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机构地区:[1]东华大学材料科学与工程学院和纤维材料改性国家重点实验室,上海201620 [2]安徽大学化学化工学院,安徽合肥230039
出 处:《光谱学与光谱分析》2008年第10期2356-2359,共4页Spectroscopy and Spectral Analysis
基 金:国家自然科学基金项目(90606011;50472038);教育部"国家新世纪优秀人才支持计划"项目(NCET-04-0588)资助
摘 要:有机共轭材料由于在电子、非线性光学和发光领域具有广泛应用,引起人们广泛兴趣。苯乙烯衍生物是一类重要的有机共轭化合物。文章采用相转移Wittig反应和钯催化Heck反应合成了三种不同取代基二苯乙烯衍生物。研究了分子结构与电子吸收光谱和材料发光性能关系。同没有取代基的化合物3a相比(电子最大吸收峰波长358nm),化合物3c中CH3取代导致电子吸收光谱轻微红移到356nm,硝基取代的化合物3b呈现出更大的吸收光谱红移现象,电子吸收最大峰红移到388nm。同时发现:CH3取代的化合物3c产生荧光发射峰在414nm,同没有取代基的化合物3a相比,荧光发射强度明显增强;相反具有吸电子NO2取代基的化合物3b荧光发射峰位于525nm,荧光发射强度明显减弱。可见二苯乙烯分子中取代基结构对分子光学性能产生重要影响。这为发光材料的分子设计提供新的思路。In the present paper, three stilbene derivatives with different substitutions were synthesized by phase-transfer Wittig reaction and Pd( Ⅱ )-catalyzed heck reaction. The molecular structures were characterized by FTIR, elemental analysis and ^1H NMR spectra. The authors investigated the influence of molecular structure on electron absorption spectra and 1 mitting properties. The results show that compared with that of compound 3a without substitution with a maximum electron absorption peak at 356 nm, the substitution of CH3 group results in a slightly red-shift of electron absorption peak wavelength of molecules to 358 nm, while the substitution of NO2 group makes molecule possess larger π electron conjugation and the maximum absorption peak shifts to a longer wavelength region (388 nm). Simultaneously, it was found that the substitution of CH3 group yields luminescence emission with a peak wavelength at 414 nm and the 1 emission strength significantly in- creases in comparison with that of compound 3a without substitution. On the contrary, the substitution of electron-aceeptor NO2 group results in the decrease in luminescence emission strength with an emission maximum wavelength at 525 nm. Therefore, the structure of substitution on stilbene molecules has an important effect on their optical properties and this will provide some foundation for the structure design of emitting molecules in future.
关 键 词:相转移Wittig反应 钯催化Heck反应 二苯乙烯衍生物 荧光
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