that the electron transduces from dithiophene to diamide under light induction, based on the previous study. We can see that this new macrocyclic molecule has unique spectral absorption characteristics and strong absorption in the visible range. This makes it possible for this molecule to be used in solar photovoltaic devices, because this novel conjugated aromatic macrocyclic molecule is the first one to be synthesized, although we have some knowledge of its spatial structure and optoelectronic properties. However, we have not studied the conjugated macrocyclic molecules with PDI as the receptor and other aromatics as the} f body. In order to find out the ring-forming law of this kind of D-A ring molecules. Some conjugated macrocyclic molecules have been synthesized and their spatial structure and optoelectronic properties have been studied.
【学位授予单位】：上海师范大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O621.2

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