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新型5-取代-8-羟基喹啉的合成及其铝配合物发光性能研究

The Synthesis and Luminescent Properties of Novel 8-Hydroxyquinoline Derivatives and Their Metal Complexes

【作者】 王正威

【导师】 郭灿城; 宋建新;

【作者基本信息】 湖南大学 , 有机化学, 2007, 硕士

【摘要】 8-羟基喹啉铝(Alq3)是一种优良的电致发光材料,具有良好的成膜性、较高的载流子迁移率以及较好的热稳定性。但是Alq3溶解性差,一般都通过真空蒸镀成膜制作器件,此外它会在器件内因器件发热发生重结晶而导致器件稳定性下降。研究8-羟基喹啉衍生物的合成方法对开发结构新颖的Alq3类电致发光材料具有重要意义。本论文具体内容由以下几部分组成:1简单的介绍了8-羟基喹啉衍生物的合成方法,综述了8-羟基喹啉衍生物电致发光性能的研究近况。2发现了芳香胺与5-氯甲基-8-羟基喹啉盐酸盐的新反应。我们将芳香胺与5-氯甲基-8-羟基喹啉盐酸盐在DMF作溶剂,K2CO3存在下,120℃左右反应24h,得到5-位通过-CH2-与芳香胺苯环相连的8-羟基喹啉衍生物。产物通过MS,1HNMR及元素分析鉴定,我们得到其中一化合物的单晶,通过X衍射单晶结构分析,直观可靠的确定其结构。3合成了一系列5-位通过-CH2-与芳香胺苯环相连的8-羟基喹啉衍生物及其铝配合物。此类铝配合物易溶于常见有机溶剂中。测定了配合物的紫外吸收光谱和荧光光谱,证实了这些配合物都具有好的电致发光性能。4根据实验室现有的镀膜机,制备了以合成的8-羟基喹啉衍生物的铝配合物为发光材料的器件,器件结构为ITO/TPD/AlR3/Al。并与以8-羟基喹啉铝作为发光材料的器件进行了发光性能的比较。

【Abstract】 Tris-(8-hydroxyquinoline) aluminium(Alq3) is an efficient green electrolumi nescent material, was first used as an electron transporter and photon emitter in organic light emitting devices by Tang and Vanslyke. The molecule has low photoluminescence(PL) quenching in the solid state, good electron mobility and good stabilility against recrystallisation as an amorphous thin film. Though Alq3 is used as good electron transporter in single and bi-layer devise, it has to be vapour deposited for thin film formation because of poor solubility. So a study on the synthesis of 8-hydroxyquinoline derivatives will undoubtedly help to develop novel Alq3 with specific structures. The main contents of this thesis are as follows:1. The synthetic methodology of 8-hydroxyquinoline derivatives was briefly introduced and the development of the Alq3 in organic electroluminescent devices was sressed.2. A novel reaction of diphenylamine and 5-Cloromethyl-8- hydroxyquinoline hydrochloride. The reaction of diphenylamine and 5-Cloromethyl-8-hydroxy lquinoline hydrochloride in DMF, has K2CO3 exist, 120℃,afforded a new 8-hydroxyquinoline derivative which has diphenylamine attached at the 5- position through–CH2- as the link. The compound was characterized by MS,1HNMR and elemental analysis. We obtained its single crystal, through single crystal X-ray diffraction analysis the new compound’s structure was identified.3. A series of 5-substituted-8- hydroxyquinoline derivatives and their aluminum complexes was synthesized. These complexes have high solubility in many common organic solvents. The spectral properties of the aluminum complexes showed green luminescence, could be used in organic electroluminescent devices.4. We prepare organic electroluminescent devices by vapour deposited as the structure of ITO/TPD/AlR3/Al, Which were not satisfied and need to be optimized.

  • 【网络出版投稿人】 湖南大学
  • 【网络出版年期】2008年 05期
  • 【分类号】O641.4
  • 【被引频次】6
  • 【下载频次】837
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