有机发光材料论文高固态荧光效率的有机发光材料的设计.doc

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1、 有机发光材料论文：高固态荧光效率的有机发光材料的设计、合成及性能研究【中文摘要】有机发光材料是一类非常重要的有机光电功能材料,广泛应用于有机电致发光器件、有机固体激光器以及有机传感器等领域。在这些有机光电器件中,有机发光材料通常是以聚集体状态或固体薄膜的形式来使用的,但是由于在固体状态下分子间存在相互作用,一般的有机发光材料仅在稀溶液状态下才显示强的荧光,而在固体状态下发光却极弱,甚至不发光,从而大大影响了材料的性能以及器件的效率。因此设计合成具有高固体荧光效率的有机发光材料仍然是一项极具挑战性和重要意义的工作。所以本论文从新的分子设计概念出发,设计合成了两类新型的具有高固态荧光效率的有机-

2、共轭分子。本论文研究的主要内容和结果包括：1.设计合成了一系列侧链为二苯氨基取代的三联苯化合物,由于在吸电子性的.共轭体系的侧链引入的二苯氨基具有给电子效应的影响,这些分子表现出很强的分子内电荷转移性,进而表现出大的Stokes位移；同时侧链二苯氨基大的立体位阻效应的影响,使得-共轭体系呈现非常扭曲的结构,从而可以有效地抑制固态状态下分子间的相互堆积。因此在侧链二苯氨基的电子效应和立体位阻效应两方面因素的共同作用下,侧链二苯氨基取代的三联苯化合物均表现出高的固态荧光量子效率,其旋涂膜的荧光量子效率为0.37-0.99。我们不仅仅设计合成了一类具有独特电子结构和和固态结构的新型有机发光材料,同时

3、我们也提出了一种得到高固态荧光量子效率的有机发光材料的分子设计理念。2.设计合成了具有十字交叉结构的有机硼化合物,2,5-二(4-二米基硼基苯基)乙炔基-1,4-二.(4-二苯氨基苯基)-三联苯,该化合物表现出很强的分子内电荷转移特性,在液态中和固态下都表现出高的荧光量子效率。与氟离子结合后,可引起化合物在溶液中的发射光谱和荧光颜色的变化,可以用作比色荧光探针和比率荧光探针。此外,在固态中,该有机硼化合物对氟离子也有响应。【英文摘要】Organic fluorescent materials are a very important class of organic optoelectroni

4、cs materials., which have been utilized in a wide range of fields, such as organic light-emitting diodes (OLEDs), organic solid-state lasers and organic fluorescent sensors. In these organic photoelectric devices, emissive organic materials are usually used in the forms of aggregate or thin solid fi

5、lm. Although a great number of molecules are known to be highly emissive in dilute solution, most of them tend to show a weak fluorescent in concentrated solution or in solid state, due to the severe fluorescence quenching as a result of certain intermolecular interactions, thus greatly affecting th

6、e properties of materials and efficiency of devices. Therefore, the rational design of such emissive organic solids is still a challenging and interesting issue. From the new concept of molecular design, this paper designed and synthesized two novel organic-conjugated system with high quantum yields

7、.The main contents and results are generalized as follows:1. We designed and synthesized a series of lateral diphenylamino-substituted terphenyls. Owing to the influence of electron-donating property of the diphenylamino group at the side positions of electron-accepting-conjugated system, these terp

8、henyls exhibit efficient intramolecular charge transfer transition with large Stokes shift. Meanwhile, the steric bulkiness of the lateral diphenylamino group makes the-conjugated system present twisted main chain structure, facilitating to suppress fluorescence quenching in the solid state. Therefo

9、re, owing to the influence of the electronic effect and steric bulkiness of the lateral diphenylamino group, the lateral diphenylamino-substituted terphenyls display high solid-state fluorescent quantum yields. Their spin-coated films of fluorescent quantum efficiency is in the range of 0.37-0.99. W

10、e here disclosed not only a new kind of emissive matrials with unique electronic structure and solid-state structure, but also a new molecular design concept to achieve organic emissive solids with excellent quantum yields. 2. We designed and synthesized a cruciform organoboron compound, 2,5-Bis(4-d

11、imesitylboryl)phenylethynyl-1,4-bis (4-N,N-diphenylamino)phenyl -1,1:4,1”terphenyls, which displays a characteristic intramolecular charge transfer transition and is highly emissive both in solutions and solid state. The complexation with fluoride ions induces a large bule shift in fluorescence, ena

12、bling colormatric and ratiometric fluorescence sensing of fluoride. In addition, its prompt response to fluoride ions was also observed even in the solid state.【关键词】有机发光材料 固态荧光效率 侧链 二苯氨基 三联苯 十字交叉 氟离子荧光探针【英文关键词】organic light-emitting materials solid-state quantum yield lateral terphenyl cruciform flu

13、orescence sensor for fluoride ions【目录】高固态荧光效率的有机发光材料的设计、合成及性能研究摘要6-7ABSTRACT7-8符号说明9-10第一章 前言10-231.1 论文意义10-121.2 固态有机发光材料分子设计的方法12-191.3. 本论文提出的课题意义和主要研究内容19-21参考文献21-23第二章 侧链为二苯氨基取代的三联苯化合物23-542.1 引言23-272.2 结果与讨论27-362.2.1 目标化合物的合成272.2.2 化合物2的单晶结构27-282.2.3 化合物2在溶液中的光物理性质28-302.2.4 化合物2的理论计算结果3

14、02.2.5 化合物2在固态下的光物理性质30-312.2.6 化合物1-5的光物理性质31-362.2.7 化合物1-5固态下的形貌362.3 实验部分36-402.3.1 实验试剂与测试仪器36-372.3.2 合成步骤37-402.4 本章小结40-41参考文献41-43附图43-54第三章 具有十字交叉结构的有机硼-共轭化合物54-703.1 引言54-563.2 结果与讨论56-633.2.1 目标化合物的合成56-573.2.2 化合物1在溶液中的光物理性质57-583.2.3 化合物1的理论计算58-593.2.4 化合物1在固态中的光物理性质59-603.2.5 氟离子荧光检测60-633.3 实验部分63-653.3.1 实验试剂与测试仪器633.3.2 合成步骤63-653.4 本章小结65-66参考文献66-68附图68-70致谢70-71攻读硕士期间发表论文71-72学位论文评阅及答辩情况表72