【作者】 胡连梅；

【导师】 张昭；

【作者基本信息】 山西大学 ， 有机化学， 2006， 硕士

【摘要】 有机电致发光材料是光电信息功能材料领域的研究热点之一,相比于无机电致发光材料,有机电致发光材料具有很多的优点。芴类化合物作为一类具有刚性平面联苯结构的电致发光材料,由于具有宽的能隙、高的发光效率等特点,备受各方面的关注。芴酮衍生物作为电子传输材料在有机光导体(OPC)器件上已投入使用,并且对它们的光电性能已有研究。将2,7—二溴芴酮引入到具有电致发光特性的分子中,对于提高分子的热稳定性和光谱稳定性等方面具有很大的应用价值。芳香族席夫碱化合物是重要的有机合成中间体,可用作有机非线性光学材料、液晶材料、光信息存储材料和光开关材料等。2,7—二溴芴酮的取代芳基席夫碱类化合物具有光致变色性能,其电子吸收光谱与分子结构有关。在这一研究领域里,许多化学家正在从事新型的、性能优良的发光材料的合成及其光物理行为的研究。 本研究工作开展完成了以下三方面的研究内容:(1)以芴酮为原料,在水溶液中与溴反应制得2,7—二溴芴酮,同时对反应溶剂、催化剂、反应时间、反应温度、以及反应原料用量比等反应条件进行了优化实验,取得了较好的结果,并确定了最佳反应条件:该制备方法选择水为溶剂、铁作为催化剂,反应物溴的量为4:3:2(体积),相应的反应时间为4:3:2(时间),在90℃—98℃下反应产率达到97%。(2)以2,7—二溴芴酮为原料,与带有不同取代基(给电子基或吸电子基)的芳胺类化合物进行反应,合成六种2,7—二溴芴酮的亚胺类衍生物。所得产品通过了红更多还原

【Abstract】 The development of organic electroluminescent materials is one of the forefronts and active areas of the optoelectronic information materials, on account of the advantages of organic electroluminescent materials compared to inorganic counterpart. Fluorene and its derivatives which have an aromatic biphenyl structure with wide energy gap in the backbones and high luminescent efficiency have drawn much attention of materials chemists and device physicists. Fluorenone derivatives have been used as electron transporting materials in organic photo conductor(OPC) device and their electric and optical properties were studied. It is very helpful to improve the thermal and spectral stabilities by introducing the 2,7-dibromofluorenone units into the electroluminescent molecules. Aromatic Schiff base compounds are important organic synthetic intermediates, and have been used as organic non-linear optic materiaK liquid crystal materiaK optic information storage material and optic switch material et al. Substituted aromatic Schiff base compound of 2,7-dibromofluorenone have photoluminescent properties, its electron absorption spectras are discussed in relation to the molecular structure. Therefore, many chemists are devoting themselves to investigating the synthesis techniques and photophysical behaviors of new and excellent electro-luminescent materials.In the thesis , the 2,7-dibromofluorenone was synthesized fromfluorenone and bromine with water as solvent. Meanwhile, the optimum conditions of reaction solvent, catalyst, reaction time, reaction temperature and the amount of bromine were also studied in detail. The optimum reaction condition was defined.Six imino derivatives of 2,7-dibromofluorenone were synthesized from 2,7-dibromofluorenone and corresponding aromatic amine compounds with different substituents(the electron-donating group or the electron-attracting group), and the structures of the new compounds were characterized by IR> MS and ’HNMR spectra.In addition, the absorbing wavelengths^) of the seven fluorene derivatives in ethyl alcohoK tertahydrofuran^ hexamethylene were separately determined by the UV-vis spectra. The effect of the solvent and molecular structure to electron absorption spectra were studied. The results showed that the maximum absorption wavelength (Amax/nm) of its ultraviolet absorption spectra have a red shift with larging conjugate systems or electron donation group;The proton donor solvent leads to the red shift for %-^n transition and the blue shift for n-*7t transition.更多还原