【作者】 史汝金；

【导师】 万有志；

【作者基本信息】 北京化工大学 ， 化学， 2010， 硕士

【摘要】 利用Ar-B(OH)2与烷氧基取代溴苯发生Suzuki反应,成功合成了含有柔性长链(-OC4H9,-OC8H17,-OC12H25,-OC14H29)的对羧基三联苯类电致发光材料中间体。此反应利用高效催化剂PdCl2-EDTA;在二氧六环／乙醇／水的均相体系中完成；得到了较高溶解性、发高效蓝色光的三联苯类荧光小分子。用1H-NMR、FT-IR等确定了三联苯的结构,对其进行了荧光性、DSC检测。观察了三联苯的热稳定性能,对不同长度烷氧基链三联苯的发光效率进行了比较。得到了以下结论：1.对Suzuki反应的路线和条件进行了优化。通过大量的实验探索从三条反应路线中找到了合成三联苯最合适的路线；通过对催化剂和溶剂的实验探索,发现使用PdCl2-EDTA作为催化剂和在二氧六环／乙醇／水的均相体系作为溶剂三联苯产率最高,反应时间较短且后处理简单。2.通过DSC(结合TG图谱)可以看出这类化合物的热稳定性能比较好,分解温度在300℃以上。3.通过荧光光谱图可以看出随着支链碳原子数的增加信号峰发生蓝移,发生蓝移是由于长的取代烷基链扭曲了三联苯的共轭平面,减弱了基于芳环的π电子体系,从而导致其发射波长的蓝移；而荧光强度是由链的长度而影响荧光自淬灭决定的。更多还原

【Abstract】 A novel high solubility, violet or blue-light fluorescent triphenyl compounds containing a flexible long-chain(-OC4H9,-OC8H17,-OC12H25,-OC14H29)were synthesized for the first time in the dioxane-ethanol-water homogeneous system by Suzuki Reaction. It was prepared with p-boronobenzoic acid and alkoxy bromobenzene in the presence of PdCl2-EDTA.Their chemical structures were confirmed by a variety of techniques including 1H NMR and FT-IR. The thermodynamic properties were investigated by the means of DSC. The optical properties were detected with UV and fluorescence spectra. The thermal stability and luminous efficiency of triphenyl derivatives with different alkoxy were investigated. Conclusions:1.We optimized the synthetic route and reaction condition. Though a large number of experiments we find that with PdCl2-EDTA as a catalyst and dioxane/ethanol/water as the solvent reaction triple homogeneous system the highest yield of benzene, the reaction time shorter and simple treatment.2.These compounds had relatively high thermal stability and decomposition temperature was above 300℃from DSC and TG spectrums.3. With the increase of branched-chain carbon atoms the blue shift is enhanced from the fluorescence spectrum; the blue shift was caused by long alkyl chain distorting triphenyl conjugate plane, weaking theπelectronic system of aromatic ring, leading to blue shift; the fluorescence intensity is affected the fluorescence self-quenching.更多还原